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(5S,8S,9S,10R,13S,14S,17S)-17-[(2S)-2-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-4,5,6,8,9,12,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthrene-7,11-dione

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 f35b0107-3497-4176-9222-4ad06679c706
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids
IUPAC Name (5S,8S,9S,10R,13S,14S,17S)-17-[(2S)-2-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-4,5,6,8,9,12,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthrene-7,11-dione
SMILES (Canonical) CC(C)CCCC(C)(C1CCC2C1(CC(=O)C3C2C(=O)CC4C3(C=CCC4)C)C)O
SMILES (Isomeric) CC(C)CCC[C@@](C)([C@H]1CC[C@@H]2[C@@]1(CC(=O)[C@H]3[C@H]2C(=O)C[C@H]4[C@@]3(C=CCC4)C)C)O
InChI InChI=1S/C27H42O3/c1-17(2)9-8-14-27(5,30)22-12-11-19-23-20(28)15-18-10-6-7-13-25(18,3)24(23)21(29)16-26(19,22)4/h7,13,17-19,22-24,30H,6,8-12,14-16H2,1-5H3/t18-,19-,22-,23+,24-,25-,26-,27-/m0/s1
InChI Key RZWSJYQJDMMWTQ-DLOHOKAVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H42O3
Molecular Weight 414.60 g/mol
Exact Mass 414.31339520 g/mol
Topological Polar Surface Area (TPSA) 54.40 Ų
XlogP 5.50
Atomic LogP (AlogP) 5.75
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5S,8S,9S,10R,13S,14S,17S)-17-[(2S)-2-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-4,5,6,8,9,12,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthrene-7,11-dione

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 - 0.5142 51.42%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.8371 83.71%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9062 90.62%
OATP1B3 inhibitior + 0.9611 96.11%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior + 0.9157 91.57%
P-glycoprotein inhibitior - 0.4404 44.04%
P-glycoprotein substrate + 0.5462 54.62%
CYP3A4 substrate + 0.6729 67.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8353 83.53%
CYP3A4 inhibition - 0.7616 76.16%
CYP2C9 inhibition - 0.8693 86.93%
CYP2C19 inhibition - 0.8665 86.65%
CYP2D6 inhibition - 0.9714 97.14%
CYP1A2 inhibition - 0.9610 96.10%
CYP2C8 inhibition - 0.6789 67.89%
CYP inhibitory promiscuity - 0.8916 89.16%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6824 68.24%
Eye corrosion - 0.9933 99.33%
Eye irritation - 0.9500 95.00%
Skin irritation + 0.6391 63.91%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6792 67.92%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.5906 59.06%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.5719 57.19%
Acute Oral Toxicity (c) III 0.4267 42.67%
Estrogen receptor binding + 0.8515 85.15%
Androgen receptor binding + 0.6936 69.36%
Thyroid receptor binding + 0.5967 59.67%
Glucocorticoid receptor binding + 0.8791 87.91%
Aromatase binding + 0.5715 57.15%
PPAR gamma + 0.5878 58.78%
Honey bee toxicity - 0.8820 88.20%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9927 99.27%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.42% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.40% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.24% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.98% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.45% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.89% 97.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.04% 85.31%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.37% 95.89%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 87.22% 97.29%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.35% 92.88%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.23% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 86.15% 97.79%
CHEMBL1907 P15144 Aminopeptidase N 85.79% 93.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.51% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.03% 90.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.02% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.13% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.84% 93.56%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.81% 95.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.22% 96.77%
CHEMBL3401 O75469 Pregnane X receptor 82.11% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.73% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.30% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.06% 86.33%
CHEMBL1902 P62942 FK506-binding protein 1A 80.84% 97.05%
CHEMBL222 P23975 Norepinephrine transporter 80.04% 96.06%

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 162981889
LOTUS LTS0056437
wikiData Q105248677