(Z)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide
CHEBI:15660
·resolve ·ANTIMICROBIAL_UNSPECIFIED
·EXACT
SEEDED
A member of the class of acrylamides that is acrylamide which is substituted at positions 2 and 3 by 2-furyl and 5-nitro-2-furyl groups, respectively (the trans isomer). Formerly used as a food preservative, it was withdrawn from the market following suspicions of carcenogenicity. — 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.
Chemical structure
Computed structure properties
| Molecular formula | C11H8N2O5 |
|---|
| Charge | 0 |
|---|
| Average mass | 248.194 Da |
|---|
| Monoisotopic mass | 248.04332 Da |
|---|
| Source | ChEBI |
|---|
| InChIKey | LYAHJFZLDZDIOH-VURMDHGXSA-N |
|---|
SMILES
NC(=O)/C(=C\c1ccc([N+](=O)[O-])o1)c1ccco1
InChI
InChI=1S/C11H8N2O5/c12-11(14)8(9-2-1-5-17-9)6-7-3-4-10(18-7)13(15)16/h1-6H,(H2,12,14)/b8-6-
Also called
- (2Z)-2-(2-furyl)-3-(5-nitro-2-furyl)prop-2-enamide (EXACT_SYNONYM)— chebi
- (Z)-2-(2-Furyl)-3-(5-nitro-2-furyl)acrylamide (EXACT_SYNONYM)— chebi
- 2-(2-Furyl)-3-(5-nitro-2-furyl)acrylamide (EXACT_SYNONYM)— chebi
- AF 2 (EXACT_SYNONYM)— chebi
- AF-2 (EXACT_SYNONYM)— chebi
- Furylfuramide (EXACT_SYNONYM)— chebi
Cross-references
Equivalent identifiers for this same structure in other resources.
Activity roles
Every antimicrobial role a source asserts for this compound — the
unreduced evidence behind its antimicrobial_class.
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:15660 |
(Z)-2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide |
antibioticmech:chebi-02601d7fbd |
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.