jervine

CHEBI:6088 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A steroid alkaloid with formula C27H39NO3. It is a natural product isolated from several Veratrum species and exhibits teratogenic 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:26767 CHEBI:26767
CHEBI:33599 CHEBI:33599
CHEBI:35681 CHEBI:35681
CHEBI:50995 CHEBI:50995
CHEBI:51914 CHEBI:51914

Chemical structure

Computed structure properties
Molecular formula	C27H39NO3
Charge	0
Average mass	425.613 Da
Monoisotopic mass	425.29299 Da
Source	ChEBI
InChIKey	CLEXYFLHGFJONT-DNMILWOZSA-N

SMILES

[H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])C(=O)C1=C(C)[C@]3(CC[C@]12[H])O[C@]1([H])C[C@H](C)CN[C@@]1([H])[C@H]3C

InChI

InChI=1S/C27H39NO3/c1-14-11-21-24(28-13-14)16(3)27(31-21)10-8-19-20-6-5-17-12-18(29)7-9-26(17,4)23(20)25(30)22(19)15(27)2/h5,14,16,18-21,23-24,28-29H,6-13H2,1-4H3/t14-,16+,18-,19-,20-,21+,23+,24-,26-,27-/m0/s1

Also called

(22S,23R)-3β-hydroxy-17β-17,23-epoxyveratraman-11-one (EXACT_SYNONYM)— chebi
(3β,23β)-17,23-epoxy-3-hydroxyveratraman-11-one (EXACT_SYNONYM)— chebi
11-ketocyclopamine (EXACT_SYNONYM)— chebi
3β-hydroxy-17β,23β-epoxyveratraman-11-one (EXACT_SYNONYM)— chebi
jervin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:469-59-0
hmdb:HMDB0253731
kegg.compound:C10811
knapsack:C00002253
reaxys:59109
wikipedia.en:Jervine

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:6088`	jervine	`antibioticmech:chebi-916ce2c826`	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.