methyl 4-(2,2-dimethoxyethyl)-3-ethenyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

Details

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Internal ID 1caee3f6-4894-4088-a425-033ea89df5e8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl 4-(2,2-dimethoxyethyl)-3-ethenyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
SMILES (Canonical) COC(CC1C(C(OC=C1C(=O)OC)OC2C(C(C(C(O2)CO)O)O)O)C=C)OC
SMILES (Isomeric) COC(CC1C(C(OC=C1C(=O)OC)OC2C(C(C(C(O2)CO)O)O)O)C=C)OC
InChI InChI=1S/C19H30O11/c1-5-9-10(6-13(25-2)26-3)11(17(24)27-4)8-28-18(9)30-19-16(23)15(22)14(21)12(7-20)29-19/h5,8-10,12-16,18-23H,1,6-7H2,2-4H3
InChI Key HUVIXLWRQSMCLN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H30O11
Molecular Weight 434.40 g/mol
Exact Mass 434.17881177 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -1.36
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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B0005-458182

2D Structure

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2D Structure of methyl 4-(2,2-dimethoxyethyl)-3-ethenyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6421 64.21%
Caco-2 - 0.8128 81.28%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7212 72.12%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7875 78.75%
OATP1B3 inhibitior + 0.9347 93.47%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.9036 90.36%
P-glycoprotein inhibitior - 0.7436 74.36%
P-glycoprotein substrate - 0.7555 75.55%
CYP3A4 substrate + 0.6091 60.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8634 86.34%
CYP3A4 inhibition - 0.8932 89.32%
CYP2C9 inhibition - 0.9147 91.47%
CYP2C19 inhibition - 0.8634 86.34%
CYP2D6 inhibition - 0.9118 91.18%
CYP1A2 inhibition - 0.9176 91.76%
CYP2C8 inhibition - 0.6218 62.18%
CYP inhibitory promiscuity - 0.8438 84.38%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7809 78.09%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.9391 93.91%
Skin irritation - 0.7836 78.36%
Skin corrosion - 0.9597 95.97%
Ames mutagenesis + 0.5022 50.22%
Human Ether-a-go-go-Related Gene inhibition - 0.6095 60.95%
Micronuclear - 0.7041 70.41%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8673 86.73%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity + 0.5869 58.69%
Acute Oral Toxicity (c) III 0.5762 57.62%
Estrogen receptor binding + 0.6014 60.14%
Androgen receptor binding - 0.5171 51.71%
Thyroid receptor binding + 0.5738 57.38%
Glucocorticoid receptor binding - 0.5491 54.91%
Aromatase binding + 0.5509 55.09%
PPAR gamma + 0.6060 60.60%
Honey bee toxicity - 0.7214 72.14%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.8100 81.00%
Fish aquatic toxicity + 0.7288 72.88%

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 95.28% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.66% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 91.76% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.31% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.11% 96.00%
CHEMBL2581 P07339 Cathepsin D 87.84% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.48% 91.24%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.48% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.73% 86.33%

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.
Lonicera caerulea
Lonicera japonica
Sphenoclea zeylanica
Strychnos spinosa

Cross-Links

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PubChem 14192587
LOTUS LTS0218607
wikiData Q105034061