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.

Label unavailable CHEBI:25702
Label unavailable CHEBI:26125
Label unavailable CHEBI:35348
Label unavailable 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

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

wikipedia.en:Ergosterol_peroxide

Activity roles

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

trypanocidal drug CHEBI:36335
antimycobacterial drug 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
RESEEDED_FROM_SOURCES 2026-09-10 · 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 (YAML).

Explore across X-Mech: MediaIngredientMech (ergosterol peroxide) · CultureMech · NaturalProductMech · PathwayMech · TraitMech