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(1S,2R,7S,9R,11S,12S,15R,16S)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-15-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-3,17-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 8b1ea808-4e2c-416d-881d-83354d43b13c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2R,7S,9R,11S,12S,15R,16S)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-15-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-3,17-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H38O6/c1-14-11-20(33-24(31)15(14)2)16(3)27(32)10-8-18-17-12-23-28(34-23)9-6-7-21(29)26(28,5)19(17)13-22(30)25(18,27)4/h16-20,23,32H,6-13H2,1-5H3/t16-,17+,18+,19+,20-,23-,25-,26+,27-,28-/m1/s1
InChI Key NEZZSDGIVRKJEM-VEZPDSMNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O6
Molecular Weight 470.60 g/mol
Exact Mass 470.26683893 g/mol
Topological Polar Surface Area (TPSA) 93.20 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.93
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,7S,9R,11S,12S,15R,16S)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-15-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecane-3,17-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9761 97.61%
Caco-2 - 0.6222 62.22%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.7187 71.87%
OATP2B1 inhibitior - 0.8617 86.17%
OATP1B1 inhibitior + 0.8515 85.15%
OATP1B3 inhibitior + 0.9005 90.05%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7124 71.24%
BSEP inhibitior + 0.8715 87.15%
P-glycoprotein inhibitior + 0.6821 68.21%
P-glycoprotein substrate - 0.5218 52.18%
CYP3A4 substrate + 0.6885 68.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9004 90.04%
CYP3A4 inhibition - 0.7362 73.62%
CYP2C9 inhibition - 0.8450 84.50%
CYP2C19 inhibition - 0.8997 89.97%
CYP2D6 inhibition - 0.9599 95.99%
CYP1A2 inhibition - 0.7361 73.61%
CYP2C8 inhibition + 0.4879 48.79%
CYP inhibitory promiscuity - 0.9765 97.65%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6021 60.21%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9425 94.25%
Skin irritation + 0.5531 55.31%
Skin corrosion - 0.8968 89.68%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4127 41.27%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.6446 64.46%
skin sensitisation - 0.7923 79.23%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.5450 54.50%
Acute Oral Toxicity (c) I 0.3400 34.00%
Estrogen receptor binding + 0.8232 82.32%
Androgen receptor binding + 0.7528 75.28%
Thyroid receptor binding + 0.5639 56.39%
Glucocorticoid receptor binding + 0.8152 81.52%
Aromatase binding + 0.7261 72.61%
PPAR gamma + 0.7281 72.81%
Honey bee toxicity - 0.7934 79.34%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9826 98.26%

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
CHEMBL1914 P06276 Butyrylcholinesterase 95.22% 95.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.51% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.12% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.27% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 92.42% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.87% 97.25%
CHEMBL4302 P08183 P-glycoprotein 1 90.68% 92.98%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.35% 93.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.81% 90.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.13% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.84% 93.04%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.97% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.40% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.15% 96.38%
CHEMBL220 P22303 Acetylcholinesterase 84.03% 94.45%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.72% 93.03%
CHEMBL1951 P21397 Monoamine oxidase A 83.60% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.29% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.75% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.69% 94.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.69% 98.75%
CHEMBL2581 P07339 Cathepsin D 81.56% 98.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.29% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.02% 86.33%

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.
Jaborosa magellanica

Cross-Links

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PubChem 162896051
LOTUS LTS0268585
wikiData Q105178336