Nandrolone decanoate

Identification

Summary

Nandrolone decanoate is an anabolic steroid indicated for the management of the anemia of renal insufficiency by increasing hemoglobin and red cell mass.

Generic Name
Nandrolone decanoate
DrugBank Accession Number
DB08804
Background

Nandrolone decanoate, also known as nandrolone caprinate, is an alkylated anabolic steroid indicated in the management of anemia of renal insufficiency and as an adjunct therapy in the treatment of senile and postmenopausal osteoporosis.8,11,12,13 The process for creating esters of nandrolone was patented in Spain in 195915 and in 1960, it was described as having a long duration of action and strong anabolic effect compared to nandrolone and other esters.11

Nandrolone decanoate was granted FDA approval on 5 October 1962.12

Type
Small Molecule
Groups
Approved, Illicit
Structure
Thumb
Weight
Average: 428.6472
Monoisotopic: 428.329045274
Chemical Formula
C28H44O3
Synonyms
  • 19-nortestosterone decanoate
  • Nandrolone 17β-decanoate
  • Nandrolone decanoate

Pharmacology

Indication

Nandrolone decanoate is indicated in the management of anemia of renal insufficiency.12 In Canada, it is also indicated as an adjunct therapy in the treatment of senile and postmenopausal osteoporosis.13

Pharmacology
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Associated Conditions
Contraindications & Blackbox Warnings
Contraindications
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Pharmacodynamics

Nandrolone decanoate is an alkylated anabolic steroid indicated in the management of anemia of renal insufficiency and as an adjunct therapy in the treatment of senile and postmenopausal osteoporosis.8,12,13 It has a long duration of action as it is given every 3-4 weeks, and a wide therapeutic window as acute overdoses are rare.8,13 Patients should be counselled regarding the risks of giving this drug to patients with cardiac, renal, or hepatic diseases.13

Mechanism of action

Nandrolone decanoate is hydrolyzed to nandrolone, possibly by PDE7B.3,5 Nandrolone is brought into cells by receptor mediated endocytosis, where it interacts with the androgen receptor.9,10 After binding to the androgen receptor, a conformational change occurs, the androgen receptor enters the nucleus, dimerizes, and can then bind to segments of DNA to regulate transcription.10 Androgens can also regulate transcription through activation of ERK, Akt, and MAPK; or binding to and competitively inhibiting transcription factors.10

TargetActionsOrganism
AAndrogen receptor
agonist
Humans
UProto-oncogene c-Fos
inducer
Humans
U5-hydroxytryptamine 2 receptor
modulator
Humans
U5-hydroxytryptamine receptor 1B
modulator
Humans
UInsulin-like growth factor 1 receptor
inducer
Humans
UDopamine receptor
modulator
Humans
Absorption

A 50 mg intramuscular dose of nandrolone decanoate reaches a mean Cmax 2.14 ng/mL, with a mean Tmax of 30 hours, and a mean AUC of 400 h*ng/mL.1 A 100 mg intramuscular dose of nandrolone decanoate reaches a mean Cmax 4.26 ng/mL, with a mean Tmax of 30 hours, and a mean AUC of 862 h*ng/mL.1 A 150 mg intramuscular dose of nandrolone decanoate reaches a mean Cmax 5.16 ng/mL, with a mean Tmax of 72 hours, and a mean AUC of 1261 h*ng/mL.1

Volume of distribution

Not Available

Protein binding

Data regarding the percent protein binding of nandrolone decanoate is not readily available. After nandrolone decanoate is hydrolyzed to nandrolone, it is bound to sex hormone binding globulin.6

Metabolism

Nandrolone decanoate is hydrolyzed to nandrolone, possibly by PDE7B.3,5 Nandrolone is further metabolized to the urinary metabolites 19-norandrosterone, 19-noretiocholanolone, and 19-norepiandrosterone.2,13 19-norandrosterone is 3-O-glucuronidated by UGT2B7, UGT 1A4, UGT2B4, UGT1A3, and UGT1A1.4 19-noretiocholanolone is 3-O-glucuronidated by UGT2B7, UGT2B4, UGT1A4, UGT1A10, UGT1A3, and UGT1A1.4

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Route of elimination

Nandrolone decanoate is eliminated as urinary metabolites, however data regarding elimination in the feces are not readily available.7 Data in cattle shows that nandrolone is 30% eliminated in the feces.7

