3-Hydroxyphenylacetic acid

Details

Top
Internal ID 62982c41-3c41-421d-9430-3ca78b450de0
Taxonomy Benzenoids > Phenols > 1-hydroxy-4-unsubstituted benzenoids
IUPAC Name 2-(3-hydroxyphenyl)acetic acid
SMILES (Canonical) C1=CC(=CC(=C1)O)CC(=O)O
SMILES (Isomeric) C1=CC(=CC(=C1)O)CC(=O)O
InChI InChI=1S/C8H8O3/c9-7-3-1-2-6(4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11)
InChI Key FVMDYYGIDFPZAX-UHFFFAOYSA-N
Popularity 356 references in papers

Physical and Chemical Properties

Top
Molecular Formula C8H8O3
Molecular Weight 152.15 g/mol
Exact Mass 152.047344113 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.02
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

Top
621-37-4
2-(3-hydroxyphenyl)acetic acid
(3-Hydroxyphenyl)acetic acid
3-Hydroxybenzeneacetic acid
(m-Hydroxyphenyl)acetic acid
Benzeneacetic acid, 3-hydroxy-
M-HYDROXYPHENYLACETIC ACID
3-Hydroxyphenylacetate
Acetic acid, (m-hydroxyphenyl)-
Metahydroxy phenylacetic acid
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of 3-Hydroxyphenylacetic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9869 98.69%
Caco-2 + 0.8981 89.81%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.9052 90.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9272 92.72%
OATP1B3 inhibitior + 0.9468 94.68%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.9572 95.72%
P-glycoprotein inhibitior - 0.9907 99.07%
P-glycoprotein substrate - 0.9425 94.25%
CYP3A4 substrate - 0.7321 73.21%
CYP2C9 substrate + 0.8019 80.19%
CYP2D6 substrate - 0.8141 81.41%
CYP3A4 inhibition - 0.9229 92.29%
CYP2C9 inhibition - 0.9763 97.63%
CYP2C19 inhibition - 0.9452 94.52%
CYP2D6 inhibition - 0.9641 96.41%
CYP1A2 inhibition - 0.9750 97.50%
CYP2C8 inhibition - 0.7475 74.75%
CYP inhibitory promiscuity - 0.9302 93.02%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.7118 71.18%
Carcinogenicity (trinary) Non-required 0.6631 66.31%
Eye corrosion - 0.7872 78.72%
Eye irritation + 0.9972 99.72%
Skin irritation + 0.8622 86.22%
Skin corrosion - 0.5894 58.94%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8534 85.34%
Micronuclear - 0.5664 56.64%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation + 0.7420 74.20%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity - 0.6000 60.00%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity - 0.8107 81.07%
Acute Oral Toxicity (c) III 0.7410 74.10%
Estrogen receptor binding - 0.9150 91.50%
Androgen receptor binding - 0.7794 77.94%
Thyroid receptor binding - 0.8464 84.64%
Glucocorticoid receptor binding - 0.6614 66.14%
Aromatase binding - 0.8130 81.30%
PPAR gamma - 0.5125 51.25%
Honey bee toxicity - 0.9757 97.57%
Biodegradation + 0.5250 52.50%
Crustacea aquatic toxicity - 0.8200 82.00%
Fish aquatic toxicity + 0.6682 66.82%

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
CHEMBL2581 P07339 Cathepsin D 97.23% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.34% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.13% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.98% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.70% 86.33%
CHEMBL2216739 Q92523 Carnitine O-palmitoyltransferase 1, muscle isoform 87.66% 88.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.86% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 84.01% 94.73%
CHEMBL2535 P11166 Glucose transporter 83.07% 98.75%
CHEMBL221 P23219 Cyclooxygenase-1 82.27% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.33% 95.50%

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.
Ginkgo biloba

Cross-Links

Top
PubChem 12122
LOTUS LTS0083216
wikiData Q10395566