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(2S,3S,7S)-7-(2,4-dihydroxyphenyl)-3-(3,5-dihydroxyphenyl)-4-hydroxy-2-(4-hydroxyphenyl)-9-[(2,2,6,6-tetramethyloxan-3-yl)methyl]-2,3,6,7-tetrahydrofuro[3,2-g]chromen-5-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 ec2268a3-e42a-4643-87e1-5de5f4dba11f
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (2S,3S,7S)-7-(2,4-dihydroxyphenyl)-3-(3,5-dihydroxyphenyl)-4-hydroxy-2-(4-hydroxyphenyl)-9-[(2,2,6,6-tetramethyloxan-3-yl)methyl]-2,3,6,7-tetrahydrofuro[3,2-g]chromen-5-one
SMILES (Canonical) CC1(CCC(C(O1)(C)C)CC2=C3C(=C(C4=C2OC(CC4=O)C5=C(C=C(C=C5)O)O)O)C(C(O3)C6=CC=C(C=C6)O)C7=CC(=CC(=C7)O)O)C
SMILES (Isomeric) CC1(CCC(C(O1)(C)C)CC2=C3C(=C(C4=C2O[C@@H](CC4=O)C5=C(C=C(C=C5)O)O)O)[C@@H]([C@H](O3)C6=CC=C(C=C6)O)C7=CC(=CC(=C7)O)O)C
InChI InChI=1S/C39H40O10/c1-38(2)12-11-21(39(3,4)49-38)15-27-36-32(29(45)18-30(47-36)26-10-9-23(41)17-28(26)44)34(46)33-31(20-13-24(42)16-25(43)14-20)35(48-37(27)33)19-5-7-22(40)8-6-19/h5-10,13-14,16-17,21,30-31,35,40-44,46H,11-12,15,18H2,1-4H3/t21?,30-,31-,35+/m0/s1
InChI Key HHSHAXHGYOQIQP-OZRRSSBWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C39H40O10
Molecular Weight 668.70 g/mol
Exact Mass 668.26214747 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 6.40
Atomic LogP (AlogP) 7.42
H-Bond Acceptor 10
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 (2S,3S,7S)-7-(2,4-dihydroxyphenyl)-3-(3,5-dihydroxyphenyl)-4-hydroxy-2-(4-hydroxyphenyl)-9-[(2,2,6,6-tetramethyloxan-3-yl)methyl]-2,3,6,7-tetrahydrofuro[3,2-g]chromen-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9623 96.23%
Caco-2 - 0.8512 85.12%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8309 83.09%
OATP2B1 inhibitior - 0.7151 71.51%
OATP1B1 inhibitior + 0.7599 75.99%
OATP1B3 inhibitior + 0.9467 94.67%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9872 98.72%
P-glycoprotein inhibitior + 0.8225 82.25%
P-glycoprotein substrate + 0.6207 62.07%
CYP3A4 substrate + 0.7329 73.29%
CYP2C9 substrate + 0.5973 59.73%
CYP2D6 substrate - 0.7861 78.61%
CYP3A4 inhibition - 0.5862 58.62%
CYP2C9 inhibition - 0.6302 63.02%
CYP2C19 inhibition - 0.7959 79.59%
CYP2D6 inhibition - 0.8620 86.20%
CYP1A2 inhibition - 0.5591 55.91%
CYP2C8 inhibition + 0.7896 78.96%
CYP inhibitory promiscuity + 0.5398 53.98%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5916 59.16%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.8883 88.83%
Skin irritation - 0.7347 73.47%
Skin corrosion - 0.9161 91.61%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7887 78.87%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8760 87.60%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.5919 59.19%
Acute Oral Toxicity (c) III 0.4604 46.04%
Estrogen receptor binding + 0.8554 85.54%
Androgen receptor binding + 0.7581 75.81%
Thyroid receptor binding + 0.5987 59.87%
Glucocorticoid receptor binding + 0.8306 83.06%
Aromatase binding + 0.6322 63.22%
PPAR gamma + 0.7605 76.05%
Honey bee toxicity - 0.7312 73.12%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9879 98.79%

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 99.38% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.71% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.45% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.20% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 95.10% 83.82%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.29% 89.00%
CHEMBL236 P41143 Delta opioid receptor 94.14% 99.35%
CHEMBL226 P30542 Adenosine A1 receptor 93.40% 95.93%
CHEMBL233 P35372 Mu opioid receptor 92.80% 97.93%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.54% 96.38%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 92.31% 91.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.12% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.68% 95.89%
CHEMBL240 Q12809 HERG 90.71% 89.76%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.22% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.01% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.01% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.06% 100.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 84.02% 85.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.07% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.94% 90.71%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.44% 93.99%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.21% 99.15%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.59% 97.33%
CHEMBL217 P14416 Dopamine D2 receptor 81.51% 95.62%

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.
Sophora alopecuroides

Cross-Links

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PubChem 122184219
LOTUS LTS0039559
wikiData Q105028534