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(2R,3R)-4-[(2R,3R)-2-(3,5-dihydroxy-4-methoxy-phenyl)-3,5,7-trihydroxy-chroman-8-yl]-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol

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 0077d968-bc19-44f0-acec-bd50ccb73c0d
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name (2R,3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-8-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
SMILES (Canonical) COC1=C(C=C(C=C1O)C2C(CC3=C(O2)C(=C(C=C3O)O)C4C(C(OC5=CC(=CC(=C45)O)O)C6=CC(=C(C=C6)O)O)O)O)O
SMILES (Isomeric) COC1=C(C=C(C=C1O)[C@@H]2[C@@H](CC3=C(O2)C(=C(C=C3O)O)C4[C@H]([C@H](OC5=CC(=CC(=C45)O)O)C6=CC(=C(C=C6)O)O)O)O)O
InChI InChI=1S/C31H28O13/c1-42-31-20(38)5-12(6-21(31)39)28-22(40)9-14-16(34)10-19(37)25(30(14)44-28)26-24-18(36)7-13(32)8-23(24)43-29(27(26)41)11-2-3-15(33)17(35)4-11/h2-8,10,22,26-29,32-41H,9H2,1H3/t22-,26?,27-,28-,29-/m1/s1
InChI Key ADKHKBZKHGJXDZ-ATEOAPGCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H28O13
Molecular Weight 608.50 g/mol
Exact Mass 608.15299094 g/mol
Topological Polar Surface Area (TPSA) 230.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.00
H-Bond Acceptor 13
H-Bond Donor 10
Rotatable Bonds 4

Synonyms

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(2R,3R)-4-[(2R,3R)-2-(3,5-dihydroxy-4-methoxy-phenyl)-3,5,7-trihydroxy-chroman-8-yl]-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol

2D Structure

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2D Structure of (2R,3R)-4-[(2R,3R)-2-(3,5-dihydroxy-4-methoxy-phenyl)-3,5,7-trihydroxy-chroman-8-yl]-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8754 87.54%
Caco-2 - 0.8772 87.72%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.5041 50.41%
OATP2B1 inhibitior - 0.8470 84.70%
OATP1B1 inhibitior + 0.9298 92.98%
OATP1B3 inhibitior + 0.9738 97.38%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8983 89.83%
P-glycoprotein inhibitior + 0.6807 68.07%
P-glycoprotein substrate - 0.7055 70.55%
CYP3A4 substrate + 0.6416 64.16%
CYP2C9 substrate - 0.5994 59.94%
CYP2D6 substrate + 0.5264 52.64%
CYP3A4 inhibition - 0.8016 80.16%
CYP2C9 inhibition - 0.9230 92.30%
CYP2C19 inhibition - 0.7443 74.43%
CYP2D6 inhibition - 0.8471 84.71%
CYP1A2 inhibition - 0.7915 79.15%
CYP2C8 inhibition + 0.7323 73.23%
CYP inhibitory promiscuity - 0.7779 77.79%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5421 54.21%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.8602 86.02%
Skin irritation - 0.7032 70.32%
Skin corrosion - 0.9149 91.49%
Ames mutagenesis + 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9123 91.23%
Micronuclear + 0.7559 75.59%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8731 87.31%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7101 71.01%
Acute Oral Toxicity (c) III 0.5465 54.65%
Estrogen receptor binding + 0.7585 75.85%
Androgen receptor binding + 0.7177 71.77%
Thyroid receptor binding + 0.6523 65.23%
Glucocorticoid receptor binding + 0.6287 62.87%
Aromatase binding - 0.5865 58.65%
PPAR gamma + 0.6922 69.22%
Honey bee toxicity - 0.7710 77.10%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity - 0.4438 44.38%

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 99.62% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 98.96% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.32% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.49% 97.09%
CHEMBL2535 P11166 Glucose transporter 92.08% 98.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.08% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.78% 89.00%
CHEMBL4208 P20618 Proteasome component C5 88.31% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.27% 94.45%
CHEMBL1929 P47989 Xanthine dehydrogenase 86.68% 96.12%
CHEMBL236 P41143 Delta opioid receptor 86.08% 99.35%
CHEMBL1951 P21397 Monoamine oxidase A 86.05% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.71% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 84.56% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.99% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.01% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.41% 94.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.16% 82.38%
CHEMBL2581 P07339 Cathepsin D 81.13% 98.95%

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.
Gymnosporia senegalensis

Cross-Links

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PubChem 476784
LOTUS LTS0095573
wikiData Q104667209