auricin

CHEBI:156301 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

An angucycline-like polyketide discovered in Streptomyces aureofaciens that is only stable at acidic pH. — 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:132124 CHEBI:132124
CHEBI:26188 CHEBI:26188
CHEBI:33853 CHEBI:33853
CHEBI:37581 CHEBI:37581
CHEBI:38164 CHEBI:38164
CHEBI:46942 CHEBI:46942
CHEBI:48129 CHEBI:48129
CHEBI:50996 CHEBI:50996
CHEBI:70737 CHEBI:70737

Chemical structure

Computed structure properties
Molecular formula	C28H31NO10
Charge	0
Average mass	541.553 Da
Monoisotopic mass	541.1948 Da
Source	ChEBI
InChIKey	DIESPMSGQPRWLG-VLKAYIDRSA-N

SMILES

[H][C@@]12CC(=O)O[C@]1([H])C1=C(C(=O)c3c(O)cccc3C1=O)[C@]1(O[C@H](C)CC(=O)[C@H]1OC1CCC(N(C)C)C(C)O1)O2

InChI

InChI=1S/C28H31NO10/c1-12-10-17(31)27(37-20-9-8-15(29(3)4)13(2)35-20)28(38-12)23-22(26-18(39-28)11-19(32)36-26)24(33)14-6-5-7-16(30)21(14)25(23)34/h5-7,12-13,15,18,20,26-27,30H,8-11H2,1-4H3/t12-,13?,15?,18-,20?,26+,27-,28+/m1/s1

Also called

(2'S,3'R,3aR,6'R,11bR)-3'-{[5-(dimethylamino)-6-methyltetrahydro-2H-pyran-2-yl]oxy}-7-hydroxy-6'-methyl-3a,5',6',11b-tetrahydrospiro[benzo[g]furo[3,2-c]isochromene-5,2'-pyran]-2,4',6,11(3H,3'H)-tetrone (EXACT_SYNONYM)— chebi

Activity roles

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

CHEBI:33281 CHEBI:33281

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:156301`	auricin	`antibioticmech:chebi-c9f131a2a1`	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.