AS-186b

CHEBI:65444 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

A dibenzodioxocine that is the 1'-O-acetyl derivative of penicillide. It is isolated from Penicillium purpurogenum and acts as an acyl-CoA:cholesterol acyltransferase inhibitor. — 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:25000 CHEBI:25000
CHEBI:33853 CHEBI:33853
CHEBI:35618 CHEBI:35618
CHEBI:47622 CHEBI:47622
CHEBI:71064 CHEBI:71064

Chemical structure

Computed structure properties
Molecular formula	C23H26O7
Charge	0
Average mass	414.454 Da
Monoisotopic mass	414.16785 Da
Source	ChEBI
InChIKey	NUYFKDBCHFKOBT-IBGZPJMESA-N

SMILES

COc1c([C@H](CC(C)C)OC(C)=O)ccc2c1C(=O)OCc1cc(C)cc(O)c1O2

InChI

InChI=1S/C23H26O7/c1-12(2)8-19(29-14(4)24)16-6-7-18-20(22(16)27-5)23(26)28-11-15-9-13(3)10-17(25)21(15)30-18/h6-7,9-10,12,19,25H,8,11H2,1-5H3/t19-/m0/s1

Also called

(1S)-1-(11-hydroxy-4-methoxy-9-methyl-5-oxo-5H,7H-dibenzo[b,g][1,5]dioxocin-3-yl)-3-methylbutyl acetate (EXACT_SYNONYM)— chebi
1'-O-acetylpenicillide (EXACT_SYNONYM)— chebi
Purpactin A (EXACT_SYNONYM)— chebi
vermixocin B (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:133806-59-4
reaxys:18624666

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:65444`	AS-186b	`antibioticmech:chebi-df02be143c`	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.