(−)-vincadifformine

CHEBI:70507 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

An aspidosperma alkaloid that is (5α,12β,19α)-2,3-didehydroaspidospermidine which is substituted at position 3 by a methoxycarbonyl group. A natural product found in several species in the Apocynaceae (dogbane) family, including Alstonia spatulata. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:142772 CHEBI:142772
CHEBI:25248 CHEBI:25248
CHEBI:38101 CHEBI:38101
CHEBI:38164 CHEBI:38164
CHEBI:50995 CHEBI:50995
CHEBI:50996 CHEBI:50996

Chemical structure

Computed structure properties
Molecular formula	C21H26N2O2
Charge	0
Average mass	338.451 Da
Monoisotopic mass	338.19943 Da
Source	ChEBI
InChIKey	GIGFIWJRTMBSRP-ACRUOGEOSA-N

SMILES

[H][C@]12N3CCC[C@@]1(CC)CC(C(=O)OC)=C1Nc4ccccc4[C@@]12CC3

InChI

InChI=1S/C21H26N2O2/c1-3-20-9-6-11-23-12-10-21(19(20)23)15-7-4-5-8-16(15)22-17(21)14(13-20)18(24)25-2/h4-5,7-8,19,22H,3,6,9-13H2,1-2H3/t19-,20-,21-/m0/s1

Also called

methyl (5α,12β,19α)-2,3-didehydroaspidospermidine-3-carboxylate (EXACT_SYNONYM)— chebi
(5α,12β,19α)-2,3-didehydroaspidospermidine-3-carboxylic acid methyl ester (EXACT_SYNONYM)— chebi
6,7-dihydrotabersonine (EXACT_SYNONYM)— chebi
aspidospermidine-3-carboxylic acid, 2,3-didehydro-, methylester, (5alpha,12beta,19alpha)- (EXACT_SYNONYM)— chebi
methyl (5S,12R,19S)-2,3-didehydroaspidospermidine-3-carboxylate (EXACT_SYNONYM)— chebi
vincadifformine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:3247-10-7
knapsack:C00024463

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:64915 CHEBI:64915

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:70507`	(−)-vincadifformine	`antibioticmech:chebi-b8a9c2c831`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.