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4-[(3R)-7-hydroxy-6-[(2S)-1-hydroxy-2-methylbut-3-en-2-yl]-3,4-dihydro-2H-chromen-3-yl]benzene-1,3-diol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID a8c143d6-7b1b-479d-a113-f2513de40bcc
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanols
IUPAC Name 4-[(3R)-7-hydroxy-6-[(2S)-1-hydroxy-2-methylbut-3-en-2-yl]-3,4-dihydro-2H-chromen-3-yl]benzene-1,3-diol
SMILES (Canonical) CC(CO)(C=C)C1=C(C=C2C(=C1)CC(CO2)C3=C(C=C(C=C3)O)O)O
SMILES (Isomeric) C[C@](CO)(C=C)C1=C(C=C2C(=C1)C[C@@H](CO2)C3=C(C=C(C=C3)O)O)O
InChI InChI=1S/C20H22O5/c1-3-20(2,11-21)16-7-12-6-13(10-25-19(12)9-18(16)24)15-5-4-14(22)8-17(15)23/h3-5,7-9,13,21-24H,1,6,10-11H2,2H3/t13-,20+/m0/s1
InChI Key QOZHPHRDTAIBDR-RNODOKPDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H22O5
Molecular Weight 342.40 g/mol
Exact Mass 342.14672380 g/mol
Topological Polar Surface Area (TPSA) 90.20 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.96
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[(3R)-7-hydroxy-6-[(2S)-1-hydroxy-2-methylbut-3-en-2-yl]-3,4-dihydro-2H-chromen-3-yl]benzene-1,3-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8776 87.76%
Caco-2 + 0.5800 58.00%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6009 60.09%
OATP2B1 inhibitior - 0.5731 57.31%
OATP1B1 inhibitior + 0.8779 87.79%
OATP1B3 inhibitior + 0.9461 94.61%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7790 77.90%
P-glycoprotein inhibitior - 0.7914 79.14%
P-glycoprotein substrate + 0.6411 64.11%
CYP3A4 substrate + 0.5984 59.84%
CYP2C9 substrate - 0.5878 58.78%
CYP2D6 substrate + 0.3981 39.81%
CYP3A4 inhibition + 0.5118 51.18%
CYP2C9 inhibition - 0.5346 53.46%
CYP2C19 inhibition + 0.6443 64.43%
CYP2D6 inhibition - 0.8702 87.02%
CYP1A2 inhibition - 0.5779 57.79%
CYP2C8 inhibition + 0.6522 65.22%
CYP inhibitory promiscuity + 0.8105 81.05%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6678 66.78%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.5000 50.00%
Skin irritation - 0.7909 79.09%
Skin corrosion - 0.9178 91.78%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7043 70.43%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.5591 55.91%
skin sensitisation - 0.8386 83.86%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.7945 79.45%
Acute Oral Toxicity (c) III 0.4647 46.47%
Estrogen receptor binding + 0.7878 78.78%
Androgen receptor binding + 0.6074 60.74%
Thyroid receptor binding + 0.7530 75.30%
Glucocorticoid receptor binding + 0.7727 77.27%
Aromatase binding + 0.7549 75.49%
PPAR gamma + 0.5701 57.01%
Honey bee toxicity - 0.8568 85.68%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9852 98.52%

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 97.49% 91.11%
CHEMBL236 P41143 Delta opioid receptor 96.65% 99.35%
CHEMBL2581 P07339 Cathepsin D 96.15% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.71% 93.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.89% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.88% 96.09%
CHEMBL2073 P07947 Tyrosine-protein kinase YES 90.53% 83.14%
CHEMBL226 P30542 Adenosine A1 receptor 90.17% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.52% 95.89%
CHEMBL233 P35372 Mu opioid receptor 89.34% 97.93%
CHEMBL1951 P21397 Monoamine oxidase A 88.92% 91.49%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 88.89% 97.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.76% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.64% 99.17%
CHEMBL1841 P06241 Tyrosine-protein kinase FYN 87.06% 81.29%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.46% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 86.40% 94.73%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.38% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.01% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.97% 94.45%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.62% 85.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 82.63% 90.93%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.23% 100.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.21% 89.62%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.30% 90.24%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.51% 93.40%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.31% 93.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.30% 91.07%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 80.01% 94.01%

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.
Endosamara racemosa

Cross-Links

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PubChem 163004334
LOTUS LTS0195357
wikiData Q105225233