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3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-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 b2e5af4b-d598-4150-a878-146f61856128
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3=C(OC4=C(C(=CC(=C4C3=O)O)O)CC=C(C)C)C5=CC=C(C=C5)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]([C@@H](CO[C@H]2OC3=C(OC4=C(C(=CC(=C4C3=O)O)O)CC=C(C)C)C5=CC=C(C=C5)O)O)O)O)O)O
InChI InChI=1S/C31H36O14/c1-12(2)4-9-16-17(33)10-18(34)20-23(38)28(26(43-27(16)20)14-5-7-15(32)8-6-14)44-31-29(22(37)19(35)11-41-31)45-30-25(40)24(39)21(36)13(3)42-30/h4-8,10,13,19,21-22,24-25,29-37,39-40H,9,11H2,1-3H3/t13-,19+,21-,22-,24+,25+,29+,30-,31-/m0/s1
InChI Key JFEVWNOGUFYCOV-NPFMWIEOSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C31H36O14
Molecular Weight 632.60 g/mol
Exact Mass 632.21050582 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 0.76
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-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 + 0.9523 95.23%
Caco-2 - 0.9095 90.95%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6996 69.96%
OATP2B1 inhibitior - 0.5830 58.30%
OATP1B1 inhibitior + 0.8866 88.66%
OATP1B3 inhibitior + 0.8500 85.00%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9662 96.62%
P-glycoprotein inhibitior - 0.4400 44.00%
P-glycoprotein substrate + 0.6490 64.90%
CYP3A4 substrate + 0.6732 67.32%
CYP2C9 substrate - 0.6645 66.45%
CYP2D6 substrate - 0.8507 85.07%
CYP3A4 inhibition - 0.9096 90.96%
CYP2C9 inhibition - 0.7758 77.58%
CYP2C19 inhibition - 0.6973 69.73%
CYP2D6 inhibition - 0.8223 82.23%
CYP1A2 inhibition - 0.6661 66.61%
CYP2C8 inhibition + 0.7121 71.21%
CYP inhibitory promiscuity - 0.6693 66.93%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7267 72.67%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9165 91.65%
Skin irritation - 0.7896 78.96%
Skin corrosion - 0.9487 94.87%
Ames mutagenesis - 0.5174 51.74%
Human Ether-a-go-go-Related Gene inhibition + 0.6480 64.80%
Micronuclear + 0.5133 51.33%
Hepatotoxicity - 0.6072 60.72%
skin sensitisation - 0.8171 81.71%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.9188 91.88%
Acute Oral Toxicity (c) III 0.6357 63.57%
Estrogen receptor binding + 0.8381 83.81%
Androgen receptor binding + 0.7102 71.02%
Thyroid receptor binding + 0.5481 54.81%
Glucocorticoid receptor binding + 0.6831 68.31%
Aromatase binding + 0.6445 64.45%
PPAR gamma + 0.7282 72.82%
Honey bee toxicity - 0.6824 68.24%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9853 98.53%

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 99.84% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.12% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.72% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.74% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 94.89% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.77% 86.33%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 93.66% 95.64%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.84% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.98% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.34% 85.14%
CHEMBL3038469 P24941 CDK2/Cyclin A 87.95% 91.38%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.79% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.72% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 84.78% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.09% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.89% 90.71%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.78% 91.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.81% 99.15%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.32% 97.09%
CHEMBL4208 P20618 Proteasome component C5 81.18% 90.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.04% 95.78%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 80.10% 93.10%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.04% 92.94%

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.
Epimedium diphyllum
Epimedium grandiflorum
Vancouveria hexandra

Cross-Links

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PubChem 5318413
NPASS NPC286788
LOTUS LTS0222937
wikiData Q105126657