AntibioticMech

dioscin

CHEBI:74023 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A spirostanyl glycoside that consists of the trisaccharide α-L-Rha-(1→4)-[α-L-Rha-(1→2)]-β-D-Glc attached to position 3 of diosgenin via a glycosidic linkage. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:38091 CHEBI:38091
• CHEBI:63571 CHEBI:63571
• CHEBI:70994 CHEBI:70994
• CHEBI:72600 CHEBI:72600

Chemical structure

Computed structure properties

Molecular formula	C45H72O16
Charge	0
Average mass	869.055 Da
Monoisotopic mass	868.48204 Da
Source	ChEBI
InChIKey	VNONINPVFQTJOC-ZGXDEBHDSA-N

SMILES

[H][C@@]12CC=C3C[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@H](O)[C@H]4O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])C[C@]2([H])O[C@]3(CC[C@@H](C)CO3)[C@@H](C)[C@]12[H]

InChI

InChI=1S/C45H72O16/c1-19-9-14-45(54-18-19)20(2)30-28(61-45)16-27-25-8-7-23-15-24(10-12-43(23,5)26(25)11-13-44(27,30)6)57-42-39(60-41-36(52)34(50)32(48)22(4)56-41)37(53)38(29(17-46)58-42)59-40-35(51)33(49)31(47)21(3)55-40/h7,19-22,24-42,46-53H,8-18H2,1-6H3/t19-,20+,21+,22+,24+,25-,26+,27+,28+,29-,30+,31+,32+,33-,34-,35-,36-,37+,38-,39-,40+,41+,42-,43+,44+,45-/m1/s1

Also called

• (25R)-spirost-5-en-3β-yl α-L-rhamnopyranosyl-(1→2)-[α-L-mannopyranosyl-(1→4)]-β-D-glucopyranoside (EXACT_SYNONYM)— chebi
• 3-O-(Rhaα1-4(Rhaα1-2)Glcβ)-(25R)-spirost-5-en-3β-ol (EXACT_SYNONYM)— chebi
• 3-O-[α-L-Rha-(1→4)-[α-L-Rha-(1→2)]-β-D-Glc]-diosgenin (EXACT_SYNONYM)— chebi
• 3-O-[α-L-Rhap-(1→4)-[α-L-Rhap-(1→2)]-β-D-Glcp]-diosgenin (EXACT_SYNONYM)— chebi
• Collettiside III (EXACT_SYNONYM)— chebi
• Dioscine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:19057-60-4
• kegg.compound:C08897
• knapsack:C00003575
• lipidmaps:LMST01080053
• reaxys:77615

Activity roles

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

• CHEBI:22587 CHEBI:22587
• 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:74023	dioscin	antibioticmech:chebi-a3f0b67615	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.