AntibioticMech

diosgenin

CHEBI:4629 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A sapogenin that is spirostan which is substituted by a hydroxy group at the 3β position, contains a double bond at the 5-6 position, and has R- configuration at position 25. A natural product found in Dioscorea (wild yam) species, it is used as the starting point for the commercial synthesis of a number of steroids, including cortisone, pregnenolone and progesterone. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:26606 CHEBI:26606
• CHEBI:35348 CHEBI:35348
• CHEBI:70994 CHEBI:70994
• CHEBI:72600 CHEBI:72600

Chemical structure

Computed structure properties

Molecular formula	C27H42O3
Charge	0
Average mass	414.63 Da
Monoisotopic mass	414.3134 Da
Source	ChEBI
InChIKey	WQLVFSAGQJTQCK-VKROHFNGSA-N

SMILES

[H][C@@]12CC=C3C[C@@H](O)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/C27H42O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28H,6-15H2,1-4H3/t16-,17+,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1

Also called

• (3β,25R)-spirost-5-en-3-ol (EXACT_SYNONYM)— chebi
• (20R,25R)-spirost-5-en-3β-ol (EXACT_SYNONYM)— chebi
• (25R)-spirost-5-en-3β-ol (EXACT_SYNONYM)— chebi
• nitogenin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:512-04-9
• kegg.compound:C08898
• knapsack:C00003576
• lipidmaps:LMST01080037
• patent:US3019220
• reaxys:94582
• wikipedia.en:Diosgenin

Activity roles

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

• CHEBI:22587 CHEBI:22587

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:4629	diosgenin	antibioticmech:chebi-0965963e4f	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.