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2-[2-hydroxy-1-(5,6,15-trihydroxy-10,13-dimethyl-1-oxo-3,4,6,7,8,9,11,12,14,15,16,17-dodecahydro-2H-cyclopenta[a]phenanthren-17-yl)ethyl]-4,5-dimethyl-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 fda2d859-56f9-4eeb-8f96-b20876bfeb88
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name 2-[2-hydroxy-1-(5,6,15-trihydroxy-10,13-dimethyl-1-oxo-3,4,6,7,8,9,11,12,14,15,16,17-dodecahydro-2H-cyclopenta[a]phenanthren-17-yl)ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(CO)C2CC(C3C2(CCC4C3CC(C5(C4(C(=O)CCC5)C)O)O)C)O)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(CO)C2CC(C3C2(CCC4C3CC(C5(C4(C(=O)CCC5)C)O)O)C)O)C
InChI InChI=1S/C28H42O7/c1-14-10-21(35-25(33)15(14)2)17(13-29)19-12-20(30)24-16-11-23(32)28(34)8-5-6-22(31)27(28,4)18(16)7-9-26(19,24)3/h16-21,23-24,29-30,32,34H,5-13H2,1-4H3
InChI Key JAMJEDHAOGTJCL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42O7
Molecular Weight 490.60 g/mol
Exact Mass 490.29305367 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.53
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 2-[2-hydroxy-1-(5,6,15-trihydroxy-10,13-dimethyl-1-oxo-3,4,6,7,8,9,11,12,14,15,16,17-dodecahydro-2H-cyclopenta[a]phenanthren-17-yl)ethyl]-4,5-dimethyl-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 + 0.9102 91.02%
Caco-2 - 0.7071 70.71%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8225 82.25%
OATP2B1 inhibitior - 0.5725 57.25%
OATP1B1 inhibitior + 0.8750 87.50%
OATP1B3 inhibitior + 0.9236 92.36%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5688 56.88%
BSEP inhibitior + 0.8676 86.76%
P-glycoprotein inhibitior - 0.5661 56.61%
P-glycoprotein substrate + 0.5200 52.00%
CYP3A4 substrate + 0.7224 72.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9056 90.56%
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 + 0.4896 48.96%
CYP inhibitory promiscuity - 0.9720 97.20%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6419 64.19%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9444 94.44%
Skin irritation + 0.6729 67.29%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.6832 68.32%
Human Ether-a-go-go-Related Gene inhibition - 0.4504 45.04%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.5663 56.63%
skin sensitisation - 0.9260 92.60%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6305 63.05%
Acute Oral Toxicity (c) III 0.4395 43.95%
Estrogen receptor binding + 0.8114 81.14%
Androgen receptor binding + 0.7765 77.65%
Thyroid receptor binding - 0.5196 51.96%
Glucocorticoid receptor binding + 0.7103 71.03%
Aromatase binding + 0.7379 73.79%
PPAR gamma + 0.5413 54.13%
Honey bee toxicity - 0.7722 77.22%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5700 57.00%
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
CHEMBL4040 P28482 MAP kinase ERK2 96.87% 83.82%
CHEMBL204 P00734 Thrombin 96.21% 96.01%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.33% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.86% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.56% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.55% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 91.42% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.23% 96.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 90.20% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.90% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.56% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.95% 82.69%
CHEMBL2581 P07339 Cathepsin D 88.93% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.53% 86.33%
CHEMBL299 P17252 Protein kinase C alpha 87.04% 98.03%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.11% 93.03%
CHEMBL230 P35354 Cyclooxygenase-2 85.35% 89.63%
CHEMBL1937 Q92769 Histone deacetylase 2 84.98% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.85% 94.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.82% 90.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.75% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.26% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.39% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.12% 95.50%

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.
Datura metel

Cross-Links

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PubChem 162855910
LOTUS LTS0057560
wikiData Q105123848