1-[2-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]ethanone

Details

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Internal ID a09b21c4-609d-4af7-8a46-ffa7b6ff3850
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 1-[2-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]ethanone
SMILES (Canonical) CC(=O)C1=CC=CC=C1OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O
SMILES (Isomeric) CC(=O)C1=CC=CC=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@](CO3)(CO)O)O)O)O)O
InChI InChI=1S/C19H26O11/c1-9(21)10-4-2-3-5-11(10)29-17-15(24)14(23)13(22)12(30-17)6-27-18-16(25)19(26,7-20)8-28-18/h2-5,12-18,20,22-26H,6-8H2,1H3/t12-,13-,14+,15-,16+,17-,18-,19-/m1/s1
InChI Key MOCIAIDZINCTPL-OTCFHACESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H26O11
Molecular Weight 430.40 g/mol
Exact Mass 430.14751164 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP -2.30
Atomic LogP (AlogP) -2.47
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[2-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]ethanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6271 62.71%
Caco-2 - 0.8584 85.84%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7783 77.83%
OATP2B1 inhibitior - 0.8576 85.76%
OATP1B1 inhibitior + 0.9323 93.23%
OATP1B3 inhibitior + 0.9514 95.14%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.6117 61.17%
P-glycoprotein inhibitior - 0.7439 74.39%
P-glycoprotein substrate - 0.7609 76.09%
CYP3A4 substrate + 0.6125 61.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8625 86.25%
CYP3A4 inhibition - 0.8810 88.10%
CYP2C9 inhibition - 0.8967 89.67%
CYP2C19 inhibition - 0.8773 87.73%
CYP2D6 inhibition - 0.9237 92.37%
CYP1A2 inhibition - 0.8893 88.93%
CYP2C8 inhibition + 0.4529 45.29%
CYP inhibitory promiscuity - 0.8274 82.74%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6143 61.43%
Eye corrosion - 0.9934 99.34%
Eye irritation - 0.9499 94.99%
Skin irritation - 0.8288 82.88%
Skin corrosion - 0.9554 95.54%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4137 41.37%
Micronuclear - 0.6267 62.67%
Hepatotoxicity - 0.6333 63.33%
skin sensitisation - 0.8429 84.29%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity + 0.7233 72.33%
Acute Oral Toxicity (c) III 0.6889 68.89%
Estrogen receptor binding + 0.8127 81.27%
Androgen receptor binding - 0.6280 62.80%
Thyroid receptor binding + 0.5953 59.53%
Glucocorticoid receptor binding - 0.5223 52.23%
Aromatase binding + 0.6792 67.92%
PPAR gamma + 0.7647 76.47%
Honey bee toxicity - 0.8339 83.39%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.6713 67.13%

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 98.66% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.81% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.60% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.11% 86.33%
CHEMBL2581 P07339 Cathepsin D 88.95% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 88.35% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.72% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.27% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.02% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.73% 97.14%
CHEMBL220 P22303 Acetylcholinesterase 82.65% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 82.35% 94.73%
CHEMBL5028 O14672 ADAM10 81.69% 97.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.59% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.72% 97.09%

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.
Chione venosa

Cross-Links

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PubChem 101773885
LOTUS LTS0181365
wikiData Q105168763