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2-[1-(5-chloro-6-hydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydro-4H-cyclopenta[a]phenanthren-17-yl)ethyl]-5-(hydroxymethyl)-4-methyl-2,3-dihydropyran-6-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 a1178b82-b504-4fd7-b292-e8a62f655908
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name 2-[1-(5-chloro-6-hydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydro-4H-cyclopenta[a]phenanthren-17-yl)ethyl]-5-(hydroxymethyl)-4-methyl-2,3-dihydropyran-6-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC(C5(C4(C(=O)C=CC5)C)Cl)O)C)CO
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC(C5(C4(C(=O)C=CC5)C)Cl)O)C)CO
InChI InChI=1S/C28H39ClO5/c1-15-12-22(34-25(33)18(15)14-30)16(2)19-7-8-20-17-13-24(32)28(29)10-5-6-23(31)27(28,4)21(17)9-11-26(19,20)3/h5-6,16-17,19-22,24,30,32H,7-14H2,1-4H3
InChI Key CEUVHLKCEJLVTP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H39ClO5
Molecular Weight 491.10 g/mol
Exact Mass 490.2486020 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.58
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[1-(5-chloro-6-hydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydro-4H-cyclopenta[a]phenanthren-17-yl)ethyl]-5-(hydroxymethyl)-4-methyl-2,3-dihydropyran-6-one

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 - 0.6391 63.91%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7579 75.79%
OATP2B1 inhibitior - 0.7140 71.40%
OATP1B1 inhibitior + 0.8295 82.95%
OATP1B3 inhibitior + 0.8334 83.34%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior + 0.9569 95.69%
P-glycoprotein inhibitior + 0.6118 61.18%
P-glycoprotein substrate + 0.5756 57.56%
CYP3A4 substrate + 0.7420 74.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9030 90.30%
CYP3A4 inhibition - 0.7246 72.46%
CYP2C9 inhibition - 0.8885 88.85%
CYP2C19 inhibition - 0.9152 91.52%
CYP2D6 inhibition - 0.9257 92.57%
CYP1A2 inhibition - 0.8255 82.55%
CYP2C8 inhibition + 0.5105 51.05%
CYP inhibitory promiscuity - 0.9140 91.40%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8551 85.51%
Carcinogenicity (trinary) Non-required 0.5700 57.00%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9675 96.75%
Skin irritation + 0.5416 54.16%
Skin corrosion - 0.9282 92.82%
Ames mutagenesis - 0.5892 58.92%
Human Ether-a-go-go-Related Gene inhibition + 0.7643 76.43%
Micronuclear - 0.8500 85.00%
Hepatotoxicity + 0.6500 65.00%
skin sensitisation - 0.8982 89.82%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.5274 52.74%
Acute Oral Toxicity (c) III 0.6281 62.81%
Estrogen receptor binding + 0.7718 77.18%
Androgen receptor binding + 0.8053 80.53%
Thyroid receptor binding + 0.6666 66.66%
Glucocorticoid receptor binding + 0.7991 79.91%
Aromatase binding + 0.7047 70.47%
PPAR gamma + 0.6041 60.41%
Honey bee toxicity - 0.7550 75.50%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9889 98.89%

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 94.56% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.81% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.11% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 90.95% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.63% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.15% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.35% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.43% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.10% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 86.08% 90.17%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.84% 90.08%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.77% 97.14%
CHEMBL1937 Q92769 Histone deacetylase 2 85.27% 94.75%
CHEMBL299 P17252 Protein kinase C alpha 84.57% 98.03%
CHEMBL204 P00734 Thrombin 83.82% 96.01%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.78% 90.71%
CHEMBL1871 P10275 Androgen Receptor 83.06% 96.43%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.01% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.35% 86.33%
CHEMBL3310 Q96DB2 Histone deacetylase 11 81.23% 88.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.86% 93.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.70% 95.89%

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.
Vassobia breviflora

Cross-Links

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PubChem 12304661
LOTUS LTS0184862
wikiData Q104956089