1-(2-Hydroxy-4-methoxyphenyl)-3-(4-hydroxy-3-methoxyphenyl)propane

Details

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Internal ID 28f55df5-cec6-4154-917a-1ecaef51812c
Taxonomy Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
IUPAC Name 4-[3-(2-hydroxy-4-methoxyphenyl)propyl]-2-methoxyphenol
SMILES (Canonical) COC1=CC(=C(C=C1)CCCC2=CC(=C(C=C2)O)OC)O
SMILES (Isomeric) COC1=CC(=C(C=C1)CCCC2=CC(=C(C=C2)O)OC)O
InChI InChI=1S/C17H20O4/c1-20-14-8-7-13(16(19)11-14)5-3-4-12-6-9-15(18)17(10-12)21-2/h6-11,18-19H,3-5H2,1-2H3
InChI Key UDWSABBWZXKLLQ-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C17H20O4
Molecular Weight 288.34 g/mol
Exact Mass 288.13615911 g/mol
Topological Polar Surface Area (TPSA) 58.90 Ų
XlogP 3.90
Atomic LogP (AlogP) 3.29
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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1-(2-hydroxy-4-methoxyphenyl)-3-(4-hydroxy-3-methoxyphenyl)propane
4-[3-(2-hydroxy-4-methoxyphenyl)propyl]-2-methoxyphenol
103560-69-6
CHEMBL1834920
DTXSID50554361
BDBM112639
Q27138046
1-(2-hydroxy-4-meth-oxyphenyl)-3-(4-hydroxy-3-methoxyphenyl)propane (12)

2D Structure

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2D Structure of 1-(2-Hydroxy-4-methoxyphenyl)-3-(4-hydroxy-3-methoxyphenyl)propane

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9361 93.61%
Caco-2 + 0.8982 89.82%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8921 89.21%
OATP2B1 inhibitior - 0.8517 85.17%
OATP1B1 inhibitior + 0.9234 92.34%
OATP1B3 inhibitior + 0.9431 94.31%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.7403 74.03%
P-glycoprotein inhibitior - 0.5655 56.55%
P-glycoprotein substrate - 0.6986 69.86%
CYP3A4 substrate + 0.5307 53.07%
CYP2C9 substrate - 0.6120 61.20%
CYP2D6 substrate + 0.5079 50.79%
CYP3A4 inhibition - 0.8396 83.96%
CYP2C9 inhibition + 0.6060 60.60%
CYP2C19 inhibition + 0.8260 82.60%
CYP2D6 inhibition - 0.7721 77.21%
CYP1A2 inhibition + 0.8655 86.55%
CYP2C8 inhibition + 0.9344 93.44%
CYP inhibitory promiscuity + 0.6605 66.05%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.7243 72.43%
Carcinogenicity (trinary) Non-required 0.6581 65.81%
Eye corrosion - 0.9573 95.73%
Eye irritation + 0.6480 64.80%
Skin irritation - 0.7288 72.88%
Skin corrosion - 0.8491 84.91%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4666 46.66%
Micronuclear - 0.6541 65.41%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.8041 80.41%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7295 72.95%
Acute Oral Toxicity (c) III 0.7384 73.84%
Estrogen receptor binding + 0.9311 93.11%
Androgen receptor binding + 0.7327 73.27%
Thyroid receptor binding + 0.7655 76.55%
Glucocorticoid receptor binding + 0.7488 74.88%
Aromatase binding + 0.6554 65.54%
PPAR gamma + 0.5276 52.76%
Honey bee toxicity - 0.9096 90.96%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6251 62.51%
Fish aquatic toxicity + 0.9241 92.41%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.84% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.82% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.72% 99.17%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 92.42% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.31% 86.33%
CHEMBL2581 P07339 Cathepsin D 92.29% 98.95%
CHEMBL2535 P11166 Glucose transporter 89.97% 98.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.20% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.84% 94.00%
CHEMBL4208 P20618 Proteasome component C5 88.78% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.99% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.65% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.54% 86.92%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.38% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.05% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.81% 96.95%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 84.17% 91.79%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.54% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 83.09% 95.93%
CHEMBL3492 P49721 Proteasome Macropain subunit 82.36% 90.24%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.08% 91.71%
CHEMBL1907 P15144 Aminopeptidase N 80.06% 93.31%

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.
Combretum griffithii

Cross-Links

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PubChem 14017333
LOTUS LTS0102792
wikiData Q27138046