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(2R)-6-[[(2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-8-yl]methyl]-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

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 bb9f5e43-285a-483b-802c-dc77f485ba5a
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
IUPAC Name (2R)-6-[[(2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-8-yl]methyl]-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
SMILES (Canonical) CC(=CCC1=C(C(=C(C2=C1OC(CC2=O)C3=CC=C(C=C3)OC)O)CC4=C5C(=C(C=C4O)O)C(=O)CC(O5)C6=CC=C(C=C6)OC)O)C
SMILES (Isomeric) CC(=CCC1=C(C(=C(C2=C1O[C@H](CC2=O)C3=CC=C(C=C3)OC)O)CC4=C5C(=C(C=C4O)O)C(=O)C[C@H](O5)C6=CC=C(C=C6)OC)O)C
InChI InChI=1S/C38H36O10/c1-19(2)5-14-24-35(43)26(36(44)34-30(42)18-32(47-37(24)34)21-8-12-23(46-4)13-9-21)15-25-27(39)16-28(40)33-29(41)17-31(48-38(25)33)20-6-10-22(45-3)11-7-20/h5-13,16,31-32,39-40,43-44H,14-15,17-18H2,1-4H3/t31-,32+/m0/s1
InChI Key PSKRYCYFFGLSST-AJQTZOPKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H36O10
Molecular Weight 652.70 g/mol
Exact Mass 652.23084734 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 7.40
Atomic LogP (AlogP) 7.04
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-6-[[(2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-8-yl]methyl]-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9728 97.28%
Caco-2 - 0.8289 82.89%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7565 75.65%
OATP2B1 inhibitior - 0.5792 57.92%
OATP1B1 inhibitior + 0.8326 83.26%
OATP1B3 inhibitior + 0.9044 90.44%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9665 96.65%
P-glycoprotein inhibitior + 0.8638 86.38%
P-glycoprotein substrate - 0.7498 74.98%
CYP3A4 substrate + 0.6311 63.11%
CYP2C9 substrate - 0.7977 79.77%
CYP2D6 substrate - 0.7912 79.12%
CYP3A4 inhibition - 0.7280 72.80%
CYP2C9 inhibition + 0.6966 69.66%
CYP2C19 inhibition + 0.6911 69.11%
CYP2D6 inhibition - 0.6339 63.39%
CYP1A2 inhibition + 0.5520 55.20%
CYP2C8 inhibition + 0.4865 48.65%
CYP inhibitory promiscuity + 0.7804 78.04%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6934 69.34%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.8972 89.72%
Skin irritation - 0.7938 79.38%
Skin corrosion - 0.9430 94.30%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8946 89.46%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.5698 56.98%
skin sensitisation - 0.8468 84.68%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7887 78.87%
Acute Oral Toxicity (c) III 0.4171 41.71%
Estrogen receptor binding + 0.8722 87.22%
Androgen receptor binding + 0.7984 79.84%
Thyroid receptor binding + 0.6243 62.43%
Glucocorticoid receptor binding + 0.8046 80.46%
Aromatase binding + 0.5682 56.82%
PPAR gamma + 0.6760 67.60%
Honey bee toxicity - 0.7378 73.78%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9908 99.08%

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 99.78% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.29% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 95.71% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.68% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.46% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.28% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.55% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.09% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.41% 99.15%
CHEMBL4208 P20618 Proteasome component C5 90.79% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.32% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 88.47% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.92% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.82% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.72% 99.17%
CHEMBL1929 P47989 Xanthine dehydrogenase 83.62% 96.12%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.58% 92.62%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.24% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.57% 89.00%
CHEMBL2535 P11166 Glucose transporter 81.22% 98.75%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.82% 80.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.01% 91.07%

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.
Bosistoa brassii

Cross-Links

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PubChem 163073787
LOTUS LTS0096497
wikiData Q105214237