Physalolactone C

Details

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Internal ID 0b493540-c52d-4493-9b6f-356be0e9ea93
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name 2-[1-(6-chloro-4,5,17-trihydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,16-octahydrocyclopenta[a]phenanthren-17-yl)-1-hydroxyethyl]-4,5-dimethyl-2,3-dihydropyran-6-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)(C2(CC=C3C2(CCC4C3CC(C5(C4(C(=O)C=CC5O)C)O)Cl)C)O)O)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)(C2(CC=C3C2(CCC4C3CC(C5(C4(C(=O)C=CC5O)C)O)Cl)C)O)O)C
InChI InChI=1S/C28H37ClO7/c1-14-12-22(36-23(32)15(14)2)26(5,33)27(34)11-9-17-16-13-19(29)28(35)21(31)7-6-20(30)25(28,4)18(16)8-10-24(17,27)3/h6-7,9,16,18-19,21-22,31,33-35H,8,10-13H2,1-5H3
InChI Key BSLUVQZIEQFEOT-UHFFFAOYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C28H37ClO7
Molecular Weight 521.00 g/mol
Exact Mass 520.2227812 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.73
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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6-(1-{8-chloro-6,7,14-trihydroxy-2,15-dimethyl-3-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-4,11-dien-14-yl}-1-hydroxyethyl)-3,4-dimethyl-5,6-dihydro-2H-pyran-2-one
CHEBI:187847
LMST01160014
2-[1-(6-chloro-4,5,17-trihydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,16-octahydrocyclopenta[a]phenanthren-17-yl)-1-hydroxyethyl]-4,5-dimethyl-2,3-dihydropyran-6-one

2D Structure

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2D Structure of Physalolactone C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9718 97.18%
Caco-2 - 0.7331 73.31%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7804 78.04%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8540 85.40%
OATP1B3 inhibitior + 0.8432 84.32%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5179 51.79%
BSEP inhibitior + 0.8519 85.19%
P-glycoprotein inhibitior - 0.4337 43.37%
P-glycoprotein substrate + 0.5737 57.37%
CYP3A4 substrate + 0.7427 74.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9028 90.28%
CYP3A4 inhibition - 0.9003 90.03%
CYP2C9 inhibition - 0.8503 85.03%
CYP2C19 inhibition - 0.8603 86.03%
CYP2D6 inhibition - 0.9107 91.07%
CYP1A2 inhibition - 0.7918 79.18%
CYP2C8 inhibition + 0.5852 58.52%
CYP inhibitory promiscuity - 0.9758 97.58%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.4659 46.59%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9389 93.89%
Skin irritation + 0.5907 59.07%
Skin corrosion - 0.8952 89.52%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3730 37.30%
Micronuclear - 0.7700 77.00%
Hepatotoxicity + 0.7002 70.02%
skin sensitisation - 0.8422 84.22%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.8070 80.70%
Acute Oral Toxicity (c) III 0.3921 39.21%
Estrogen receptor binding + 0.7960 79.60%
Androgen receptor binding + 0.7698 76.98%
Thyroid receptor binding + 0.6697 66.97%
Glucocorticoid receptor binding + 0.7765 77.65%
Aromatase binding + 0.7626 76.26%
PPAR gamma + 0.6611 66.11%
Honey bee toxicity - 0.7707 77.07%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.7200 72.00%
Fish aquatic toxicity + 0.9940 99.40%

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 98.94% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.93% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.00% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.25% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.22% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.56% 97.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.39% 89.34%
CHEMBL2996 Q05655 Protein kinase C delta 87.15% 97.79%
CHEMBL1871 P10275 Androgen Receptor 86.15% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.07% 95.89%
CHEMBL3045 P05771 Protein kinase C beta 86.06% 97.63%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.89% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.92% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.25% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.22% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.01% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 81.16% 94.73%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.98% 91.07%

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.
Artemisia campestris
Physalis peruviana

Cross-Links

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PubChem 53463094
LOTUS LTS0176037
wikiData Q105026349