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(1S,2R,5S,6S,7R,9R,11S,12S,15R,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6,15-dihydroxy-5-methoxy-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 1d3475ec-f0c2-4e3b-9770-20999a531a1f
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,15R,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6,15-dihydroxy-5-methoxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-3-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)(C2(CCC3C2(CCC4C3CC5C6(C4(C(=O)CC(C6O)OC)C)O5)C)O)O)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@](C)([C@]2(CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@@H]5[C@]6([C@@]4(C(=O)C[C@@H]([C@@H]6O)OC)C)O5)C)O)O)C
InChI InChI=1S/C29H42O8/c1-14-11-21(36-24(32)15(14)2)27(5,33)28(34)10-8-17-16-12-22-29(37-22)23(31)19(35-6)13-20(30)26(29,4)18(16)7-9-25(17,28)3/h16-19,21-23,31,33-34H,7-13H2,1-6H3/t16-,17-,18-,19-,21+,22+,23-,25-,26-,27-,28+,29-/m0/s1
InChI Key RBYRGYAKUZPZSR-AEVMSLHZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O8
Molecular Weight 518.60 g/mol
Exact Mass 518.28796829 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 2.46
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 3

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,15R,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6,15-dihydroxy-5-methoxy-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 + 0.9198 91.98%
Caco-2 - 0.7115 71.15%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.6700 67.00%
OATP2B1 inhibitior - 0.7116 71.16%
OATP1B1 inhibitior + 0.8891 88.91%
OATP1B3 inhibitior + 0.9196 91.96%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7124 71.24%
BSEP inhibitior + 0.6398 63.98%
P-glycoprotein inhibitior + 0.5791 57.91%
P-glycoprotein substrate + 0.5384 53.84%
CYP3A4 substrate + 0.7421 74.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8927 89.27%
CYP3A4 inhibition - 0.7588 75.88%
CYP2C9 inhibition - 0.7845 78.45%
CYP2C19 inhibition - 0.8189 81.89%
CYP2D6 inhibition - 0.9439 94.39%
CYP1A2 inhibition - 0.7366 73.66%
CYP2C8 inhibition + 0.6180 61.80%
CYP inhibitory promiscuity - 0.9763 97.63%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5925 59.25%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9389 93.89%
Skin irritation - 0.5372 53.72%
Skin corrosion - 0.9183 91.83%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5220 52.20%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.6158 61.58%
skin sensitisation - 0.8439 84.39%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.8467 84.67%
Acute Oral Toxicity (c) I 0.3559 35.59%
Estrogen receptor binding + 0.6556 65.56%
Androgen receptor binding + 0.7978 79.78%
Thyroid receptor binding - 0.5245 52.45%
Glucocorticoid receptor binding + 0.7192 71.92%
Aromatase binding + 0.7741 77.41%
PPAR gamma + 0.6597 65.97%
Honey bee toxicity - 0.7559 75.59%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9674 96.74%

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 96.52% 96.01%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.26% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.77% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.20% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.04% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.93% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.91% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.58% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.30% 92.94%
CHEMBL1902 P62942 FK506-binding protein 1A 88.98% 97.05%
CHEMBL1937 Q92769 Histone deacetylase 2 88.76% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.42% 94.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 87.40% 97.33%
CHEMBL1914 P06276 Butyrylcholinesterase 87.31% 95.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.46% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.11% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.92% 96.09%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.28% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.53% 93.04%
CHEMBL1871 P10275 Androgen Receptor 83.42% 96.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.02% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 82.78% 97.79%
CHEMBL4302 P08183 P-glycoprotein 1 82.17% 92.98%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.01% 93.03%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 81.89% 92.68%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.06% 93.56%
CHEMBL259 P32245 Melanocortin receptor 4 80.62% 95.38%
CHEMBL5028 O14672 ADAM10 80.31% 97.50%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.15% 90.08%

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.
Tubocapsicum anomalum

Cross-Links

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PubChem 16680716
LOTUS LTS0078991
wikiData Q105233427