compactin diol lactone

CHEBI:34652 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

A carbobicyclic compound that is ML-236C substituted by a hydroxy group at position 8S. It is a fungal metabolite isolated from Penicillium citrinum and exhibits anticholesteremic activity. — 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:142348 CHEBI:142348
CHEBI:26188 CHEBI:26188
CHEBI:35681 CHEBI:35681
CHEBI:36785 CHEBI:36785
CHEBI:75885 CHEBI:75885

Chemical structure

Computed structure properties
Molecular formula	C18H26O4
Charge	0
Average mass	306.402 Da
Monoisotopic mass	306.18311 Da
Source	ChEBI
InChIKey	WWSNTLOVYSRDEL-DZSDEGEFSA-N

SMILES

[H][C@@]12C(=CCC[C@@H]1O)C=C[C@H](C)[C@@H]2CC[C@@H]1C[C@@H](O)CC(=O)O1

InChI

InChI=1S/C18H26O4/c1-11-5-6-12-3-2-4-16(20)18(12)15(11)8-7-14-9-13(19)10-17(21)22-14/h3,5-6,11,13-16,18-20H,2,4,7-10H2,1H3/t11-,13+,14+,15-,16-,18-/m0/s1

Also called

(4R,6R)-4-hydroxy-6-{2-[(1S,2S,8S,8aR)-8-hydroxy-2-methyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl}tetrahydro-2H-pyran-2-one (EXACT_SYNONYM)— chebi
(4R,6R)-4-hydroxy-6-{2-[(1S,2S,8S,8aR)-8-hydroxy-2-methyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl}oxan-2-one (EXACT_SYNONYM)— chebi
Antibiotic ML 236A (EXACT_SYNONYM)— chebi
ML 236A (EXACT_SYNONYM)— chebi
ML-236A (EXACT_SYNONYM)— chebi
desmethylmonacolin J (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

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:34652`	compactin diol lactone	`antibioticmech:chebi-7465bf01d1`	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.