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(2R)-2-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]-5,7-dihydroxy-8-[(E)-4-hydroxy-3-methylbut-2-enyl]-2,3-dihydrochromen-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 40efdfe4-eab2-4724-ba09-d8a508a42a04
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (2R)-2-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]-5,7-dihydroxy-8-[(E)-4-hydroxy-3-methylbut-2-enyl]-2,3-dihydrochromen-4-one
SMILES (Canonical) CC(=CCC1=C2C(=C(C=C1O)O)C(=O)CC(O2)C3=CC4=C(C=C3O)OC(C4C5=CC(=CC(=C5)O)O)C6=CC=C(C=C6)O)CO
SMILES (Isomeric) C/C(=C\CC1=C2C(=C(C=C1O)O)C(=O)C[C@@H](O2)C3=CC4=C(C=C3O)O[C@@H]([C@H]4C5=CC(=CC(=C5)O)O)C6=CC=C(C=C6)O)/CO
InChI InChI=1S/C34H30O10/c1-16(15-35)2-7-22-25(39)12-27(41)32-28(42)14-29(44-34(22)32)23-11-24-30(13-26(23)40)43-33(17-3-5-19(36)6-4-17)31(24)18-8-20(37)10-21(38)9-18/h2-6,8-13,29,31,33,35-41H,7,14-15H2,1H3/b16-2+/t29-,31+,33-/m1/s1
InChI Key BTXJGRSLSBXOGE-NSFTUXPVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H30O10
Molecular Weight 598.60 g/mol
Exact Mass 598.18389715 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 5.37
H-Bond Acceptor 10
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]-5,7-dihydroxy-8-[(E)-4-hydroxy-3-methylbut-2-enyl]-2,3-dihydrochromen-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 + 0.9840 98.40%
Caco-2 - 0.8984 89.84%
Blood Brain Barrier - 0.5379 53.79%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7850 78.50%
OATP2B1 inhibitior - 0.8502 85.02%
OATP1B1 inhibitior + 0.7895 78.95%
OATP1B3 inhibitior + 0.9659 96.59%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9515 95.15%
P-glycoprotein inhibitior + 0.8123 81.23%
P-glycoprotein substrate - 0.5359 53.59%
CYP3A4 substrate + 0.6612 66.12%
CYP2C9 substrate - 0.7958 79.58%
CYP2D6 substrate - 0.8134 81.34%
CYP3A4 inhibition - 0.6885 68.85%
CYP2C9 inhibition - 0.5852 58.52%
CYP2C19 inhibition - 0.5425 54.25%
CYP2D6 inhibition - 0.8642 86.42%
CYP1A2 inhibition + 0.5871 58.71%
CYP2C8 inhibition + 0.6852 68.52%
CYP inhibitory promiscuity + 0.8153 81.53%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6303 63.03%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9098 90.98%
Skin irritation - 0.7570 75.70%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis + 0.5846 58.46%
Human Ether-a-go-go-Related Gene inhibition + 0.8799 87.99%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8261 82.61%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.6522 65.22%
Acute Oral Toxicity (c) III 0.3672 36.72%
Estrogen receptor binding + 0.8532 85.32%
Androgen receptor binding + 0.8012 80.12%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7230 72.30%
Aromatase binding - 0.5756 57.56%
PPAR gamma + 0.6476 64.76%
Honey bee toxicity - 0.7479 74.79%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9925 99.25%

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 99.32% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.72% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 96.37% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.09% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.33% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.90% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 91.18% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.13% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.95% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.95% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.24% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.92% 94.45%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.55% 94.80%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.96% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.84% 99.15%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 82.38% 96.37%
CHEMBL4208 P20618 Proteasome component C5 81.80% 90.00%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.77% 80.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.71% 91.71%
CHEMBL2535 P11166 Glucose transporter 81.21% 98.75%
CHEMBL226 P30542 Adenosine A1 receptor 80.95% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.03% 100.00%

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.
Sophora leachiana

Cross-Links

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PubChem 162964102
LOTUS LTS0008411
wikiData Q104945925