Half-life

Nandrolone decanoate has an absorption half life of 6 days and an elimination half life of 4.3 hours.13 Alternate studies have shown that nandrolone decanoate has a terminal half life of 7.1, 11.7, and 11.8 hours for doses of 50, 100, and 150 mg respectively.1

Clearance

50 mg, 100 mg, and 150 mg doses of nadrolone decanoate had mean apparent clearances of 80.0 L/h, 74.3 L/h, and 76.2 L/h respectively.1

Adverse Effects
Adverseeffects
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Toxicity

Data regarding acute overdose of nandrolone decanoate are not readily available.13 However, patients experiencing a chronic overdose of anabolic steroids may experience adverse effects including suppression of testosterone and spermatogenesis, shrinking of testicles, decreased libido, and erectile dysfunction in men; and suppressed estrogen, progesterone, and ovulation, amenorrhea, and clitoromegaly in women.8 Patients may also experience neuropsychiatric, cardiovascular, and hepatic adverse effects.8 Alkylated anabolic steroids such as nandrolone decanoate are more likely to cause hepatic adverse effects.8 Treat patients with symptomatic and supportive measures.

The intraperitoneal LD50 in mice is >566 mg/kg.14

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
AcarboseNandrolone decanoate may increase the hypoglycemic activities of Acarbose.
AcenocoumarolNandrolone decanoate may increase the anticoagulant activities of Acenocoumarol.
AcetohexamideNandrolone decanoate may increase the hypoglycemic activities of Acetohexamide.
AlbiglutideNandrolone decanoate may increase the hypoglycemic activities of Albiglutide.
AllantoinThe therapeutic efficacy of Allantoin can be increased when used in combination with Nandrolone decanoate.
AlmotriptanThe metabolism of Almotriptan can be decreased when combined with Nandrolone decanoate.
AlogliptinNandrolone decanoate may increase the hypoglycemic activities of Alogliptin.
Beclomethasone dipropionateThe risk or severity of edema formation can be increased when Nandrolone decanoate is combined with Beclomethasone dipropionate.
BetamethasoneThe risk or severity of edema formation can be increased when Nandrolone decanoate is combined with Betamethasone.
Betamethasone phosphateThe risk or severity of edema formation can be increased when Nandrolone decanoate is combined with Betamethasone phosphate.
Interactions
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Food Interactions
No interactions found.

Products

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Active Moieties
NameKindUNIICASInChI Key
Nandroloneprodrug6PG9VR430D434-22-0NPAGDVCDWIYMMC-IZPLOLCNSA-N
International/Other Brands
Deca-Durabol / Deca-Durabolin / Retabolil
Brand Name Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
Nandrolone DecanoateInjection100 mg/1mLIntramuscularWatson Pharmaceuticals2007-02-08Not applicableUS flag
Nandrolone DecanoateInjection200 mg/1mLIntramuscularWatson Pharmaceuticals2007-02-08Not applicableUS flag
Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
Nandrolone DecanoateInjection, solution200 mg/1mLIntramuscularAMERICAN REGENT, INC.2010-09-012010-10-01US flag

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as steroid esters. These are compounds containing a steroid moiety which bears a carboxylic acid ester group.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
Sub Class
Steroid esters
Direct Parent
Steroid esters
Alternative Parents
Estrogens and derivatives / 3-oxo delta-4-steroids / Delta-4-steroids / Cyclohexenones / Carboxylic acid esters / Monocarboxylic acids and derivatives / Organic oxides / Hydrocarbon derivatives
Substituents
3-oxo-delta-4-steroid / 3-oxosteroid / Aliphatic homopolycyclic compound / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester / Cyclic ketone / Cyclohexenone / Delta-4-steroid / Estrane-skeleton
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
steroid ester (CHEBI:7467)
Affected organisms
  • Humans and other mammals

Chemical Identifiers

UNII
H45187T098
CAS number
360-70-3
InChI Key
JKWKMORAXJQQSR-MOPIKTETSA-N
InChI
InChI=1S/C28H44O3/c1-3-4-5-6-7-8-9-10-27(30)31-26-16-15-25-24-13-11-20-19-21(29)12-14-22(20)23(24)17-18-28(25,26)2/h19,22-26H,3-18H2,1-2H3/t22-,23+,24+,25-,26-,28-/m0/s1
IUPAC Name
(1S,3aS,3bR,9aR,9bS,11aS)-11a-methyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl decanoate
SMILES
[H][C@@]12CC[C@H](OC(=O)CCCCCCCCC)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3CC[C@@]21[H]

