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(7R,8R)-5,7-dihydroxy-8-(2-hydroxy-4-methoxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-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 05e3d12f-2f56-4adc-a4ed-2f37e891574c
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
IUPAC Name (7R,8R)-5,7-dihydroxy-8-(2-hydroxy-4-methoxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one
SMILES (Canonical) CC(=CCC1=C2C(=C(C3=C1OC(C(C3=O)O)C4=C(C=C(C=C4)OC)O)O)C=CC(O2)(C)C)C
SMILES (Isomeric) CC(=CCC1=C2C(=C(C3=C1O[C@@H]([C@H](C3=O)O)C4=C(C=C(C=C4)OC)O)O)C=CC(O2)(C)C)C
InChI InChI=1S/C26H28O7/c1-13(2)6-8-17-23-16(10-11-26(3,4)33-23)20(28)19-21(29)22(30)25(32-24(17)19)15-9-7-14(31-5)12-18(15)27/h6-7,9-12,22,25,27-28,30H,8H2,1-5H3/t22-,25+/m0/s1
InChI Key XAVLWJVIPUDHTO-WIOPSUGQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H28O7
Molecular Weight 452.50 g/mol
Exact Mass 452.18350323 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 4.48
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 (7R,8R)-5,7-dihydroxy-8-(2-hydroxy-4-methoxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9902 99.02%
Caco-2 - 0.6181 61.81%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7482 74.82%
OATP2B1 inhibitior - 0.8591 85.91%
OATP1B1 inhibitior + 0.8042 80.42%
OATP1B3 inhibitior + 0.8082 80.82%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8901 89.01%
P-glycoprotein inhibitior + 0.7709 77.09%
P-glycoprotein substrate - 0.5286 52.86%
CYP3A4 substrate + 0.6880 68.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7996 79.96%
CYP3A4 inhibition - 0.7174 71.74%
CYP2C9 inhibition + 0.7711 77.11%
CYP2C19 inhibition + 0.9338 93.38%
CYP2D6 inhibition - 0.7635 76.35%
CYP1A2 inhibition - 0.7487 74.87%
CYP2C8 inhibition + 0.6317 63.17%
CYP inhibitory promiscuity + 0.8599 85.99%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5868 58.68%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.6858 68.58%
Skin irritation - 0.7597 75.97%
Skin corrosion - 0.9512 95.12%
Ames mutagenesis + 0.5363 53.63%
Human Ether-a-go-go-Related Gene inhibition + 0.6615 66.15%
Micronuclear + 0.5200 52.00%
Hepatotoxicity + 0.5586 55.86%
skin sensitisation - 0.8039 80.39%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.8342 83.42%
Acute Oral Toxicity (c) III 0.7357 73.57%
Estrogen receptor binding + 0.8749 87.49%
Androgen receptor binding + 0.6901 69.01%
Thyroid receptor binding + 0.6548 65.48%
Glucocorticoid receptor binding + 0.8889 88.89%
Aromatase binding + 0.6046 60.46%
PPAR gamma + 0.7326 73.26%
Honey bee toxicity - 0.7712 77.12%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9855 98.55%

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 99.65% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.06% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.71% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.36% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.04% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.97% 99.15%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 93.94% 91.07%
CHEMBL3401 O75469 Pregnane X receptor 93.54% 94.73%
CHEMBL2581 P07339 Cathepsin D 93.50% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.42% 96.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.68% 93.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.67% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.53% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.13% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.21% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.11% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 87.25% 95.93%
CHEMBL2535 P11166 Glucose transporter 86.94% 98.75%
CHEMBL1937 Q92769 Histone deacetylase 2 86.32% 94.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.07% 92.62%
CHEMBL1929 P47989 Xanthine dehydrogenase 85.76% 96.12%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.58% 99.23%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 83.73% 80.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.41% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.38% 97.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.61% 86.92%
CHEMBL1907 P15144 Aminopeptidase N 81.49% 93.31%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 80.00% 100.00%

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.
Eriosema chinense

Cross-Links

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PubChem 44179860
LOTUS LTS0145195
wikiData Q105324167