methyl (Z)-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxydec-8-en-4,6-diynoate

Details

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Internal ID 61d8aa3f-f6b8-4df0-ab4b-6dc16e26651d
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name methyl (Z)-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxydec-8-en-4,6-diynoate
SMILES (Canonical) COC(=O)CCC#CC#CC=CCOC1C(C(C(C(O1)CO)O)O)O
SMILES (Isomeric) COC(=O)CCC#CC#C/C=C\CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
InChI InChI=1S/C17H22O8/c1-23-13(19)9-7-5-3-2-4-6-8-10-24-17-16(22)15(21)14(20)12(11-18)25-17/h6,8,12,14-18,20-22H,7,9-11H2,1H3/b8-6-/t12-,14-,15+,16-,17-/m1/s1
InChI Key KMCLOJYUKASTFN-SKMCRQSBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H22O8
Molecular Weight 354.40 g/mol
Exact Mass 354.13146766 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -1.68
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (Z)-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxydec-8-en-4,6-diynoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8626 86.26%
Caco-2 - 0.7851 78.51%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8171 81.71%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8117 81.17%
OATP1B3 inhibitior + 0.9514 95.14%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.9252 92.52%
P-glycoprotein inhibitior - 0.7854 78.54%
P-glycoprotein substrate - 0.8388 83.88%
CYP3A4 substrate + 0.6021 60.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8689 86.89%
CYP3A4 inhibition - 0.8975 89.75%
CYP2C9 inhibition - 0.9029 90.29%
CYP2C19 inhibition - 0.8635 86.35%
CYP2D6 inhibition - 0.9333 93.33%
CYP1A2 inhibition - 0.8886 88.86%
CYP2C8 inhibition - 0.6896 68.96%
CYP inhibitory promiscuity - 0.9129 91.29%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7303 73.03%
Eye corrosion - 0.9842 98.42%
Eye irritation - 0.9721 97.21%
Skin irritation - 0.7725 77.25%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7489 74.89%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7606 76.06%
skin sensitisation - 0.8849 88.49%
Respiratory toxicity - 0.7222 72.22%
Reproductive toxicity - 0.6222 62.22%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.5631 56.31%
Acute Oral Toxicity (c) III 0.5607 56.07%
Estrogen receptor binding - 0.5599 55.99%
Androgen receptor binding - 0.5231 52.31%
Thyroid receptor binding - 0.5357 53.57%
Glucocorticoid receptor binding + 0.5953 59.53%
Aromatase binding - 0.5434 54.34%
PPAR gamma - 0.5213 52.13%
Honey bee toxicity - 0.7237 72.37%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity - 0.7563 75.63%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.61% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.31% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.35% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.45% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.29% 96.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 91.09% 97.47%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.29% 95.83%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.52% 94.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.81% 86.92%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.52% 91.24%
CHEMBL3401 O75469 Pregnane X receptor 84.39% 94.73%
CHEMBL5255 O00206 Toll-like receptor 4 83.55% 92.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.84% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.64% 94.45%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.58% 89.34%
CHEMBL5028 O14672 ADAM10 80.57% 97.50%

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.
Helianthus tuberosus

Cross-Links

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PubChem 163193235
LOTUS LTS0165987
wikiData Q105142917