CHEBI:134622 - hypoglycin A

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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
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Formula C7H11NO2
Net Charge 0
Average Mass 141.168
Monoisotopic Mass 141.079
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:259381) Found in fruit (BTO:0000486). See: PubMed
Acer negundo (NCBI:4023) Found in seed (BTO:0001226). See: PubMed
Acer pseudoplatanus (NCBI:4026) Found in seed (BTO:0001226). See: PubMed
Roles Classification
Biological Role(s): phytotoxin
Any toxin produced by a plant.
View more via ChEBI Ontology
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)
Database Links Databases
CPD-9699 MetaCyc
HMDB0029427 HMDB
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Citations Waiting for Citations Types Sources
12180690 PubMed citation Europe PMC
2183231 PubMed citation Europe PMC
24863395 PubMed citation Europe PMC
25531872 PubMed citation Europe PMC
26094208 PubMed citation Europe PMC
26278545 PubMed citation Europe PMC
26378918 PubMed citation Europe PMC
26593855 PubMed citation Europe PMC
26965229 PubMed citation Europe PMC
26995161 PubMed citation Europe PMC
27433981 PubMed citation Europe PMC
28153514 PubMed citation Europe PMC
IND44696471 Agricola citation Europe PMC
IND92058057 Agricola citation Europe PMC
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.