Molecular Identity
1-Carboxy-4-hydroxy-alpha-oxo-2,5-cyclohexadiene-1-propanoic acid
1-(2-carboxy-2-oxoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid
PubChem CID: 1028
Prephenic acid is an oxo dicarboxylic acid that consists of 4-hydroxycyclohexa-2,5-diene-1-carboxylic acid substituted by a 2-carboxy-2-oxoethyl group at position 1. It has a role as a plant metabolite and an Escherichia coli metabolite. It is a conjugate acid of a (1s,4s)-prephenate(2-) and a prephenate(2-).
2D Structure
Properties
C10H10O6
Molecular Formula
226.18
Molecular Weight
g/mol
226.0477
Exact Mass
Da
-0.5
XLogP
Drug-like (Lipinski: < 5)
112
TPSA
Good oral absorption (< 140 A²)
3
H-Bond Donors
6
H-Bond Acceptors
378
Complexity
SMILES
Canonical SMILES
SMILES: C1=CC(C=CC1O)(CC(=O)C(=O)O)C(=O)OIsomeric SMILES
SMILES: C1=CC(C=CC1O)(CC(=O)C(=O)O)C(=O)OSynonyms(20)
prephenate126-49-81-carboxy-4-hydroxy-alpha-oxo-2,5-cyclohexadiene-1-propanoic acidRefChem:907541Prephenic acid1-Carboxy-4-hydroxy-2,5-cyclohexadiene-1-pyruvic acidPrephenic acid, ciscis-prephenic acid1-(2-carboxy-2-oxoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid(1s,4s)-prephenic acidZ66B98Z97Icis-1-Carboxy-4-hydroxy-alpha-oxo-2,5-cyclohexadiene-1-propanoic acid87664-40-22,5-Cyclohexadiene-1-propanoic acid, 1-carboxy-4-hydroxy-alpha-oxo-(1s,4s)-1-(2-carboxy-2-oxoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid
Data from PubChem (NCBI)
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Molecular Structure
1-Carboxy-4-hydroxy-alpha-oxo-2,5-cyclohexadiene-1-propanoic acid
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Drug Network
Trials and conditions connected to 1-Carboxy-4-hydroxy-alpha-oxo-2,5-cyclohexadiene-1-propanoic acid
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