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[(2R,3R,4R,5S,6S)-2-[(2S,3R,4R,5S,6S)-2-[(2Z,6E)-3,7-dimethyl-8-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,6-dienoxy]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-5-hydroxy-6-methyl-4-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (2E,6Z)-8-hydroxy-2,6-dimethylocta-2,6-dienoate

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 1338b9b0-89e7-447e-a75a-82e3b2231674
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name [(2R,3R,4R,5S,6S)-2-[(2S,3R,4R,5S,6S)-2-[(2Z,6E)-3,7-dimethyl-8-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,6-dienoxy]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-5-hydroxy-6-methyl-4-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (2E,6Z)-8-hydroxy-2,6-dimethylocta-2,6-dienoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H72O20/c1-20(15-17-45)12-10-14-23(4)40(55)62-39-38(64-43-35(53)33(51)29(47)25(6)60-43)31(49)27(8)61-44(39)63-37-30(48)26(7)59-42(36(37)54)56-18-16-21(2)11-9-13-22(3)19-57-41-34(52)32(50)28(46)24(5)58-41/h13-16,24-39,41-54H,9-12,17-19H2,1-8H3/b20-15-,21-16-,22-13+,23-14+/t24-,25-,26-,27-,28-,29-,30-,31-,32+,33+,34+,35+,36+,37+,38+,39+,41-,42-,43+,44+/m0/s1
InChI Key WJQPFVUFJXLLJG-YTQLTMECSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C44H72O20
Molecular Weight 921.00 g/mol
Exact Mass 920.46169468 g/mol
Topological Polar Surface Area (TPSA) 302.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -0.73
H-Bond Acceptor 20
H-Bond Donor 10
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4R,5S,6S)-2-[(2S,3R,4R,5S,6S)-2-[(2Z,6E)-3,7-dimethyl-8-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,6-dienoxy]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-5-hydroxy-6-methyl-4-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (2E,6Z)-8-hydroxy-2,6-dimethylocta-2,6-dienoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6851 68.51%
Caco-2 - 0.8730 87.30%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8292 82.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8798 87.98%
OATP1B3 inhibitior + 0.8710 87.10%
MATE1 inhibitior - 0.8612 86.12%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9369 93.69%
P-glycoprotein inhibitior + 0.7319 73.19%
P-glycoprotein substrate - 0.6374 63.74%
CYP3A4 substrate + 0.6588 65.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8813 88.13%
CYP3A4 inhibition - 0.8817 88.17%
CYP2C9 inhibition - 0.8551 85.51%
CYP2C19 inhibition - 0.7923 79.23%
CYP2D6 inhibition - 0.8826 88.26%
CYP1A2 inhibition - 0.7833 78.33%
CYP2C8 inhibition + 0.4893 48.93%
CYP inhibitory promiscuity - 0.8622 86.22%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7087 70.87%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9045 90.45%
Skin irritation - 0.7104 71.04%
Skin corrosion - 0.9637 96.37%
Ames mutagenesis - 0.6354 63.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7116 71.16%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6644 66.44%
skin sensitisation - 0.8731 87.31%
Respiratory toxicity - 0.6667 66.67%
Reproductive toxicity - 0.5026 50.26%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.7183 71.83%
Acute Oral Toxicity (c) III 0.6878 68.78%
Estrogen receptor binding + 0.7856 78.56%
Androgen receptor binding + 0.5391 53.91%
Thyroid receptor binding + 0.5602 56.02%
Glucocorticoid receptor binding + 0.7577 75.77%
Aromatase binding + 0.5475 54.75%
PPAR gamma + 0.7954 79.54%
Honey bee toxicity - 0.7312 73.12%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5055 50.55%
Fish aquatic toxicity + 0.9591 95.91%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.95% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.75% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.22% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.53% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 88.50% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.39% 86.33%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.12% 94.33%
CHEMBL2581 P07339 Cathepsin D 85.09% 98.95%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 84.65% 97.47%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 84.12% 83.57%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.86% 97.36%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.91% 96.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.58% 91.24%
CHEMBL340 P08684 Cytochrome P450 3A4 82.34% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 82.17% 92.50%

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.
Vangueria agrestis

Cross-Links

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PubChem 162906201
LOTUS LTS0095744
wikiData Q105306997