tabtoxin

CHEBI:156429 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

A monobactam phytotoxic dipeptide produced by Pseudomonas syringae, that causes wildfire disease in tobacco. — 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:35681 CHEBI:35681
CHEBI:46761 CHEBI:46761
CHEBI:50695 CHEBI:50695
CHEBI:84189 CHEBI:84189

Chemical structure

Computed structure properties
Molecular formula	C11H19N3O6
Charge	0
Average mass	289.288 Da
Monoisotopic mass	289.12739 Da
Source	ChEBI
InChIKey	BFSBNVPBVGFFCF-WDOVLDDZSA-N

SMILES

C[C@@H](O)[C@H](NC(=O)[C@@H](N)CC[C@]1(O)CNC1=O)C(=O)O

InChI

InChI=1S/C11H19N3O6/c1-5(15)7(9(17)18)14-8(16)6(12)2-3-11(20)4-13-10(11)19/h5-7,15,20H,2-4,12H2,1H3,(H,13,19)(H,14,16)(H,17,18)/t5-,6+,7+,11+/m1/s1

Also called

N-{(2S)-2-amino-4-[(3S)-3-hydroxy-2-oxoazetidin-3-yl]butanoyl}-L-threonine (EXACT_SYNONYM)— chebi
(2S,3R)-2-({(2S)-2-amino-4-[(3S)-3-hydroxy-2-oxoazetidin-3-yl]butanoyl}amino)-3-hydroxybutanoic acid (EXACT_SYNONYM)— chebi
N-((2S)-2-amino-4-((3S)-3-hydroxy-2-oxo-3-azetidinyl)-1-oxobutyl)-L-threonine (EXACT_SYNONYM)— chebi
wildfire toxin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:40957-90-2
chemspider:96964
wikipedia.en:Tabtoxin

Activity roles

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

CHEBI:33281 CHEBI:33281

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:156429`	tabtoxin	`antibioticmech:chebi-7d0bd39b34`	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.