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(2R)-2-[(1R)-1-[(5R,6R,8R,9S,10R,13S,14S,17S)-5,6-dihydroxy-13-(hydroxymethyl)-10,14-dimethyl-1-oxo-4,6,7,8,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-1-hydroxyethyl]-4,5-dimethyl-2,5-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 f636cf77-6209-4e32-9cb6-e7c44573faea
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (2R)-2-[(1R)-1-[(5R,6R,8R,9S,10R,13S,14S,17S)-5,6-dihydroxy-13-(hydroxymethyl)-10,14-dimethyl-1-oxo-4,6,7,8,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-1-hydroxyethyl]-4,5-dimethyl-2,5-dihydropyran-6-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H42O7/c1-16-13-23(36-24(33)17(16)2)27(5,34)20-9-11-25(3)19-14-22(32)29(35)10-6-7-21(31)26(29,4)18(19)8-12-28(20,25)15-30/h6-7,13,17-20,22-23,30,32,34-35H,8-12,14-15H2,1-5H3/t17?,18-,19+,20+,22+,23+,25-,26-,27+,28-,29-/m0/s1
InChI Key KARZJLOOELRXHS-AHHGGFFSSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O7
Molecular Weight 502.60 g/mol
Exact Mass 502.29305367 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.70
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-[(1R)-1-[(5R,6R,8R,9S,10R,13S,14S,17S)-5,6-dihydroxy-13-(hydroxymethyl)-10,14-dimethyl-1-oxo-4,6,7,8,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-1-hydroxyethyl]-4,5-dimethyl-2,5-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 + 0.9102 91.02%
Caco-2 - 0.7170 71.70%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8225 82.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8499 84.99%
OATP1B3 inhibitior + 0.9236 92.36%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5688 56.88%
BSEP inhibitior + 0.8140 81.40%
P-glycoprotein inhibitior - 0.4731 47.31%
P-glycoprotein substrate + 0.5762 57.62%
CYP3A4 substrate + 0.7233 72.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9093 90.93%
CYP3A4 inhibition - 0.7105 71.05%
CYP2C9 inhibition - 0.9203 92.03%
CYP2C19 inhibition - 0.9261 92.61%
CYP2D6 inhibition - 0.9609 96.09%
CYP1A2 inhibition - 0.8420 84.20%
CYP2C8 inhibition + 0.5692 56.92%
CYP inhibitory promiscuity - 0.9720 97.20%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6419 64.19%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9520 95.20%
Skin irritation + 0.6729 67.29%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.5840 58.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7543 75.43%
Micronuclear - 0.8400 84.00%
Hepatotoxicity + 0.5211 52.11%
skin sensitisation - 0.9260 92.60%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.5818 58.18%
Acute Oral Toxicity (c) III 0.4395 43.95%
Estrogen receptor binding + 0.8516 85.16%
Androgen receptor binding + 0.7853 78.53%
Thyroid receptor binding + 0.5902 59.02%
Glucocorticoid receptor binding + 0.7913 79.13%
Aromatase binding + 0.7391 73.91%
PPAR gamma + 0.5656 56.56%
Honey bee toxicity - 0.7544 75.44%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9645 96.45%

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 99.42% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.41% 85.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.64% 96.61%
CHEMBL2996 Q05655 Protein kinase C delta 94.01% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.19% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.40% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.15% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.04% 96.77%
CHEMBL1871 P10275 Androgen Receptor 90.90% 96.43%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.11% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.31% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.18% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.10% 86.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.00% 93.04%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 85.85% 90.93%
CHEMBL2581 P07339 Cathepsin D 84.46% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.11% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.96% 97.14%
CHEMBL1937 Q92769 Histone deacetylase 2 82.78% 94.75%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.77% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.10% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.83% 99.23%

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.
Physalis coztomatl

Cross-Links

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PubChem 101403752
LOTUS LTS0263942
wikiData Q105137983