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[17-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-5,6,17-trihydroxy-10-methyl-1-oxo-4,6,7,8,9,11,12,16-octahydrocyclopenta[a]phenanthren-13-yl]methyl 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 3cb88ca4-2494-4535-88bd-acd77039945d
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)-1-hydroxyethyl]-5,6,17-trihydroxy-10-methyl-1-oxo-4,6,7,8,9,11,12,16-octahydrocyclopenta[a]phenanthren-13-yl]methyl acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)(C2(CC=C3C2(CCC4C3CC(C5(C4(C(=O)C=CC5)C)O)O)COC(=O)C)O)O)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)(C2(CC=C3C2(CCC4C3CC(C5(C4(C(=O)C=CC5)C)O)O)COC(=O)C)O)O)C
InChI InChI=1S/C30H40O9/c1-16-13-24(39-25(34)17(16)2)27(5,35)30(37)12-9-21-19-14-23(33)29(36)10-6-7-22(32)26(29,4)20(19)8-11-28(21,30)15-38-18(3)31/h6-7,9,19-20,23-24,33,35-37H,8,10-15H2,1-5H3
InChI Key QJTIYAVENVBOSV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O9
Molecular Weight 544.60 g/mol
Exact Mass 544.26723285 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 2.06
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 4

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)-1-hydroxyethyl]-5,6,17-trihydroxy-10-methyl-1-oxo-4,6,7,8,9,11,12,16-octahydrocyclopenta[a]phenanthren-13-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9409 94.09%
Caco-2 - 0.7665 76.65%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8733 87.33%
OATP2B1 inhibitior - 0.8572 85.72%
OATP1B1 inhibitior + 0.8675 86.75%
OATP1B3 inhibitior + 0.9329 93.29%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6872 68.72%
BSEP inhibitior + 0.9586 95.86%
P-glycoprotein inhibitior + 0.6927 69.27%
P-glycoprotein substrate + 0.6443 64.43%
CYP3A4 substrate + 0.7449 74.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9121 91.21%
CYP3A4 inhibition - 0.7755 77.55%
CYP2C9 inhibition - 0.8837 88.37%
CYP2C19 inhibition - 0.9190 91.90%
CYP2D6 inhibition - 0.9506 95.06%
CYP1A2 inhibition - 0.7729 77.29%
CYP2C8 inhibition + 0.6820 68.20%
CYP inhibitory promiscuity - 0.9500 95.00%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6496 64.96%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9290 92.90%
Skin irritation + 0.6746 67.46%
Skin corrosion - 0.9422 94.22%
Ames mutagenesis - 0.6537 65.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3964 39.64%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5248 52.48%
skin sensitisation - 0.9321 93.21%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.6735 67.35%
Acute Oral Toxicity (c) III 0.3374 33.74%
Estrogen receptor binding + 0.8066 80.66%
Androgen receptor binding + 0.7728 77.28%
Thyroid receptor binding + 0.5190 51.90%
Glucocorticoid receptor binding + 0.8167 81.67%
Aromatase binding + 0.7672 76.72%
PPAR gamma + 0.6563 65.63%
Honey bee toxicity - 0.7493 74.93%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9847 98.47%

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 99.02% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.66% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.52% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.74% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.16% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.66% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.19% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.09% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.89% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 90.40% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.93% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.41% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.92% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.79% 82.69%
CHEMBL2581 P07339 Cathepsin D 84.57% 98.95%
CHEMBL5028 O14672 ADAM10 84.29% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 83.76% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.66% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.29% 91.07%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.86% 89.05%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.82% 97.21%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.69% 92.62%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.52% 96.61%
CHEMBL230 P35354 Cyclooxygenase-2 81.42% 89.63%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.78% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.41% 95.71%
CHEMBL1871 P10275 Androgen Receptor 80.30% 96.43%

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 peruviana

Cross-Links

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PubChem 162970824
LOTUS LTS0111261
wikiData Q105222868