(R)-Gossypol

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
(R)-Gossypol
DrugBank Accession Number
DB17379
Background

(R)-Gossypol is the R-isomer of Gossypol.

Type
Small Molecule
Groups
Investigational
Structure
Weight
Average: 518.5544
Monoisotopic: 518.194067936
Chemical Formula
C30H30O8
Synonyms
  • (-)-Gossypol
  • (r)-2,2'-bis(8-formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene)
  • Gossypol r-form
  • Gossypol, (r)-
  • Gossypol, r-
  • R-(-)-gossypol
External IDs
  • NSC-726190

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
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Prenol lipids
Sub Class
Sesquiterpenoids
Direct Parent
Sesquiterpenoids
Alternative Parents
Naphthols and derivatives / Aryl-aldehydes / 1-hydroxy-4-unsubstituted benzenoids / Vinylogous acids / Polyols / Organic oxides / Hydrocarbon derivatives
Substituents
1-hydroxy-4-unsubstituted benzenoid / 1-naphthol / 2-naphthol / Aldehyde / Aromatic homopolycyclic compound / Aryl-aldehyde / Benzenoid / Cadinane sesquiterpenoid / Hydrocarbon derivative / Naphthalene
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
polyphenol (CHEBI:28584) / Cadinane sesquiterpenoids, Terpenoids, Cadinanes (C07667) / Cadinane sesquiterpenoids (LMPR0103330002)
Affected organisms
Not Available

Chemical Identifiers

UNII
8DY2X8LXW4
CAS number
90141-22-3
InChI Key
QBKSWRVVCFFDOT-UHFFFAOYSA-N
InChI
InChI=1S/C30H30O8/c1-11(2)19-15-7-13(5)21(27(35)23(15)17(9-31)25(33)29(19)37)22-14(6)8-16-20(12(3)4)30(38)26(34)18(10-32)24(16)28(22)36/h7-12,33-38H,1-6H3
IUPAC Name
1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(propan-2-yl)-[2,2'-binaphthalene]-8,8'-dicarbaldehyde
SMILES
CC(C)C1=C(O)C(O)=C(C=O)C2=C(O)C(=C(C)C=C12)C1=C(O)C2=C(C=C1C)C(C(C)C)=C(O)C(O)=C2C=O

References

General References
Not Available
BindingDB
46555

Clinical Trials

Clinical Trials

Pharmacoeconomics

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

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00385 mg/mLALOGPS
logP4.49ALOGPS
logP8.02Chemaxon
logS-5.1ALOGPS
pKa (Strongest Acidic)7.8Chemaxon
pKa (Strongest Basic)-6.1Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count6Chemaxon
Polar Surface Area155.52 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity147.61 m3·mol-1Chemaxon
Polarizability55.98 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0udi-0000690000-9df7326dd4ce60b1088c
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-0000090000-a3c078fc5668589d7a82
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0000090000-466d1a5e5ea678d79a6f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-0000490000-5075613211761bc90c49
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-014r-0000950000-bff403484652838c7e52
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ap3-0000910000-e37ed25b0a873a8c48f9
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4l-0000900000-6fde68ce0ca34310ce74
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-247.8474986
predicted
DarkChem Lite v0.1.0
[M-H]-247.4038986
predicted
DarkChem Lite v0.1.0
[M-H]-247.6464986
predicted
DarkChem Lite v0.1.0
[M-H]-220.1797
predicted
DeepCCS 1.0 (2019)
[M+H]+248.1184986
predicted
DarkChem Lite v0.1.0
[M+H]+247.5748986
predicted
DarkChem Lite v0.1.0
[M+H]+247.5256986
predicted
DarkChem Lite v0.1.0
[M+H]+222.07762
predicted
DeepCCS 1.0 (2019)
[M+Na]+248.1479986
predicted
DarkChem Lite v0.1.0
[M+Na]+247.8428986
predicted
DarkChem Lite v0.1.0
[M+Na]+247.5225986
predicted
DarkChem Lite v0.1.0
[M+Na]+227.90001
predicted
DeepCCS 1.0 (2019)

Drug created at December 07, 2022 20:41 / Updated at March 29, 2024 06:26