3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5S,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

Details

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Internal ID 65588495-5237-4026-937d-e6aa7df08acb
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5S,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(OC(C(C2O)O)OC3=C(OC4=C(C(=CC(=C4C3=O)O)O)CC=C(C)C)C5=CC=C(C=C5)O)C)O)O)O
SMILES (Isomeric) C[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H](O[C@H]([C@@H]([C@@H]2O)O)OC3=C(OC4=C(C(=CC(=C4C3=O)O)O)CC=C(C)C)C5=CC=C(C=C5)O)C)O)O)O
InChI InChI=1S/C32H38O14/c1-12(2)5-10-17-18(34)11-19(35)20-22(37)30(28(44-29(17)20)15-6-8-16(33)9-7-15)46-32-26(41)24(39)27(14(4)43-32)45-31-25(40)23(38)21(36)13(3)42-31/h5-9,11,13-14,21,23-27,31-36,38-41H,10H2,1-4H3/t13-,14-,21+,23+,24-,25+,26+,27-,31-,32-/m0/s1
InChI Key LTOZMGBYQVZFGJ-UOFAEZIGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H38O14
Molecular Weight 646.60 g/mol
Exact Mass 646.22615588 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 1.14
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,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5S,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 + 0.9516 95.16%
Caco-2 - 0.9014 90.14%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6451 64.51%
OATP2B1 inhibitior - 0.5692 56.92%
OATP1B1 inhibitior + 0.8946 89.46%
OATP1B3 inhibitior + 0.8008 80.08%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8234 82.34%
P-glycoprotein inhibitior - 0.4345 43.45%
P-glycoprotein substrate + 0.5450 54.50%
CYP3A4 substrate + 0.6451 64.51%
CYP2C9 substrate - 0.6645 66.45%
CYP2D6 substrate - 0.8507 85.07%
CYP3A4 inhibition - 0.8852 88.52%
CYP2C9 inhibition + 0.6270 62.70%
CYP2C19 inhibition + 0.6621 66.21%
CYP2D6 inhibition - 0.8466 84.66%
CYP1A2 inhibition - 0.7942 79.42%
CYP2C8 inhibition + 0.7245 72.45%
CYP inhibitory promiscuity + 0.7001 70.01%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6253 62.53%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9091 90.91%
Skin irritation - 0.7462 74.62%
Skin corrosion - 0.9430 94.30%
Ames mutagenesis - 0.5374 53.74%
Human Ether-a-go-go-Related Gene inhibition - 0.5788 57.88%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8107 81.07%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7608 76.08%
Acute Oral Toxicity (c) III 0.6000 60.00%
Estrogen receptor binding + 0.8333 83.33%
Androgen receptor binding + 0.7282 72.82%
Thyroid receptor binding + 0.5548 55.48%
Glucocorticoid receptor binding + 0.6865 68.65%
Aromatase binding + 0.6131 61.31%
PPAR gamma + 0.7261 72.61%
Honey bee toxicity - 0.6884 68.84%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9958 99.58%

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 99.66% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.57% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.21% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.41% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 96.02% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.80% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.07% 94.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 91.43% 95.64%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.40% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.18% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.89% 85.14%
CHEMBL3038469 P24941 CDK2/Cyclin A 86.59% 91.38%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.45% 91.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.99% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.66% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.40% 95.89%

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 davidii

Cross-Links

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PubChem 6326121
NPASS NPC175274