1α-acetoxy-2α-hydroxy-6β,9β,15-tribenzoyloxy-β-dihydroagarofuran

CHEBI:65774 ·resolve ·ANTIMYCOBACTERIAL ·EXACT SEEDED

A dihydroagarofuran sesquiterpenoid that consists of dihydroagarofuran substituted by a acetyloxy group at position 1, benzyloxy groups at positions 6, 9 and 15 and a hydroxy group at position 2. It is isolated from the roots of Microtropis fokienensis and exhibits antitubercular 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:26979 CHEBI:26979
CHEBI:35681 CHEBI:35681
CHEBI:35990 CHEBI:35990
CHEBI:36054 CHEBI:36054
CHEBI:47622 CHEBI:47622
CHEBI:71548 CHEBI:71548

Chemical structure

Computed structure properties
Molecular formula	C38H40O10
Charge	0
Average mass	656.728 Da
Monoisotopic mass	656.26215 Da
Source	ChEBI
InChIKey	FCQBGPOADKWYEG-MNRUEBDGSA-N

SMILES

[H][C@]12C[C@H](OC(=O)c3ccccc3)[C@]3(COC(=O)c4ccccc4)[C@@H](OC(C)=O)[C@@H](O)C[C@@H](C)[C@@]3(OC1(C)C)[C@@H]2OC(=O)c1ccccc1

InChI

InChI=1S/C38H40O10/c1-23-20-29(40)32(45-24(2)39)37(22-44-33(41)25-14-8-5-9-15-25)30(46-34(42)26-16-10-6-11-17-26)21-28-31(38(23,37)48-36(28,3)4)47-35(43)27-18-12-7-13-19-27/h5-19,23,28-32,40H,20-22H2,1-4H3/t23-,28-,29+,30+,31-,32+,37-,38-/m1/s1

Also called

(3R,5S,5aR,6R,7S,9R,9aS,10R)-6-(acetyloxy)-5a-[(benzoyloxy)methyl]-7-hydroxy-2,2,9-trimethyloctahydro-2H-3,9a-methano-1-benzoxepine-5,10-diyl dibenzoate (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:11042045

Activity roles

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

CHEBI:33231 CHEBI:33231

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:65774`	1α-acetoxy-2α-hydroxy-6β,9β,15-tribenzoyloxy-β-dihydroagarofuran	`antibioticmech:chebi-aaa90ee63b`	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.