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[(3S,8R,9S,10R,13R,14R,17R)-17-[(2R,5S)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hexadecanoate

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 a65c3ba9-ef65-48a4-b8a7-a2dbc4bc0f34
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
IUPAC Name [(3S,8R,9S,10R,13R,14R,17R)-17-[(2R,5S)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hexadecanoate
SMILES (Canonical) CCCCCCCCCCCCCCCC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4C(C)CCC(C)C(C)C)C)C
SMILES (Isomeric) CCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@@H]([C@H]3CC=C2C1)CC[C@@H]4[C@H](C)CC[C@H](C)C(C)C)C)C
InChI InChI=1S/C44H78O2/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-42(45)46-37-28-30-43(6)36(32-37)24-25-38-40-27-26-39(44(40,7)31-29-41(38)43)35(5)23-22-34(4)33(2)3/h24,33-35,37-41H,8-23,25-32H2,1-7H3/t34-,35+,37-,38+,39+,40+,41-,43-,44+/m0/s1
InChI Key BHGYUIZFHKUJAB-GJEPIYPISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C44H78O2
Molecular Weight 639.10 g/mol
Exact Mass 638.60018173 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 16.70
Atomic LogP (AlogP) 13.67
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8R,9S,10R,13R,14R,17R)-17-[(2R,5S)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hexadecanoate

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 - 0.7917 79.17%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.5662 56.62%
OATP2B1 inhibitior - 0.5642 56.42%
OATP1B1 inhibitior + 0.8955 89.55%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9807 98.07%
P-glycoprotein inhibitior + 0.7361 73.61%
P-glycoprotein substrate + 0.6454 64.54%
CYP3A4 substrate + 0.7446 74.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.8703 87.03%
CYP2C19 inhibition + 0.7387 73.87%
CYP2D6 inhibition - 0.9169 91.69%
CYP1A2 inhibition - 0.9248 92.48%
CYP2C8 inhibition + 0.5479 54.79%
CYP inhibitory promiscuity - 0.5066 50.66%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4961 49.61%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.8812 88.12%
Skin irritation - 0.5214 52.14%
Skin corrosion - 0.9823 98.23%
Ames mutagenesis - 0.8700 87.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3952 39.52%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5512 55.12%
skin sensitisation + 0.5849 58.49%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7798 77.98%
Acute Oral Toxicity (c) III 0.8186 81.86%
Estrogen receptor binding + 0.7744 77.44%
Androgen receptor binding + 0.7261 72.61%
Thyroid receptor binding - 0.6328 63.28%
Glucocorticoid receptor binding + 0.5651 56.51%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.5427 54.27%
Honey bee toxicity - 0.8335 83.35%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.7338 73.38%
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 99.27% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.43% 97.25%
CHEMBL240 Q12809 HERG 98.22% 89.76%
CHEMBL2581 P07339 Cathepsin D 97.92% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.92% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.49% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.03% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 93.48% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.45% 93.56%
CHEMBL5255 O00206 Toll-like receptor 4 91.81% 92.50%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 91.27% 85.94%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.98% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 90.56% 98.03%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 90.26% 97.29%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.75% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 89.49% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 89.05% 97.79%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.87% 92.86%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.54% 94.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.03% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.87% 90.71%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.54% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.22% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.73% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.18% 96.47%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.88% 89.05%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 81.43% 91.81%
CHEMBL221 P23219 Cyclooxygenase-1 81.29% 90.17%
CHEMBL233 P35372 Mu opioid receptor 80.35% 97.93%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 80.12% 94.97%
CHEMBL1871 P10275 Androgen Receptor 80.10% 96.43%

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.
Woodwardia orientalis

Cross-Links

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PubChem 162937576
LOTUS LTS0003052
wikiData Q104935940