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5beta,20xi-Cholest-7-en-6-one, 22,25-epoxy-2beta,3beta,14,20-tetrahydroxy-

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 8114de3a-f2e2-45be-aedd-08d7f59d7b99
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(1S)-1-(5,5-dimethyloxolan-2-yl)-1-hydroxyethyl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC1(CCC(O1)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)C
SMILES (Isomeric) C[C@]12CC[C@H]3C(=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)[C@@]1(CC[C@@H]2[C@@](C)(C5CCC(O5)(C)C)O)O
InChI InChI=1S/C27H42O6/c1-23(2)9-8-22(33-23)26(5,31)21-7-11-27(32)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-32H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,22?,24+,25+,26-,27+/m0/s1
InChI Key JWXMXJQGIRXWDG-MRHAYEGBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H42O6
Molecular Weight 462.60 g/mol
Exact Mass 462.29813906 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.90
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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Schidasteron
JWXMXJQGIRXWDG-MRHAYEGBSA-N
20-(5,5-Dimethyltetrahydro-2-furanyl)-2,3,14,20-tetrahydroxypregn-7-en-6-one #
5.beta.,20.Xi.-Cholest-7-en-6-one, 22,25-epoxy-2.beta.,3.beta.,14,20-tetrahydroxy-
Cholest-7-en-6-one, 22,25-epoxy-2,3,14,20-tetrahydroxy-, (2.beta.,3.beta.,5.beta.)-
Cholest-7-en-6-one, 22,25-epoxy-2,3,14,20-tetrahydroxy-, (2.beta.,3.beta.,5.beta.,20.xi.)-

2D Structure

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2D Structure of 5beta,20xi-Cholest-7-en-6-one, 22,25-epoxy-2beta,3beta,14,20-tetrahydroxy-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9924 99.24%
Caco-2 + 0.5585 55.85%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Mitochondria 0.7988 79.88%
OATP2B1 inhibitior - 0.8570 85.70%
OATP1B1 inhibitior + 0.8924 89.24%
OATP1B3 inhibitior + 0.9616 96.16%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5571 55.71%
BSEP inhibitior - 0.4800 48.00%
P-glycoprotein inhibitior - 0.6609 66.09%
P-glycoprotein substrate - 0.5793 57.93%
CYP3A4 substrate + 0.6920 69.20%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8796 87.96%
CYP3A4 inhibition - 0.6975 69.75%
CYP2C9 inhibition - 0.8290 82.90%
CYP2C19 inhibition - 0.7927 79.27%
CYP2D6 inhibition - 0.9254 92.54%
CYP1A2 inhibition - 0.7549 75.49%
CYP2C8 inhibition - 0.6689 66.89%
CYP inhibitory promiscuity - 0.8804 88.04%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5401 54.01%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9501 95.01%
Skin irritation + 0.5881 58.81%
Skin corrosion - 0.9251 92.51%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3819 38.19%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.5342 53.42%
skin sensitisation - 0.7475 74.75%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.7621 76.21%
Acute Oral Toxicity (c) III 0.5197 51.97%
Estrogen receptor binding + 0.8167 81.67%
Androgen receptor binding + 0.7422 74.22%
Thyroid receptor binding + 0.6209 62.09%
Glucocorticoid receptor binding + 0.8500 85.00%
Aromatase binding + 0.6879 68.79%
PPAR gamma - 0.5804 58.04%
Honey bee toxicity - 0.7813 78.13%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9882 98.82%

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 98.63% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.36% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.55% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.60% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.08% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.97% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.91% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.68% 97.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.54% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.96% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.32% 91.07%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.89% 96.61%
CHEMBL2581 P07339 Cathepsin D 85.73% 98.95%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 85.60% 94.78%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.35% 96.77%
CHEMBL1871 P10275 Androgen Receptor 84.04% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.00% 89.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.62% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.15% 94.45%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 82.66% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.48% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.90% 92.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.82% 93.04%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.61% 97.28%
CHEMBL259 P32245 Melanocortin receptor 4 80.59% 95.38%

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.
Silene chalcedonica

Cross-Links

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PubChem 91745162
LOTUS LTS0089999
wikiData Q105136436