AntibioticMech

caribenol B

CHEBI:65581 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

A cyclic terpene ketone that is 2a,3,4,5,5a,6,7,8-octahydroacenaphthylen-1(2H)-one substituted by hydroxy groups at positions 2 and 2a, methyl groups at positions 2, 5 and 8 and a 2-methylprop-1-en-1-yl group at position 3. It is isolated from the the West Indian gorgonian octocoral Pseudopterogorgia elisabethae and exhibits antitubercular and antimalarial activity. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:139592 CHEBI:139592
• CHEBI:23824 CHEBI:23824
• CHEBI:26878 CHEBI:26878
• CHEBI:36130 CHEBI:36130
• CHEBI:38032 CHEBI:38032
• CHEBI:51689 CHEBI:51689

Chemical structure

Computed structure properties

Molecular formula	C19H28O3
Charge	0
Average mass	304.43 Da
Monoisotopic mass	304.20384 Da
Source	ChEBI
InChIKey	UZKZXPWGNRCNCM-NDNLJYSTSA-N

SMILES

[H][C@]12CC[C@H](C)C3=C1[C@](O)([C@H](C=C(C)C)C[C@@H]2C)[C@](C)(O)C3=O

InChI

InChI=1S/C19H28O3/c1-10(2)8-13-9-12(4)14-7-6-11(3)15-16(14)19(13,22)18(5,21)17(15)20/h8,11-14,21-22H,6-7,9H2,1-5H3/t11-,12-,13+,14+,18+,19+/m0/s1

Also called

• (2S,2aR,3S,5S,5aR,8S)-2,2a-dihydroxy-2,5,8-trimethyl-3-(2-methylprop-1-en-1-yl)-2a,3,4,5,5a,6,7,8-octahydroacenaphthylen-1(2H)-one (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• chemspider:23076462
• reaxys:11167805

Activity roles

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

• CHEBI:38068 CHEBI:38068

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:65581	caribenol B	antibioticmech:chebi-e7e135a06c	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.