abscisic acid   Click here for help

GtoPdb Ligand ID: 10362

Synonyms: (+/-)-(cis,trans)-abscisic acid | (+/-)-Abscisic acid | (RS)-Abscisic acid | ABA
Immunopharmacology Ligand
Comment: We show the compound without specified stereochemistry to represent racemic abscisic acid. The (1S)- or (+)-enantiomer (PubChem CID 12305886), is the naturally occurring and more active form of abscisic acid.
Abscisic acid activates human granulocytes [3] and stimulates insulin secretion by human and murine pancreatic β cells [1], via similar signalling pathways, that require a LANCL2-containing protein complex linked to a Gi protein, that ultimately leads to elevation of the intracellular Ca2+ concentration [8]. In cellular and animal models abscisic acid exerts anti-inflammatory [3-5] and antidiabetic [2,6] effects.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 74.6
Molecular weight 264.14
XLogP 0.88
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)C=C(C=CC1(O)C(=CC(=O)CC1(C)C)C)C
Isomeric SMILES OC(=O)/C=C(\C=C\C1(O)C(=CC(=O)CC1(C)C)C)/C
InChI InChI=1S/C15H20O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,19H,9H2,1-4H3,(H,17,18)/b6-5+,10-7-
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
(2Z,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxo-1-cyclohex-2-enyl)-3-methylpenta-2,4-dienoic acid
Synonyms Click here for help
(+/-)-(cis,trans)-abscisic acid | (+/-)-Abscisic acid | (RS)-Abscisic acid | ABA
Database Links Click here for help
Specialist databases
GPCRdb Ligand abscisic acid
Other databases
ChEMBL Ligand CHEMBL379808
GtoPdb PubChem SID 384403642
PubChem CID 5375199
Search Google for chemical match using the InChIKey JLIDBLDQVAYHNE-LXGGSRJLSA-N
Search Google for chemicals with the same backbone JLIDBLDQVAYHNE
UniChem Compound Search for chemical match using the InChIKey JLIDBLDQVAYHNE-LXGGSRJLSA-N
UniChem Connectivity Search for chemical match using the InChIKey JLIDBLDQVAYHNE-LXGGSRJLSA-N