General
Preferred name
GOSSYPOL
Synonyms
GOSSYPOL-ACETIC ACID COMPLEX ()
AT 101 ()
Pvp-gossypol ()
(¡À)-Gossypol-acetic acid ()
BL 193 (acetic acid) ()
BL 193 ()
Pogosin ()
NSC 56817 ()
(-)-Gossypol acetic acid ()
(R)-Gossypol acetic acid ()
(R)-(-)-Gossypol acetic acid ()
AT-101 (acetic acid) ()
AT101 ()
(??)-Gossypol-acetic acid ()
AT101 acetate ()
Gossypol acetic acid ()
(±)-Gossypol-acetic acid ()
BL-193 (acetic acid) ()
Gossypol (acetic acid) ()
Gossypol Acetate ()
AT-101 acetic acid ()
(S)-Gossypol acetic acid ()
AT-101 acetic acid, (-)-Gossypol acetic acid, (R)-Gossypol acetic acid ()
Gossypol Acetic acid, Pogosin, AT101 ()
Tash 1 ()
(-)-Gossypol ()
NSC-56817 ()
NSC-624336 ()
BL-193 ()
No fertil ()
(R)-Gossypol ()
P&D ID
PD000766
CAS
866541-93-7
12542-36-8
90141-22-3
20300-26-9
40112-23-0
5453-04-3
115038-46-5
1189561-66-7
303-45-7
Tags
natural product
drug
nuisance
obsolete probe
available
Drug indication
Prostate cancer
Drug Status
investigational
approved
Max Phase
3.0
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION inhibitor of lactate dehydrogenase; inhibitor of BCL2 family members (Informer Set)
DESCRIPTION Inhibitor of hedgehog (Hh) signaling; antagonizes smoothened activity (Tocris Bioactive Compound Library)
DESCRIPTION Selective mitotic microtubule antagonist (Tocris Bioactive Compound Library)
DESCRIPTION Downregulates Bcl-2 and Mcl-1; pro-apoptotic (Tocriscreen Plus)
DESCRIPTION Downregulates Bcl-2 and Mcl-1; pro-apoptotic (Tocriscreen Total)
DESCRIPTION AT101, the R-(-) enantiomer of Gossypol acetic acid, binds with Bcl-2, Bcl-xL and Mcl-1 with Ki of 0.32 μM, 0.48 μM and 0.18 μM. (BOC Sciences Bioactive Compounds)
DESCRIPTION Gossypol is an orally-active polyphenolic aldehyde with potential antineoplastic activity. Derived primarily from unrefined cottonseed oil, gossypol induces cell cycle arrest at the G0/G1 phase, thereby inhibiting DNA replication and inducing apoptosis. This agent also inhibits cell-signaling enzymes, resulting in inhibition of cell growth, and may act as a male contraceptive. (BOC Sciences Bioactive Compounds)
DESCRIPTION Natural product from cotton seeds with a variety of cell biological activities. Proapoptotic, antimalarial, PKC inhibition. (LOPAC library)
DESCRIPTION (S)-Gossypol acetic acid, a Bcl-2 inhibitor, could effectively induce the death of Jurkat cells in which Bcl-2 or Bcl-xL is overexpressed. IC50: 18.1μM and 22.9μM for Bcl-2 and Bcl-xL respectively. (BOC Sciences Bioactive Compounds)
DESCRIPTION AT101 acetic acid is orally bioavailable solvate of R-(-)-enantiomer of gossypol with potential antineoplastic activity. It is used as the treatment of non Hodgkin's lymphoma, prostate cancer, and non small cell cancer. It binds with Bcl-2, Bcl-xL and Mcl-1 with Ki of 0.32 μM, 0.48 μM and 0.18 μM. It induces apoptosis in vitro through activation of caspase-9. It delays onset of androgen-independent growth of VCaP prostate cancer xenografts in vivo. It was developed by Ascenta and in clinical phase 2. (BOC Sciences Bioactive Compounds)
Cell lines
16
Organisms
3
Compound Sets
33
AdooQ Bioactive Compound Library
A10435
A13578
BOC Sciences Bioactive Compounds
at101-cas-90141-22-3-item-84-154714
gossypol-cas-303-45-7-65583
at-101-acetic-acid-cas-866541-93-7-item-474876
s-gossypol-acetic-acid-cas-1189561-66-7-item-474378
Cayman Chemical Bioactives
14482
ChEMBL Drugs
CHEMBL51483
Concise Guide to Pharmacology 2017/18
4204
Concise Guide to Pharmacology 2019/20
4204
Concise Guide to Pharmacology 2021/22
4204
Concise Guide to Pharmacology 2023/24
4204
Drug Repurposing Hub
DrugBank
DB13044
DB17379
DrugCentral
1328
DrugCentral Approved Drugs
1328
DrugMAP
DMJWE3I
DrugMatrix
Guide to Pharmacology
4204
Informer Set
25036
IPPI - DB
1253
LOPAC library
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL51483
MedChem Express Bioactive Compound Library
HY-13407
HY-17510
NIH Mechanistic Set
Novartis Chemogenetic Library (NIBR MoA Box)
NPC Screening Collection
Nuisance compounds in cellular assays
Obsolete Compounds
gossypol
ReFrame library
Selleckchem Bioactive Compound Library
gossypol
at101-acetic-acid
gossypol-acetate
TargetMol Bioactive Compound Library
T6518
T2730
T6396
The Spectrum Collection
Tocris Bioactive Compound Library
1964
3367
Tocriscreen Plus
3367
Tocriscreen Total
ZINC Tool Compounds
ZINC000003775575
External IDs
78
Properties
(calculated by RDKit )
Molecular Weight
518.19
Hydrogen Bond Acceptors
8
Hydrogen Bond Donors
6
Rotatable Bonds
5
Ring Count
4
Aromatic Ring Count
4
cLogP
6.38
TPSA
155.52
Fraction CSP3
0.27
Chiral centers
0.0
Largest ring
6.0
QED
0.13
Structural alerts
4
aggregator (Aggregator Advisor)
Aggregators
aggregator (ZINC)
Aggregators
Nonspecific/NOS
Nuisance compounds in cellular assays
historic compounds (Chemical Probes.org)
Obsolete
Related compounds
Custom attributes
(extracted from source data)
Target
BCL2
BCL2L1
LDHA
LDHB
LDHC
Dehydrogenase
Mcl-1
Bcl-2
Bcl-xL
Apoptosis related,Autophagy,Bcl-2
Apoptosis related,Bcl-2,Dehydrogenase
Compound status
clinical
Target Type
Cell Biology
Pathway
Metabolism
Apoptosis
Primary Target
Bcl-2 Family
MOA
BCL inhibitor
Apoptosis Inducers
11beta-Hydroxysteroid Dehydrogenase (11beta-HSD) Inhibitors
Antimitotic Drugs
Bcl-xl Inhibitors
Steroid 5alpha-Reductase Inhibitors
BCL inhibitor, MCL1 inhibitor
Member status
virtual
Solubility
10 mM in DMSO
Source data