References

General References
  1. Bagchus WM, Smeets JMW, Verheul HAM, De Jager-Van Der Veen SM, Port A, Guerts TBP: Pharmacokinetic Evaluation of Three Different Intramuscular Doses of Nandrolone Decanoate: Analysis of Serum and Urine Samples in Healthy Men The Journal of Clinical Endocrinology & Metabolism. 2005 May 1;90(5):2624-2630. [Article]
  2. Baume N, Avois L, Schweizer C, Cardis C, Dvorak J, Cauderay M, Mangin P, Saugy M: [13C]Nandrolone excretion in trained athletes: interindividual variability in metabolism. Clin Chem. 2004 Feb;50(2):355-64. doi: 10.1373/clinchem.2003.022848. Epub 2003 Nov 21. [Article]
  3. Wijnand HP, Bosch AM, Donker CW: Pharmacokinetic parameters of nandrolone (19-nortestosterone) after intramuscular administration of nandrolone decanoate (Deca-Durabolin) to healthy volunteers. Acta Endocrinol Suppl (Copenh). 1985;271:19-30. doi: 10.1530/acta.0.109s00019. [Article]
  4. Kuuranne T, Kurkela M, Thevis M, Schanzer W, Finel M, Kostiainen R: Glucuronidation of anabolic androgenic steroids by recombinant human UDP-glucuronosyltransferases. Drug Metab Dispos. 2003 Sep;31(9):1117-24. doi: 10.1124/dmd.31.9.1117. [Article]
  5. Strahm E, Rane A, Ekstrom L: PDE7B is involved in nandrolone decanoate hydrolysis in liver cytosol and its transcription is up-regulated by androgens in HepG2. Front Pharmacol. 2014 May 30;5:132. doi: 10.3389/fphar.2014.00132. eCollection 2014. [Article]
  6. Victor A, Weiner E, Johansson ED: Sex hormone binding globulin: the carrier protein for d-norgestrel. J Clin Endocrinol Metab. 1976 Jul;43(1):244-7. doi: 10.1210/jcem-43-1-244. [Article]
  7. Calvarese S, Rubini P, Urbani G, Ferri N, Ramazza V, Zucchi M: Experimental administration of 19-nortestosterone and dexamethasone in cattle: elimination of the two drugs in different biological matrices. Analyst. 1994 Dec;119(12):2611-5. doi: 10.1039/an9941902611. [Article]
  8. Anawalt BD: Diagnosis and Management of Anabolic Androgenic Steroid Use. J Clin Endocrinol Metab. 2019 Jul 1;104(7):2490-2500. doi: 10.1210/jc.2018-01882. [Article]
  9. Chen HC, Farese RV: Steroid hormones: Interactions with membrane-bound receptors. Curr Biol. 1999 Jul 1;9(13):R478-81. doi: 10.1016/s0960-9822(99)80300-5. [Article]
  10. Pan MM, Kovac JR: Beyond testosterone cypionate: evidence behind the use of nandrolone in male health and wellness. Transl Androl Urol. 2016 Apr;5(2):213-9. doi: 10.21037/tau.2016.03.03. [Article]
  11. de VISSER, OVERBEEK GA: Pharmacological properties of nandrolone decanoate. Acta Endocrinol (Copenh). 1960 Nov;35:405-12. doi: 10.1530/acta.0.xxxv0405. [Article]
  12. FDA Approved Drug Products: Deca-Durabolin (Nandrolone Decanoate) Injection (Discontinued) [Link]
  13. DPD Approved Drugs: Durabolin [Link]
  14. Jurox: Reepair Injection MSDS [Link]
  15. Spain Patent: ES246402A1 [Link]
Human Metabolome Database
HMDB0015694
KEGG Drug
D00955
KEGG Compound
C08154
PubChem Compound
9677
PubChem Substance
99445274
ChemSpider
9296
RxNav
31494
ChEBI
7467
ChEMBL
CHEMBL1200946
ZINC
ZINC000008214619
Therapeutic Targets Database
DAP000903
PharmGKB
PA165958423
Drugs.com
Drugs.com Drug Page
Wikipedia
Nandrolone_decanoate
MSDS
Download (49.5 KB)

