(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-chromen-8-yl]-3,4-dihydro-2H-chromene-3,5,7-triol

Details

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Internal ID dc6f5c21-ecec-4351-b711-1f82a6c9537a
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name (2R,3S,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-chromen-8-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
SMILES (Canonical) C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC(=C(C=C6)O)O)OC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric) C1[C@@H]([C@H](OC2=C1C(=CC(=C2[C@H]3[C@@H]([C@H](OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC(=C(C=C6)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
InChI InChI=1S/C36H36O17/c37-11-25-29(46)31(48)32(49)36(52-25)51-24-9-15-18(41)10-22(45)27(35(15)53-33(24)12-1-3-16(39)19(42)5-12)28-26-21(44)7-14(38)8-23(26)50-34(30(28)47)13-2-4-17(40)20(43)6-13/h1-8,10,24-25,28-34,36-49H,9,11H2/t24-,25+,28-,29+,30-,31-,32+,33+,34+,36+/m0/s1
InChI Key IJOGCYCDAZWSPD-IPEKXAEOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H36O17
Molecular Weight 740.70 g/mol
Exact Mass 740.19524968 g/mol
Topological Polar Surface Area (TPSA) 300.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.82
H-Bond Acceptor 17
H-Bond Donor 13
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-chromen-8-yl]-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 - 0.6152 61.52%
Caco-2 - 0.9077 90.77%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.5593 55.93%
OATP2B1 inhibitior - 0.8456 84.56%
OATP1B1 inhibitior + 0.8999 89.99%
OATP1B3 inhibitior + 0.9458 94.58%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7427 74.27%
P-glycoprotein inhibitior + 0.6084 60.84%
P-glycoprotein substrate - 0.7336 73.36%
CYP3A4 substrate + 0.6519 65.19%
CYP2C9 substrate - 0.8002 80.02%
CYP2D6 substrate - 0.7645 76.45%
CYP3A4 inhibition - 0.9380 93.80%
CYP2C9 inhibition - 0.8993 89.93%
CYP2C19 inhibition - 0.8542 85.42%
CYP2D6 inhibition - 0.9296 92.96%
CYP1A2 inhibition - 0.9044 90.44%
CYP2C8 inhibition + 0.7267 72.67%
CYP inhibitory promiscuity - 0.7226 72.26%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6626 66.26%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.8925 89.25%
Skin irritation - 0.8097 80.97%
Skin corrosion - 0.9676 96.76%
Ames mutagenesis + 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9130 91.30%
Micronuclear + 0.6259 62.59%
Hepatotoxicity - 0.8802 88.02%
skin sensitisation - 0.9111 91.11%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.6497 64.97%
Acute Oral Toxicity (c) III 0.4231 42.31%
Estrogen receptor binding + 0.7811 78.11%
Androgen receptor binding + 0.6699 66.99%
Thyroid receptor binding + 0.5979 59.79%
Glucocorticoid receptor binding - 0.5878 58.78%
Aromatase binding - 0.4872 48.72%
PPAR gamma + 0.7424 74.24%
Honey bee toxicity - 0.6837 68.37%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.7651 76.51%

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 99.77% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 98.48% 83.82%
CHEMBL1951 P21397 Monoamine oxidase A 97.54% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.53% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.52% 97.09%
CHEMBL233 P35372 Mu opioid receptor 89.16% 97.93%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 88.87% 96.37%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.97% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.96% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.87% 99.17%
CHEMBL4208 P20618 Proteasome component C5 85.24% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 84.94% 94.73%
CHEMBL2581 P07339 Cathepsin D 84.55% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.32% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.95% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.73% 95.56%
CHEMBL3194 P02766 Transthyretin 82.57% 90.71%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.05% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.43% 94.45%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.57% 97.33%

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.
Chrysophyllum perpulchrum
Potentilla longifolia

Cross-Links

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PubChem 162999814
LOTUS LTS0028281
wikiData Q105114036