AntibioticMech

mevastatin

CHEBI:34848 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A carboxylic ester that is pravastatin that is lacking the allylic hydroxy group. A hydroxymethylglutaryl-CoA reductase inhibitor (statin) isolated from Penicillium citrinum and from Penicillium brevicompactum, its clinical use as a lipid-regulating drug ceased following reports of toxicity in animals. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:142348 CHEBI:142348
• CHEBI:26188 CHEBI:26188
• CHEBI:33308 CHEBI:33308
• CHEBI:75885 CHEBI:75885
• CHEBI:87632 CHEBI:87632

Chemical structure

Computed structure properties

Molecular formula	C23H34O5
Charge	0
Average mass	390.52 Da
Monoisotopic mass	390.24062 Da
Source	ChEBI
InChIKey	AJLFOPYRIVGYMJ-INTXDZFKSA-N

SMILES

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

InChI

InChI=1S/C23H34O5/c1-4-14(2)23(26)28-20-7-5-6-16-9-8-15(3)19(22(16)20)11-10-18-12-17(24)13-21(25)27-18/h6,8-9,14-15,17-20,22,24H,4-5,7,10-13H2,1-3H3/t14-,15-,17+,18+,19-,20-,22-/m0/s1

Also called

• mevastatina (INN)— chebi
• mevastatinum (INN)— chebi
• mévastatine (INN)— chebi
• (1S,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate (EXACT_SYNONYM)— chebi
• CS 500 (EXACT_SYNONYM)— chebi
• Compactin (EXACT_SYNONYM)— chebi
• ML 236 B (EXACT_SYNONYM)— chebi
• ML-236B (EXACT_SYNONYM)— chebi
• Mevastatin (EXACT_SYNONYM)— chebi
• antibiotic ML 236B (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:73573-88-3
• drugbank:DB06693
• kegg.compound:C13963
• knapsack:C00000564
• lincs.smallmolecule:LSM-4123
• patent:DE2524355
• patent:US3983140
• reaxys:3630717
• wikipedia.en:Mevastatin

Activity roles

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

• CHEBI:35718 CHEBI:35718

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:34848	mevastatin	antibioticmech:chebi-625ae5155a	2026-08-30

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. 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.