Emodin

Identification

Generic Name
Emodin
DrugBank Accession Number
DB07715
Background

Emodin has been investigated for the treatment of Polycystic Kidney.

Type
Small Molecule
Groups
Investigational
Structure
Weight
Average: 270.2369
Monoisotopic: 270.05282343
Chemical Formula
C15H10O5
Synonyms
  • 1,3,8-trihydroxy-6-methyl-9,10-anthracenedione
  • 1,3,8-trihydroxy-6-methyl-9,10-anthraquinone
  • Schuttgelb
External IDs
  • NSC-408120
  • NSC-622947

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCasein kinase II subunit alphaNot AvailableHumans
UPutative ketoacyl reductaseNot AvailableStreptomyces coelicolor (strain ATCC BAA-471 / A3(2) / M145)
U3-hydroxyacyl-[acyl-carrier-protein] dehydratase FabZNot AvailableHelicobacter pylori
UAryl hydrocarbon receptor
agonist
Humans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

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
AcetazolamideThe risk or severity of dehydration can be increased when Acetazolamide is combined with Emodin.
AclidiniumThe therapeutic efficacy of Emodin can be decreased when used in combination with Aclidinium.
AlfentanilThe therapeutic efficacy of Emodin can be decreased when used in combination with Alfentanil.
AlloinThe risk or severity of adverse effects can be increased when Emodin is combined with Alloin.
AmantadineThe therapeutic efficacy of Emodin can be decreased when used in combination with Amantadine.
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as hydroxyanthraquinones. These are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Anthracenes
Sub Class
Anthraquinones
Direct Parent
Hydroxyanthraquinones
Alternative Parents
Aryl ketones / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Vinylogous acids / Polyols / Organic oxides / Hydrocarbon derivatives
Substituents
1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / Aromatic homopolycyclic compound / Aryl ketone / Hydrocarbon derivative / Hydroxyanthraquinone / Ketone / Organic oxide / Organic oxygen compound / Organooxygen compound
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
hydroxyanthraquinones (CHEBI:42223) / Anthracenes and phenanthrenes, Anthraquinone type (C10343) / Anthracenes and phenanthrenes (LMPK13040008)
Affected organisms
Not Available

Chemical Identifiers

UNII
KA46RNI6HN
CAS number
518-82-1
InChI Key
RHMXXJGYXNZAPX-UHFFFAOYSA-N
InChI
InChI=1S/C15H10O5/c1-6-2-8-12(10(17)3-6)15(20)13-9(14(8)19)4-7(16)5-11(13)18/h2-5,16-18H,1H3
IUPAC Name
1,3,8-trihydroxy-6-methyl-9,10-dihydroanthracene-9,10-dione
SMILES
CC1=CC(O)=C2C(=O)C3=C(C=C(O)C=C3O)C(=O)C2=C1

References

General References
Not Available
Human Metabolome Database
HMDB0035214
KEGG Compound
C10343
PubChem Compound
3220
PubChem Substance
99444186
ChemSpider
3107
BindingDB
11318
ChEBI
42223
ChEMBL
CHEMBL289277
ZINC
ZINC000003824868
PDBe Ligand
EMO
Wikipedia
Emodin
PDB Entries
1f0q / 2rh4 / 2rhc / 2rhr / 3bqc / 3c13 / 3csd / 3ed0 / 3pzh / 3q9w
show 4 more

Clinical Trials

Clinical Trials
Clinical Trial & Rare Diseases Add-on Data Package
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PhaseStatusPurposeConditionsCountStart DateWhy Stopped100+ additional columns
Not AvailableTerminatedTreatmentKidney, Polycystic1somestatusstop reasonjust information to hide

