isochamaejasmenin B

CHEBI:66091 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A biflavonoid that consists of two units of 5,7-dihydroxy-4'-methoxyflavanone attached at the C-3 position (the meso-isomer). Isolated from Stellera chamaejasme, it exhibits antimitotic and 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:140332 CHEBI:140332
CHEBI:24697 CHEBI:24697
CHEBI:36820 CHEBI:36820
CHEBI:50128 CHEBI:50128

Chemical structure

Computed structure properties
Molecular formula	C32H26O10
Charge	0
Average mass	570.55 Da
Monoisotopic mass	570.1526 Da
Source	ChEBI
InChIKey	BTCICADMSGBCKA-WVKQWSHJSA-N

SMILES

[H][C@@]1([C@@]2([H])C(=O)c3c(O)cc(O)cc3O[C@@]2([H])c2ccc(OC)cc2)C(=O)c2c(O)cc(O)cc2O[C@]1([H])c1ccc(OC)cc1

InChI

InChI=1S/C32H26O10/c1-39-19-7-3-15(4-8-19)31-27(29(37)25-21(35)11-17(33)13-23(25)41-31)28-30(38)26-22(36)12-18(34)14-24(26)42-32(28)16-5-9-20(40-2)10-6-16/h3-14,27-28,31-36H,1-2H3/t27-,28+,31-,32+

Also called

(2R*,2'S*,3R*,3'S*)-5,5',7,7'-tetrahydroxy-2,2'-bis(4-methoxyphenyl)-2,2',3,3'-tetrahydro-4H,4'H-3,3'-bichromene-4,4'-dione (EXACT_SYNONYM)— chebi
meso- 2,2',3,3'-tetrahydro-5,5',7',7-tetrahydroxy-2,2'-bis(4-methoxyphenyl)-[3,3'-bi-4H-1-benzopyran]-4,4'-dione (EXACT_SYNONYM)— chebi
rel-(2S,3S)-3-[(2R,3R)-5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:10136566

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:66091`	isochamaejasmenin B	`antibioticmech:chebi-b27c349a77`	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.