(R)-3-(4-Hydroxy-3-methoxyphenyl)-1,2-propanediol

Details

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Internal ID 36b731da-af66-4941-abdb-dab103b3712d
Taxonomy Benzenoids > Phenols > Methoxyphenols
IUPAC Name (2R)-3-(4-hydroxy-3-methoxyphenyl)propane-1,2-diol
SMILES (Canonical) COC1=C(C=CC(=C1)CC(CO)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C[C@H](CO)O)O
InChI InChI=1S/C10H14O4/c1-14-10-5-7(2-3-9(10)13)4-8(12)6-11/h2-3,5,8,11-13H,4,6H2,1H3/t8-/m1/s1
InChI Key QGFJORGLNPWXMK-MRVPVSSYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C10H14O4
Molecular Weight 198.22 g/mol
Exact Mass 198.08920892 g/mol
Topological Polar Surface Area (TPSA) 69.90 Ų
XlogP -0.10
Atomic LogP (AlogP) 0.30
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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(2r)-3-(4-hydroxy-3-methoxyphenyl)-1,2-propanediol
(R)-3-(4-Hydroxy-3-methoxyphenyl)-1,2-propanediol

2D Structure

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2D Structure of (R)-3-(4-Hydroxy-3-methoxyphenyl)-1,2-propanediol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9640 96.40%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8427 84.27%
OATP2B1 inhibitior - 0.8615 86.15%
OATP1B1 inhibitior + 0.9281 92.81%
OATP1B3 inhibitior + 0.9623 96.23%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.9414 94.14%
P-glycoprotein inhibitior - 0.9797 97.97%
P-glycoprotein substrate - 0.8708 87.08%
CYP3A4 substrate - 0.6148 61.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3947 39.47%
CYP3A4 inhibition - 0.9365 93.65%
CYP2C9 inhibition - 0.9448 94.48%
CYP2C19 inhibition - 0.9284 92.84%
CYP2D6 inhibition - 0.9666 96.66%
CYP1A2 inhibition - 0.7763 77.63%
CYP2C8 inhibition + 0.4930 49.30%
CYP inhibitory promiscuity - 0.9352 93.52%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8607 86.07%
Carcinogenicity (trinary) Non-required 0.6694 66.94%
Eye corrosion - 0.9636 96.36%
Eye irritation + 0.6554 65.54%
Skin irritation - 0.5868 58.68%
Skin corrosion - 0.9257 92.57%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6883 68.83%
Micronuclear - 0.6627 66.27%
Hepatotoxicity - 0.6196 61.96%
skin sensitisation + 0.6514 65.14%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8623 86.23%
Acute Oral Toxicity (c) III 0.8242 82.42%
Estrogen receptor binding - 0.7120 71.20%
Androgen receptor binding - 0.7231 72.31%
Thyroid receptor binding - 0.7116 71.16%
Glucocorticoid receptor binding - 0.7919 79.19%
Aromatase binding - 0.8523 85.23%
PPAR gamma - 0.7384 73.84%
Honey bee toxicity - 0.9265 92.65%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity - 0.6281 62.81%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.09% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.19% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.21% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.97% 99.17%
CHEMBL1255126 O15151 Protein Mdm4 91.40% 90.20%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.77% 94.45%
CHEMBL2535 P11166 Glucose transporter 87.16% 98.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.56% 99.15%
CHEMBL4208 P20618 Proteasome component C5 84.77% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.26% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.03% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.97% 94.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.78% 89.62%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.52% 90.24%

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.
Artemisia afra
Epipactis palustris
Pimenta dioica
Piper retrofractum
Rumex obtusifolius

Cross-Links

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PubChem 101154580
NPASS NPC255675
LOTUS LTS0114565
wikiData Q105220000