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8-[(6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenoxy)-3-methylcyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-7-hydroxy-3-(3-hydroxy-3-methylbutyl)chromen-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 c652f299-866f-478a-bb1d-7ef54b88d67e
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavones > 8-prenylated flavones
IUPAC Name 8-[(6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenoxy)-3-methylcyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-7-hydroxy-3-(3-hydroxy-3-methylbutyl)chromen-4-one
SMILES (Canonical) CC1=CC(C(C(C1)OC2=C(C=C(C=C2)O)O)C(=O)C3=C(C=C(C=C3)O)O)C4=C(C=CC5=C4OC(=C(C5=O)CCC(C)(C)O)C6=C(C=C(C=C6)O)O)O
SMILES (Isomeric) CC1=CC([C@H](C(C1)OC2=C(C=C(C=C2)O)O)C(=O)C3=C(C=C(C=C3)O)O)C4=C(C=CC5=C4OC(=C(C5=O)CCC(C)(C)O)C6=C(C=C(C=C6)O)O)O
InChI InChI=1S/C40H38O12/c1-19-14-27(35(37(49)23-7-4-20(41)16-29(23)45)33(15-19)51-32-11-6-22(43)18-31(32)47)34-28(44)10-9-25-36(48)26(12-13-40(2,3)50)38(52-39(25)34)24-8-5-21(42)17-30(24)46/h4-11,14,16-18,27,33,35,41-47,50H,12-13,15H2,1-3H3/t27?,33?,35-/m1/s1
InChI Key MSPUWRUQGRGZBT-HKGLQOOCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H38O12
Molecular Weight 710.70 g/mol
Exact Mass 710.23632664 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 6.48
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-[(6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenoxy)-3-methylcyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-7-hydroxy-3-(3-hydroxy-3-methylbutyl)chromen-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 + 0.9855 98.55%
Caco-2 - 0.8784 87.84%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6468 64.68%
OATP2B1 inhibitior - 0.5684 56.84%
OATP1B1 inhibitior + 0.8460 84.60%
OATP1B3 inhibitior + 0.8772 87.72%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9743 97.43%
P-glycoprotein inhibitior + 0.7959 79.59%
P-glycoprotein substrate + 0.8061 80.61%
CYP3A4 substrate + 0.6835 68.35%
CYP2C9 substrate - 0.5535 55.35%
CYP2D6 substrate - 0.8345 83.45%
CYP3A4 inhibition + 0.5203 52.03%
CYP2C9 inhibition + 0.5202 52.02%
CYP2C19 inhibition - 0.5616 56.16%
CYP2D6 inhibition - 0.8116 81.16%
CYP1A2 inhibition - 0.5781 57.81%
CYP2C8 inhibition + 0.8179 81.79%
CYP inhibitory promiscuity - 0.5174 51.74%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6907 69.07%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9028 90.28%
Skin irritation - 0.7523 75.23%
Skin corrosion - 0.9227 92.27%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8804 88.04%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.7921 79.21%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.8337 83.37%
Acute Oral Toxicity (c) III 0.4738 47.38%
Estrogen receptor binding + 0.7773 77.73%
Androgen receptor binding + 0.8539 85.39%
Thyroid receptor binding + 0.5986 59.86%
Glucocorticoid receptor binding + 0.7697 76.97%
Aromatase binding + 0.5582 55.82%
PPAR gamma + 0.7303 73.03%
Honey bee toxicity - 0.7496 74.96%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9876 98.76%

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 99.56% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.55% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.27% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 95.14% 96.95%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 93.57% 95.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.07% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.68% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.74% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.42% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.40% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.12% 92.94%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 89.04% 93.65%
CHEMBL2535 P11166 Glucose transporter 88.00% 98.75%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 87.99% 90.93%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.82% 99.15%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.49% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.39% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.56% 90.71%
CHEMBL2179 P04062 Beta-glucocerebrosidase 86.54% 85.31%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.51% 89.62%
CHEMBL3194 P02766 Transthyretin 86.38% 90.71%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.17% 97.33%
CHEMBL2996 Q05655 Protein kinase C delta 85.15% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.07% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.19% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 81.61% 94.73%
CHEMBL4208 P20618 Proteasome component C5 81.25% 90.00%

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.
Morus alba

Cross-Links

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PubChem 5319885
NPASS NPC251632