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
2CompletedSupportive CareHip Fracture1
1CompletedTreatmentHIV Wasting Syndrome / Human Immunodeficiency Virus (HIV) Infections1
1, 2Unknown StatusTreatmentAplastic Anemia / Bone Marrow Failure Syndromes / Idiopathic Pulmonary Fibrosis (IPF) / Telomere Shortening1
Not AvailableCompletedSupportive CareCancer Cachexia1
Not AvailableCompletedTreatmentEnd Stage Renal Disease (ESRD) / Muscle Weakness1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
SolutionIntramuscular50 mg
SolutionIntramuscular100 mg / mL
LiquidIntramuscular50 mg / mL
Injection, solutionParenteral
Injection, solution250 mg/1ml
InjectionIntramuscular100 mg/1mL
InjectionIntramuscular200 mg/1mL
Injection, solutionIntramuscular200 mg/1mL
InjectionIntramuscular; Subcutaneous
Prices
Unit descriptionCostUnit
Deca-Durabolin 100 mg/ml97.16USD ml
Nandrolone decanoate powder79.88USD g
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)32-35Health Canada
water solubility3.09 mg/mL at 25 °CYALKOWSKY,SH & HE,Y (2003)
Predicted Properties
PropertyValueSource
Water Solubility0.000157 mg/mLALOGPS
logP5.96ALOGPS
logP7.32ChemAxon
logS-6.4ALOGPS
pKa (Strongest Acidic)18.25ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 Å2ChemAxon
Rotatable Bond Count10ChemAxon
Refractivity125.94 m3·mol-1ChemAxon
Polarizability53.64 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.97
Caco-2 permeable+0.6718
P-glycoprotein substrateSubstrate0.6327
P-glycoprotein inhibitor IInhibitor0.8364
P-glycoprotein inhibitor IIInhibitor0.5069
Renal organic cation transporterNon-inhibitor0.7532
CYP450 2C9 substrateNon-substrate0.8741
CYP450 2D6 substrateNon-substrate0.9285
CYP450 3A4 substrateSubstrate0.72
CYP450 1A2 substrateNon-inhibitor0.94
CYP450 2C9 inhibitorNon-inhibitor0.8841
CYP450 2D6 inhibitorNon-inhibitor0.9111
CYP450 2C19 inhibitorNon-inhibitor0.5353
CYP450 3A4 inhibitorNon-inhibitor0.7896
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5493
Ames testNon AMES toxic0.9431
CarcinogenicityNon-carcinogens0.9215
BiodegradationNot ready biodegradable0.9625
Rat acute toxicity1.8804 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8573
hERG inhibition (predictor II)Non-inhibitor0.7636
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Targets

Drugtargets2
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insights and accelerate drug research.
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Kind
Protein
Organism
Humans
Pharmacological action
Yes
Actions
Agonist
General Function
Zinc ion binding
Specific Function
Steroid hormone receptors are ligand-activated transcription factors that regulate eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Transcription ...
Gene Name
AR
Uniprot ID
P10275
Uniprot Name
Androgen receptor
Molecular Weight
98987.9 Da
References
  1. Birgner C, Kindlundh-Hogberg AM, Alsio J, Lindblom J, Schioth HB, Bergstrom L: The anabolic androgenic steroid nandrolone decanoate affects mRNA expression of dopaminergic but not serotonergic receptors. Brain Res. 2008 Nov 13;1240:221-8. doi: 10.1016/j.brainres.2008.09.003. Epub 2008 Sep 13. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Inducer
General Function
Transcriptional activator activity, rna polymerase ii core promoter proximal region sequence-specific binding
Specific Function
Nuclear phosphoprotein which forms a tight but non-covalently linked complex with the JUN/AP-1 transcription factor. In the heterodimer, FOS and JUN/AP-1 basic regions each seems to interact with s...
Gene Name
FOS
Uniprot ID
P01100
Uniprot Name
Proto-oncogene c-Fos
Molecular Weight
40694.855 Da
References
  1. Johansson-Steensland P, Nyberg F, Chahl L: The anabolic androgenic steroid, nandrolone decanoate, increases the density of Fos-like immunoreactive neurons in limbic regions of guinea-pig brain. Eur J Neurosci. 2002 Feb;15(3):539-44. doi: 10.1046/j.0953-816x.2001.01877.x. [Article]
Kind
Protein group
Organism
Humans
Pharmacological action
Unknown
Actions
Modulator
General Function
Virus receptor activity
Specific Function
G-protein coupled receptor for 5-hydroxytryptamine (serotonin). Also functions as a receptor for various drugs and psychoactive substances, including mescaline, psilocybin, 1-(2,5-dimethoxy-4-iodop...

