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(1R,2R,7R,10R,11S,14R,15S,16R)-16-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-10,14,16-trimethyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxapentacyclo[13.2.2.01,14.02,11.05,10]nonadec-4-en-9-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 b9b2f075-e812-4f7f-a826-c0d3f3ac8006
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives > Withanolide glycosides and derivatives
IUPAC Name (1R,2R,7R,10R,11S,14R,15S,16R)-16-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-10,14,16-trimethyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxapentacyclo[13.2.2.01,14.02,11.05,10]nonadec-4-en-9-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C2(C3CCC4(C3(CCC5C4CC=C6C5(C(=O)CC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C)O2)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)C[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)O2)C)C
InChI InChI=1S/C34H48O10/c1-16-12-25(43-29(40)17(16)2)33(5)23-9-11-34(44-33)21-7-6-18-13-19(41-30-28(39)27(38)26(37)22(15-35)42-30)14-24(36)32(18,4)20(21)8-10-31(23,34)3/h6,19-23,25-28,30,35,37-39H,7-15H2,1-5H3/t19-,20+,21-,22-,23+,25-,26-,27+,28-,30-,31-,32+,33-,34-/m1/s1
InChI Key BAHPTJNBOPDDGX-DKZVLZAESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H48O10
Molecular Weight 616.70 g/mol
Exact Mass 616.32474772 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.49
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,7R,10R,11S,14R,15S,16R)-16-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-10,14,16-trimethyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxapentacyclo[13.2.2.01,14.02,11.05,10]nonadec-4-en-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8761 87.61%
Caco-2 - 0.8544 85.44%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8869 88.69%
OATP2B1 inhibitior - 0.7202 72.02%
OATP1B1 inhibitior + 0.8312 83.12%
OATP1B3 inhibitior + 0.8796 87.96%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.6229 62.29%
P-glycoprotein inhibitior + 0.7563 75.63%
P-glycoprotein substrate - 0.6143 61.43%
CYP3A4 substrate + 0.7230 72.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8952 89.52%
CYP3A4 inhibition - 0.8355 83.55%
CYP2C9 inhibition - 0.8865 88.65%
CYP2C19 inhibition - 0.9378 93.78%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.8942 89.42%
CYP2C8 inhibition + 0.6566 65.66%
CYP inhibitory promiscuity - 0.8753 87.53%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5162 51.62%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9244 92.44%
Skin irritation + 0.5245 52.45%
Skin corrosion - 0.9369 93.69%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7432 74.32%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.9334 93.34%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.6341 63.41%
Acute Oral Toxicity (c) I 0.6889 68.89%
Estrogen receptor binding + 0.7385 73.85%
Androgen receptor binding + 0.7650 76.50%
Thyroid receptor binding - 0.6051 60.51%
Glucocorticoid receptor binding + 0.7200 72.00%
Aromatase binding + 0.6623 66.23%
PPAR gamma + 0.6388 63.88%
Honey bee toxicity - 0.7174 71.74%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9822 98.22%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.40% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 92.50% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.14% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.80% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.25% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.76% 94.00%
CHEMBL220 P22303 Acetylcholinesterase 90.72% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.57% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.83% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.58% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.30% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.46% 96.21%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.92% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.64% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.01% 91.07%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.96% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.96% 89.00%
CHEMBL2581 P07339 Cathepsin D 80.65% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 80.52% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.45% 97.36%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.33% 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.
Withania coagulans

Cross-Links

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PubChem 15970528
LOTUS LTS0044586
wikiData Q104922171