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(1S,2R,5S,6S,7R,9R,11S,12S,16S)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6-hydroxy-5-methoxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-14-en-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 982ee6a7-0013-467e-a30b-14f51e9637b3
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,16S)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6-hydroxy-5-methoxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-14-en-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)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@](C)(C2=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)C
InChI InChI=1S/C29H40O7/c1-14-11-22(35-25(32)15(14)2)28(5,33)20-8-7-17-16-12-23-29(36-23)24(31)19(34-6)13-21(30)27(29,4)18(16)9-10-26(17,20)3/h8,16-19,22-24,31,33H,7,9-13H2,1-6H3/t16-,17-,18-,19-,22+,23+,24-,26-,27-,28+,29-/m0/s1
InChI Key OOYRLBQODZXAAB-XDGPKMKKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O7
Molecular Weight 500.60 g/mol
Exact Mass 500.27740361 g/mol
Topological Polar Surface Area (TPSA) 106.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 3.26
H-Bond Acceptor 7
H-Bond Donor 2
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,16S)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6-hydroxy-5-methoxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-14-en-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 + 0.9463 94.63%
Caco-2 - 0.6396 63.96%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7129 71.29%
OATP2B1 inhibitior - 0.7201 72.01%
OATP1B1 inhibitior + 0.8805 88.05%
OATP1B3 inhibitior + 0.8950 89.50%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6624 66.24%
BSEP inhibitior + 0.8135 81.35%
P-glycoprotein inhibitior + 0.6612 66.12%
P-glycoprotein substrate + 0.5109 51.09%
CYP3A4 substrate + 0.7342 73.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8953 89.53%
CYP3A4 inhibition - 0.8641 86.41%
CYP2C9 inhibition - 0.8149 81.49%
CYP2C19 inhibition - 0.8561 85.61%
CYP2D6 inhibition - 0.9444 94.44%
CYP1A2 inhibition - 0.6313 63.13%
CYP2C8 inhibition + 0.6689 66.89%
CYP inhibitory promiscuity - 0.9420 94.20%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5981 59.81%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9481 94.81%
Skin irritation - 0.5598 55.98%
Skin corrosion - 0.9206 92.06%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5051 50.51%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.5908 59.08%
skin sensitisation - 0.8409 84.09%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.8288 82.88%
Acute Oral Toxicity (c) I 0.3424 34.24%
Estrogen receptor binding + 0.7048 70.48%
Androgen receptor binding + 0.7743 77.43%
Thyroid receptor binding - 0.5247 52.47%
Glucocorticoid receptor binding + 0.8077 80.77%
Aromatase binding + 0.7689 76.89%
PPAR gamma + 0.6985 69.85%
Honey bee toxicity - 0.7207 72.07%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9752 97.52%

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 94.55% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.53% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.43% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.67% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.66% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 90.59% 94.75%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 90.24% 97.33%
CHEMBL3401 O75469 Pregnane X receptor 89.96% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.67% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.53% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.44% 97.09%
CHEMBL204 P00734 Thrombin 88.16% 96.01%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.02% 93.56%
CHEMBL1902 P62942 FK506-binding protein 1A 86.58% 97.05%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.29% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.01% 96.09%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.20% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.46% 97.79%
CHEMBL1871 P10275 Androgen Receptor 83.42% 96.43%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.40% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.38% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.11% 91.07%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.16% 93.04%
CHEMBL259 P32245 Melanocortin receptor 4 81.31% 95.38%
CHEMBL2581 P07339 Cathepsin D 81.07% 98.95%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.02% 93.03%
CHEMBL5028 O14672 ADAM10 80.81% 97.50%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.40% 96.39%

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 16680717
LOTUS LTS0258740
wikiData Q105195849