fluvirucin A1

CHEBI:71508 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A lactam that is 4-hydroxyazacyclotetradecan-2-one substituted by an ethyl group at position 11, methyl groups at position 3 and 7 and a 3-amino-3,6-dideoxy-α-L-talopyranosyl moiety at position 4 via a glycosyl linkage (the 3R,4S,7R,11S stereoisomer). It is isolated from the fermentation broth of an unidentified actinomycete species and exhibits potent inhibitory activity against influenza A virus. — 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
Label unavailable CHEBI:47779
Label unavailable CHEBI:51026

Chemical structure

Computed structure properties
Molecular formula	C23H44N2O5
Charge	0
Average mass	428.614 Da
Monoisotopic mass	428.32502 Da
Source	ChEBI
InChIKey	ZRJBXPCQRSLIKK-BDPAYSQHSA-N

SMILES

[H][C@@]1(O[C@H]2CC[C@H](C)CCC[C@H](CC)CCCNC(=O)[C@@H]2C)O[C@@H](C)[C@@H](O)[C@@H](N)[C@H]1O

InChI

InChI=1S/C23H44N2O5/c1-5-17-9-6-8-14(2)11-12-18(15(3)22(28)25-13-7-10-17)30-23-21(27)19(24)20(26)16(4)29-23/h14-21,23,26-27H,5-13,24H2,1-4H3,(H,25,28)/t14-,15-,16+,17+,18+,19-,20-,21-,23+/m1/s1

Also called

(3R,4S,7R,11S)-11-ethyl-3,7-dimethyl-2-oxoazacyclotetradecan-4-yl 3-amino-3,6-dideoxy-α-L-talopyranoside (EXACT_SYNONYM)— chebi
(2R,3S,6R,10S)-3-[(3-amino-3,6-dideoxy-α-L-talopyranosyl)-oxy]-2,6-dimethyl-10-ethyl-13-tridecanelactam (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
EC 3.2.1.18 (exo-α-sialidase) inhibitor CHEBI:52425

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:71508`	fluvirucin A1	`antibioticmech:chebi-5aa5f1d330`	2026-08-30

Mechanism summary

Mode of action: VIRAL_RELEASE_INHIBITION host shared target — Assigned from ChEBI role CHEBI:52425 (EC 3.2.1.18 (exo-α-sialidase) inhibitor). ChEBI asserts the role on the compound. The target it names is one the host has too, so the mechanism is true but is not evidence of selectivity — see mode_of_action_target_scope. Not a curator's mechanistic review.

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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