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[(2R,3R,5R,10S,11R,12R,13R,17R)-12-acetyloxy-11-hydroxy-17-[4-[2-(2-hydroxypropan-2-yl)oxiran-2-yl]butan-2-yl]-4,4,10,13-tetramethyl-3-sulfooxy-1,2,3,5,6,7,11,12,16,17-decahydrocyclopenta[a]phenanthren-2-yl] 3-hydroxyhexadecanoate

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 01fbe8d7-afa5-49e6-90c5-c2c78b788617
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
IUPAC Name [(2R,3R,5R,10S,11R,12R,13R,17R)-12-acetyloxy-11-hydroxy-17-[4-[2-(2-hydroxypropan-2-yl)oxiran-2-yl]butan-2-yl]-4,4,10,13-tetramethyl-3-sulfooxy-1,2,3,5,6,7,11,12,16,17-decahydrocyclopenta[a]phenanthren-2-yl] 3-hydroxyhexadecanoate
SMILES (Canonical) CCCCCCCCCCCCCC(CC(=O)OC1CC2(C(CCC3=C2C(C(C4(C3=CCC4C(C)CCC5(CO5)C(C)(C)O)C)OC(=O)C)O)C(C1OS(=O)(=O)O)(C)C)C)O
SMILES (Isomeric) CCCCCCCCCCCCCC(CC(=O)O[C@@H]1C[C@]2([C@@H](CCC3=C2[C@H]([C@@H]([C@]4(C3=CC[C@@H]4C(C)CCC5(CO5)C(C)(C)O)C)OC(=O)C)O)C([C@H]1OS(=O)(=O)O)(C)C)C)O
InChI InChI=1S/C48H80O12S/c1-10-11-12-13-14-15-16-17-18-19-20-21-33(50)28-39(51)59-37-29-46(8)38(44(4,5)42(37)60-61(54,55)56)25-22-34-36-24-23-35(31(2)26-27-48(30-57-48)45(6,7)53)47(36,9)43(58-32(3)49)41(52)40(34)46/h24,31,33,35,37-38,41-43,50,52-53H,10-23,25-30H2,1-9H3,(H,54,55,56)/t31?,33?,35-,37-,38+,41-,42+,43+,46+,47-,48?/m1/s1
InChI Key SDQOGVWVNYFQPK-ANIQVBTNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H80O12S
Molecular Weight 881.20 g/mol
Exact Mass 880.53704916 g/mol
Topological Polar Surface Area (TPSA) 198.00 Ų
XlogP 8.90
Atomic LogP (AlogP) 8.90
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 23

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,5R,10S,11R,12R,13R,17R)-12-acetyloxy-11-hydroxy-17-[4-[2-(2-hydroxypropan-2-yl)oxiran-2-yl]butan-2-yl]-4,4,10,13-tetramethyl-3-sulfooxy-1,2,3,5,6,7,11,12,16,17-decahydrocyclopenta[a]phenanthren-2-yl] 3-hydroxyhexadecanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9775 97.75%
Caco-2 - 0.8536 85.36%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5008 50.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8325 83.25%
OATP1B3 inhibitior + 0.9315 93.15%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8276 82.76%
BSEP inhibitior + 0.9702 97.02%
P-glycoprotein inhibitior + 0.7616 76.16%
P-glycoprotein substrate + 0.7890 78.90%
CYP3A4 substrate + 0.7375 73.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8723 87.23%
CYP3A4 inhibition - 0.7081 70.81%
CYP2C9 inhibition - 0.7140 71.40%
CYP2C19 inhibition - 0.7120 71.20%
CYP2D6 inhibition - 0.8597 85.97%
CYP1A2 inhibition - 0.7390 73.90%
CYP2C8 inhibition + 0.7445 74.45%
CYP inhibitory promiscuity - 0.7421 74.21%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.5500 55.00%
Carcinogenicity (trinary) Non-required 0.5688 56.88%
Eye corrosion - 0.9782 97.82%
Eye irritation - 0.9045 90.45%
Skin irritation - 0.7372 73.72%
Skin corrosion - 0.8985 89.85%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7036 70.36%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.5448 54.48%
skin sensitisation - 0.8389 83.89%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.7196 71.96%
Acute Oral Toxicity (c) III 0.5692 56.92%
Estrogen receptor binding + 0.8045 80.45%
Androgen receptor binding + 0.7389 73.89%
Thyroid receptor binding - 0.5185 51.85%
Glucocorticoid receptor binding + 0.7169 71.69%
Aromatase binding + 0.6212 62.12%
PPAR gamma + 0.7460 74.60%
Honey bee toxicity - 0.6499 64.99%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6718 67.18%
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
CHEMBL2581 P07339 Cathepsin D 99.66% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.24% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.70% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.64% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 96.70% 93.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.44% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 93.33% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 93.03% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 92.80% 97.79%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 91.64% 94.33%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 91.11% 97.29%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 90.91% 82.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.79% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.64% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.62% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.12% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.88% 97.14%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.99% 89.05%
CHEMBL4581 P52732 Kinesin-like protein 1 88.51% 93.18%
CHEMBL3401 O75469 Pregnane X receptor 88.24% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.87% 95.89%
CHEMBL4361 Q07820 Induced myeloid leukemia cell differentiation protein Mcl-1 86.58% 95.52%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.51% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.22% 99.23%
CHEMBL4588 P22894 Matrix metalloproteinase 8 84.95% 94.66%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.94% 96.90%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.86% 95.71%
CHEMBL5255 O00206 Toll-like receptor 4 84.06% 92.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.94% 92.94%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.59% 96.77%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.46% 95.17%
CHEMBL4444 P04070 Vitamin K-dependent protein C 83.09% 93.89%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 82.78% 99.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.70% 85.31%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.65% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 82.50% 91.19%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.40% 96.38%
CHEMBL2514 O95665 Neurotensin receptor 2 81.51% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.41% 89.00%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.35% 80.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.03% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.76% 86.33%
CHEMBL3238 P23786 Carnitine palmitoyltransferase 2 80.22% 94.05%

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 139586754
LOTUS LTS0068761
wikiData Q77513665