sceliphrolactam

CHEBI:193157 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A polyene macrocyclic lactam with formula C28H35NO6. It was isolated from an actinomycete, Streptomyces sp. and displays antifungal activity against amphotericin B-resistant Candida albicans. — 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:24995
polyene antibiotic CHEBI:26177
Label unavailable CHEBI:33573
Label unavailable CHEBI:33823
Label unavailable CHEBI:51689
Label unavailable CHEBI:51751
Label unavailable CHEBI:52898

Chemical structure

Computed structure properties
Molecular formula	C28H35NO6
Charge	0
Average mass	481.589 Da
Monoisotopic mass	481.24644 Da
Source	ChEBI
InChIKey	HRAPIHJIKATMEB-GWVUBWKVSA-N

SMILES

CC1=C\C=C\C=C\C(C)CNC(=O)/C=C(O)/C=C/C(C)=C/C=C/C(O)C(O)C(O)C(=O)/C=C\C=C\1

InChI

InChI=1S/C28H35NO6/c1-20-10-5-4-6-12-22(3)19-29-26(33)18-23(30)17-16-21(2)13-9-15-25(32)28(35)27(34)24(31)14-8-7-11-20/h4-18,22,25,27-28,30,32,34-35H,19H2,1-3H3,(H,29,33)/b5-4+,11-7+,12-6+,14-8-,15-9+,17-16+,20-10+,21-13+,23-18-

Also called

(3Z,5E,7E,9E,15Z,17E,19E,21E,23E)-4,11,12,13-tetrahydroxy-7,19,25-trimethylazacyclohexacosa-3,5,7,9,15,17,19,21,23-nonaene-2,14-dione (EXACT_SYNONYM)— chebi

Activity roles

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

antimicrobial agent CHEBI:33281
antifungal agent CHEBI:35718

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:193157`	sceliphrolactam	`antibioticmech:chebi-ba821fcb0b`	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 (YAML).

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