[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-1-acetyl-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] (3R)-3-acetyloxyhexadecanoate

Details

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Internal ID 6b54f249-51bc-487e-94b2-a157b6c0260a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives
IUPAC Name [(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-1-acetyl-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] (3R)-3-acetyloxyhexadecanoate
SMILES (Canonical) CCCCCCCCCCCCCC(CC(=O)OC1CCC2(C3CCC4C5C(CCC5(CCC4(C3(CCC2C1(C)C)C)C)C)C(=O)C)C)OC(=O)C
SMILES (Isomeric) CCCCCCCCCCCCC[C@H](CC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@@H]4[C@H]5[C@@H](CC[C@@]5(CC[C@]4([C@@]3(CC[C@H]2C1(C)C)C)C)C)C(=O)C)C)OC(=O)C
InChI InChI=1S/C47H80O5/c1-10-11-12-13-14-15-16-17-18-19-20-21-35(51-34(3)49)32-41(50)52-40-26-28-45(7)38(43(40,4)5)25-29-47(9)39(45)23-22-37-42-36(33(2)48)24-27-44(42,6)30-31-46(37,47)8/h35-40,42H,10-32H2,1-9H3/t35-,36+,37-,38+,39-,40+,42-,44-,45+,46-,47-/m1/s1
InChI Key QOUAAFGNWCICTB-RXGPGQTPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C47H80O5
Molecular Weight 725.10 g/mol
Exact Mass 724.60057565 g/mol
Topological Polar Surface Area (TPSA) 69.70 Ų
XlogP 15.00
Atomic LogP (AlogP) 12.61
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-1-acetyl-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] (3R)-3-acetyloxyhexadecanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9954 99.54%
Caco-2 - 0.8347 83.47%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7115 71.15%
OATP2B1 inhibitior - 0.5651 56.51%
OATP1B1 inhibitior + 0.8586 85.86%
OATP1B3 inhibitior + 0.9743 97.43%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9065 90.65%
P-glycoprotein inhibitior + 0.7696 76.96%
P-glycoprotein substrate + 0.5111 51.11%
CYP3A4 substrate + 0.7518 75.18%
CYP2C9 substrate - 0.7941 79.41%
CYP2D6 substrate - 0.8488 84.88%
CYP3A4 inhibition - 0.8467 84.67%
CYP2C9 inhibition - 0.7553 75.53%
CYP2C19 inhibition - 0.8028 80.28%
CYP2D6 inhibition - 0.9630 96.30%
CYP1A2 inhibition - 0.9396 93.96%
CYP2C8 inhibition + 0.6939 69.39%
CYP inhibitory promiscuity - 0.8853 88.53%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6365 63.65%
Eye corrosion - 0.9829 98.29%
Eye irritation - 0.8873 88.73%
Skin irritation - 0.6453 64.53%
Skin corrosion - 0.9372 93.72%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4556 45.56%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.8448 84.48%
skin sensitisation - 0.8308 83.08%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.4739 47.39%
Acute Oral Toxicity (c) III 0.6350 63.50%
Estrogen receptor binding + 0.7335 73.35%
Androgen receptor binding + 0.7653 76.53%
Thyroid receptor binding - 0.5384 53.84%
Glucocorticoid receptor binding + 0.6179 61.79%
Aromatase binding + 0.6170 61.70%
PPAR gamma + 0.6483 64.83%
Honey bee toxicity - 0.7108 71.08%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.7782 77.82%
Fish aquatic toxicity + 0.9971 99.71%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.52% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.12% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.17% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.62% 97.25%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 95.18% 92.86%
CHEMBL2996 Q05655 Protein kinase C delta 94.86% 97.79%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 94.77% 97.29%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.21% 82.69%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 93.38% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 93.18% 98.03%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.45% 96.38%
CHEMBL5255 O00206 Toll-like receptor 4 91.43% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.21% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.79% 100.00%
CHEMBL233 P35372 Mu opioid receptor 89.28% 97.93%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 88.73% 82.50%
CHEMBL340 P08684 Cytochrome P450 3A4 88.34% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.74% 93.56%
CHEMBL236 P41143 Delta opioid receptor 87.72% 99.35%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.60% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.77% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.34% 91.11%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.00% 92.62%
CHEMBL1937 Q92769 Histone deacetylase 2 84.77% 94.75%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 84.75% 95.36%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.46% 97.50%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 84.34% 96.00%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 83.84% 92.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.74% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.24% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.07% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.35% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.26% 96.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.09% 93.00%
CHEMBL202 P00374 Dihydrofolate reductase 82.06% 89.92%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.70% 96.47%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.48% 95.17%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 80.36% 96.25%

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.
Solidago canadensis

Cross-Links

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PubChem 68661906
LOTUS LTS0268366
wikiData Q105225129