solasodine

CHEBI:9190 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

An oxaspiro compound and steroid alkaloid sapogenin with formula C27H43NO2 found in the Solanum (nightshade) family. It is used as a precursor in the synthesis of complex steroidal compounds such as contraceptive pills. — 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:141498 CHEBI:141498
CHEBI:26606 CHEBI:26606
CHEBI:26767 CHEBI:26767
CHEBI:35624 CHEBI:35624
CHEBI:37948 CHEBI:37948
CHEBI:86322 CHEBI:86322

Chemical structure

Computed structure properties
Molecular formula	C27H43NO2
Charge	0
Average mass	413.646 Da
Monoisotopic mass	413.32938 Da
Source	ChEBI
InChIKey	KWVISVAMQJWJSZ-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)CN3)[C@@H](C)[C@]12[H]

InChI

InChI=1S/C27H43NO2/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28-29H,6-15H2,1-4H3/t16-,17+,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1

Also called

(25R)-22α-spirosol-5-en-3β-ol (EXACT_SYNONYM)— chebi
(2S,2'R,4aR,4bS,5'R,6aS,6bR,7S,9aS,10aS,10bS)-4a,5',6a,7-tetramethyl-1,2,3,4,4a,4b,5,6,6a,6b,7,9a,10,10a,10b,11-hexadecahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-8,2'-piperidin]-2-ol (EXACT_SYNONYM)— chebi
(3β,22α,25R)-spirosol-5-en-3-ol (EXACT_SYNONYM)— chebi
purapuridine (EXACT_SYNONYM)— chebi
solasod-5-en-3β-ol (EXACT_SYNONYM)— chebi
spiro[8H-naphth[2',1':4,5]indeno[2,1-b]furan-8,2'-piperidine] (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:126-17-0
foodb.food:FDB013944
hmdb:HMDB0035282
kegg.compound:C10822
knapsack:C00002264
lincs.smallmolecule:LSM-6427
metacyc.compound:CPD-13080
wikipedia.en:Solasodine

Activity roles

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

CHEBI:33281 CHEBI:33281
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:9190`	solasodine	`antibioticmech:chebi-92277b0142`	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.