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(7R,8R)-10-[(2S)-2,3-dihydroxy-3-methylbutyl]-5,7-dihydroxy-8-(4-methoxyphenyl)-2,2-dimethyl-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 9adfe9db-83a7-4a6d-8d2d-6ac9730cec93
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
IUPAC Name (7R,8R)-10-[(2S)-2,3-dihydroxy-3-methylbutyl]-5,7-dihydroxy-8-(4-methoxyphenyl)-2,2-dimethyl-7,8-dihydropyrano[3,2-g]chromen-6-one
SMILES (Canonical) CC1(C=CC2=C(C3=C(C(=C2O1)CC(C(C)(C)O)O)OC(C(C3=O)O)C4=CC=C(C=C4)OC)O)C
SMILES (Isomeric) CC1(C=CC2=C(C3=C(C(=C2O1)C[C@@H](C(C)(C)O)O)O[C@@H]([C@H](C3=O)O)C4=CC=C(C=C4)OC)O)C
InChI InChI=1S/C26H30O8/c1-25(2)11-10-15-19(28)18-20(29)21(30)22(13-6-8-14(32-5)9-7-13)33-24(18)16(23(15)34-25)12-17(27)26(3,4)31/h6-11,17,21-22,27-28,30-31H,12H2,1-5H3/t17-,21-,22+/m0/s1
InChI Key KIJXYCYHEKBESP-BULFRSBZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H30O8
Molecular Weight 470.50 g/mol
Exact Mass 470.19406791 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.94
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (7R,8R)-10-[(2S)-2,3-dihydroxy-3-methylbutyl]-5,7-dihydroxy-8-(4-methoxyphenyl)-2,2-dimethyl-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 + 0.9853 98.53%
Caco-2 - 0.6180 61.80%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6894 68.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7853 78.53%
OATP1B3 inhibitior + 0.9085 90.85%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7258 72.58%
P-glycoprotein inhibitior + 0.6427 64.27%
P-glycoprotein substrate - 0.5742 57.42%
CYP3A4 substrate + 0.6901 69.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8235 82.35%
CYP3A4 inhibition - 0.8204 82.04%
CYP2C9 inhibition - 0.8575 85.75%
CYP2C19 inhibition - 0.6524 65.24%
CYP2D6 inhibition - 0.8754 87.54%
CYP1A2 inhibition - 0.8624 86.24%
CYP2C8 inhibition + 0.6212 62.12%
CYP inhibitory promiscuity - 0.8039 80.39%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5832 58.32%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.8437 84.37%
Skin irritation - 0.7741 77.41%
Skin corrosion - 0.9325 93.25%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7529 75.29%
Micronuclear + 0.5259 52.59%
Hepatotoxicity - 0.5864 58.64%
skin sensitisation - 0.8333 83.33%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6032 60.32%
Acute Oral Toxicity (c) III 0.5780 57.80%
Estrogen receptor binding + 0.8571 85.71%
Androgen receptor binding + 0.6975 69.75%
Thyroid receptor binding + 0.7424 74.24%
Glucocorticoid receptor binding + 0.8432 84.32%
Aromatase binding + 0.6208 62.08%
PPAR gamma + 0.7800 78.00%
Honey bee toxicity - 0.7983 79.83%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9538 95.38%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.53% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.24% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.20% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 94.81% 91.49%
CHEMBL2581 P07339 Cathepsin D 94.61% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.71% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.65% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.78% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 89.33% 94.73%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.40% 93.99%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.06% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.00% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.35% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.34% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.43% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.33% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.12% 86.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.76% 86.92%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.63% 97.14%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 83.34% 80.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.39% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.31% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.92% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 80.67% 90.17%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.53% 95.71%
CHEMBL1907 P15144 Aminopeptidase N 80.12% 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.
Eriosema chinense

Cross-Links

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PubChem 163038018
LOTUS LTS0034353
wikiData Q105141551