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

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 95a4e1dd-3f14-4f0d-a381-d0b71171c18a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name [(1S,3R,8S,9S,10R,11R,13S,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-1,3,11-trihydroxy-10-methyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-13-yl]methyl acetate
SMILES (Canonical) CC(C)C(C)CCC(C)C1CCC2C1(CC(C3C2CC=C4C3(C(CC(C4)O)O)C)O)COC(=O)C
SMILES (Isomeric) C[C@H](CC[C@@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(C[C@H]([C@H]3[C@H]2CC=C4[C@@]3([C@H](C[C@@H](C4)O)O)C)O)COC(=O)C
InChI InChI=1S/C30H50O5/c1-17(2)18(3)7-8-19(4)24-11-12-25-23-10-9-21-13-22(32)14-27(34)29(21,6)28(23)26(33)15-30(24,25)16-35-20(5)31/h9,17-19,22-28,32-34H,7-8,10-16H2,1-6H3/t18-,19-,22-,23+,24-,25+,26-,27+,28-,29-,30+/m1/s1
InChI Key VWVGAKIXRHWYBH-HFHQKLKRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O5
Molecular Weight 490.70 g/mol
Exact Mass 490.36582469 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.12
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9862 98.62%
Caco-2 - 0.6779 67.79%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8108 81.08%
OATP2B1 inhibitior - 0.5762 57.62%
OATP1B1 inhibitior + 0.8492 84.92%
OATP1B3 inhibitior + 0.7970 79.70%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7135 71.35%
BSEP inhibitior + 0.8252 82.52%
P-glycoprotein inhibitior - 0.4547 45.47%
P-glycoprotein substrate + 0.6791 67.91%
CYP3A4 substrate + 0.7210 72.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8465 84.65%
CYP3A4 inhibition - 0.9216 92.16%
CYP2C9 inhibition - 0.8286 82.86%
CYP2C19 inhibition - 0.9151 91.51%
CYP2D6 inhibition - 0.9330 93.30%
CYP1A2 inhibition - 0.8461 84.61%
CYP2C8 inhibition + 0.5053 50.53%
CYP inhibitory promiscuity - 0.7793 77.93%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6560 65.60%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9484 94.84%
Skin irritation + 0.6295 62.95%
Skin corrosion - 0.9606 96.06%
Ames mutagenesis - 0.6715 67.15%
Human Ether-a-go-go-Related Gene inhibition - 0.5296 52.96%
Micronuclear - 0.8200 82.00%
Hepatotoxicity + 0.5660 56.60%
skin sensitisation - 0.8404 84.04%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.5863 58.63%
Acute Oral Toxicity (c) I 0.4311 43.11%
Estrogen receptor binding + 0.7278 72.78%
Androgen receptor binding + 0.7712 77.12%
Thyroid receptor binding - 0.5133 51.33%
Glucocorticoid receptor binding + 0.6456 64.56%
Aromatase binding + 0.6073 60.73%
PPAR gamma - 0.5068 50.68%
Honey bee toxicity - 0.6568 65.68%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5045 50.45%
Fish aquatic toxicity + 0.9944 99.44%

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 99.48% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.41% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.31% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 94.29% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.74% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.44% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.80% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.12% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.70% 93.56%
CHEMBL226 P30542 Adenosine A1 receptor 87.95% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.49% 86.33%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 84.53% 91.65%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.45% 94.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.48% 100.00%
CHEMBL5028 O14672 ADAM10 83.10% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.59% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.84% 90.71%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.38% 97.53%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.78% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 80.74% 91.19%

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.
There are no matching plants.

Cross-Links

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PubChem 162969322
LOTUS LTS0080944
wikiData Q105298295