Components:
References
  1. Kindlundh AM, Lindblom J, Bergstrom L, Nyberg F: The anabolic-androgenic steroid nandrolone induces alterations in the density of serotonergic 5HT1B and 5HT2 receptors in the male rat brain. Neuroscience. 2003;119(1):113-20. doi: 10.1016/s0306-4522(03)00120-9. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Modulator
General Function
Serotonin receptor activity
Specific Function
G-protein coupled receptor for 5-hydroxytryptamine (serotonin). Also functions as a receptor for ergot alkaloid derivatives, various anxiolytic and antidepressant drugs and other psychoactive subst...
Gene Name
HTR1B
Uniprot ID
P28222
Uniprot Name
5-hydroxytryptamine receptor 1B
Molecular Weight
43567.535 Da
References
  1. Kindlundh AM, Lindblom J, Bergstrom L, Nyberg F: The anabolic-androgenic steroid nandrolone induces alterations in the density of serotonergic 5HT1B and 5HT2 receptors in the male rat brain. Neuroscience. 2003;119(1):113-20. doi: 10.1016/s0306-4522(03)00120-9. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Inducer
General Function
Protein tyrosine kinase activity
Specific Function
Receptor tyrosine kinase which mediates actions of insulin-like growth factor 1 (IGF1). Binds IGF1 with high affinity and IGF2 and insulin (INS) with a lower affinity. The activated IGF1R is involv...
Gene Name
IGF1R
Uniprot ID
P08069
Uniprot Name
Insulin-like growth factor 1 receptor
Molecular Weight
154791.73 Da
References
  1. Gayan-Ramirez G, Rollier H, Vanderhoydonc F, Verhoeven G, Gosselink R, Decramer M: Nandrolone decanoate does not enhance training effects but increases IGF-I mRNA in rat diaphragm. J Appl Physiol (1985). 2000 Jan;88(1):26-34. doi: 10.1152/jappl.2000.88.1.26. [Article]
Kind
Protein group
Organism
Humans
Pharmacological action
Unknown
Actions
Modulator
General Function
G-protein coupled amine receptor activity
Specific Function
Dopamine receptor whose activity is mediated by G proteins which activate adenylyl cyclase.

Components:
References
  1. Kindlundh AM, Lindblom J, Bergstrom L, Wikberg JE, Nyberg F: The anabolic-androgenic steroid nandrolone decanoate affects the density of dopamine receptors in the male rat brain. Eur J Neurosci. 2001 Jan;13(2):291-6. doi: 10.1046/j.0953-816x.2000.01402.x. [Article]

