aurachin A

CHEBI:90924 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

An A-type aurichin that is 1,2-dihydrofuro[2,3-c]quinoline 5-oxide which is substituted at position 2 by a (6E)-10-hydroxy-2,6-dimethylundeca-2,6-dien-10-yl group and at position 4 by a methyl group (relative configuration shown). Found in the myxobacterium Stigmatella aurantiaca strain Sg a15. — 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:26508 CHEBI:26508
CHEBI:26878 CHEBI:26878
CHEBI:84586 CHEBI:84586
CHEBI:90917 CHEBI:90917

Chemical structure

Computed structure properties
Molecular formula	C25H33NO3
Charge	0
Average mass	395.543 Da
Monoisotopic mass	395.24604 Da
Source	ChEBI
InChIKey	ZEUIHPOXFICJIT-ZVWRMSPBSA-N

SMILES

[H][C@]1([C@@](C)(O)CC/C=C(\C)CCC=C(C)C)Cc2c(c(C)[n+]([O-])c3ccccc23)O1

InChI

InChI=1S/C25H33NO3/c1-17(2)10-8-11-18(3)12-9-15-25(5,27)23-16-21-20-13-6-7-14-22(20)26(28)19(4)24(21)29-23/h6-7,10,12-14,23,27H,8-9,11,15-16H2,1-5H3/b18-12+/t23-,25+/m1/s1

Also called

rel-(2R,5E)-6,10-dimethyl-2-[(2S)4-methyl-5-oxido-1,2-dihydrofuro[2,3-c]quinolin-2-yl]undeca-5,9-dien-2-ol (EXACT_SYNONYM)— chebi
aurichan-A (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:108354-15-0
metacyc.compound:CPD-15911
reaxys:19439470

Activity roles

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

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:90924`	aurachin A	`antibioticmech:chebi-457289f4f5`	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.