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[17-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-5,6,14,17-tetrahydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,15,16-octahydro-4H-cyclopenta[a]phenanthren-15-yl] acetate

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 abbf902a-8aea-4d81-a33a-643a2e200742
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [17-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-5,6,14,17-tetrahydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,15,16-octahydro-4H-cyclopenta[a]phenanthren-15-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H42O9/c1-15-12-21(39-25(34)16(15)2)17(3)29(36)14-24(38-18(4)31)30(37)20-13-23(33)28(35)10-7-8-22(32)27(28,6)19(20)9-11-26(29,30)5/h7-8,17,19-21,23-24,33,35-37H,9-14H2,1-6H3
InChI Key URZHQDOZWJFQSH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O9
Molecular Weight 546.60 g/mol
Exact Mass 546.28288291 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.14
H-Bond Acceptor 9
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 [17-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-5,6,14,17-tetrahydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,15,16-octahydro-4H-cyclopenta[a]phenanthren-15-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8750 87.50%
Caco-2 - 0.7466 74.66%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7265 72.65%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8693 86.93%
OATP1B3 inhibitior + 0.8989 89.89%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6374 63.74%
BSEP inhibitior + 0.8590 85.90%
P-glycoprotein inhibitior + 0.6921 69.21%
P-glycoprotein substrate + 0.5962 59.62%
CYP3A4 substrate + 0.7261 72.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9121 91.21%
CYP3A4 inhibition - 0.8085 80.85%
CYP2C9 inhibition - 0.8977 89.77%
CYP2C19 inhibition - 0.8757 87.57%
CYP2D6 inhibition - 0.9485 94.85%
CYP1A2 inhibition - 0.8000 80.00%
CYP2C8 inhibition + 0.5836 58.36%
CYP inhibitory promiscuity - 0.9664 96.64%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6550 65.50%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9340 93.40%
Skin irritation + 0.6101 61.01%
Skin corrosion - 0.9179 91.79%
Ames mutagenesis - 0.5940 59.40%
Human Ether-a-go-go-Related Gene inhibition + 0.6479 64.79%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.5285 52.85%
skin sensitisation - 0.8588 85.88%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.6611 66.11%
Acute Oral Toxicity (c) I 0.4574 45.74%
Estrogen receptor binding + 0.8251 82.51%
Androgen receptor binding + 0.7633 76.33%
Thyroid receptor binding + 0.5345 53.45%
Glucocorticoid receptor binding + 0.7457 74.57%
Aromatase binding + 0.7739 77.39%
PPAR gamma + 0.6694 66.94%
Honey bee toxicity - 0.7229 72.29%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9803 98.03%

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 99.44% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.58% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 94.85% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.94% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.97% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 90.30% 94.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.30% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.11% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.40% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.22% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.49% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.36% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.29% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.12% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.03% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 87.95% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.72% 93.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.96% 93.04%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.07% 95.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.01% 95.50%
CHEMBL2996 Q05655 Protein kinase C delta 83.65% 97.79%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.62% 96.38%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.40% 90.08%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.10% 91.07%
CHEMBL2581 P07339 Cathepsin D 81.83% 98.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.80% 97.21%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.11% 82.69%

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 angulata

Cross-Links

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PubChem 74820186
LOTUS LTS0015160
wikiData Q105278086