robustaside F

CHEBI:70144 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

A β-D-glucoside in which the anomeric position is substituted by a 4-hydroxyphenoxy residue and the positions 2 and 6 are substituted by [(2Z)-3-(2-hydroxy-5-methoxyphenyl)prop-2-enoyl]oxy residues. Isolated from Grevillea, it exhibits antimalarial 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:22798 CHEBI:22798
CHEBI:26195 CHEBI:26195
CHEBI:35618 CHEBI:35618
CHEBI:51702 CHEBI:51702
CHEBI:63367 CHEBI:63367

Chemical structure

Computed structure properties
Molecular formula	C32H32O13
Charge	0
Average mass	624.595 Da
Monoisotopic mass	624.18429 Da
Source	ChEBI
InChIKey	VZMAYTGBKKDAOI-KNPJAZBNSA-N

SMILES

COc1ccc(O)c(/C=C\C(=O)OC[C@H]2O[C@@H](Oc3ccc(O)cc3)[C@H](OC(=O)/C=C\c3cc(OC)ccc3O)[C@@H](O)[C@@H]2O)c1

InChI

InChI=1S/C32H32O13/c1-40-22-9-11-24(34)18(15-22)3-13-27(36)42-17-26-29(38)30(39)31(32(44-26)43-21-7-5-20(33)6-8-21)45-28(37)14-4-19-16-23(41-2)10-12-25(19)35/h3-16,26,29-35,38-39H,17H2,1-2H3/b13-3-,14-4-/t26-,29-,30+,31-,32-/m1/s1

Also called

4-hydroxyphenyl 2,6-bis-O-[(2Z)-3-(2-hydroxy-5-methoxyphenyl)prop-2-enoyl]-β-D-glucopyranoside (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:21220924

Activity roles

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

CHEBI:38068 CHEBI:38068

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:70144`	robustaside F	`antibioticmech:chebi-bcfa6e71b0`	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.