3-(4-Hydroxyphenyl)propionic acid

Details

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Internal ID 1f19ecbe-6471-4de8-bf94-051c574acb24
Taxonomy Phenylpropanoids and polyketides > Phenylpropanoic acids
IUPAC Name 3-(4-hydroxyphenyl)propanoic acid
SMILES (Canonical) C1=CC(=CC=C1CCC(=O)O)O
SMILES (Isomeric) C1=CC(=CC=C1CCC(=O)O)O
InChI InChI=1S/C9H10O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-2,4-5,10H,3,6H2,(H,11,12)
InChI Key NMHMNPHRMNGLLB-UHFFFAOYSA-N
Popularity 482 references in papers

Physical and Chemical Properties

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Molecular Formula C9H10O3
Molecular Weight 166.17 g/mol
Exact Mass 166.062994177 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.41
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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501-97-3
Phloretic acid
3-(4-Hydroxyphenyl)propanoic acid
desaminotyrosine
Hydro-p-coumaric acid
Benzenepropanoic acid, 4-hydroxy-
Dihydro-p-coumaric acid
4-Hydroxyphenylpropionic acid
p-Hydroxyhydrocinnamic acid
3-(p-Hydroxyphenyl)propionic acid
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 3-(4-Hydroxyphenyl)propionic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9930 99.30%
Caco-2 + 0.8144 81.44%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.9209 92.09%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9149 91.49%
OATP1B3 inhibitior + 0.9404 94.04%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.8817 88.17%
P-glycoprotein inhibitior - 0.9924 99.24%
P-glycoprotein substrate - 0.9504 95.04%
CYP3A4 substrate - 0.7197 71.97%
CYP2C9 substrate + 0.8019 80.19%
CYP2D6 substrate - 0.8141 81.41%
CYP3A4 inhibition - 0.9400 94.00%
CYP2C9 inhibition - 0.9796 97.96%
CYP2C19 inhibition - 0.9212 92.12%
CYP2D6 inhibition - 0.9731 97.31%
CYP1A2 inhibition - 0.9440 94.40%
CYP2C8 inhibition - 0.5986 59.86%
CYP inhibitory promiscuity - 0.9615 96.15%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7757 77.57%
Carcinogenicity (trinary) Non-required 0.6546 65.46%
Eye corrosion - 0.8577 85.77%
Eye irritation + 1.0000 100.00%
Skin irritation + 0.7410 74.10%
Skin corrosion - 0.6966 69.66%
Ames mutagenesis - 0.8400 84.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8407 84.07%
Micronuclear - 0.7723 77.23%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation + 0.6119 61.19%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity - 0.5111 51.11%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8247 82.47%
Acute Oral Toxicity (c) III 0.6622 66.22%
Estrogen receptor binding - 0.8741 87.41%
Androgen receptor binding - 0.5398 53.98%
Thyroid receptor binding - 0.8291 82.91%
Glucocorticoid receptor binding - 0.7833 78.33%
Aromatase binding - 0.8434 84.34%
PPAR gamma - 0.6116 61.16%
Honey bee toxicity - 0.9572 95.72%
Biodegradation + 0.6500 65.00%
Crustacea aquatic toxicity - 0.8500 85.00%
Fish aquatic toxicity - 0.4641 46.41%

Targets

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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 95.49% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.87% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.96% 99.17%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.92% 94.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.46% 91.11%
CHEMBL1255126 O15151 Protein Mdm4 85.44% 90.20%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.53% 94.45%
CHEMBL5847 P52895 Aldo-keto reductase family 1 member C2 83.39% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.03% 86.33%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.81% 91.71%

Plants that contains it

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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.
Achlys triphylla
Aesculus hippocastanum
Albizia procera
Aloe africana
Aloe ferox
Aloe spicata
Aloe vera
Alstonia angustiloba
Amphiachyris dracunculoides
Andrographis viscosula
Anigozanthos preissii
Annona cherimola
Anodendron affine
Artemisia giraldii
Baccharis grandicapitulata
Beesia calthifolia
Boschniakia rossica
Botrychium ternatum
Bulbine frutescens
Bulbophyllum protractum
Bursera kerberi
Calystegia pubescens
Camellia sinensis
Cedrela salvadorensis
Cestrum parqui
Cinnamomum reticulatum
Clerodendrum trichotomum
Clinacanthus nutans
Colchicum kotschyi
Crotalaria stolzii
Cucurbita pepo
Curcuma aeruginosa
Cyphanthera albicans
Cypripedium calceolus
Delphinium giraldii
Dendrobium plicatile
Diospyros canaliculata
Diospyros japonica
Eucalyptus albens
Euclea crispa
Euonymus fortunei
Euploca racemosa
Galium latoramosum
Galium verum
Garcinia gummi-gutta
Glycyrrhiza glabra
Glycyrrhiza inflata
Glycyrrhiza uralensis
Hedysarum gmelinii
Helenium integrifolium
Hertia cheirifolia
Hornstedtia reticulata
Hortonia floribunda
Iryanthera sagotiana
Juniperus scopulorum
Lactuca sativa
Lampranthus sociorum
Lasianthaea podocephala
Lepisorus contortus
Licaria chrysophylla
Lindera obtusiloba
Lupinus cosentinii
Malus domestica
Malus pumila
Melampodium leucanthum
Mitracarpus hirtus
Myrica pensylvanica
Neopallasia pectinata
Olea europaea
Ormosia hosiei
Ornithoglossum viride
Papaver pseudocanescens
Pellacalyx axillaris
Peperomia filiformis
Persea americana
Perymenium mendezii
Petasites radiatus
Phlomis crinita
Picea glauca
Polyscias murrayi
Pongamia pinnata
Protium tonkinense
Psidium acutangulum
Pyrolirion flavum
Renealmia alpinia
Rhododendron mucronulatum
Schizanthus tricolor
Senna spectabilis
Seriphidium porrectum
Seseli libanotis
Sideritis dasygnaphala
Sphaeranthus confertifolius
Spiranthes vernalis
Stellaria media
Taraxacum coreanum
Taraxacum mongolicum
Taraxacum officinale
Taraxacum platycarpum
Taraxacum sinicum
Tarchonanthus camphoratus
Tephroseris kirilowii
Tephroseris palustris
Tiliacora acuminata
Uncaria rhynchophylla
Verbascum chaixii subsp. austriacum

Cross-Links

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PubChem 10394
NPASS NPC245561
ChEMBL CHEMBL1172560
LOTUS LTS0119368
wikiData Q7186527