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Methyl 4-[2-[[5-(1,3-dihydroxypropan-2-yl)-3-hydroxy-2-methylcyclopentyl]methoxy]-2-oxoethyl]-5-ethylidene-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 2b3cee75-58da-433d-8107-092bd5920d04
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl 4-[2-[[5-(1,3-dihydroxypropan-2-yl)-3-hydroxy-2-methylcyclopentyl]methoxy]-2-oxoethyl]-5-ethylidene-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
SMILES (Canonical) CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OCC3C(C(CC3C(CO)CO)O)C
SMILES (Isomeric) CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OCC3C(C(CC3C(CO)CO)O)C
InChI InChI=1S/C27H42O14/c1-4-14-16(6-21(32)38-10-17-12(2)19(31)5-15(17)13(7-28)8-29)18(25(36)37-3)11-39-26(14)41-27-24(35)23(34)22(33)20(9-30)40-27/h4,11-13,15-17,19-20,22-24,26-31,33-35H,5-10H2,1-3H3
InChI Key ZVTBPVGTFNEYQP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H42O14
Molecular Weight 590.60 g/mol
Exact Mass 590.25745601 g/mol
Topological Polar Surface Area (TPSA) 222.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -2.05
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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Methyl 4-[2-[[5-(1,3-dihydroxypropan-2-yl)-3-hydroxy-2-methylcyclopentyl]methoxy]-2-oxoethyl]-5-ethylidene-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

2D Structure

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2D Structure of Methyl 4-[2-[[5-(1,3-dihydroxypropan-2-yl)-3-hydroxy-2-methylcyclopentyl]methoxy]-2-oxoethyl]-5-ethylidene-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6606 66.06%
Caco-2 - 0.8782 87.82%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7657 76.57%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7109 71.09%
OATP1B3 inhibitior + 0.9430 94.30%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6470 64.70%
P-glycoprotein inhibitior - 0.5135 51.35%
P-glycoprotein substrate + 0.5952 59.52%
CYP3A4 substrate + 0.6756 67.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8894 88.94%
CYP3A4 inhibition - 0.8738 87.38%
CYP2C9 inhibition - 0.9172 91.72%
CYP2C19 inhibition - 0.8969 89.69%
CYP2D6 inhibition - 0.9197 91.97%
CYP1A2 inhibition - 0.9133 91.33%
CYP2C8 inhibition + 0.5946 59.46%
CYP inhibitory promiscuity - 0.9617 96.17%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7408 74.08%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9248 92.48%
Skin irritation - 0.7558 75.58%
Skin corrosion - 0.9564 95.64%
Ames mutagenesis + 0.5346 53.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7122 71.22%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.7352 73.52%
skin sensitisation - 0.8963 89.63%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.7276 72.76%
Acute Oral Toxicity (c) III 0.5140 51.40%
Estrogen receptor binding + 0.7572 75.72%
Androgen receptor binding + 0.5757 57.57%
Thyroid receptor binding - 0.6082 60.82%
Glucocorticoid receptor binding + 0.6419 64.19%
Aromatase binding + 0.5417 54.17%
PPAR gamma + 0.6455 64.55%
Honey bee toxicity - 0.7016 70.16%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.8439 84.39%

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 98.35% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.08% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.71% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.95% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 89.93% 91.49%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 88.83% 95.83%
CHEMBL3401 O75469 Pregnane X receptor 88.70% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 88.09% 91.19%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.00% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.00% 99.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.80% 94.80%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.77% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.13% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.87% 86.33%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 84.33% 80.33%
CHEMBL2581 P07339 Cathepsin D 83.94% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 83.03% 97.79%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.68% 85.14%
CHEMBL5028 O14672 ADAM10 81.49% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.09% 94.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.77% 96.90%

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.
Jasminum mesnyi
Picea breweriana

Cross-Links

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PubChem 75110915
LOTUS LTS0133093
wikiData Q104375872