(2Z)-2-[(2R,3R,4R,6S)-2,4-dihydroxy-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexylidene]acetonitrile

Details

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Internal ID 4f6dc724-e421-487b-9373-a907e10db38d
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name (2Z)-2-[(2R,3R,4R,6S)-2,4-dihydroxy-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexylidene]acetonitrile
SMILES (Canonical) C1C(C(C(C(=CC#N)C1OC2C(C(C(C(O2)CO)O)O)O)O)OC3C(C(C(C(O3)CO)O)O)O)O
SMILES (Isomeric) C1[C@H]([C@H]([C@@H](/C(=C/C#N)/[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
InChI InChI=1S/C20H31NO14/c21-2-1-6-8(32-19-16(30)14(28)12(26)9(4-22)33-19)3-7(24)18(11(6)25)35-20-17(31)15(29)13(27)10(5-23)34-20/h1,7-20,22-31H,3-5H2/b6-1+/t7-,8+,9-,10-,11-,12-,13-,14+,15+,16-,17-,18-,19-,20-/m1/s1
InChI Key DMPTXOBZQYLBEX-QVEKQXLDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H31NO14
Molecular Weight 509.50 g/mol
Exact Mass 509.17445466 g/mol
Topological Polar Surface Area (TPSA) 263.00 Ų
XlogP -5.90
Atomic LogP (AlogP) -6.07
H-Bond Acceptor 15
H-Bond Donor 10
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2Z)-2-[(2R,3R,4R,6S)-2,4-dihydroxy-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexylidene]acetonitrile

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8994 89.94%
Caco-2 - 0.9062 90.62%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.6007 60.07%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8998 89.98%
OATP1B3 inhibitior + 0.9516 95.16%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.9159 91.59%
P-glycoprotein inhibitior - 0.7328 73.28%
P-glycoprotein substrate - 0.9061 90.61%
CYP3A4 substrate + 0.5483 54.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8316 83.16%
CYP3A4 inhibition - 0.9121 91.21%
CYP2C9 inhibition - 0.8943 89.43%
CYP2C19 inhibition - 0.8553 85.53%
CYP2D6 inhibition - 0.9013 90.13%
CYP1A2 inhibition - 0.8912 89.12%
CYP2C8 inhibition - 0.8264 82.64%
CYP inhibitory promiscuity - 0.8212 82.12%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7039 70.39%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9381 93.81%
Skin irritation - 0.8339 83.39%
Skin corrosion - 0.9543 95.43%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8054 80.54%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.7591 75.91%
skin sensitisation - 0.8788 87.88%
Respiratory toxicity - 0.6444 64.44%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.5824 58.24%
Acute Oral Toxicity (c) III 0.3810 38.10%
Estrogen receptor binding + 0.6262 62.62%
Androgen receptor binding - 0.5490 54.90%
Thyroid receptor binding + 0.5654 56.54%
Glucocorticoid receptor binding - 0.5427 54.27%
Aromatase binding + 0.7537 75.37%
PPAR gamma + 0.5691 56.91%
Honey bee toxicity - 0.5407 54.07%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity - 0.8325 83.25%

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 96.99% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 95.66% 95.93%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 93.88% 95.58%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.64% 96.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.58% 86.92%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 89.44% 95.83%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.44% 97.09%
CHEMBL1871 P10275 Androgen Receptor 82.51% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.07% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.97% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.77% 96.00%
CHEMBL3589 P55263 Adenosine kinase 80.16% 98.05%

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.
Simmondsia chinensis

Cross-Links

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PubChem 162929221
LOTUS LTS0040779
wikiData Q104985261