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.222 mg/mLALOGPS
logP2.66ALOGPS
logP3.82Chemaxon
logS-3.1ALOGPS
pKa (Strongest Acidic)7.29Chemaxon
pKa (Strongest Basic)-5.4Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area94.83 Å2Chemaxon
Rotatable Bond Count0Chemaxon
Refractivity72.13 m3·mol-1Chemaxon
Polarizability26.58 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9878
Blood Brain Barrier+0.5663
Caco-2 permeable+0.7801
P-glycoprotein substrateSubstrate0.5422
P-glycoprotein inhibitor INon-inhibitor0.9619
P-glycoprotein inhibitor IINon-inhibitor0.9432
Renal organic cation transporterNon-inhibitor0.9058
CYP450 2C9 substrateNon-substrate0.7113
CYP450 2D6 substrateNon-substrate0.8963
CYP450 3A4 substrateNon-substrate0.66
CYP450 1A2 substrateInhibitor0.9107
CYP450 2C9 inhibitorInhibitor0.8825
CYP450 2D6 inhibitorNon-inhibitor0.6118
CYP450 2C19 inhibitorNon-inhibitor0.5367
CYP450 3A4 inhibitorNon-inhibitor0.5424
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6156
Ames testAMES toxic0.9108
CarcinogenicityNon-carcinogens0.8902
BiodegradationNot ready biodegradable0.7857
Rat acute toxicity2.5826 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9449
hERG inhibition (predictor II)Non-inhibitor0.8974
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-MSsplash10-007o-0590000000-e5d8430a10335839599b
MS/MS Spectrum - DI-ESI-qTof , PositiveLC-MS/MSsplash10-00di-0390000000-e186d58c552ffeba821e
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSsplash10-00fr-2920000000-4cb1f49316cc48238122
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-014i-0090000000-7b75ac0aede192dc2ee6
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-014i-0090000000-4df9d81040eb8a48e65c
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-014i-0090000000-7b8f9b479ca718fde6ee
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-004i-0290000000-88fa3da245399884b6bc
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-009e-0960000000-93c437b387d3e1aa7d90
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-014i-0090000000-79e91c5055c98d8e3db0
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-004i-0090000000-bdb88728428b2b7baa22
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-004i-0090000000-9da9425656e26f3ca941
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-00di-0090000000-8c9267f9d7e631944de2
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-00di-0090000000-c886ca3730f953370e44
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-00di-0190000000-41f1d89cf454e5ae7574
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-002b-0940000000-780c17885ad8db4f5a18
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-014i-0900000000-2e61cf51b55f218dea78
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0ufr-0190000000-6c97fd1b1144abdb9fed
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0umi-0190000000-fc4d25dd0d6b00a0dbc0
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-05fr-1490000000-7d7df50c05fdc5d6767a
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-05fr-1490000000-6dbcbd8581ffa5701094
MS/MS Spectrum - , positiveLC-MS/MSsplash10-0101-2940000000-4b0a267fa20f8d45f167
MS/MS Spectrum - , positiveLC-MS/MSsplash10-00di-0590000000-c5a80156c2fb19e92afe
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0090000000-a4772a5fdbf704ba3660
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0090000000-8c404595c447c1387f8b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0090000000-fdd85c538353aa0de7b0
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0090000000-9d91c73cdcf89a6a1d80
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0290000000-06bf0c6a0faf2820dd0d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0zg0-3690000000-7b94f05e35cc2bf8c1aa
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-170.8447907
predicted
DarkChem Lite v0.1.0
[M-H]-152.6837559
predicted
DarkChem Standard v0.1.0
[M-H]-151.8855316
predicted
DarkChem Lite v0.1.0
[M-H]-170.8421907
predicted
DarkChem Lite v0.1.0
[M-H]-170.9289907
predicted
DarkChem Lite v0.1.0
[M-H]-160.14413
predicted
DeepCCS 1.0 (2019)
[M+H]+172.1407907
predicted
DarkChem Lite v0.1.0
[M+H]+156.8332436
predicted
DarkChem Standard v0.1.0
[M+H]+158.9147546
predicted
DarkChem Lite v0.1.0
[M+H]+173.8561907
predicted
DarkChem Lite v0.1.0
[M+H]+173.4214907
predicted
DarkChem Lite v0.1.0
[M+H]+162.50214
predicted
DeepCCS 1.0 (2019)
[M+Na]+170.5860907
predicted
DarkChem Lite v0.1.0
[M+Na]+170.6381907
predicted
DarkChem Lite v0.1.0
[M+Na]+173.3041535
predicted
DarkChem Lite v0.1.0
[M+Na]+170.6611907
predicted
DarkChem Lite v0.1.0
[M+Na]+170.5845907
predicted
DarkChem Lite v0.1.0
[M+Na]+168.82515
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Protein serine/threonine kinase activity
Specific Function
Catalytic subunit of a constitutively active serine/threonine-protein kinase complex that phosphorylates a large number of substrates containing acidic residues C-terminal to the phosphorylated ser...
Gene Name
CSNK2A1
Uniprot ID
P68400
Uniprot Name
Casein kinase II subunit alpha
Molecular Weight
45143.25 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Kind
Protein
Organism
Streptomyces coelicolor (strain ATCC BAA-471 / A3(2) / M145)
Pharmacological action
Unknown
General Function
Oxidoreductase activity
Specific Function
Not Available
Gene Name
actIII
Uniprot ID
P16544
Uniprot Name
Putative ketoacyl reductase
Molecular Weight
27264.88 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Kind
Protein
Organism
Helicobacter pylori
Pharmacological action
Unknown
General Function
3-hydroxyoctanoyl-[acyl-carrier-protein] dehydratase activity
Specific Function
Involved in unsaturated fatty acids biosynthesis. Catalyzes the dehydration of short chain beta-hydroxyacyl-ACPs and long chain saturated and unsaturated beta-hydroxyacyl-ACPs.Involved in unsaturat...
Gene Name
fabZ
Uniprot ID
Q5G940
Uniprot Name
3-hydroxyacyl-[acyl-carrier-protein] dehydratase FabZ
Molecular Weight
18184.08 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Agonist
General Function
Transcription regulatory region dna binding
Specific Function
Ligand-activated transcriptional activator. Binds to the XRE promoter region of genes it activates. Activates the expression of multiple phase I and II xenobiotic chemical metabolizing enzyme genes...
Gene Name
AHR
Uniprot ID
P35869
Uniprot Name
Aryl hydrocarbon receptor
Molecular Weight
96146.705 Da
References
  1. Zhang S, Qin C, Safe SH: Flavonoids as aryl hydrocarbon receptor agonists/antagonists: effects of structure and cell context. Environ Health Perspect. 2003 Dec;111(16):1877-82. [Article]

Drug created at September 15, 2010 21:25 / Updated at June 12, 2020 16:52