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Physapubenolide

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 341f4d0a-eec8-45d6-a594-5977be55c4e3
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [15-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6,12-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-13-yl] acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CC(C3(C2(CCC4C3CC5C6(C4(C(=O)C=CC6O)C)O5)C)O)OC(=O)C)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)C2CC(C3(C2(CCC4C3CC5C6(C4(C(=O)C=CC6O)C)O5)C)O)OC(=O)C)C
InChI InChI=1S/C30H40O8/c1-14-11-21(37-26(34)15(14)2)16(3)19-12-24(36-17(4)31)29(35)20-13-25-30(38-25)23(33)8-7-22(32)28(30,6)18(20)9-10-27(19,29)5/h7-8,16,18-21,23-25,33,35H,9-13H2,1-6H3
InChI Key OPYWYTLAPWWTKW-UHFFFAOYSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O8
Molecular Weight 528.60 g/mol
Exact Mass 528.27231823 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.04
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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100217-92-3
[15-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6,12-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-13-yl] acetate
15-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-6,12-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-13-yl acetate
NSC368674
CHEBI:167994
LMST01160015
NSC-368674
15a-Acetoxy-5b,6b-epoxy-4b,14b-dihydroxy-1-oxo-20S,22R-witha-2,24-dienolide
[22R,(+)]-15alpha-Acetyloxy-5,6beta-epoxy-4beta,14beta,22-trihydroxy-1-oxo-5beta-ergosta-2,24-diene-26-oic acid 26,22-lactone
15-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-6,12-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.0;{2,7}.0;{7,9}.0;{12,16}]octadec-4-en-13-yl acetate

2D Structure

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2D Structure of Physapubenolide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9472 94.72%
Caco-2 - 0.7376 73.76%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7545 75.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8171 81.71%
OATP1B3 inhibitior + 0.8329 83.29%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6624 66.24%
BSEP inhibitior + 0.9022 90.22%
P-glycoprotein inhibitior + 0.7537 75.37%
P-glycoprotein substrate + 0.5984 59.84%
CYP3A4 substrate + 0.7383 73.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9020 90.20%
CYP3A4 inhibition - 0.8569 85.69%
CYP2C9 inhibition - 0.8226 82.26%
CYP2C19 inhibition - 0.8734 87.34%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.6090 60.90%
CYP2C8 inhibition + 0.6266 62.66%
CYP inhibitory promiscuity - 0.9368 93.68%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6038 60.38%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9408 94.08%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9144 91.44%
Ames mutagenesis - 0.5170 51.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6461 64.61%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5607 56.07%
skin sensitisation - 0.8326 83.26%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.8388 83.88%
Acute Oral Toxicity (c) IV 0.3696 36.96%
Estrogen receptor binding + 0.8156 81.56%
Androgen receptor binding + 0.7612 76.12%
Thyroid receptor binding + 0.5384 53.84%
Glucocorticoid receptor binding + 0.8154 81.54%
Aromatase binding + 0.7807 78.07%
PPAR gamma + 0.6689 66.89%
Honey bee toxicity - 0.7079 70.79%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9871 98.71%

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 95.24% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.75% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.67% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.07% 91.11%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.04% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.63% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.81% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.10% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.99% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.16% 97.09%
CHEMBL2581 P07339 Cathepsin D 86.34% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.16% 89.00%
CHEMBL1914 P06276 Butyrylcholinesterase 85.10% 95.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.02% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.89% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.47% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.50% 92.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.23% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.06% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.34% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.04% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.84% 100.00%
CHEMBL5028 O14672 ADAM10 80.61% 97.50%

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.
Physalis pubescens

Cross-Links

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PubChem 435365
LOTUS LTS0218953
wikiData Q105196652