16β,17-dihydroxy-ent-kaurane-19-oic acid

CHEBI:65778 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A ent-kaurane diterpenoid that is ent-kaurane-19-oic acid substituted by hydroxy groups at positions 16 and 17 (the 16β stereoisomer). It is isolated from Helianthus sp. and Annona squamosa and exhibits anti-HIV 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:15734 CHEBI:15734
CHEBI:23824 CHEBI:23824
CHEBI:26878 CHEBI:26878
CHEBI:35868 CHEBI:35868
CHEBI:35990 CHEBI:35990
CHEBI:36760 CHEBI:36760

Chemical structure

Computed structure properties
Molecular formula	C20H32O4
Charge	0
Average mass	336.472 Da
Monoisotopic mass	336.23006 Da
Source	ChEBI
InChIKey	MRBLTWPEPGRXQN-WMUQSPHGSA-N

SMILES

[H][C@@]12CC[C@]3([H])[C@@](CC[C@@]4([H])[C@@]3(C)CCC[C@@]4(C)C(=O)O)(C1)C[C@@]2(O)CO

InChI

InChI=1S/C20H32O4/c1-17-7-3-8-18(2,16(22)23)14(17)6-9-19-10-13(4-5-15(17)19)20(24,11-19)12-21/h13-15,21,24H,3-12H2,1-2H3,(H,22,23)/t13-,14+,15+,17-,18-,19+,20-/m1/s1

Also called

(5β,8α,9β,10α)-16,17-dihydroxykauran-18-oic acid (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:5382270

Activity roles

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

CHEBI:64946 CHEBI:64946

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:65778`	16β,17-dihydroxy-ent-kaurane-19-oic acid	`antibioticmech:chebi-974ca369c9`	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.