yuccalan

CHEBI:66499 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A spirostanyl glycoside that is (3β,5α,6α,25S)-spirostan-3,6,27-triol attached to a 6-O-β-D-glucopyranosyl-β-D-glucopyranosyl residue via a glycosidic linkage. Isolated from Yucca smalliana, it exhibits antifungal 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:36850 CHEBI:36850
CHEBI:37914 CHEBI:37914
CHEBI:37948 CHEBI:37948
CHEBI:38091 CHEBI:38091
CHEBI:51914 CHEBI:51914
CHEBI:63353 CHEBI:63353

Chemical structure

Computed structure properties
Molecular formula	C39H64O15
Charge	0
Average mass	772.926 Da
Monoisotopic mass	772.42452 Da
Source	ChEBI
InChIKey	ALKMFECERUDLEI-UBXCSCSKSA-N

SMILES

[H][C@@]1(OC[C@H]2O[C@@]([H])(O[C@H]3CC[C@]4(C)[C@@]5([H])CC[C@@]6(C)[C@@]([H])(C[C@]7([H])O[C@]8(CC[C@@H](CO)CO8)[C@@H](C)[C@]67[H])[C@]5([H])C[C@H](O)[C@@]4([H])C3)[C@H](O)[C@@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI

InChI=1S/C39H64O15/c1-17-28-25(54-39(17)9-4-18(13-40)15-50-39)12-22-20-11-24(42)23-10-19(5-7-37(23,2)21(20)6-8-38(22,28)3)51-36-34(48)32(46)30(44)27(53-36)16-49-35-33(47)31(45)29(43)26(14-41)52-35/h17-36,40-48H,4-16H2,1-3H3/t17-,18-,19-,20+,21-,22-,23+,24-,25-,26+,27+,28-,29+,30+,31-,32-,33+,34+,35+,36+,37+,38-,39+/m0/s1

Also called

(3β,5α,6α,25S)-6,27-dihydroxyspirostan-3-yl 6-O-β-D-glucopyranosyl-β-D-glucopyranoside (EXACT_SYNONYM)— chebi
3-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl-(3β, 5α, 6α, 25S)-spirostan-3,6,27-triol (EXACT_SYNONYM)— chebi

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:66499`	yuccalan	`antibioticmech:chebi-6534ca2066`	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.