7-[(2S,3R,4S,5S,6R)-6-[[(2R,3S,4R,5R,6S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-3,5-dihydroxychromen-4-one

Details

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Internal ID 825e0eff-65cb-4e32-a12c-c1a193c981b9
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 7-[(2S,3R,4S,5S,6R)-6-[[(2R,3S,4R,5R,6S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-3,5-dihydroxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)O)C5=CC(=C(C=C5)O)O)O)O)O)O)OC6C(C(C(C(O6)C)O)O)OC7C(C(C(CO7)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)O)C5=CC(=C(C=C5)O)O)O)O)O)O)O[C@H]6[C@H]([C@H]([C@H]([C@@H](O6)C)O)O)O[C@@H]7[C@@H]([C@@H]([C@@H](CO7)O)O)O)O)O
InChI InChI=1S/C38H48O24/c1-10-21(43)27(49)33(62-38-34(28(50)22(44)11(2)57-38)61-35-30(52)23(45)17(42)8-54-35)37(56-10)55-9-19-24(46)26(48)31(53)36(60-19)58-13-6-16(41)20-18(7-13)59-32(29(51)25(20)47)12-3-4-14(39)15(40)5-12/h3-7,10-11,17,19,21-24,26-28,30-31,33-46,48-53H,8-9H2,1-2H3/t10-,11-,17+,19+,21-,22-,23+,24+,26-,27+,28-,30+,31+,33-,34-,35+,36+,37+,38-/m0/s1
InChI Key MIKYFYAEEWGVMU-UNVASFRZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H48O24
Molecular Weight 888.80 g/mol
Exact Mass 888.25355239 g/mol
Topological Polar Surface Area (TPSA) 383.00 Ų
XlogP -3.90
Atomic LogP (AlogP) -4.37
H-Bond Acceptor 24
H-Bond Donor 14
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-[(2S,3R,4S,5S,6R)-6-[[(2R,3S,4R,5R,6S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-3,5-dihydroxychromen-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 + 0.5541 55.41%
Caco-2 - 0.8806 88.06%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6616 66.16%
OATP2B1 inhibitior - 0.7219 72.19%
OATP1B1 inhibitior + 0.9060 90.60%
OATP1B3 inhibitior + 0.9174 91.74%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6222 62.22%
P-glycoprotein inhibitior + 0.6608 66.08%
P-glycoprotein substrate + 0.6846 68.46%
CYP3A4 substrate + 0.6933 69.33%
CYP2C9 substrate - 0.7038 70.38%
CYP2D6 substrate - 0.8611 86.11%
CYP3A4 inhibition - 0.9282 92.82%
CYP2C9 inhibition - 0.9518 95.18%
CYP2C19 inhibition - 0.9401 94.01%
CYP2D6 inhibition - 0.9452 94.52%
CYP1A2 inhibition - 0.9084 90.84%
CYP2C8 inhibition + 0.8304 83.04%
CYP inhibitory promiscuity - 0.8257 82.57%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6749 67.49%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9031 90.31%
Skin irritation - 0.8381 83.81%
Skin corrosion - 0.9599 95.99%
Ames mutagenesis + 0.5836 58.36%
Human Ether-a-go-go-Related Gene inhibition - 0.4004 40.04%
Micronuclear + 0.7033 70.33%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.9250 92.50%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.9897 98.97%
Acute Oral Toxicity (c) III 0.6803 68.03%
Estrogen receptor binding + 0.7759 77.59%
Androgen receptor binding + 0.5940 59.40%
Thyroid receptor binding + 0.5473 54.73%
Glucocorticoid receptor binding + 0.6324 63.24%
Aromatase binding + 0.5869 58.69%
PPAR gamma + 0.7308 73.08%
Honey bee toxicity - 0.7016 70.16%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5350 53.50%
Fish aquatic toxicity + 0.8641 86.41%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.96% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.88% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.02% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.02% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.52% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.14% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.43% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 93.36% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.83% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.17% 97.09%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 92.11% 95.64%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.82% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.01% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.15% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.99% 95.56%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 85.83% 80.33%
CHEMBL4208 P20618 Proteasome component C5 85.74% 90.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 85.69% 95.78%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.26% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.90% 86.92%
CHEMBL226 P30542 Adenosine A1 receptor 82.82% 95.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.25% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.19% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.38% 85.14%

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.
Bidens andicola

Cross-Links

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PubChem 163105033
LOTUS LTS0172769
wikiData Q105165056