4β,14-dihydroxy-6α,7β-H-1(10)-cadinene

CHEBI:65776 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A cadinane sesquiterpenoid that is 1,2,3,4,6,7,8,8a-octahydronaphthalen-2-ol substituted by hydroxymethyl group at position 5, isopropyl group at position 8 and a methyl group at position 2 (the 2S,8R,8aR stereoisomer). Isolated from the culture broth of Tyromyces chioneus, it exhibits anti-HIV-1 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:22975 CHEBI:22975
CHEBI:26878 CHEBI:26878
CHEBI:35681 CHEBI:35681
CHEBI:36785 CHEBI:36785

Chemical structure

Computed structure properties
Molecular formula	C15H26O2
Charge	0
Average mass	238.371 Da
Monoisotopic mass	238.19328 Da
Source	ChEBI
InChIKey	AEIGTUFAPRNEKB-YUELXQCFSA-N

SMILES

[H][C@]12C[C@@](C)(O)CCC1=C(CO)CC[C@@H]2C(C)C

InChI

InChI=1S/C15H26O2/c1-10(2)12-5-4-11(9-16)13-6-7-15(3,17)8-14(12)13/h10,12,14,16-17H,4-9H2,1-3H3/t12-,14-,15+/m1/s1

Also called

(2S,8R,8aR)-5-(hydroxymethyl)-2-methyl-8-(propan-2-yl)-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-ol (EXACT_SYNONYM)— chebi

Activity roles

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

CHEBI:64947 CHEBI:64947

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:65776`	4β,14-dihydroxy-6α,7β-H-1(10)-cadinene	`antibioticmech:chebi-10f93ea24c`	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.