[(1S,3R,6S,7S,8S,11S,12S,15R,16R)-7,12,16-trimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (9Z,12Z,15Z)-octadeca-9,12,15-trienoate

Details

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Internal ID 3b45c0b8-9007-49ef-b129-c4a1b5069b8c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name [(1S,3R,6S,7S,8S,11S,12S,15R,16R)-7,12,16-trimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
SMILES (Canonical) CCC=CCC=CCC=CCCCCCCCC(=O)OC1CCC23CC24CCC5(C(CCC5(C4CCC3C1C)C)C(C)CCC(=C)C(C)C)C
SMILES (Isomeric) CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)O[C@H]1CC[C@]23C[C@]24CC[C@@]5([C@H](CC[C@]5([C@@H]4CC[C@H]3[C@@H]1C)C)[C@H](C)CCC(=C)C(C)C)C
InChI InChI=1S/C48H78O2/c1-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-44(49)50-42-30-32-47-35-48(47)34-33-45(7)40(38(5)26-25-37(4)36(2)3)29-31-46(45,8)43(48)28-27-41(47)39(42)6/h10-11,13-14,16-17,36,38-43H,4,9,12,15,18-35H2,1-3,5-8H3/b11-10-,14-13-,17-16-/t38-,39+,40-,41+,42+,43+,45-,46+,47-,48+/m1/s1
InChI Key DAMHTSCQIZTQEP-MNYNHIKTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H78O2
Molecular Weight 687.10 g/mol
Exact Mass 686.60018173 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 16.60
Atomic LogP (AlogP) 14.17
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,6S,7S,8S,11S,12S,15R,16R)-7,12,16-trimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (9Z,12Z,15Z)-octadeca-9,12,15-trienoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.8314 83.14%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5251 52.51%
OATP2B1 inhibitior - 0.5652 56.52%
OATP1B1 inhibitior + 0.7729 77.29%
OATP1B3 inhibitior + 0.9030 90.30%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9709 97.09%
P-glycoprotein inhibitior + 0.7446 74.46%
P-glycoprotein substrate + 0.6352 63.52%
CYP3A4 substrate + 0.7199 71.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8593 85.93%
CYP3A4 inhibition - 0.7619 76.19%
CYP2C9 inhibition - 0.7709 77.09%
CYP2C19 inhibition + 0.6577 65.77%
CYP2D6 inhibition - 0.9241 92.41%
CYP1A2 inhibition - 0.7947 79.47%
CYP2C8 inhibition + 0.6757 67.57%
CYP inhibitory promiscuity - 0.5453 54.53%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5522 55.22%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9033 90.33%
Skin irritation - 0.5874 58.74%
Skin corrosion - 0.9742 97.42%
Ames mutagenesis - 0.6282 62.82%
Human Ether-a-go-go-Related Gene inhibition - 0.3691 36.91%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5589 55.89%
skin sensitisation + 0.5546 55.46%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8863 88.63%
Acute Oral Toxicity (c) III 0.7207 72.07%
Estrogen receptor binding + 0.7603 76.03%
Androgen receptor binding + 0.7658 76.58%
Thyroid receptor binding - 0.5381 53.81%
Glucocorticoid receptor binding + 0.6947 69.47%
Aromatase binding + 0.5967 59.67%
PPAR gamma + 0.6408 64.08%
Honey bee toxicity - 0.7446 74.46%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6424 64.24%
Fish aquatic toxicity + 1.0000 100.00%

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 98.66% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.95% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.71% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.43% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 95.73% 90.17%
CHEMBL233 P35372 Mu opioid receptor 95.24% 97.93%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 94.28% 95.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.32% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.18% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 91.58% 97.79%
CHEMBL239 Q07869 Peroxisome proliferator-activated receptor alpha 91.39% 90.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.91% 100.00%
CHEMBL325 Q13547 Histone deacetylase 1 90.01% 95.92%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.31% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.41% 96.47%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.88% 93.56%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 86.65% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.49% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 86.48% 94.75%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 86.43% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.36% 96.95%
CHEMBL1829 O15379 Histone deacetylase 3 86.35% 95.00%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 85.96% 85.94%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.69% 92.86%
CHEMBL5255 O00206 Toll-like receptor 4 85.16% 92.50%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 84.72% 85.30%
CHEMBL5203 P33316 dUTP pyrophosphatase 84.63% 99.18%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.37% 96.38%
CHEMBL3492 P49721 Proteasome Macropain subunit 84.36% 90.24%
CHEMBL340 P08684 Cytochrome P450 3A4 84.07% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.04% 92.62%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 83.92% 96.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.72% 96.61%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.28% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.07% 93.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.61% 90.71%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 82.20% 99.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.02% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.44% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.88% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.41% 95.89%

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.
Goniophlebium mengtzeense

Cross-Links

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PubChem 42604224
LOTUS LTS0177826
wikiData Q104973688