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(2R,3S)-8-[(2R,3S,4S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydro-2H-chromen-4-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-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 1dbbd848-d116-4d2e-80b5-c0b176cdb3f4
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name (2R,3S)-8-[(2R,3S,4S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydro-2H-chromen-4-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C3=C(C=C(C=C3OC2C4=CC=C(C=C4)O)O)O)C5=C(C=C(C6=C5OC(C(C6)O)C7=CC(=C(C=C7)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H](C3=C(C=C(C=C3O[C@@H]2C4=CC=C(C=C4)O)O)O)C5=C(C=C(C6=C5O[C@@H]([C@H](C6)O)C7=CC(=C(C=C7)O)O)O)O)O)O)O
InChI InChI=1S/C36H36O15/c1-13-29(45)30(46)31(47)36(48-13)51-35-28(26-22(42)9-17(38)10-25(26)49-33(35)14-2-5-16(37)6-3-14)27-23(43)12-20(40)18-11-24(44)32(50-34(18)27)15-4-7-19(39)21(41)8-15/h2-10,12-13,24,28-33,35-47H,11H2,1H3/t13-,24-,28-,29-,30+,31+,32+,33+,35-,36-/m0/s1
InChI Key WYQCVHLTCBKNII-QPDSZMFUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H36O15
Molecular Weight 708.70 g/mol
Exact Mass 708.20542044 g/mol
Topological Polar Surface Area (TPSA) 259.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.14
H-Bond Acceptor 15
H-Bond Donor 11
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S)-8-[(2R,3S,4S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydro-2H-chromen-4-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-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 + 0.8076 80.76%
Caco-2 - 0.8950 89.50%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.5770 57.70%
OATP2B1 inhibitior - 0.8484 84.84%
OATP1B1 inhibitior + 0.8409 84.09%
OATP1B3 inhibitior + 0.8128 81.28%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9241 92.41%
P-glycoprotein inhibitior + 0.6304 63.04%
P-glycoprotein substrate - 0.5432 54.32%
CYP3A4 substrate + 0.6718 67.18%
CYP2C9 substrate - 0.7915 79.15%
CYP2D6 substrate - 0.7649 76.49%
CYP3A4 inhibition - 0.9382 93.82%
CYP2C9 inhibition - 0.9383 93.83%
CYP2C19 inhibition - 0.8768 87.68%
CYP2D6 inhibition - 0.9350 93.50%
CYP1A2 inhibition - 0.9247 92.47%
CYP2C8 inhibition + 0.7585 75.85%
CYP inhibitory promiscuity - 0.8819 88.19%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5362 53.62%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.8965 89.65%
Skin irritation - 0.7149 71.49%
Skin corrosion - 0.9231 92.31%
Ames mutagenesis + 0.6063 60.63%
Human Ether-a-go-go-Related Gene inhibition + 0.8795 87.95%
Micronuclear + 0.7759 77.59%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8736 87.36%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.6956 69.56%
Acute Oral Toxicity (c) III 0.5042 50.42%
Estrogen receptor binding + 0.8081 80.81%
Androgen receptor binding + 0.6908 69.08%
Thyroid receptor binding + 0.6414 64.14%
Glucocorticoid receptor binding + 0.5728 57.28%
Aromatase binding - 0.5323 53.23%
PPAR gamma + 0.7319 73.19%
Honey bee toxicity - 0.7143 71.43%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.8215 82.15%

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 99.67% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.25% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.00% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.59% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 92.65% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.21% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.78% 86.33%
CHEMBL4208 P20618 Proteasome component C5 91.76% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.09% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.40% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.46% 95.56%
CHEMBL2243 O00519 Anandamide amidohydrolase 87.54% 97.53%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.97% 99.15%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 84.33% 82.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.52% 95.89%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 83.22% 97.31%
CHEMBL236 P41143 Delta opioid receptor 80.39% 99.35%

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.
Quercus ilex

Cross-Links

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PubChem 163002381
LOTUS LTS0192737
wikiData Q105322476