PlantaeDB Logo
Login Sign-up

Prephenic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 40a997d3-cf26-4cb5-b24e-31f3b3436fa7
Taxonomy Organic acids and derivatives > Keto acids and derivatives > Gamma-keto acids and derivatives
IUPAC Name 1-(2-carboxy-2-oxoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid
SMILES (Canonical) C1=CC(C=CC1O)(CC(=O)C(=O)O)C(=O)O
SMILES (Isomeric) C1=CC(C=CC1O)(CC(=O)C(=O)O)C(=O)O
InChI InChI=1S/C10H10O6/c11-6-1-3-10(4-2-6,9(15)16)5-7(12)8(13)14/h1-4,6,11H,5H2,(H,13,14)(H,15,16)
InChI Key FPWMCUPFBRFMLH-UHFFFAOYSA-N
Popularity 82 references in papers

Physical and Chemical Properties

Top
Molecular Formula C10H10O6
Molecular Weight 226.18 g/mol
Exact Mass 226.04773803 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -0.41
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

Top
prephenate
126-49-8
Prephenic acid, cis
1-Carboxy-4-hydroxy-2,5-cyclohexadiene-1-pyruvic acid
cis-prephenic acid
(1s,4s)-prephenic acid
Z66B98Z97I
cis-1-Carboxy-4-hydroxy-alpha-oxo-2,5-cyclohexadiene-1-propanoic acid
87664-40-2
2,5-Cyclohexadiene-1-propanoic acid, 1-carboxy-4-hydroxy-alpha-oxo-
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of Prephenic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9242 92.42%
Caco-2 - 0.7304 73.04%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.8848 88.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9279 92.79%
OATP1B3 inhibitior + 0.9524 95.24%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.9670 96.70%
P-glycoprotein inhibitior - 0.9859 98.59%
P-glycoprotein substrate - 0.9558 95.58%
CYP3A4 substrate - 0.6472 64.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8555 85.55%
CYP3A4 inhibition - 0.9090 90.90%
CYP2C9 inhibition - 0.9660 96.60%
CYP2C19 inhibition - 0.9680 96.80%
CYP2D6 inhibition - 0.9601 96.01%
CYP1A2 inhibition - 0.9847 98.47%
CYP2C8 inhibition - 0.9526 95.26%
CYP inhibitory promiscuity - 0.9890 98.90%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8179 81.79%
Carcinogenicity (trinary) Non-required 0.6295 62.95%
Eye corrosion - 0.7335 73.35%
Eye irritation + 0.8981 89.81%
Skin irritation + 0.5557 55.57%
Skin corrosion - 0.7927 79.27%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.9349 93.49%
Micronuclear + 0.5459 54.59%
Hepatotoxicity + 0.5929 59.29%
skin sensitisation + 0.6169 61.69%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity - 0.5667 56.67%
Mitochondrial toxicity - 0.7125 71.25%
Nephrotoxicity - 0.6700 67.00%
Acute Oral Toxicity (c) III 0.6252 62.52%
Estrogen receptor binding - 0.8258 82.58%
Androgen receptor binding - 0.5429 54.29%
Thyroid receptor binding - 0.7682 76.82%
Glucocorticoid receptor binding - 0.5296 52.96%
Aromatase binding - 0.6289 62.89%
PPAR gamma - 0.7367 73.67%
Honey bee toxicity - 0.9015 90.15%
Biodegradation - 0.5000 50.00%
Crustacea aquatic toxicity - 0.8300 83.00%
Fish aquatic toxicity + 0.7030 70.30%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.62% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 91.60% 83.82%
CHEMBL221 P23219 Cyclooxygenase-1 80.73% 90.17%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

Top
PubChem 1028
LOTUS LTS0256623
wikiData Q2598317