isonordoperoxide

CHEBI:66612 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

A sesquiterpenoid that is 1,4,5,6,7,8-hexahydro-4,7-epidioxyazulen-3(2H)-one substituted by a hydroxy group at position 8, methyl groups at positions 1 and 4 and an isopropyl group at position 7 (the (1R,4R,7S,8S stereoisomer). Isolated from Nardostachys chinensis, 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:25702 CHEBI:25702
CHEBI:26658 CHEBI:26658
CHEBI:35681 CHEBI:35681
CHEBI:38096 CHEBI:38096
CHEBI:51689 CHEBI:51689

Chemical structure

Computed structure properties
Molecular formula	C15H22O4
Charge	0
Average mass	266.337 Da
Monoisotopic mass	266.15181 Da
Source	ChEBI
InChIKey	BDBRZURCDWHOCK-GBALPHGKSA-N

SMILES

CC(C)[C@]12CC[C@](C)(OO1)C1=C([C@H](C)CC1=O)[C@@H]2O

InChI

InChI=1S/C15H22O4/c1-8(2)15-6-5-14(4,18-19-15)12-10(16)7-9(3)11(12)13(15)17/h8-9,13,17H,5-7H2,1-4H3/t9-,13+,14+,15+/m1/s1

Also called

(1R,4S,7S,8S)-8-hydroxy-1,4-dimethyl-7-(propan-2-yl)-1,4,5,6,7,8-hexahydro-4,7-epidioxyazulen-3(2H)-one (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:8039842

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:66612`	isonordoperoxide	`antibioticmech:chebi-cecee13134`	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.