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Details

Stereochemistry UNKNOWN
Molecular Formula C43H52N4O5
Molecular Weight 704.8968
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 9
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of VOACAMINE

SMILES

[H][C@@]12[C@@H](CC)C[C@H]3C[N@@]1CCC4=C(NC5=C4C=C(OC)C(=C5)C6C[C@@H]7[C@@H]([C@H](CC8=C6NC9=C8C=CC=C9)N(C)CC7=CC)C(=O)OC)[C@@]2(C3)C(=O)OC

InChI

InChIKey=VCMIRXRRQJNZJT-KXIWAJSYSA-N
InChI=1S/C43H52N4O5/c1-7-24-15-23-20-43(42(49)52-6)39-27(13-14-47(21-23)40(24)43)29-19-36(50-4)30(17-34(29)45-39)31-16-28-25(8-2)22-46(3)35(37(28)41(48)51-5)18-32-26-11-9-10-12-33(26)44-38(31)32/h8-12,17,19,23-24,28,31,35,37,40,44-45H,7,13-16,18,20-22H2,1-6H3/b25-8-/t23-,24+,28+,31?,35+,37?,40+,43-/m1/s1

HIDE SMILES / InChI

Molecular Formula C43H52N4O5
Molecular Weight 704.8968
Charge 0
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 6 / 8
E/Z Centers 1
Optical Activity UNSPECIFIED

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.041 µM [IC50]
PubMed

PubMed

TitleDatePubMed
Voacamine, a bisindolic alkaloid from Peschiera fuchsiaefolia, enhances the cytotoxic effect of doxorubicin on multidrug-resistant tumor cells.
2003 Dec
Voacamine, an alkaloid extracted from Peschiera fuchsiaefolia, inhibits P-glycoprotein action in multidrug-resistant tumor cells.
2005 Dec
Autophagy-mediated chemosensitizing effect of the plant alkaloid voacamine on multidrug resistant cells.
2007 Mar
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:59:26 GMT 2023
Edited
by admin
on Sat Dec 16 10:59:26 GMT 2023
Record UNII
2Z504YT5AG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VOACAMINE
MI  
Common Name English
(-)-VOACAMINE
Common Name English
NSC-82591
Code English
IBOGAMINE-18-CARBOXYLIC ACID, 12-METHOXY-13-((3.ALPHA.)-17-METHOXY-17-OXOVOBASAN-3-YL)-, METHYL ESTER
Systematic Name English
VOACAMINE [MI]
Common Name English
VOACANGINE, (-)-
Common Name English
12-METHOXY-13-((3.ALPHA.)-17-METHOXY-17-OXOVOBASAN-3-YL)IBOGAMINE-18-CARBOXYLIC ACID METHYL ESTER
Common Name English
VOACANGININE
Common Name English
MALAREX
Brand Name English
MMH-18
Code English
VOACANGINE [MI]
Common Name English
Code System Code Type Description
NSC
82591
Created by admin on Sat Dec 16 10:59:26 GMT 2023 , Edited by admin on Sat Dec 16 10:59:26 GMT 2023
PRIMARY
CHEBI
146230
Created by admin on Sat Dec 16 10:59:26 GMT 2023 , Edited by admin on Sat Dec 16 10:59:26 GMT 2023
PRIMARY
DRUG CENTRAL
5100
Created by admin on Sat Dec 16 10:59:26 GMT 2023 , Edited by admin on Sat Dec 16 10:59:26 GMT 2023
PRIMARY
CHEBI
141966
Created by admin on Sat Dec 16 10:59:26 GMT 2023 , Edited by admin on Sat Dec 16 10:59:26 GMT 2023
PRIMARY
CAS
3371-85-5
Created by admin on Sat Dec 16 10:59:26 GMT 2023 , Edited by admin on Sat Dec 16 10:59:26 GMT 2023
PRIMARY
DRUG BANK
DB04877
Created by admin on Sat Dec 16 10:59:26 GMT 2023 , Edited by admin on Sat Dec 16 10:59:26 GMT 2023
PRIMARY
MERCK INDEX
m11493
Created by admin on Sat Dec 16 10:59:26 GMT 2023 , Edited by admin on Sat Dec 16 10:59:26 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID20863159
Created by admin on Sat Dec 16 10:59:26 GMT 2023 , Edited by admin on Sat Dec 16 10:59:26 GMT 2023
PRIMARY
ECHA (EC/EINECS)
222-151-3
Created by admin on Sat Dec 16 10:59:26 GMT 2023 , Edited by admin on Sat Dec 16 10:59:26 GMT 2023
PRIMARY
MERCK INDEX
m11493
Created by admin on Sat Dec 16 10:59:26 GMT 2023 , Edited by admin on Sat Dec 16 10:59:26 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
Voacamine
Created by admin on Sat Dec 16 10:59:26 GMT 2023 , Edited by admin on Sat Dec 16 10:59:26 GMT 2023
PRIMARY
FDA UNII
2Z504YT5AG
Created by admin on Sat Dec 16 10:59:26 GMT 2023 , Edited by admin on Sat Dec 16 10:59:26 GMT 2023
PRIMARY
PUBCHEM
90479276
Created by admin on Sat Dec 16 10:59:26 GMT 2023 , Edited by admin on Sat Dec 16 10:59:26 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE