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(1R,2R,5S,6R,9S,12S,13R)-6-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-2-hydroxy-6,13-dimethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icosa-16,18-diene-8,14-dione

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 f9c334cb-53fb-4ae4-9f00-12b8f9f76387
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1R,2R,5S,6R,9S,12S,13R)-6-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-2-hydroxy-6,13-dimethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icosa-16,18-diene-8,14-dione
SMILES (Canonical) CC1=C(C(=O)OC(C1)C2(C3CCC4(C3(CCC5C4CC=C6C5(C(=O)CC=C6)C)C(=O)O2)O)C)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@]2([C@H]3CC[C@@]4([C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(C(=O)CC=C6)C)C(=O)O2)O)C)C
InChI InChI=1S/C28H34O6/c1-15-14-22(33-23(30)16(15)2)26(4)20-11-13-28(32)19-9-8-17-6-5-7-21(29)25(17,3)18(19)10-12-27(20,28)24(31)34-26/h5-6,8,18-20,22,32H,7,9-14H2,1-4H3/t18-,19+,20+,22+,25-,26+,27+,28+/m0/s1
InChI Key LNINXSFPCHLADE-UENQGIQXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H34O6
Molecular Weight 466.60 g/mol
Exact Mass 466.23553880 g/mol
Topological Polar Surface Area (TPSA) 89.90 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.97
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,5S,6R,9S,12S,13R)-6-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-2-hydroxy-6,13-dimethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icosa-16,18-diene-8,14-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9884 98.84%
Caco-2 - 0.5843 58.43%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.8516 85.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8741 87.41%
OATP1B3 inhibitior + 0.8515 85.15%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior + 0.9619 96.19%
P-glycoprotein inhibitior + 0.7894 78.94%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7072 70.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9095 90.95%
CYP3A4 inhibition - 0.7514 75.14%
CYP2C9 inhibition - 0.9205 92.05%
CYP2C19 inhibition - 0.9132 91.32%
CYP2D6 inhibition - 0.9616 96.16%
CYP1A2 inhibition - 0.8637 86.37%
CYP2C8 inhibition + 0.5559 55.59%
CYP inhibitory promiscuity - 0.9662 96.62%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.4088 40.88%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9613 96.13%
Skin irritation + 0.6397 63.97%
Skin corrosion - 0.8868 88.68%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6658 66.58%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8739 87.39%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.8494 84.94%
Acute Oral Toxicity (c) I 0.6979 69.79%
Estrogen receptor binding + 0.8795 87.95%
Androgen receptor binding + 0.7823 78.23%
Thyroid receptor binding + 0.6897 68.97%
Glucocorticoid receptor binding + 0.8817 88.17%
Aromatase binding + 0.7497 74.97%
PPAR gamma + 0.6456 64.56%
Honey bee toxicity - 0.8393 83.93%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9849 98.49%

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
CHEMBL1937 Q92769 Histone deacetylase 2 93.23% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.85% 99.23%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.48% 93.99%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.96% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.47% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.08% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.63% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.79% 86.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.18% 90.08%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.97% 93.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.67% 100.00%
CHEMBL325 Q13547 Histone deacetylase 1 85.00% 95.92%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.65% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.31% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.73% 96.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.63% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.90% 94.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.98% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.65% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.56% 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 lagascae

Cross-Links

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PubChem 101293641
LOTUS LTS0243971
wikiData Q105154349