methyl (4S,5E,6S)-5-ethylidene-4-[2-[(2R)-2-[(1S,2R,3R,4S)-4-[2-[(2S,3E,4S)-3-ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxy-2-(hydroxymethyl)-3-methylcyclopentyl]propoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

Details

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Internal ID dae1ae9f-f92b-4f45-85bc-ba47df797bb8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name methyl (4S,5E,6S)-5-ethylidene-4-[2-[(2R)-2-[(1S,2R,3R,4S)-4-[2-[(2S,3E,4S)-3-ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxy-2-(hydroxymethyl)-3-methylcyclopentyl]propoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-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)OCC(C)C3CC(C(C3CO)C)OC(=O)CC4C(=COC(C4=CC)OC5C(C(C(C(O5)CO)O)O)O)C(=O)OC
SMILES (Isomeric) C/C=C/1\[C@@H](C(=CO[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)OC)CC(=O)OC[C@H](C)[C@@H]3C[C@@H]([C@@H]([C@@H]3CO)C)OC(=O)C[C@@H]\4C(=CO[C@H](/C4=C/C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C(=O)OC
InChI InChI=1S/C44H64O23/c1-7-20-23(26(39(56)58-5)16-61-41(20)66-43-37(54)35(52)33(50)29(13-46)64-43)10-31(48)60-15-18(3)22-9-28(19(4)25(22)12-45)63-32(49)11-24-21(8-2)42(62-17-27(24)40(57)59-6)67-44-38(55)36(53)34(51)30(14-47)65-44/h7-8,16-19,22-25,28-30,33-38,41-47,50-55H,9-15H2,1-6H3/b20-7+,21-8+/t18-,19+,22-,23-,24-,25-,28-,29+,30+,33+,34+,35-,36-,37+,38+,41-,42-,43-,44-/m0/s1
InChI Key SKFVPIWEXLCZFS-WJZSJRFWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H64O23
Molecular Weight 961.00 g/mol
Exact Mass 960.38383828 g/mol
Topological Polar Surface Area (TPSA) 343.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -2.29
H-Bond Acceptor 23
H-Bond Donor 9
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (4S,5E,6S)-5-ethylidene-4-[2-[(2R)-2-[(1S,2R,3R,4S)-4-[2-[(2S,3E,4S)-3-ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxy-2-(hydroxymethyl)-3-methylcyclopentyl]propoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-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 - 0.8636 86.36%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7953 79.53%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7250 72.50%
OATP1B3 inhibitior + 0.9308 93.08%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9478 94.78%
P-glycoprotein inhibitior + 0.7461 74.61%
P-glycoprotein substrate + 0.6727 67.27%
CYP3A4 substrate + 0.6905 69.05%
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 + 0.6176 61.76%
CYP inhibitory promiscuity - 0.9299 92.99%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7158 71.58%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9015 90.15%
Skin irritation - 0.7666 76.66%
Skin corrosion - 0.9593 95.93%
Ames mutagenesis + 0.5446 54.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7850 78.50%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.9046 90.46%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.7219 72.19%
Acute Oral Toxicity (c) III 0.5273 52.73%
Estrogen receptor binding + 0.7795 77.95%
Androgen receptor binding + 0.6980 69.80%
Thyroid receptor binding + 0.5691 56.91%
Glucocorticoid receptor binding + 0.7664 76.64%
Aromatase binding + 0.5529 55.29%
PPAR gamma + 0.7895 78.95%
Honey bee toxicity - 0.6686 66.86%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6800 68.00%
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 98.56% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.22% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.80% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.26% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.33% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.58% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.42% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 86.11% 97.79%
CHEMBL3401 O75469 Pregnane X receptor 84.76% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.65% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 84.47% 90.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.13% 86.92%
CHEMBL5028 O14672 ADAM10 83.60% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.00% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.66% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.46% 89.00%

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
Trichocolea tomentella

Cross-Links

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PubChem 163186982
LOTUS LTS0031856
wikiData Q105035539