(3Z)-ravenic acid

CHEBI:66291 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A member of the class of pyrrolidin-2-ones that is pyrrolidine-2,4-dione substituted at position 3 by a deca-2,4,6,8-tetraen-1-ylidene group which in turn is substituted by a hydroxy and methyl substituents at positions 1 and 4 respectively. It is an antibiotic isolated from Penicillium sp. — 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:26177 CHEBI:26177
CHEBI:33823 CHEBI:33823
CHEBI:74223 CHEBI:74223

Chemical structure

Computed structure properties
Molecular formula	C15H17NO3
Charge	0
Average mass	259.305 Da
Monoisotopic mass	259.12084 Da
Source	ChEBI
InChIKey	JJFGJQNWIJPCAN-AJOOJNDDSA-N

SMILES

C/C=C/C=C/C=C(C)/C=C/C(O)=C1\C(=O)CNC1=O

InChI

InChI=1S/C15H17NO3/c1-3-4-5-6-7-11(2)8-9-12(17)14-13(18)10-16-15(14)19/h3-9,17H,10H2,1-2H3,(H,16,19)/b4-3+,6-5+,9-8+,11-7+,14-12-

Also called

(3Z)-3-[(2E,4E,6E,8E)-1-hydroxy-4-methyldeca-2,4,6,8-tetraen-1-ylidene]pyrrolidine-2,4-dione (EXACT_SYNONYM)— chebi
ravenic acid (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:9275104

Activity roles

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

CHEBI:33281 CHEBI:33281
CHEBI:33282 CHEBI:33282

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:66291`	(3Z)-ravenic acid	`antibioticmech:chebi-78504814d2`	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.