7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-methoxychromen-4-one

Details

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Internal ID abb9143f-2650-47ce-93d2-3d1496fc5470
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-methoxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)OC)C5=CC(=C(C=C5)OC)O)O)OC6C(C(C(C(O6)CO)O)O)O)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)OC)C5=CC(=C(C=C5)OC)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)O)O
InChI InChI=1S/C35H44O21/c1-11-21(39)25(43)28(46)33(51-11)50-10-19-23(41)27(45)32(56-34-29(47)26(44)22(40)18(9-36)54-34)35(55-19)52-13-7-15(38)20-17(8-13)53-30(31(49-3)24(20)42)12-4-5-16(48-2)14(37)6-12/h4-8,11,18-19,21-23,25-29,32-41,43-47H,9-10H2,1-3H3/t11-,18+,19+,21-,22+,23+,25+,26-,27-,28+,29+,32+,33+,34-,35+/m0/s1
InChI Key FMMWIUGZWKWZCS-UUYQPPKRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H44O21
Molecular Weight 800.70 g/mol
Exact Mass 800.23750841 g/mol
Topological Polar Surface Area (TPSA) 323.00 Ų
XlogP -2.20
Atomic LogP (AlogP) -3.26
H-Bond Acceptor 21
H-Bond Donor 11
Rotatable Bonds 11

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)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-methoxychromen-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 - 0.5613 56.13%
Caco-2 - 0.8942 89.42%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.5797 57.97%
OATP2B1 inhibitior - 0.5777 57.77%
OATP1B1 inhibitior + 0.9236 92.36%
OATP1B3 inhibitior + 0.9642 96.42%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6499 64.99%
P-glycoprotein inhibitior - 0.5116 51.16%
P-glycoprotein substrate + 0.7203 72.03%
CYP3A4 substrate + 0.6549 65.49%
CYP2C9 substrate - 0.8740 87.40%
CYP2D6 substrate - 0.8547 85.47%
CYP3A4 inhibition - 0.9607 96.07%
CYP2C9 inhibition - 0.9318 93.18%
CYP2C19 inhibition - 0.9294 92.94%
CYP2D6 inhibition - 0.9608 96.08%
CYP1A2 inhibition - 0.9319 93.19%
CYP2C8 inhibition + 0.8234 82.34%
CYP inhibitory promiscuity - 0.7425 74.25%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6863 68.63%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9120 91.20%
Skin irritation - 0.8525 85.25%
Skin corrosion - 0.9638 96.38%
Ames mutagenesis - 0.5664 56.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7480 74.80%
Micronuclear + 0.6333 63.33%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.9360 93.60%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.9180 91.80%
Acute Oral Toxicity (c) III 0.7015 70.15%
Estrogen receptor binding + 0.8295 82.95%
Androgen receptor binding - 0.5226 52.26%
Thyroid receptor binding + 0.5355 53.55%
Glucocorticoid receptor binding + 0.5966 59.66%
Aromatase binding + 0.5874 58.74%
PPAR gamma + 0.7364 73.64%
Honey bee toxicity - 0.6953 69.53%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.7238 72.38%

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 99.12% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.83% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.43% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 97.19% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.13% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.20% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.49% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.68% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.69% 86.92%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.69% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.61% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 88.37% 94.73%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 88.09% 95.78%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.92% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.38% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.09% 97.09%
CHEMBL3194 P02766 Transthyretin 84.64% 90.71%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.20% 96.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.78% 94.45%
CHEMBL4208 P20618 Proteasome component C5 80.94% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.82% 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.
Bidens pilosa

Cross-Links

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PubChem 10747916
LOTUS LTS0160364
wikiData Q104997926