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[(2R,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl] (2E,4S,5S,6E,8S,9S,10E,12S,13R,14S,16S,18S)-13-[6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5,9-dihydroxy-2,4,6,8,10,12,14,16,18-nonamethylicosa-2,6,10-trienoate

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 6031f112-6215-4e06-8748-19d971d2cd66
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name [(2R,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl] (2E,4S,5S,6E,8S,9S,10E,12S,13R,14S,16S,18S)-13-[6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5,9-dihydroxy-2,4,6,8,10,12,14,16,18-nonamethylicosa-2,6,10-trienoate
SMILES (Canonical) CCC(C)CC(C)CC(C)C(C(C)C=C(C)C(C(C)C=C(C)C(C(C)C=C(C)C(=O)OCC(C(C(C(CO)O)O)O)O)O)O)OC1C(C(C(C(O1)COC(=O)C)O)O)O
SMILES (Isomeric) CC[C@H](C)C[C@H](C)C[C@H](C)[C@H]([C@@H](C)/C=C(\C)/[C@H]([C@@H](C)/C=C(\C)/[C@H]([C@@H](C)/C=C(\C)/C(=O)OC[C@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O)O)O)OC1C(C(C(C(O1)COC(=O)C)O)O)O
InChI InChI=1S/C43H76O16/c1-12-21(2)13-22(3)14-27(8)41(59-43-40(54)39(53)38(52)33(58-43)20-56-30(11)45)28(9)16-25(6)34(48)23(4)15-24(5)35(49)26(7)17-29(10)42(55)57-19-32(47)37(51)36(50)31(46)18-44/h15-17,21-23,26-28,31-41,43-44,46-54H,12-14,18-20H2,1-11H3/b24-15+,25-16+,29-17+/t21-,22-,23-,26-,27-,28-,31+,32+,33?,34-,35+,36+,37+,38?,39?,40?,41+,43?/m0/s1
InChI Key IQGUPVKWTFQNJP-KLGMDKHESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H76O16
Molecular Weight 849.10 g/mol
Exact Mass 848.51333633 g/mol
Topological Polar Surface Area (TPSA) 273.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 1.29
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 25

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl] (2E,4S,5S,6E,8S,9S,10E,12S,13R,14S,16S,18S)-13-[6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5,9-dihydroxy-2,4,6,8,10,12,14,16,18-nonamethylicosa-2,6,10-trienoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4598 45.98%
Caco-2 - 0.8713 87.13%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7879 78.79%
OATP2B1 inhibitior - 0.8613 86.13%
OATP1B1 inhibitior + 0.8415 84.15%
OATP1B3 inhibitior + 0.9190 91.90%
MATE1 inhibitior - 0.9212 92.12%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8994 89.94%
P-glycoprotein inhibitior + 0.7201 72.01%
P-glycoprotein substrate + 0.5150 51.50%
CYP3A4 substrate + 0.6806 68.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8997 89.97%
CYP3A4 inhibition - 0.7492 74.92%
CYP2C9 inhibition - 0.8778 87.78%
CYP2C19 inhibition - 0.7938 79.38%
CYP2D6 inhibition - 0.9109 91.09%
CYP1A2 inhibition - 0.8579 85.79%
CYP2C8 inhibition + 0.5432 54.32%
CYP inhibitory promiscuity - 0.9607 96.07%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7528 75.28%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9071 90.71%
Skin irritation - 0.7625 76.25%
Skin corrosion - 0.9593 95.93%
Ames mutagenesis - 0.5691 56.91%
Human Ether-a-go-go-Related Gene inhibition + 0.6756 67.56%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8896 88.96%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity - 0.5556 55.56%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.5082 50.82%
Acute Oral Toxicity (c) III 0.6239 62.39%
Estrogen receptor binding + 0.8290 82.90%
Androgen receptor binding + 0.5813 58.13%
Thyroid receptor binding + 0.5614 56.14%
Glucocorticoid receptor binding + 0.7779 77.79%
Aromatase binding + 0.6185 61.85%
PPAR gamma + 0.7861 78.61%
Honey bee toxicity - 0.7355 73.55%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 0.8824 88.24%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.51% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.92% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.77% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.74% 85.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 94.78% 96.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 94.42% 97.21%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 93.85% 96.47%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.12% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 92.79% 94.73%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.58% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 91.22% 95.93%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 90.46% 98.75%
CHEMBL221 P23219 Cyclooxygenase-1 88.44% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.89% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.93% 99.23%
CHEMBL2360 P00492 Hypoxanthine-guanine phosphoribosyltransferase 85.79% 87.38%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.09% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.58% 100.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.21% 83.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.76% 96.00%

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 139587578
LOTUS LTS0209670
wikiData Q77569648