6-[(2S,3S,4R,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one

Details

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Internal ID cdbc734e-3357-4db8-9e1a-862e57437b97
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
IUPAC Name 6-[(2S,3S,4R,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC(C2O)C3=C(C4=C(C=C3O)OC(=CC4=O)C5=CC=C(C=C5)OC)O)CO)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](O[C@H]([C@@H]2O)C3=C(C4=C(C=C3O)OC(=CC4=O)C5=CC=C(C=C5)OC)O)CO)O)O)O)O
InChI InChI=1S/C28H32O14/c1-10-20(32)23(35)24(36)28(39-10)42-27-21(33)17(9-29)41-26(25(27)37)19-14(31)8-16-18(22(19)34)13(30)7-15(40-16)11-3-5-12(38-2)6-4-11/h3-8,10,17,20-21,23-29,31-37H,9H2,1-2H3/t10-,17-,20-,21-,23+,24+,25+,26+,27+,28-/m1/s1
InChI Key FVYKQFCLEFLGIJ-DKVCWQQOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H32O14
Molecular Weight 592.50 g/mol
Exact Mass 592.17920569 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -0.75
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 6-[(2S,3S,4R,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-methoxyphenyl)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 + 0.6962 69.62%
Caco-2 - 0.8909 89.09%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6357 63.57%
OATP2B1 inhibitior - 0.5670 56.70%
OATP1B1 inhibitior + 0.8159 81.59%
OATP1B3 inhibitior + 0.9154 91.54%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6282 62.82%
P-glycoprotein inhibitior - 0.6463 64.63%
P-glycoprotein substrate - 0.5592 55.92%
CYP3A4 substrate + 0.6585 65.85%
CYP2C9 substrate - 0.8555 85.55%
CYP2D6 substrate - 0.8543 85.43%
CYP3A4 inhibition - 0.8726 87.26%
CYP2C9 inhibition - 0.9317 93.17%
CYP2C19 inhibition - 0.9293 92.93%
CYP2D6 inhibition - 0.9621 96.21%
CYP1A2 inhibition - 0.9194 91.94%
CYP2C8 inhibition + 0.6925 69.25%
CYP inhibitory promiscuity - 0.7482 74.82%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7401 74.01%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9228 92.28%
Skin irritation - 0.8291 82.91%
Skin corrosion - 0.9613 96.13%
Ames mutagenesis + 0.5163 51.63%
Human Ether-a-go-go-Related Gene inhibition - 0.4108 41.08%
Micronuclear + 0.6933 69.33%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.9233 92.33%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.9360 93.60%
Acute Oral Toxicity (c) III 0.6869 68.69%
Estrogen receptor binding + 0.8150 81.50%
Androgen receptor binding + 0.7318 73.18%
Thyroid receptor binding + 0.5825 58.25%
Glucocorticoid receptor binding + 0.6310 63.10%
Aromatase binding + 0.6043 60.43%
PPAR gamma + 0.7417 74.17%
Honey bee toxicity - 0.7175 71.75%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.7374 73.74%

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 99.85% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.88% 94.00%
CHEMBL2581 P07339 Cathepsin D 97.30% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.77% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.97% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.82% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.47% 99.15%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 93.24% 86.92%
CHEMBL1951 P21397 Monoamine oxidase A 92.85% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.94% 85.14%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.45% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 87.08% 94.73%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 86.65% 81.11%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 84.71% 83.57%
CHEMBL4208 P20618 Proteasome component C5 84.38% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.01% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.91% 96.21%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.31% 96.09%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 82.78% 87.67%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.51% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.33% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.44% 96.00%

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.
Anthurium versicolor

Cross-Links

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PubChem 10995539
LOTUS LTS0056776
wikiData Q105002989