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(8S,8aR,12aS)-2-(2,4-dihydroxyphenyl)-8-[2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)-4-oxochromen-8-yl]-5-hydroxy-9,9,11-trimethyl-3-(3-methylbut-2-enyl)-8,8a,10,12a-tetrahydroisochromeno[3,4-h]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 7c8fc58e-6e84-4b15-9974-dfd0d3bf5597
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavones > 8-prenylated flavones
IUPAC Name (8S,8aR,12aS)-2-(2,4-dihydroxyphenyl)-8-[2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)-4-oxochromen-8-yl]-5-hydroxy-9,9,11-trimethyl-3-(3-methylbut-2-enyl)-8,8a,10,12a-tetrahydroisochromeno[3,4-h]chromen-4-one
SMILES (Canonical) CC1=CC2C(C(OC3=C2C4=C(C(=C3)O)C(=O)C(=C(O4)C5=C(C=C(C=C5)O)O)CC=C(C)C)C6=C(C=C(C7=C6OC(=C(C7=O)CC=C(C)C)C8=C(C=C(C=C8)O)O)O)O)C(C1)(C)C
SMILES (Isomeric) CC1=C[C@H]2[C@@H]([C@H](OC3=C2C4=C(C(=C3)O)C(=O)C(=C(O4)C5=C(C=C(C=C5)O)O)CC=C(C)C)C6=C(C=C(C7=C6OC(=C(C7=O)CC=C(C)C)C8=C(C=C(C=C8)O)O)O)O)C(C1)(C)C
InChI InChI=1S/C50H48O12/c1-22(2)8-12-29-43(58)39-34(55)19-35(56)41(48(39)62-46(29)28-15-11-26(52)18-33(28)54)49-42-31(16-24(5)21-50(42,6)7)38-37(60-49)20-36(57)40-44(59)30(13-9-23(3)4)45(61-47(38)40)27-14-10-25(51)17-32(27)53/h8-11,14-20,31,42,49,51-57H,12-13,21H2,1-7H3/t31-,42+,49-/m1/s1
InChI Key YWQPZNOGOSHEGB-HTOSKIJTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C50H48O12
Molecular Weight 840.90 g/mol
Exact Mass 840.31457696 g/mol
Topological Polar Surface Area (TPSA) 203.00 Ų
XlogP 10.50
Atomic LogP (AlogP) 10.40
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (8S,8aR,12aS)-2-(2,4-dihydroxyphenyl)-8-[2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)-4-oxochromen-8-yl]-5-hydroxy-9,9,11-trimethyl-3-(3-methylbut-2-enyl)-8,8a,10,12a-tetrahydroisochromeno[3,4-h]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 + 0.9858 98.58%
Caco-2 - 0.8584 85.84%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7199 71.99%
OATP2B1 inhibitior + 0.5766 57.66%
OATP1B1 inhibitior + 0.7681 76.81%
OATP1B3 inhibitior + 0.9066 90.66%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9703 97.03%
P-glycoprotein inhibitior + 0.7833 78.33%
P-glycoprotein substrate + 0.7145 71.45%
CYP3A4 substrate + 0.6936 69.36%
CYP2C9 substrate - 0.5735 57.35%
CYP2D6 substrate - 0.8194 81.94%
CYP3A4 inhibition - 0.6609 66.09%
CYP2C9 inhibition + 0.8581 85.81%
CYP2C19 inhibition + 0.7028 70.28%
CYP2D6 inhibition - 0.8895 88.95%
CYP1A2 inhibition - 0.5725 57.25%
CYP2C8 inhibition + 0.7043 70.43%
CYP inhibitory promiscuity + 0.8051 80.51%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6148 61.48%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.8910 89.10%
Skin irritation - 0.7281 72.81%
Skin corrosion - 0.9222 92.22%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7914 79.14%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.5073 50.73%
skin sensitisation - 0.7514 75.14%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.5845 58.45%
Acute Oral Toxicity (c) III 0.6430 64.30%
Estrogen receptor binding + 0.7807 78.07%
Androgen receptor binding + 0.7997 79.97%
Thyroid receptor binding + 0.5895 58.95%
Glucocorticoid receptor binding + 0.7736 77.36%
Aromatase binding + 0.6425 64.25%
PPAR gamma + 0.7439 74.39%
Honey bee toxicity - 0.7253 72.53%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9970 99.70%

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 99.71% 91.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 97.94% 93.40%
CHEMBL2581 P07339 Cathepsin D 97.71% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.26% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.96% 89.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 93.86% 91.38%
CHEMBL1951 P21397 Monoamine oxidase A 93.28% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 89.93% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.05% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 87.67% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.91% 100.00%
CHEMBL4208 P20618 Proteasome component C5 85.21% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.20% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.50% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.14% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.65% 94.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.16% 96.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.14% 97.09%

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
Pinus taeda

Cross-Links

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PubChem 163043921
LOTUS LTS0103724
wikiData Q105307801