(2S,3R,4S,5S,6R)-2-[[(2R,3S)-3,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-5-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID 1c340dc5-39b4-4cb1-9d25-e2550e1083fb
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[[(2R,3S)-3,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-5-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) C1C(C(OC2=C1C(=CC(=C2)O)OC3C(C(C(C(O3)CO)O)O)O)C4=CC=C(C=C4)O)O
SMILES (Isomeric) C1[C@@H]([C@H](OC2=C1C(=CC(=C2)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C4=CC=C(C=C4)O)O
InChI InChI=1S/C21H24O10/c22-8-16-17(26)18(27)19(28)21(31-16)30-15-6-11(24)5-14-12(15)7-13(25)20(29-14)9-1-3-10(23)4-2-9/h1-6,13,16-28H,7-8H2/t13-,16+,17+,18-,19+,20+,21+/m0/s1
InChI Key FKEOHZPUDDAEDB-FBEISHDNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H24O10
Molecular Weight 436.40 g/mol
Exact Mass 436.13694696 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.69
H-Bond Acceptor 10
H-Bond Donor 7
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[[(2R,3S)-3,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-5-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5547 55.47%
Caco-2 - 0.9212 92.12%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.4774 47.74%
OATP2B1 inhibitior - 0.5751 57.51%
OATP1B1 inhibitior + 0.7393 73.93%
OATP1B3 inhibitior + 0.9229 92.29%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.7130 71.30%
P-glycoprotein inhibitior - 0.7434 74.34%
P-glycoprotein substrate - 0.8483 84.83%
CYP3A4 substrate + 0.5656 56.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7447 74.47%
CYP3A4 inhibition - 0.9445 94.45%
CYP2C9 inhibition - 0.9517 95.17%
CYP2C19 inhibition - 0.9182 91.82%
CYP2D6 inhibition - 0.9153 91.53%
CYP1A2 inhibition - 0.9314 93.14%
CYP2C8 inhibition + 0.5704 57.04%
CYP inhibitory promiscuity - 0.8598 85.98%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6637 66.37%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9125 91.25%
Skin irritation - 0.8035 80.35%
Skin corrosion - 0.9654 96.54%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6411 64.11%
Micronuclear + 0.6259 62.59%
Hepatotoxicity - 0.8552 85.52%
skin sensitisation - 0.9033 90.33%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.4649 46.49%
Acute Oral Toxicity (c) III 0.4873 48.73%
Estrogen receptor binding + 0.5918 59.18%
Androgen receptor binding + 0.5859 58.59%
Thyroid receptor binding + 0.6284 62.84%
Glucocorticoid receptor binding - 0.6370 63.70%
Aromatase binding + 0.6489 64.89%
PPAR gamma + 0.7585 75.85%
Honey bee toxicity - 0.8061 80.61%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5999 59.99%
Fish aquatic toxicity + 0.6895 68.95%

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 99.30% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.77% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.44% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 93.19% 91.49%
CHEMBL2581 P07339 Cathepsin D 89.90% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 86.87% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.79% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.72% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.42% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.33% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.80% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.48% 99.17%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.41% 95.78%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.27% 94.45%
CHEMBL4208 P20618 Proteasome component C5 80.73% 90.00%

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.
Wisteria floribunda

Cross-Links

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PubChem 56955040
LOTUS LTS0184057
wikiData Q104996567