Physapruin A

Details

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Internal ID 227aa006-343b-4b65-bff9-d068436818c4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (2R)-2-[(1S)-1-hydroxy-1-[(4S,8R,9S,10R,13S,14R,17S)-4,14,17-trihydroxy-10,13-dimethyl-1-oxo-4,7,8,9,11,12,15,16-octahydrocyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)(C2(CCC3(C2(CCC4C3CC=C5C4(C(=O)C=CC5O)C)C)O)O)O)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@](C)([C@@]2(CC[C@@]3([C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(C(=O)C=C[C@@H]5O)C)C)O)O)O)C
InChI InChI=1S/C28H38O7/c1-15-14-22(35-23(31)16(15)2)26(5,32)28(34)13-12-27(33)18-6-7-19-20(29)8-9-21(30)25(19,4)17(18)10-11-24(27,28)3/h7-9,17-18,20,22,29,32-34H,6,10-14H2,1-5H3/t17-,18+,20-,22+,24-,25+,26-,27+,28-/m0/s1
InChI Key WDHSBASYULCSAT-INQWNKEXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H38O7
Molecular Weight 486.60 g/mol
Exact Mass 486.26175355 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 2.51
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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155178-03-3
(2R)-2-[(1S)-1-hydroxy-1-[(4S,8R,9S,10R,13S,14R,17S)-4,14,17-trihydroxy-10,13-dimethyl-1-oxo-4,7,8,9,11,12,15,16-octahydrocyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one
CHEMBL4208456
HY-N8870
AKOS040762192
CS-0149278

2D Structure

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2D Structure of Physapruin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9129 91.29%
Caco-2 - 0.7051 70.51%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7508 75.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8945 89.45%
OATP1B3 inhibitior + 0.9021 90.21%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6124 61.24%
BSEP inhibitior + 0.7669 76.69%
P-glycoprotein inhibitior - 0.4402 44.02%
P-glycoprotein substrate + 0.5206 52.06%
CYP3A4 substrate + 0.7124 71.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9070 90.70%
CYP3A4 inhibition - 0.8102 81.02%
CYP2C9 inhibition - 0.9188 91.88%
CYP2C19 inhibition - 0.9084 90.84%
CYP2D6 inhibition - 0.9525 95.25%
CYP1A2 inhibition - 0.8466 84.66%
CYP2C8 inhibition + 0.5260 52.60%
CYP inhibitory promiscuity - 0.9794 97.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5917 59.17%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9430 94.30%
Skin irritation + 0.6663 66.63%
Skin corrosion - 0.9078 90.78%
Ames mutagenesis - 0.6837 68.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6688 66.88%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.6607 66.07%
skin sensitisation - 0.8497 84.97%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.6614 66.14%
Acute Oral Toxicity (c) I 0.4263 42.63%
Estrogen receptor binding + 0.8297 82.97%
Androgen receptor binding + 0.7483 74.83%
Thyroid receptor binding + 0.6441 64.41%
Glucocorticoid receptor binding + 0.7899 78.99%
Aromatase binding + 0.7757 77.57%
PPAR gamma + 0.5384 53.84%
Honey bee toxicity - 0.8581 85.81%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9797 97.97%

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 99.20% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.80% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.35% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.12% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.07% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.64% 97.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.78% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.93% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.77% 86.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.33% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.17% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 84.05% 94.73%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 83.24% 90.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.88% 99.23%
CHEMBL1871 P10275 Androgen Receptor 82.28% 96.43%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.61% 96.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.60% 93.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.10% 97.09%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.42% 100.00%

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
Physalis viscosa

Cross-Links

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PubChem 21607598
LOTUS LTS0100108
wikiData Q105302372