hypoglycin A (CHEBI:134622)

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ChEBI Name	hypoglycin A

ChEBI ID	CHEBI:134622

Definition	A diastereoisomeric mixture of (2S,4R)- and (2S,4S)- hypoglycin A, found in the edible part of the fruit of the Ackee, Blighia sapida (where the 2S,4R diastereoisomer is more dominant (17% d.e.) than its 2S,4S counterpart) as well as in the sycamore maple tree (Acer pseudoplatanus).

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C7H11NO2

Net Charge

Average Mass

141.168

Monoisotopic Mass

141.07898

InChI

InChI=1S/C7H11NO2/c1-4-2-5(4)3-6(8)7(9)10/h5-6H,1-3,8H2,(H,9,10)/t5?,6-/m0/s1

InChIKey

OOJZCXFXPZGUBJ-GDVGLLTNSA-N

SMILES

C1(C(=C)C1)(C[C@@H](C(O)=O)N)[H]

Metabolite of Species	Details
Blighia sapida (NCBI:txid259381)	Found in fruit (BTO:0000486). See: PubMed
Acer negundo (NCBI:txid4023)	Found in seed (BTO:0001226). See: PubMed
Acer pseudoplatanus (NCBI:txid4026)	Found in seed (BTO:0001226). See: PubMed

Roles Classification
Biological Role(s):	phytotoxin Any toxin produced by a plant.

ChEBI Ontology
Outgoing	hypoglycin A (CHEBI:134622) has part (2S,4R)-hypoglycin A (CHEBI:134620) hypoglycin A (CHEBI:134622) has part (2S,4S)-hypoglycin A (CHEBI:6248) hypoglycin A (CHEBI:134622) has role phytotoxin (CHEBI:38231) hypoglycin A (CHEBI:134622) is a diastereoisomeric mixture (CHEBI:60915)

Last Modified

28 February 2017

General Comment
2017-02-28	For studies on the diastereoisomeric ratios, see J. Org. Chem., 1987, v52, 1475 and J. Am. Chem. Soc., 1990, v112, 2021.