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(1S,2R,5S,6S,7R,9R,11S,12S,15S,16S)-15-[(1R)-1-[(2S,4R)-4,5-dihydroxy-4,5-dimethyl-6-oxooxan-2-yl]-1-hydroxyethyl]-5,6-dihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-3-one

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 e4741294-f4eb-4b0f-bf2a-eed41e5d2d30
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2R,5S,6S,7R,9R,11S,12S,15S,16S)-15-[(1R)-1-[(2S,4R)-4,5-dihydroxy-4,5-dimethyl-6-oxooxan-2-yl]-1-hydroxyethyl]-5,6-dihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H42O9/c1-23-9-8-15-13(10-19-28(37-19)21(31)16(29)11-18(30)25(15,28)3)14(23)6-7-17(23)26(4,34)20-12-24(2,33)27(5,35)22(32)36-20/h13-17,19-21,29,31,33-35H,6-12H2,1-5H3/t13-,14-,15-,16-,17-,19+,20-,21-,23-,24+,25-,26+,27?,28-/m0/s1
InChI Key OREAQOXKZSQPCV-RJRRLQSFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42O9
Molecular Weight 522.60 g/mol
Exact Mass 522.28288291 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.86
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,5S,6S,7R,9R,11S,12S,15S,16S)-15-[(1R)-1-[(2S,4R)-4,5-dihydroxy-4,5-dimethyl-6-oxooxan-2-yl]-1-hydroxyethyl]-5,6-dihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8195 81.95%
Caco-2 - 0.7472 74.72%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.6807 68.07%
OATP2B1 inhibitior - 0.5740 57.40%
OATP1B1 inhibitior + 0.8845 88.45%
OATP1B3 inhibitior + 0.8248 82.48%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7571 75.71%
BSEP inhibitior - 0.5284 52.84%
P-glycoprotein inhibitior - 0.4505 45.05%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7386 73.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8573 85.73%
CYP3A4 inhibition - 0.7518 75.18%
CYP2C9 inhibition - 0.8798 87.98%
CYP2C19 inhibition - 0.8537 85.37%
CYP2D6 inhibition - 0.9619 96.19%
CYP1A2 inhibition - 0.7145 71.45%
CYP2C8 inhibition + 0.4782 47.82%
CYP inhibitory promiscuity - 0.9949 99.49%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6342 63.42%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9444 94.44%
Skin irritation - 0.5239 52.39%
Skin corrosion - 0.8755 87.55%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6487 64.87%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8734 87.34%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.5203 52.03%
Acute Oral Toxicity (c) I 0.3067 30.67%
Estrogen receptor binding + 0.6557 65.57%
Androgen receptor binding + 0.7756 77.56%
Thyroid receptor binding + 0.5219 52.19%
Glucocorticoid receptor binding + 0.7050 70.50%
Aromatase binding + 0.7628 76.28%
PPAR gamma + 0.5796 57.96%
Honey bee toxicity - 0.7725 77.25%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9399 93.99%

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
CHEMBL204 P00734 Thrombin 97.97% 96.01%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.67% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.59% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 93.05% 94.75%
CHEMBL1902 P62942 FK506-binding protein 1A 92.83% 97.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.82% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.53% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.00% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.47% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 88.30% 97.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.21% 99.23%
CHEMBL1871 P10275 Androgen Receptor 86.83% 96.43%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.10% 97.14%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.95% 92.88%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.20% 95.56%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.94% 97.33%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.32% 85.11%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 82.16% 92.68%
CHEMBL234 P35462 Dopamine D3 receptor 82.13% 90.48%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.88% 86.33%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.78% 100.00%
CHEMBL1914 P06276 Butyrylcholinesterase 81.70% 95.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.58% 90.08%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.17% 93.04%
CHEMBL259 P32245 Melanocortin receptor 4 81.09% 95.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.27% 89.00%

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 angulata

Cross-Links

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PubChem 102061067
LOTUS LTS0248786
wikiData Q105197479