7-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-[(2S,3S,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one

Details

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Internal ID 80b252f1-dc15-4833-a53d-ac02a499b4d4
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 7-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-[(2S,3S,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=C(C3=O)C(=CC(=C4CC=C(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)C7=CC=C(C=C7)OC)C)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]([C@@H](O[C@H]2OC3=C(OC4=C(C3=O)C(=CC(=C4CC=C(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@@H](O6)CO)O)O)O)O)C7=CC=C(C=C7)OC)C)O)O)O)O)O
InChI InChI=1S/C45H60O24/c1-15(2)6-11-20-22(63-45-41(34(57)29(52)24(14-47)65-45)69-43-36(59)32(55)28(51)23(13-46)64-43)12-21(48)25-30(53)39(37(66-38(20)25)18-7-9-19(60-5)10-8-18)67-44-40(33(56)27(50)17(4)62-44)68-42-35(58)31(54)26(49)16(3)61-42/h6-10,12,16-17,23-24,26-29,31-36,40-52,54-59H,11,13-14H2,1-5H3/t16-,17-,23-,24-,26-,27-,28+,29+,31+,32-,33+,34-,35-,36+,40-,41+,42-,43-,44-,45+/m0/s1
InChI Key NXXVKOAEAAJROE-ASJKMRRMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H60O24
Molecular Weight 984.90 g/mol
Exact Mass 984.34745278 g/mol
Topological Polar Surface Area (TPSA) 372.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -3.26
H-Bond Acceptor 24
H-Bond Donor 13
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-[(2S,3S,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-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 + 0.8164 81.64%
Caco-2 - 0.9016 90.16%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6461 64.61%
OATP2B1 inhibitior - 0.8603 86.03%
OATP1B1 inhibitior + 0.8821 88.21%
OATP1B3 inhibitior + 0.9556 95.56%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9419 94.19%
P-glycoprotein inhibitior + 0.6858 68.58%
P-glycoprotein substrate + 0.5422 54.22%
CYP3A4 substrate + 0.6748 67.48%
CYP2C9 substrate - 0.8387 83.87%
CYP2D6 substrate - 0.8462 84.62%
CYP3A4 inhibition - 0.9605 96.05%
CYP2C9 inhibition - 0.7520 75.20%
CYP2C19 inhibition - 0.6564 65.64%
CYP2D6 inhibition - 0.8523 85.23%
CYP1A2 inhibition - 0.7720 77.20%
CYP2C8 inhibition + 0.6847 68.47%
CYP inhibitory promiscuity - 0.5971 59.71%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7249 72.49%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9038 90.38%
Skin irritation - 0.8116 81.16%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis + 0.5072 50.72%
Human Ether-a-go-go-Related Gene inhibition + 0.7941 79.41%
Micronuclear - 0.5167 51.67%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8660 86.60%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.8373 83.73%
Acute Oral Toxicity (c) III 0.6499 64.99%
Estrogen receptor binding + 0.8191 81.91%
Androgen receptor binding + 0.6806 68.06%
Thyroid receptor binding + 0.5698 56.98%
Glucocorticoid receptor binding + 0.6475 64.75%
Aromatase binding + 0.5751 57.51%
PPAR gamma + 0.7509 75.09%
Honey bee toxicity - 0.6822 68.22%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9594 95.94%

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 99.88% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.75% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 95.41% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.29% 89.00%
CHEMBL2581 P07339 Cathepsin D 94.79% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.14% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.98% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 93.59% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.06% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.46% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.23% 99.15%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.02% 96.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.43% 86.92%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.55% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.19% 97.36%
CHEMBL4208 P20618 Proteasome component C5 83.81% 90.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.81% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.33% 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 acuminatum

Cross-Links

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PubChem 163105309
LOTUS LTS0194216
wikiData Q105187365