Enzymes

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Inducer
General Function
Oxygen binding
Specific Function
Catalyzes the formation of aromatic C18 estrogens from C19 androgens.
Gene Name
CYP19A1
Uniprot ID
P11511
Uniprot Name
Aromatase
Molecular Weight
57882.48 Da
References
  1. Takahashi K, Hallberg M, Magnusson K, Nyberg F, Watanabe Y, Langstrom B, Bergstrom M: Increase in [11C]vorozole binding to aromatase in the hypothalamus in rats treated with anabolic androgenic steroids. Neuroreport. 2007 Jan 22;18(2):171-4. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Primary amine oxidase activity
Specific Function
Catalyzes the oxidative deamination of biogenic and xenobiotic amines and has important functions in the metabolism of neuroactive and vasoactive amines in the central nervous system and peripheral...
Gene Name
MAOB
Uniprot ID
P27338
Uniprot Name
Amine oxidase [flavin-containing] B
Molecular Weight
58762.475 Da
References
  1. Birgner C, Kindlundh-Hogberg AM, Oreland L, Alsio J, Lindblom J, Schioth HB, Bergstrom L: Reduced activity of monoamine oxidase in the rat brain following repeated nandrolone decanoate administration. Brain Res. 2008 Jul 11;1219:103-10. doi: 10.1016/j.brainres.2008.05.014. Epub 2008 May 17. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Serotonin binding
Specific Function
Catalyzes the oxidative deamination of biogenic and xenobiotic amines and has important functions in the metabolism of neuroactive and vasoactive amines in the central nervous system and peripheral...
Gene Name
MAOA
Uniprot ID
P21397
Uniprot Name
Amine oxidase [flavin-containing] A
Molecular Weight
59681.27 Da
References
  1. Birgner C, Kindlundh-Hogberg AM, Oreland L, Alsio J, Lindblom J, Schioth HB, Bergstrom L: Reduced activity of monoamine oxidase in the rat brain following repeated nandrolone decanoate administration. Brain Res. 2008 Jul 11;1219:103-10. doi: 10.1016/j.brainres.2008.05.014. Epub 2008 May 17. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Substrate
General Function
Glucuronosyltransferase activity
Specific Function
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds.Its unique specificity for 3,4-catechol estrogens and estriol su...
Gene Name
UGT2B7
Uniprot ID
P16662
Uniprot Name
UDP-glucuronosyltransferase 2B7
Molecular Weight
60694.12 Da
References
  1. Kuuranne T, Kurkela M, Thevis M, Schanzer W, Finel M, Kostiainen R: Glucuronidation of anabolic androgenic steroids by recombinant human UDP-glucuronosyltransferases. Drug Metab Dispos. 2003 Sep;31(9):1117-24. doi: 10.1124/dmd.31.9.1117. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Substrate
General Function
Protein homodimerization activity
Specific Function
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the...
Gene Name
UGT1A4
Uniprot ID
P22310
Uniprot Name
UDP-glucuronosyltransferase 1-4
Molecular Weight
60024.535 Da
References
  1. Kuuranne T, Kurkela M, Thevis M, Schanzer W, Finel M, Kostiainen R: Glucuronidation of anabolic androgenic steroids by recombinant human UDP-glucuronosyltransferases. Drug Metab Dispos. 2003 Sep;31(9):1117-24. doi: 10.1124/dmd.31.9.1117. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Substrate
General Function
Glucuronosyltransferase activity
Specific Function
UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme is active on polyhydroxylated estrogens (such as...
Gene Name
UGT2B4
Uniprot ID
P06133
Uniprot Name
UDP-glucuronosyltransferase 2B4
Molecular Weight
60512.035 Da
References
  1. Kuuranne T, Kurkela M, Thevis M, Schanzer W, Finel M, Kostiainen R: Glucuronidation of anabolic androgenic steroids by recombinant human UDP-glucuronosyltransferases. Drug Metab Dispos. 2003 Sep;31(9):1117-24. doi: 10.1124/dmd.31.9.1117. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Substrate
General Function
Retinoic acid binding
Specific Function
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Isoform 2 lacks transferase activity but acts as a negative reg...
Gene Name
UGT1A3
Uniprot ID
P35503
Uniprot Name
UDP-glucuronosyltransferase 1-3
Molecular Weight
60337.835 Da
References
  1. Kuuranne T, Kurkela M, Thevis M, Schanzer W, Finel M, Kostiainen R: Glucuronidation of anabolic androgenic steroids by recombinant human UDP-glucuronosyltransferases. Drug Metab Dispos. 2003 Sep;31(9):1117-24. doi: 10.1124/dmd.31.9.1117. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Substrate
General Function
Steroid binding
Specific Function
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the...
Gene Name
UGT1A1
Uniprot ID
P22309
Uniprot Name
UDP-glucuronosyltransferase 1-1
Molecular Weight
59590.91 Da
References
  1. Kuuranne T, Kurkela M, Thevis M, Schanzer W, Finel M, Kostiainen R: Glucuronidation of anabolic androgenic steroids by recombinant human UDP-glucuronosyltransferases. Drug Metab Dispos. 2003 Sep;31(9):1117-24. doi: 10.1124/dmd.31.9.1117. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Substrate
General Function
Protein kinase c binding
Specific Function
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Isoform 2 lacks transferase activity but acts as a negative reg...
Gene Name
UGT1A10
Uniprot ID
Q9HAW8
Uniprot Name
UDP-glucuronosyltransferase 1-10
Molecular Weight
59809.075 Da
References
  1. Kuuranne T, Kurkela M, Thevis M, Schanzer W, Finel M, Kostiainen R: Glucuronidation of anabolic androgenic steroids by recombinant human UDP-glucuronosyltransferases. Drug Metab Dispos. 2003 Sep;31(9):1117-24. doi: 10.1124/dmd.31.9.1117. [Article]

Carriers

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Binder
General Function
Androgen binding
Specific Function
Functions as an androgen transport protein, but may also be involved in receptor mediated processes. Each dimer binds one molecule of steroid. Specific for 5-alpha-dihydrotestosterone, testosterone...
Gene Name
SHBG
Uniprot ID
P04278
Uniprot Name
Sex hormone-binding globulin
Molecular Weight
43778.755 Da
References
  1. Victor A, Weiner E, Johansson ED: Sex hormone binding globulin: the carrier protein for d-norgestrel. J Clin Endocrinol Metab. 1976 Jul;43(1):244-7. doi: 10.1210/jcem-43-1-244. [Article]

Drug created on June 13, 2005 13:24 / Updated on May 07, 2021 21:06