methyl 5-ethylidene-4-[2-[3-(hydroxymethyl)-4-(1-hydroxypropan-2-yl)-2-methylcyclopentyl]oxy-2-oxoethyl]-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

Details

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Internal ID ce2df746-6848-47fd-b9c5-d12948e72152
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl 5-ethylidene-4-[2-[3-(hydroxymethyl)-4-(1-hydroxypropan-2-yl)-2-methylcyclopentyl]oxy-2-oxoethyl]-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)OC3CC(C(C3C)CO)C(C)CO
SMILES (Isomeric) CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OC3CC(C(C3C)CO)C(C)CO
InChI InChI=1S/C27H42O13/c1-5-14-16(7-21(31)38-19-6-15(12(2)8-28)17(9-29)13(19)3)18(25(35)36-4)11-37-26(14)40-27-24(34)23(33)22(32)20(10-30)39-27/h5,11-13,15-17,19-20,22-24,26-30,32-34H,6-10H2,1-4H3
InChI Key OTVVDTZVAXPEMI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H42O13
Molecular Weight 574.60 g/mol
Exact Mass 574.26254139 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -1.03
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 5-ethylidene-4-[2-[3-(hydroxymethyl)-4-(1-hydroxypropan-2-yl)-2-methylcyclopentyl]oxy-2-oxoethyl]-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 - 0.6425 64.25%
Caco-2 - 0.8671 86.71%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7953 79.53%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7258 72.58%
OATP1B3 inhibitior + 0.9308 93.08%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6889 68.89%
P-glycoprotein inhibitior - 0.4788 47.88%
P-glycoprotein substrate + 0.6311 63.11%
CYP3A4 substrate + 0.6769 67.69%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8894 88.94%
CYP3A4 inhibition - 0.8532 85.32%
CYP2C9 inhibition - 0.8960 89.60%
CYP2C19 inhibition - 0.8687 86.87%
CYP2D6 inhibition - 0.9237 92.37%
CYP1A2 inhibition - 0.8951 89.51%
CYP2C8 inhibition + 0.5807 58.07%
CYP inhibitory promiscuity - 0.9299 92.99%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7158 71.58%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9273 92.73%
Skin irritation - 0.7666 76.66%
Skin corrosion - 0.9593 95.93%
Ames mutagenesis + 0.5146 51.46%
Human Ether-a-go-go-Related Gene inhibition + 0.6721 67.21%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.9046 90.46%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.6391 63.91%
Acute Oral Toxicity (c) III 0.5273 52.73%
Estrogen receptor binding + 0.7259 72.59%
Androgen receptor binding + 0.5766 57.66%
Thyroid receptor binding - 0.5962 59.62%
Glucocorticoid receptor binding + 0.6502 65.02%
Aromatase binding + 0.5649 56.49%
PPAR gamma + 0.6154 61.54%
Honey bee toxicity - 0.6898 68.98%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9428 94.28%

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 98.39% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.43% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.27% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.43% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.94% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.79% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.16% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.91% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 84.80% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.58% 86.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.30% 95.83%
CHEMBL5028 O14672 ADAM10 82.80% 97.50%
CHEMBL2996 Q05655 Protein kinase C delta 82.30% 97.79%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.86% 91.24%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.32% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.05% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.54% 95.89%

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 nudiflorum

Cross-Links

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PubChem 85400202
LOTUS LTS0137825
wikiData Q105199873