3-[(1R)-1-(3,4-dihydroxyphenyl)ethyl]-7-hydroxy-6,8-dimethoxychromen-2-one

Details

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Internal ID 13014ffb-39f6-441e-9ddb-2f8fed02f74c
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
IUPAC Name 3-[(1R)-1-(3,4-dihydroxyphenyl)ethyl]-7-hydroxy-6,8-dimethoxychromen-2-one
SMILES (Canonical) CC(C1=CC(=C(C=C1)O)O)C2=CC3=CC(=C(C(=C3OC2=O)OC)O)OC
SMILES (Isomeric) C[C@H](C1=CC(=C(C=C1)O)O)C2=CC3=CC(=C(C(=C3OC2=O)OC)O)OC
InChI InChI=1S/C19H18O7/c1-9(10-4-5-13(20)14(21)7-10)12-6-11-8-15(24-2)16(22)18(25-3)17(11)26-19(12)23/h4-9,20-22H,1-3H3/t9-/m1/s1
InChI Key RNXIAHOWNKLVFY-SECBINFHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H18O7
Molecular Weight 358.30 g/mol
Exact Mass 358.10525291 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.08
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(1R)-1-(3,4-dihydroxyphenyl)ethyl]-7-hydroxy-6,8-dimethoxychromen-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8806 88.06%
Caco-2 + 0.6227 62.27%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6759 67.59%
OATP2B1 inhibitior - 0.5718 57.18%
OATP1B1 inhibitior + 0.9195 91.95%
OATP1B3 inhibitior + 0.9463 94.63%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.6990 69.90%
P-glycoprotein inhibitior - 0.4594 45.94%
P-glycoprotein substrate - 0.8118 81.18%
CYP3A4 substrate + 0.5052 50.52%
CYP2C9 substrate - 0.8036 80.36%
CYP2D6 substrate - 0.8324 83.24%
CYP3A4 inhibition - 0.9220 92.20%
CYP2C9 inhibition - 0.9897 98.97%
CYP2C19 inhibition - 0.9388 93.88%
CYP2D6 inhibition - 0.9227 92.27%
CYP1A2 inhibition + 0.7689 76.89%
CYP2C8 inhibition - 0.6835 68.35%
CYP inhibitory promiscuity - 0.7849 78.49%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5980 59.80%
Eye corrosion - 0.9787 97.87%
Eye irritation - 0.5358 53.58%
Skin irritation - 0.7182 71.82%
Skin corrosion - 0.9722 97.22%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6028 60.28%
Micronuclear + 0.8600 86.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.9367 93.67%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8613 86.13%
Acute Oral Toxicity (c) II 0.5604 56.04%
Estrogen receptor binding + 0.9187 91.87%
Androgen receptor binding + 0.6899 68.99%
Thyroid receptor binding + 0.8121 81.21%
Glucocorticoid receptor binding + 0.7906 79.06%
Aromatase binding + 0.5835 58.35%
PPAR gamma + 0.7941 79.41%
Honey bee toxicity - 0.8412 84.12%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9350 93.50%

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 99.52% 91.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.39% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.06% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.86% 98.95%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 92.81% 98.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.33% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.69% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.57% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.48% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.23% 99.17%
CHEMBL2535 P11166 Glucose transporter 87.73% 98.75%
CHEMBL1255126 O15151 Protein Mdm4 87.48% 90.20%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.52% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.12% 92.62%
CHEMBL1907 P15144 Aminopeptidase N 84.29% 93.31%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.41% 99.23%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.25% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 80.73% 91.49%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.54% 89.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.18% 89.00%

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.
Garcinia intermedia
Garcinia livingstonei
Sarcandra glabra
Symphonia globulifera

Cross-Links

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PubChem 162851267
LOTUS LTS0105493
wikiData Q105223176