8,8a-epoxymorellic acid

CHEBI:66402 ·resolve ·ANTIVIRAL ·EXACT SEEDED

An epoxide that is the 8,8a-epoxy derivative of morellic acid. Isolated from Garcinia hanburyi it exhibits cytotoxic and anti-HIV 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:32955 CHEBI:32955
CHEBI:33640 CHEBI:33640
CHEBI:33853 CHEBI:33853
CHEBI:35951 CHEBI:35951
CHEBI:3992 CHEBI:3992
CHEBI:51914 CHEBI:51914
CHEBI:79020 CHEBI:79020

Chemical structure

Computed structure properties
Molecular formula	C33H36O9
Charge	0
Average mass	576.642 Da
Monoisotopic mass	576.23593 Da
Source	ChEBI
InChIKey	DHCUJGJZVIRMQU-ZZBIGSJJSA-N

SMILES

[H][C@]12OC(C)(C)[C@]3(C/C=C(/C)C(=O)O)C[C@]([H])(C1=O)C1OC14C(=O)c1c(O)c5c(c(CC=C(C)C)c1O[C@]432)OC(C)(C)C=C5

InChI

InChI=1S/C33H36O9/c1-15(2)8-9-18-23-17(11-12-29(4,5)39-23)21(34)20-24(18)40-33-27-22(35)19(26-32(33,42-26)25(20)36)14-31(33,30(6,7)41-27)13-10-16(3)28(37)38/h8,10-12,19,26-27,34H,9,13-14H2,1-7H3,(H,37,38)/b16-10-/t19-,26?,27+,31+,32?,33+/m1/s1

Also called

(2Z)-4-[(2S,3aR,6S,6aR)-13-hydroxy-5,5,10,10-tetramethyl-8-(3-methylbut-2-en-1-yl)-3,14-dioxo-1a,2,3,3a-tetrahydro-10H,14H-2,6-methanofuro[3,2-g]oxireno[k]pyrano[3,2-b]xanthen-6(5H)-yl]-2-methylbut-2-enoic acid (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:11109913

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:66402`	8,8a-epoxymorellic acid	`antibioticmech:chebi-06b3872e9c`	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.