6-hydroxy-FAD

Identification

Generic Name
6-hydroxy-FAD
DrugBank Accession Number
DB02654
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 801.5491
Monoisotopic: 801.152049077
Chemical Formula
C27H33N9O16P2
Synonyms
  • 6-HO-FAD
  • 6-hydroxy-flavin-adenine dinucleotide
  • 6-hydroxyflavin-adenine dinucleotide
  • 6-hydroxyflavine-adenine dinucleotide

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
Flavin nucleotides
Sub Class
Not Available
Direct Parent
Flavin nucleotides
Alternative Parents
(3'->5')-dinucleotides / Purine ribonucleoside diphosphates / Purine ribonucleoside monophosphates / Flavins / Pentose phosphates / Glycosylamines / Monosaccharide phosphates / 6-aminopurines / Quinoxalines / Organic pyrophosphates
show 19 more
Substituents
(3'->5')-dinucleotide / (3'->5')-dinucleotide or analogue / 1-hydroxy-4-unsubstituted benzenoid / 6-aminopurine / Alcohol / Alkyl phosphate / Amine / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle
show 45 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
flavin adenine dinucleotide (CHEBI:40260)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
52301-43-6
InChI Key
BJSUUWFQAMLNKU-OKXKTURISA-N
InChI
InChI=1S/C27H33N9O16P2/c1-9-3-11-15(18(39)10(9)2)32-17-24(33-27(44)34-25(17)43)35(11)4-12(37)19(40)13(38)5-49-53(45,46)52-54(47,48)50-6-14-20(41)21(42)26(51-14)36-8-31-16-22(28)29-7-30-23(16)36/h3,7-8,12-14,19-21,26,37-42H,4-6H2,1-2H3,(H,45,46)(H,47,48)(H2,28,29,30)(H,34,43,44)/t12-,13+,14+,19-,20+,21+,26+/m0/s1
IUPAC Name
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[hydroxy({[(2R,3S,4S)-2,3,4-trihydroxy-5-{6-hydroxy-7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}pentyl]oxy})phosphoryl]oxy})phosphinic acid
SMILES
CC1=CC2=C(N=C3C(=O)NC(=O)N=C3N2C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)C(O)=C1C

References

General References
Not Available
Human Metabolome Database
HMDB0011612
PubChem Compound
4369241
PubChem Substance
46504763
ChemSpider
16743795
ChEBI
40260
ZINC
ZINC000085587514
PDBe Ligand
6FA
PDB Entries
1kdg / 1naa / 6pld / 7rdf

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility4.66 mg/mLALOGPS
logP-1ALOGPS
logP-5.1Chemaxon
logS-2.2ALOGPS
pKa (Strongest Acidic)1.85Chemaxon
pKa (Strongest Basic)4.89Chemaxon
Physiological Charge-3Chemaxon
Hydrogen Acceptor Count20Chemaxon
Hydrogen Donor Count10Chemaxon
Polar Surface Area376.65 Å2Chemaxon
Rotatable Bond Count13Chemaxon
Refractivity179.41 m3·mol-1Chemaxon
Polarizability71.76 Å3Chemaxon
Number of Rings6Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.6156
Blood Brain Barrier+0.5
Caco-2 permeable-0.6995
P-glycoprotein substrateSubstrate0.6464
P-glycoprotein inhibitor INon-inhibitor0.7931
P-glycoprotein inhibitor IINon-inhibitor0.9705
Renal organic cation transporterNon-inhibitor0.9561
CYP450 2C9 substrateNon-substrate0.8093
CYP450 2D6 substrateNon-substrate0.8312
CYP450 3A4 substrateSubstrate0.5632
CYP450 1A2 substrateNon-inhibitor0.8426
CYP450 2C9 inhibitorNon-inhibitor0.8818
CYP450 2D6 inhibitorNon-inhibitor0.8636
CYP450 2C19 inhibitorNon-inhibitor0.872
CYP450 3A4 inhibitorNon-inhibitor0.7323
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8967
Ames testNon AMES toxic0.8242
CarcinogenicityNon-carcinogens0.8105
BiodegradationNot ready biodegradable0.9965
Rat acute toxicity2.5009 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9501
hERG inhibition (predictor II)Inhibitor0.578
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-MSsplash10-0ul0-1035951400-069f2b394d0f94709f27
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0000000190-017623d5c8a67b55b3eb
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0ue9-0000000690-172996d3ae2adb200090
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0uea-0255231950-0c4a6cacee58181d7d45
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0kx0-3301210930-66909b85a6f45d612c73
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-052r-0639200120-ae54d63aae8d997f60a2
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0kjj-6300610910-745d95f230fb3ccf3ca9
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-302.0489094
predicted
DarkChem Lite v0.1.0
[M-H]-253.78395
predicted
DeepCCS 1.0 (2019)
[M+H]+302.5252094
predicted
DarkChem Lite v0.1.0
[M+H]+255.67937
predicted
DeepCCS 1.0 (2019)
[M+Na]+302.2868094
predicted
DarkChem Lite v0.1.0
[M+Na]+262.69266
predicted
DeepCCS 1.0 (2019)

Drug created at June 13, 2005 13:24 / Updated at August 01, 2020 13:44