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[3-[3-ethenyl-4-(2-oxoethyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carbonyl]oxy-5-(3-hydroxy-1-methoxy-1-oxopropan-2-yl)-2-methylcyclopentyl]methyl 3-ethenyl-4-(2-oxoethyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-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 a6f42d1f-392b-4044-872b-3807ed9a733f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name [3-[3-ethenyl-4-(2-oxoethyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carbonyl]oxy-5-(3-hydroxy-1-methoxy-1-oxopropan-2-yl)-2-methylcyclopentyl]methyl 3-ethenyl-4-(2-oxoethyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
SMILES (Canonical) CC1C(CC(C1COC(=O)C2=COC(C(C2CC=O)C=C)OC3C(C(C(C(O3)CO)O)O)O)C(CO)C(=O)OC)OC(=O)C4=COC(C(C4CC=O)C=C)OC5C(C(C(C(O5)CO)O)O)O
SMILES (Isomeric) CC1C(CC(C1COC(=O)C2=COC(C(C2CC=O)C=C)OC3C(C(C(C(O3)CO)O)O)O)C(CO)C(=O)OC)OC(=O)C4=COC(C(C4CC=O)C=C)OC5C(C(C(C(O5)CO)O)O)O
InChI InChI=1S/C43H60O23/c1-5-19-21(7-9-44)26(16-60-40(19)65-42-35(53)33(51)31(49)29(13-47)63-42)38(56)59-15-25-18(3)28(11-23(25)24(12-46)37(55)58-4)62-39(57)27-17-61-41(20(6-2)22(27)8-10-45)66-43-36(54)34(52)32(50)30(14-48)64-43/h5-6,9-10,16-25,28-36,40-43,46-54H,1-2,7-8,11-15H2,3-4H3
InChI Key XVKIRIAULDIFSQ-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C43H60O23
Molecular Weight 944.90 g/mol
Exact Mass 944.35253816 g/mol
Topological Polar Surface Area (TPSA) 351.00 Ų
XlogP -2.80
Atomic LogP (AlogP) -3.38
H-Bond Acceptor 23
H-Bond Donor 9
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3-[3-ethenyl-4-(2-oxoethyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carbonyl]oxy-5-(3-hydroxy-1-methoxy-1-oxopropan-2-yl)-2-methylcyclopentyl]methyl 3-ethenyl-4-(2-oxoethyl)-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 - 0.7289 72.89%
Caco-2 - 0.8642 86.42%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8054 80.54%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7661 76.61%
OATP1B3 inhibitior + 0.9448 94.48%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9558 95.58%
P-glycoprotein inhibitior + 0.7361 73.61%
P-glycoprotein substrate + 0.6239 62.39%
CYP3A4 substrate + 0.7008 70.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8857 88.57%
CYP3A4 inhibition - 0.8221 82.21%
CYP2C9 inhibition - 0.8965 89.65%
CYP2C19 inhibition - 0.8495 84.95%
CYP2D6 inhibition - 0.9193 91.93%
CYP1A2 inhibition - 0.8989 89.89%
CYP2C8 inhibition + 0.6448 64.48%
CYP inhibitory promiscuity - 0.9184 91.84%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7720 77.20%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9021 90.21%
Skin irritation - 0.7721 77.21%
Skin corrosion - 0.9494 94.94%
Ames mutagenesis + 0.5146 51.46%
Human Ether-a-go-go-Related Gene inhibition + 0.8353 83.53%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6477 64.77%
skin sensitisation - 0.8671 86.71%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6207 62.07%
Acute Oral Toxicity (c) III 0.5179 51.79%
Estrogen receptor binding + 0.7966 79.66%
Androgen receptor binding + 0.7181 71.81%
Thyroid receptor binding + 0.5952 59.52%
Glucocorticoid receptor binding + 0.7297 72.97%
Aromatase binding - 0.5162 51.62%
PPAR gamma + 0.7762 77.62%
Honey bee toxicity - 0.6702 67.02%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9456 94.56%

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 98.27% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.42% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.54% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 89.48% 94.73%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.18% 91.24%
CHEMBL340 P08684 Cytochrome P450 3A4 88.00% 91.19%
CHEMBL5028 O14672 ADAM10 87.39% 97.50%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.76% 94.80%
CHEMBL4208 P20618 Proteasome component C5 86.15% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.95% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.03% 99.17%
CHEMBL2581 P07339 Cathepsin D 83.36% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 82.74% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.88% 86.33%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.80% 94.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 81.07% 95.71%
CHEMBL221 P23219 Cyclooxygenase-1 81.06% 90.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.82% 90.71%
CHEMBL226 P30542 Adenosine A1 receptor 80.39% 95.93%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.10% 95.83%

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.
Alyxia reinwardtii

Cross-Links

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PubChem 14194333
LOTUS LTS0120385
wikiData Q105342941