sandwicensin

CHEBI:66165 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A member of the class of pterocarpans that is (6aR,11aR)-pterocarpan substituted by a hydroxy group at position 3, a methoxy group at position 9 and a prenyl group at position 10. Isolated from Erythrina glauca and Erythrina stricta, it exhibits anti-HIV-1 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:26377 CHEBI:26377
CHEBI:33853 CHEBI:33853
CHEBI:35618 CHEBI:35618

Chemical structure

Computed structure properties
Molecular formula	C21H22O4
Charge	0
Average mass	338.403 Da
Monoisotopic mass	338.15181 Da
Source	ChEBI
InChIKey	ZFUZIYGRFSXEIQ-UWJYYQICSA-N

SMILES

[H][C@@]12COc3cc(O)ccc3[C@]1([H])Oc1c2ccc(OC)c1CC=C(C)C

InChI

InChI=1S/C21H22O4/c1-12(2)4-6-15-18(23-3)9-8-14-17-11-24-19-10-13(22)5-7-16(19)21(17)25-20(14)15/h4-5,7-10,17,21-22H,6,11H2,1-3H3/t17-,21-/m0/s1

Also called

(6aR,11aR)-9-methoxy-10-(3-methylbut-2-en-1-yl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol (EXACT_SYNONYM)— chebi
3-hydroxy-9-methoxy-10-prenylpterocarpan (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

lipidmaps:LMPK12070013
reaxys:9220627

Activity roles

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

CHEBI:64947 CHEBI:64947

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:66165`	sandwicensin	`antibioticmech:chebi-d0cf8b0f1c`	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.