(−)-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.

Label unavailable CHEBI:142772
Label unavailable CHEBI:25248
Label unavailable CHEBI:38101
Label unavailable CHEBI:38164
Label unavailable CHEBI:50995
Label unavailable 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

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Activity roles

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

antiplasmodial drug 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 (YAML).

Explore across X-Mech: MediaIngredientMech ((−)-vincadifformine) · CultureMech · NaturalProductMech · PathwayMech · TraitMech