talosin B

CHEBI:66187 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A glycosyloxyisoflavone that is genistein attached to α-L-6-deoxy-talopyranosyl residues at positions 7 and 4' respectively. Isolated from Kitasatospora kifunensis, 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:38755 CHEBI:38755
CHEBI:74630 CHEBI:74630

Chemical structure

Computed structure properties
Molecular formula	C27H30O13
Charge	0
Average mass	562.524 Da
Monoisotopic mass	562.16864 Da
Source	ChEBI
InChIKey	GJBRADPPUCQNGC-YYMHJPMMSA-N

SMILES

C[C@@H]1O[C@@H](Oc2ccc(-c3coc4cc(O[C@@H]5O[C@@H](C)[C@@H](O)[C@@H](O)[C@H]5O)cc(O)c4c3=O)cc2)[C@H](O)[C@H](O)[C@@H]1O

InChI

InChI=1S/C27H30O13/c1-10-19(29)22(32)24(34)26(37-10)39-13-5-3-12(4-6-13)15-9-36-17-8-14(7-16(28)18(17)21(15)31)40-27-25(35)23(33)20(30)11(2)38-27/h3-11,19-20,22-30,32-35H,1-2H3/t10-,11-,19+,20+,22+,23+,24+,25+,26-,27-/m0/s1

Also called

4-{7-[(6-deoxy-α-L-talopyranosyl)oxy]-5-hydroxy-4-oxo-4H-chromen-3-yl}phenyl 6-deoxy-α-L-talopyranoside (EXACT_SYNONYM)— chebi
genistein-4',7-di-α-L-6-deoxy-talopyranoside (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:11280210

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:66187`	talosin B	`antibioticmech:chebi-a9622fe7ac`	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.