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(5S,8S,9S,10R,11S,13S,14S,17S)-11-hydroxy-17-[(E,2R)-2-hydroxy-4,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-3,4,5,6,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-one

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 f75f9c46-b715-432f-8b1d-5d8369fa64fc
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids
IUPAC Name (5S,8S,9S,10R,11S,13S,14S,17S)-11-hydroxy-17-[(E,2R)-2-hydroxy-4,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-3,4,5,6,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-one
SMILES (Canonical) CC(C)CC(=CC(C)(C1CCC2C1(CC(C3C2C(=O)CC4C3(C=CCC4)C)O)C)O)C
SMILES (Isomeric) CC(C)C/C(=C/[C@](C)([C@H]1CC[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2C(=O)C[C@H]4[C@@]3(C=CCC4)C)O)C)O)/C
InChI InChI=1S/C28H44O3/c1-17(2)13-18(3)15-28(6,31)23-11-10-20-24-21(29)14-19-9-7-8-12-26(19,4)25(24)22(30)16-27(20,23)5/h8,12,15,17,19-20,22-25,30-31H,7,9-11,13-14,16H2,1-6H3/b18-15+/t19-,20-,22-,23-,24+,25-,26-,27-,28+/m0/s1
InChI Key JUCMOUIPZMOWPI-RKUWDNPYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H44O3
Molecular Weight 428.60 g/mol
Exact Mass 428.32904526 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 5.90
Atomic LogP (AlogP) 5.70
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5S,8S,9S,10R,11S,13S,14S,17S)-11-hydroxy-17-[(E,2R)-2-hydroxy-4,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-3,4,5,6,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-one

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 - 0.5455 54.55%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7835 78.35%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8610 86.10%
OATP1B3 inhibitior + 0.9529 95.29%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6000 60.00%
BSEP inhibitior + 0.9211 92.11%
P-glycoprotein inhibitior - 0.4844 48.44%
P-glycoprotein substrate + 0.6459 64.59%
CYP3A4 substrate + 0.6991 69.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8260 82.60%
CYP3A4 inhibition - 0.7583 75.83%
CYP2C9 inhibition - 0.9012 90.12%
CYP2C19 inhibition - 0.9083 90.83%
CYP2D6 inhibition - 0.9596 95.96%
CYP1A2 inhibition - 0.9517 95.17%
CYP2C8 inhibition + 0.4623 46.23%
CYP inhibitory promiscuity - 0.6715 67.15%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6013 60.13%
Eye corrosion - 0.9961 99.61%
Eye irritation - 0.9558 95.58%
Skin irritation + 0.6350 63.50%
Skin corrosion - 0.9660 96.60%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4075 40.75%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.5231 52.31%
skin sensitisation + 0.5000 50.00%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity + 0.6880 68.80%
Acute Oral Toxicity (c) III 0.5461 54.61%
Estrogen receptor binding + 0.8545 85.45%
Androgen receptor binding + 0.7118 71.18%
Thyroid receptor binding + 0.6622 66.22%
Glucocorticoid receptor binding + 0.8274 82.74%
Aromatase binding + 0.6143 61.43%
PPAR gamma + 0.6386 63.86%
Honey bee toxicity - 0.7850 78.50%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.70% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.83% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.45% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.03% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.17% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.14% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 91.48% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.56% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.16% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.88% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.48% 96.61%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 88.34% 89.34%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.05% 82.69%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 87.67% 90.93%
CHEMBL3401 O75469 Pregnane X receptor 87.54% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.11% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.01% 96.77%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.08% 90.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.14% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.29% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.22% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.00% 86.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.57% 92.88%
CHEMBL1937 Q92769 Histone deacetylase 2 80.64% 94.75%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.18% 95.71%

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 162919242
LOTUS LTS0230463
wikiData Q105135151