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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H24N2O3
Molecular Weight 340.4169
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of YOHIMBIC ACID

SMILES

c1ccc2c(c1)c3CCN4C[C@]5([H])CC[C@@]([H])([C@@]([H])([C@@]5([H])C[C@@]4([H])c3[nH]2)C(=O)O)O

InChI

InChIKey=AADVZSXPNRLYLV-GKMXPDSGSA-N
InChI=1S/C20H24N2O3/c23-17-6-5-11-10-22-8-7-13-12-3-1-2-4-15(12)21-19(13)16(22)9-14(11)18(17)20(24)25/h1-4,11,14,16-18,21,23H,5-10H2,(H,24,25)/t11-,14-,16-,17-,18+/m0/s1

HIDE SMILES / InChI

Molecular Formula C20H24N2O3
Molecular Weight 340.4169
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Yohimbinic acid, also known as yohimbic acid is an indole alkaloid, which was isolated from dried roots of Rauwolfia serpentina. Yohimbinic acid is a potent inhibitor of a human DNA Topoisomerase I and can inhibit cancer cells growth.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P11387|||Q9UJN0
Gene ID: 7150
Gene Symbol: TOP1
Target Organism: Homo sapiens (Human)
30 µM [IC50]
PubMed

PubMed

TitleDatePubMed
[Demonstration of the direct vasodilatory action of yohimbic acid and Py-tetrahydroquinoline].
1960 Jun 27
Indole alkaloids and other constituents of Rauwolfia serpentina.
2005 Jun

Sample Use Guides

Compounds 4 (yohimbinic acid) inhibited human promyelocytic leukemia (HL-60) cell growth with IC50 = 84 uM.
Substance Class Chemical
Created
by admin
on Sat Jun 26 16:41:40 UTC 2021
Edited
by admin
on Sat Jun 26 16:41:40 UTC 2021
Record UNII
35FAV1EVEG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
YOHIMBIC ACID
INN   WHO-DD  
INN  
Official Name English
YOHIMBIC ACID [WHO-DD]
Common Name English
NSC-95096
Code English
YOHIMBIC ACID [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29707
Created by admin on Sat Jun 26 16:41:40 UTC 2021 , Edited by admin on Sat Jun 26 16:41:40 UTC 2021
Code System Code Type Description
ChEMBL
CHEMBL2104507
Created by admin on Sat Jun 26 16:41:40 UTC 2021 , Edited by admin on Sat Jun 26 16:41:40 UTC 2021
PRIMARY
PUBCHEM
72131
Created by admin on Sat Jun 26 16:41:40 UTC 2021 , Edited by admin on Sat Jun 26 16:41:40 UTC 2021
PRIMARY
FDA UNII
35FAV1EVEG
Created by admin on Sat Jun 26 16:41:40 UTC 2021 , Edited by admin on Sat Jun 26 16:41:40 UTC 2021
PRIMARY
INN
2619
Created by admin on Sat Jun 26 16:41:40 UTC 2021 , Edited by admin on Sat Jun 26 16:41:40 UTC 2021
PRIMARY
EVMPD
SUB00124MIG
Created by admin on Sat Jun 26 16:41:40 UTC 2021 , Edited by admin on Sat Jun 26 16:41:40 UTC 2021
PRIMARY
CAS
522-87-2
Created by admin on Sat Jun 26 16:41:40 UTC 2021 , Edited by admin on Sat Jun 26 16:41:40 UTC 2021
PRIMARY
ECHA (EC/EINECS)
208-337-7
Created by admin on Sat Jun 26 16:41:40 UTC 2021 , Edited by admin on Sat Jun 26 16:41:40 UTC 2021
PRIMARY
NCI_THESAURUS
C66677
Created by admin on Sat Jun 26 16:41:40 UTC 2021 , Edited by admin on Sat Jun 26 16:41:40 UTC 2021
PRIMARY
EPA CompTox
522-87-2
Created by admin on Sat Jun 26 16:41:40 UTC 2021 , Edited by admin on Sat Jun 26 16:41:40 UTC 2021
PRIMARY
Related Record Type Details
ACTIVE MOIETY