[(1R,4aR,4bS,7R,10aR)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthren-1-yl]methyl hexadecanoate

Details

Top
Internal ID 5069a6fe-ffdb-4f14-b41c-8713976dfddb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(1R,4aR,4bS,7R,10aR)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthren-1-yl]methyl hexadecanoate
SMILES (Canonical) CCCCCCCCCCCCCCCC(=O)OCC1(CCCC2(C1CCC3=CC(CCC32)(C)C=C)C)C
SMILES (Isomeric) CCCCCCCCCCCCCCCC(=O)OC[C@@]1(CCC[C@]2([C@H]1CCC3=C[C@@](CC[C@@H]32)(C)C=C)C)C
InChI InChI=1S/C36H62O2/c1-6-8-9-10-11-12-13-14-15-16-17-18-19-21-33(37)38-29-35(4)25-20-26-36(5)31-24-27-34(3,7-2)28-30(31)22-23-32(35)36/h7,28,31-32H,2,6,8-27,29H2,1,3-5H3/t31-,32-,34-,35-,36+/m0/s1
InChI Key OHTHYVMUIPPBMK-LCOVOGNHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H62O2
Molecular Weight 526.90 g/mol
Exact Mass 526.47498122 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 13.50
Atomic LogP (AlogP) 11.15
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 17

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,4aR,4bS,7R,10aR)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthren-1-yl]methyl hexadecanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.6657 66.57%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Plasma membrane 0.4137 41.37%
OATP2B1 inhibitior - 0.5745 57.45%
OATP1B1 inhibitior + 0.8428 84.28%
OATP1B3 inhibitior + 0.9166 91.66%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9482 94.82%
P-glycoprotein inhibitior + 0.6737 67.37%
P-glycoprotein substrate - 0.6633 66.33%
CYP3A4 substrate + 0.6537 65.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.6955 69.55%
CYP2C9 inhibition - 0.6035 60.35%
CYP2C19 inhibition + 0.6324 63.24%
CYP2D6 inhibition - 0.8672 86.72%
CYP1A2 inhibition - 0.7291 72.91%
CYP2C8 inhibition + 0.6738 67.38%
CYP inhibitory promiscuity + 0.5275 52.75%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8000 80.00%
Carcinogenicity (trinary) Non-required 0.4930 49.30%
Eye corrosion - 0.9428 94.28%
Eye irritation - 0.8632 86.32%
Skin irritation - 0.7825 78.25%
Skin corrosion - 0.9871 98.71%
Ames mutagenesis - 0.8900 89.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6468 64.68%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6947 69.47%
skin sensitisation - 0.6013 60.13%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.8834 88.34%
Acute Oral Toxicity (c) III 0.8405 84.05%
Estrogen receptor binding + 0.7136 71.36%
Androgen receptor binding + 0.6348 63.48%
Thyroid receptor binding - 0.6150 61.50%
Glucocorticoid receptor binding + 0.6454 64.54%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.5382 53.82%
Honey bee toxicity - 0.8870 88.70%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.8293 82.93%
Fish aquatic toxicity + 1.0000 100.00%

Targets

Top

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 97.82% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.60% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.71% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.53% 99.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 93.39% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 91.69% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 91.59% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.17% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 91.06% 90.17%
CHEMBL2581 P07339 Cathepsin D 90.28% 98.95%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 89.79% 92.86%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 89.67% 90.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.00% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.65% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.33% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.20% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.83% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.99% 91.24%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 84.97% 97.29%
CHEMBL240 Q12809 HERG 84.80% 89.76%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.36% 97.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.51% 93.56%
CHEMBL299 P17252 Protein kinase C alpha 82.48% 98.03%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 82.26% 85.94%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.67% 92.62%
CHEMBL5028 O14672 ADAM10 81.41% 97.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.29% 95.17%
CHEMBL2996 Q05655 Protein kinase C delta 80.90% 97.79%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.45% 92.94%

Plants that contains it

Top
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.
Juniperus brevifolia

Cross-Links

Top
PubChem 163091764
LOTUS LTS0232030
wikiData Q105192251