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8-[(1R,5S,6R)-6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(4-hydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)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 d8fd7f75-3ec0-43ae-83b8-28823c4b5761
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavones > 8-prenylated flavones
IUPAC Name 8-[(1R,5S,6R)-6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(4-hydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)chromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C45H44O10/c1-22(2)6-13-28-34(48)17-16-30(41(28)52)42(53)38-32(25-8-10-26(46)11-9-25)18-24(5)19-33(38)39-36(50)21-37(51)40-43(54)31(14-7-23(3)4)44(55-45(39)40)29-15-12-27(47)20-35(29)49/h6-12,15-17,19-21,32-33,38,46-52H,13-14,18H2,1-5H3/t32-,33-,38-/m1/s1
InChI Key HBWHYHFLSPCTTK-OOCZRJEMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C45H44O10
Molecular Weight 744.80 g/mol
Exact Mass 744.29344760 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP 9.60
Atomic LogP (AlogP) 9.13
H-Bond Acceptor 10
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-[(1R,5S,6R)-6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(4-hydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)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 + 0.9886 98.86%
Caco-2 - 0.8763 87.63%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6886 68.86%
OATP2B1 inhibitior + 0.5767 57.67%
OATP1B1 inhibitior + 0.7713 77.13%
OATP1B3 inhibitior + 0.8924 89.24%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9895 98.95%
P-glycoprotein inhibitior + 0.8012 80.12%
P-glycoprotein substrate + 0.7222 72.22%
CYP3A4 substrate + 0.6875 68.75%
CYP2C9 substrate + 0.6467 64.67%
CYP2D6 substrate - 0.8364 83.64%
CYP3A4 inhibition - 0.6936 69.36%
CYP2C9 inhibition + 0.8850 88.50%
CYP2C19 inhibition + 0.7871 78.71%
CYP2D6 inhibition - 0.8075 80.75%
CYP1A2 inhibition + 0.8341 83.41%
CYP2C8 inhibition + 0.7950 79.50%
CYP inhibitory promiscuity + 0.8393 83.93%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6741 67.41%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.8967 89.67%
Skin irritation - 0.7420 74.20%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis - 0.5074 50.74%
Human Ether-a-go-go-Related Gene inhibition + 0.8766 87.66%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.7550 75.50%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8597 85.97%
Acute Oral Toxicity (c) III 0.5782 57.82%
Estrogen receptor binding + 0.8306 83.06%
Androgen receptor binding + 0.8462 84.62%
Thyroid receptor binding + 0.6143 61.43%
Glucocorticoid receptor binding + 0.7972 79.72%
Aromatase binding + 0.5448 54.48%
PPAR gamma + 0.7595 75.95%
Honey bee toxicity - 0.7408 74.08%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 1.0000 100.00%

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 99.89% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.73% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 96.74% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.50% 89.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 94.61% 95.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.54% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.53% 96.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.18% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 92.38% 94.73%
CHEMBL3038469 P24941 CDK2/Cyclin A 90.15% 91.38%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.40% 90.71%
CHEMBL4208 P20618 Proteasome component C5 88.06% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.17% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.13% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.95% 86.33%
CHEMBL3194 P02766 Transthyretin 85.40% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.28% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.74% 100.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.09% 99.15%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.89% 85.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.07% 97.21%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 82.63% 90.93%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.74% 85.11%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 81.43% 94.42%
CHEMBL340 P08684 Cytochrome P450 3A4 80.17% 91.19%

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 mongolica

Cross-Links

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PubChem 163017585
LOTUS LTS0101467
wikiData Q105025514