(2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one

Details

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Internal ID a21ec967-f4e8-41e1-a40b-ad005a770db4
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
SMILES (Canonical) C1C(OC2=CC(=CC(=C2C1=O)O)OC3C(C(C(C(O3)COC4C(C(C(CO4)O)O)O)O)O)O)C5=CC=C(C=C5)O
SMILES (Isomeric) C1[C@H](OC2=CC(=CC(=C2C1=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@H]4[C@@H]([C@H]([C@@H](CO4)O)O)O)O)O)O)C5=CC=C(C=C5)O
InChI InChI=1S/C26H30O14/c27-11-3-1-10(2-4-11)16-7-14(29)19-13(28)5-12(6-17(19)39-16)38-26-24(35)22(33)21(32)18(40-26)9-37-25-23(34)20(31)15(30)8-36-25/h1-6,15-16,18,20-28,30-35H,7-9H2/t15-,16+,18-,20+,21-,22+,23-,24-,25+,26-/m1/s1
InChI Key RDZXIOLHICKFEI-UPFQYYEWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H30O14
Molecular Weight 566.50 g/mol
Exact Mass 566.16355563 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -1.55
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-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 - 0.4617 46.17%
Caco-2 - 0.9210 92.10%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6348 63.48%
OATP2B1 inhibitior - 0.8488 84.88%
OATP1B1 inhibitior + 0.9222 92.22%
OATP1B3 inhibitior + 0.8755 87.55%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7214 72.14%
P-glycoprotein inhibitior - 0.7250 72.50%
P-glycoprotein substrate - 0.7182 71.82%
CYP3A4 substrate + 0.6429 64.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8313 83.13%
CYP3A4 inhibition - 0.9216 92.16%
CYP2C9 inhibition - 0.9563 95.63%
CYP2C19 inhibition - 0.9069 90.69%
CYP2D6 inhibition - 0.9175 91.75%
CYP1A2 inhibition - 0.9253 92.53%
CYP2C8 inhibition + 0.5365 53.65%
CYP inhibitory promiscuity - 0.8943 89.43%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6832 68.32%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9015 90.15%
Skin irritation - 0.8248 82.48%
Skin corrosion - 0.9684 96.84%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3652 36.52%
Micronuclear + 0.6174 61.74%
Hepatotoxicity - 0.9208 92.08%
skin sensitisation - 0.9031 90.31%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.7665 76.65%
Acute Oral Toxicity (c) III 0.4775 47.75%
Estrogen receptor binding + 0.7700 77.00%
Androgen receptor binding - 0.5474 54.74%
Thyroid receptor binding - 0.5107 51.07%
Glucocorticoid receptor binding - 0.5533 55.33%
Aromatase binding + 0.5377 53.77%
PPAR gamma + 0.7536 75.36%
Honey bee toxicity - 0.7100 71.00%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5950 59.50%
Fish aquatic toxicity + 0.8955 89.55%

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 99.62% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.27% 97.09%
CHEMBL2581 P07339 Cathepsin D 94.42% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.16% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.87% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.00% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.68% 89.00%
CHEMBL4208 P20618 Proteasome component C5 89.99% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.22% 94.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 86.98% 95.64%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.89% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.76% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 86.74% 95.93%
CHEMBL3401 O75469 Pregnane X receptor 86.42% 94.73%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.29% 94.80%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.07% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.47% 86.33%
CHEMBL5957 P21589 5'-nucleotidase 83.78% 97.78%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.53% 99.23%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.23% 95.78%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.24% 90.71%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.62% 96.21%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 80.46% 80.33%

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.
Camellia sinensis

Cross-Links

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PubChem 102074415
LOTUS LTS0009371
wikiData Q105234586