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(2Z,4E,6S,7S,8R,9R,10R)-10-[(3S,4R,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-3-yl]-7,9-dihydroxy-2-(hydroxymethyl)-6,8-dimethylundeca-2,4-dienamide

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 3c27dbf4-9e3e-4fd6-b04a-f0e7c1c2873a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (2Z,4E,6S,7S,8R,9R,10R)-10-[(3S,4R,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-3-yl]-7,9-dihydroxy-2-(hydroxymethyl)-6,8-dimethylundeca-2,4-dienamide
SMILES (Canonical) CC1C2CCC(O2)(OC1C(C)C(C(C)C(C(C)C=CC=C(CO)C(=O)N)O)O)C
SMILES (Isomeric) C[C@@H]1[C@@H]2CCC(O2)(O[C@H]1[C@H](C)[C@@H]([C@H](C)[C@H]([C@@H](C)/C=C/C=C(/CO)\C(=O)N)O)O)C
InChI InChI=1S/C22H37NO6/c1-12(7-6-8-16(11-24)21(23)27)18(25)14(3)19(26)15(4)20-13(2)17-9-10-22(5,28-17)29-20/h6-8,12-15,17-20,24-26H,9-11H2,1-5H3,(H2,23,27)/b7-6+,16-8-/t12-,13+,14+,15+,17-,18-,19+,20+,22?/m0/s1
InChI Key QWSYKJZSJYRUSS-NXOSNSRDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H37NO6
Molecular Weight 411.50 g/mol
Exact Mass 411.26208790 g/mol
Topological Polar Surface Area (TPSA) 122.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.51
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2Z,4E,6S,7S,8R,9R,10R)-10-[(3S,4R,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-3-yl]-7,9-dihydroxy-2-(hydroxymethyl)-6,8-dimethylundeca-2,4-dienamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7893 78.93%
Caco-2 - 0.6941 69.41%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5352 53.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8948 89.48%
OATP1B3 inhibitior + 0.9343 93.43%
MATE1 inhibitior - 0.8812 88.12%
OCT2 inhibitior - 0.8102 81.02%
BSEP inhibitior - 0.6535 65.35%
P-glycoprotein inhibitior - 0.6873 68.73%
P-glycoprotein substrate - 0.5575 55.75%
CYP3A4 substrate + 0.6380 63.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8884 88.84%
CYP3A4 inhibition - 0.8712 87.12%
CYP2C9 inhibition - 0.8050 80.50%
CYP2C19 inhibition - 0.7943 79.43%
CYP2D6 inhibition - 0.9229 92.29%
CYP1A2 inhibition - 0.7896 78.96%
CYP2C8 inhibition - 0.6068 60.68%
CYP inhibitory promiscuity - 0.8705 87.05%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5984 59.84%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.9762 97.62%
Skin irritation - 0.7575 75.75%
Skin corrosion - 0.9238 92.38%
Ames mutagenesis - 0.6540 65.40%
Human Ether-a-go-go-Related Gene inhibition - 0.6641 66.41%
Micronuclear + 0.5300 53.00%
Hepatotoxicity - 0.5476 54.76%
skin sensitisation - 0.8354 83.54%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.7603 76.03%
Acute Oral Toxicity (c) III 0.5933 59.33%
Estrogen receptor binding + 0.6017 60.17%
Androgen receptor binding - 0.5275 52.75%
Thyroid receptor binding + 0.6269 62.69%
Glucocorticoid receptor binding + 0.5876 58.76%
Aromatase binding + 0.5995 59.95%
PPAR gamma + 0.5942 59.42%
Honey bee toxicity - 0.8322 83.22%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.8100 81.00%
Fish aquatic toxicity - 0.5758 57.58%

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 97.23% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.59% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.37% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.31% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.04% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.92% 96.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.28% 97.09%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 90.12% 95.71%
CHEMBL233 P35372 Mu opioid receptor 89.31% 97.93%
CHEMBL2094135 Q96BI3 Gamma-secretase 87.77% 98.05%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.87% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.58% 91.07%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.56% 96.21%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.32% 98.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.08% 96.95%
CHEMBL3837 P07711 Cathepsin L 84.98% 96.61%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.41% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 83.69% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 82.07% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.89% 95.89%
CHEMBL236 P41143 Delta opioid receptor 81.49% 99.35%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.21% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.55% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 80.45% 90.17%
CHEMBL2514 O95665 Neurotensin receptor 2 80.32% 100.00%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 80.12% 88.81%

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 163188237
LOTUS LTS0192755
wikiData Q105229378