ergosterol peroxide

CHEBI:65858 ·resolve ·ANTIMYCOBACTERIAL ·EXACT SEEDED

An ergostanoid that is ergosta-6,22-dien-3-ol with a peroxy group between positions 5 and 8 (the 3β,5α,8α,22E stereoisomer). Isolated from Ganoderma lucidum and Cordyceps sinensis, it exhibits antimycobacterial, trypanocidal and antineoplastic activities. — 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:26125 CHEBI:26125
CHEBI:35348 CHEBI:35348
CHEBI:50403 CHEBI:50403

Chemical structure

Computed structure properties
Molecular formula	C28H44O3
Charge	0
Average mass	428.657 Da
Monoisotopic mass	428.32905 Da
Source	ChEBI
InChIKey	VXOZCESVZIRHCJ-KGHQQZOUSA-N

SMILES

[H][C@@]12CC[C@]([H])([C@H](C)/C=C/[C@H](C)C(C)C)[C@@]1(C)CC[C@]1([H])[C@@]3(C)CC[C@H](O)C[C@]34C=C[C@]21OO4

InChI

InChI=1S/C28H44O3/c1-18(2)19(3)7-8-20(4)22-9-10-23-25(22,5)13-12-24-26(6)14-11-21(29)17-27(26)15-16-28(23,24)31-30-27/h7-8,15-16,18-24,29H,9-14,17H2,1-6H3/b8-7+/t19-,20+,21-,22+,23+,24+,25+,26+,27+,28-/m0/s1

Also called

(3S,5S,8S,9R,10R,13R,14R,17R)-17-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-1,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-2H-5,8-epidioxycyclopenta[a]phenanthren-3-ol (EXACT_SYNONYM)— chebi
(22E,24R)-5α,8α-epidioxyergosta-6,22-dien-3β-ol (EXACT_SYNONYM)— chebi
(24R)-5α,8α-epidioxy-24-methylcholesta-6,22-dien-3β-ol (EXACT_SYNONYM)— chebi
(3β,5α,8α,22E)-5,8-epidioxyergosta-6,22-dien-3-ol (EXACT_SYNONYM)— chebi
5α,8α-epidioxy-22E-ergosta-6,22-dien-3β-ol (EXACT_SYNONYM)— chebi
ergosterol 5α,8α-epidioxide (EXACT_SYNONYM)— chebi
ergosterol endoperoxide (EXACT_SYNONYM)— chebi
ergosterol-5,8-peroxide (EXACT_SYNONYM)— chebi
peroxyergosterol (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:2061-64-5
chemspider:4508532
reaxys:96852
wikipedia.en:Ergosterol_peroxide

Activity roles

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

CHEBI:36335 CHEBI:36335
CHEBI:64912 CHEBI:64912

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:65858`	ergosterol peroxide	`antibioticmech:chebi-f00c533a0d`	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.