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3-(3,5-dihydroxy-4-methoxyphenyl)-3-[3-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-2H-pyrano[2,3-h]chromen-3-yl]-5-hydroxy-8,8-dimethyl-2H-pyrano[2,3-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 b392b273-5a10-494a-98f9-b385fcfbc258
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 8-prenylated isoflavanones
IUPAC Name 3-(3,5-dihydroxy-4-methoxyphenyl)-3-[3-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-2H-pyrano[2,3-h]chromen-3-yl]-5-hydroxy-8,8-dimethyl-2H-pyrano[2,3-h]chromen-4-one
SMILES (Canonical) CC1(C=CC2=C(O1)C=C(C3=C2OCC(C3=O)(C4=CC(=C(C(=C4)O)OC)O)C5(COC6=C(C5=O)C(=CC7=C6C=CC(O7)(C)C)O)C8=CC(=C(C(=C8)O)OC)O)O)C
SMILES (Isomeric) CC1(C=CC2=C(O1)C=C(C3=C2OCC(C3=O)(C4=CC(=C(C(=C4)O)OC)O)C5(COC6=C(C5=O)C(=CC7=C6C=CC(O7)(C)C)O)C8=CC(=C(C(=C8)O)OC)O)O)C
InChI InChI=1S/C42H38O14/c1-39(2)9-7-21-29(55-39)15-23(43)31-33(21)53-17-41(37(31)49,19-11-25(45)35(51-5)26(46)12-19)42(20-13-27(47)36(52-6)28(48)14-20)18-54-34-22-8-10-40(3,4)56-30(22)16-24(44)32(34)38(42)50/h7-16,43-48H,17-18H2,1-6H3
InChI Key WUIREJPRBXPTDZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H38O14
Molecular Weight 766.70 g/mol
Exact Mass 766.22615588 g/mol
Topological Polar Surface Area (TPSA) 211.00 Ų
XlogP 6.30
Atomic LogP (AlogP) 6.03
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-(3,5-dihydroxy-4-methoxyphenyl)-3-[3-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-8,8-dimethyl-4-oxo-2H-pyrano[2,3-h]chromen-3-yl]-5-hydroxy-8,8-dimethyl-2H-pyrano[2,3-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 + 0.9360 93.60%
Caco-2 - 0.8371 83.71%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.7343 73.43%
OATP2B1 inhibitior - 0.8575 85.75%
OATP1B1 inhibitior + 0.9049 90.49%
OATP1B3 inhibitior + 0.9390 93.90%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9722 97.22%
P-glycoprotein inhibitior + 0.8212 82.12%
P-glycoprotein substrate - 0.7857 78.57%
CYP3A4 substrate + 0.5949 59.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8221 82.21%
CYP3A4 inhibition + 0.5649 56.49%
CYP2C9 inhibition - 0.5706 57.06%
CYP2C19 inhibition + 0.5341 53.41%
CYP2D6 inhibition - 0.8597 85.97%
CYP1A2 inhibition - 0.6833 68.33%
CYP2C8 inhibition - 0.5965 59.65%
CYP inhibitory promiscuity + 0.5112 51.12%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5681 56.81%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.8673 86.73%
Skin irritation - 0.8245 82.45%
Skin corrosion - 0.9446 94.46%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6504 65.04%
Micronuclear + 0.6400 64.00%
Hepatotoxicity + 0.5000 50.00%
skin sensitisation - 0.8119 81.19%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.6650 66.50%
Acute Oral Toxicity (c) III 0.6710 67.10%
Estrogen receptor binding + 0.8242 82.42%
Androgen receptor binding + 0.7330 73.30%
Thyroid receptor binding + 0.6450 64.50%
Glucocorticoid receptor binding + 0.7713 77.13%
Aromatase binding + 0.6610 66.10%
PPAR gamma + 0.7329 73.29%
Honey bee toxicity - 0.7651 76.51%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9792 97.92%

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 99.43% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.54% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.64% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.13% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.06% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.44% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.96% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.47% 85.14%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.21% 93.99%
CHEMBL1937 Q92769 Histone deacetylase 2 87.07% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.76% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.67% 94.00%
CHEMBL4208 P20618 Proteasome component C5 86.42% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.68% 91.07%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 84.14% 82.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.37% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.88% 99.15%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.29% 95.71%

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.
Tadehagi triquetrum

Cross-Links

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PubChem 163031664
LOTUS LTS0028546
wikiData Q105313079