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4-[2-[(2E,6E)-8-[2-[5-carboxy-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethoxy]-3,7-dimethyl-8-oxoocta-2,6-dienoyl]oxyethyl]-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid

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 a17b8394-6553-4bcb-bb4f-4941dda24aff
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name 4-[2-[(2E,6E)-8-[2-[5-carboxy-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethoxy]-3,7-dimethyl-8-oxoocta-2,6-dienoyl]oxyethyl]-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H58O22/c1-5-21-23(25(36(52)53)17-59-39(21)63-41-34(50)32(48)30(46)27(15-43)61-41)10-12-57-29(45)14-19(3)8-7-9-20(4)38(56)58-13-11-24-22(6-2)40(60-18-26(24)37(54)55)64-42-35(51)33(49)31(47)28(16-44)62-42/h5-6,9,14,17-18,21-24,27-28,30-35,39-44,46-51H,1-2,7-8,10-13,15-16H2,3-4H3,(H,52,53)(H,54,55)/b19-14+,20-9+/t21?,22?,23?,24?,27-,28-,30-,31-,32+,33+,34-,35-,39?,40?,41+,42+/m1/s1
InChI Key NFTKPZDGVJFCAB-NVUFEJFISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H58O22
Molecular Weight 914.90 g/mol
Exact Mass 914.34197347 g/mol
Topological Polar Surface Area (TPSA) 344.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -1.35
H-Bond Acceptor 20
H-Bond Donor 10
Rotatable Bonds 21

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[2-[(2E,6E)-8-[2-[5-carboxy-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethoxy]-3,7-dimethyl-8-oxoocta-2,6-dienoyl]oxyethyl]-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7778 77.78%
Caco-2 - 0.8618 86.18%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8327 83.27%
OATP2B1 inhibitior - 0.8637 86.37%
OATP1B1 inhibitior + 0.7877 78.77%
OATP1B3 inhibitior + 0.9067 90.67%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9159 91.59%
P-glycoprotein inhibitior + 0.7372 73.72%
P-glycoprotein substrate - 0.5745 57.45%
CYP3A4 substrate + 0.6583 65.83%
CYP2C9 substrate - 0.7949 79.49%
CYP2D6 substrate - 0.8933 89.33%
CYP3A4 inhibition - 0.7856 78.56%
CYP2C9 inhibition - 0.8432 84.32%
CYP2C19 inhibition - 0.8609 86.09%
CYP2D6 inhibition - 0.9062 90.62%
CYP1A2 inhibition - 0.8603 86.03%
CYP2C8 inhibition + 0.6053 60.53%
CYP inhibitory promiscuity - 0.9165 91.65%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7339 73.39%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9015 90.15%
Skin irritation - 0.7290 72.90%
Skin corrosion - 0.9395 93.95%
Ames mutagenesis + 0.5229 52.29%
Human Ether-a-go-go-Related Gene inhibition + 0.7157 71.57%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.7111 71.11%
skin sensitisation - 0.8776 87.76%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity + 0.4765 47.65%
Acute Oral Toxicity (c) III 0.6747 67.47%
Estrogen receptor binding + 0.7837 78.37%
Androgen receptor binding + 0.7295 72.95%
Thyroid receptor binding + 0.5850 58.50%
Glucocorticoid receptor binding + 0.7044 70.44%
Aromatase binding + 0.5895 58.95%
PPAR gamma + 0.7732 77.32%
Honey bee toxicity - 0.7168 71.68%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9008 90.08%

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 95.87% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.98% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.18% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 90.50% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.11% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.85% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.54% 99.17%
CHEMBL2581 P07339 Cathepsin D 87.70% 98.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.02% 94.62%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.39% 93.00%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 86.24% 83.57%
CHEMBL1811 P34995 Prostanoid EP1 receptor 85.40% 95.71%
CHEMBL5255 O00206 Toll-like receptor 4 80.73% 92.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.56% 91.24%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.00% 89.34%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101670643
LOTUS LTS0104791
wikiData Q105178674