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[(1S,2S,4S,5R,7S,9S,10R,11S,12S,14S,15R,16R,19S)-10-acetyloxy-5-hydroxy-16-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-11,15-dimethyl-3,8-dioxahexacyclo[10.7.0.02,4.05,11.07,9.015,19]nonadecan-14-yl] acetate

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 19ae27b7-40dc-4f56-b8a1-2119c673e276
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(1S,2S,4S,5R,7S,9S,10R,11S,12S,14S,15R,16R,19S)-10-acetyloxy-5-hydroxy-16-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-11,15-dimethyl-3,8-dioxahexacyclo[10.7.0.02,4.05,11.07,9.015,19]nonadecan-14-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H44O10/c1-13-9-21(41-29(36)17(13)12-33)14(2)18-7-8-19-24-20(10-23(30(18,19)5)38-15(3)34)31(6)27(39-16(4)35)25-22(40-25)11-32(31,37)28-26(24)42-28/h14,18-28,33,37H,7-12H2,1-6H3/t14-,18+,19-,20-,21+,22-,23-,24-,25-,26-,27-,28-,30+,31-,32-/m0/s1
InChI Key JUDIAROJRBXXRT-UJLRICLZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H44O10
Molecular Weight 588.70 g/mol
Exact Mass 588.29344760 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.47
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,4S,5R,7S,9S,10R,11S,12S,14S,15R,16R,19S)-10-acetyloxy-5-hydroxy-16-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-11,15-dimethyl-3,8-dioxahexacyclo[10.7.0.02,4.05,11.07,9.015,19]nonadecan-14-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9151 91.51%
Caco-2 - 0.8181 81.81%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7512 75.12%
OATP2B1 inhibitior - 0.7153 71.53%
OATP1B1 inhibitior + 0.8528 85.28%
OATP1B3 inhibitior + 0.9586 95.86%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6271 62.71%
BSEP inhibitior + 0.8490 84.90%
P-glycoprotein inhibitior + 0.6942 69.42%
P-glycoprotein substrate + 0.6102 61.02%
CYP3A4 substrate + 0.7160 71.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9068 90.68%
CYP3A4 inhibition - 0.7357 73.57%
CYP2C9 inhibition - 0.8344 83.44%
CYP2C19 inhibition - 0.9310 93.10%
CYP2D6 inhibition - 0.9447 94.47%
CYP1A2 inhibition - 0.8034 80.34%
CYP2C8 inhibition + 0.5906 59.06%
CYP inhibitory promiscuity - 0.9259 92.59%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5791 57.91%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9219 92.19%
Skin irritation + 0.5683 56.83%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis + 0.6126 61.26%
Human Ether-a-go-go-Related Gene inhibition - 0.4876 48.76%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.5343 53.43%
skin sensitisation - 0.8960 89.60%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.8198 81.98%
Acute Oral Toxicity (c) I 0.6924 69.24%
Estrogen receptor binding + 0.7810 78.10%
Androgen receptor binding + 0.6945 69.45%
Thyroid receptor binding - 0.5502 55.02%
Glucocorticoid receptor binding + 0.7609 76.09%
Aromatase binding + 0.7189 71.89%
PPAR gamma + 0.6976 69.76%
Honey bee toxicity - 0.6597 65.97%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9571 95.71%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.76% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.08% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.34% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.17% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.48% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 91.70% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.67% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.06% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.77% 86.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 90.73% 90.08%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.97% 97.14%
CHEMBL299 P17252 Protein kinase C alpha 89.82% 98.03%
CHEMBL2581 P07339 Cathepsin D 89.52% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 89.28% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.60% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.55% 99.23%
CHEMBL4072 P07858 Cathepsin B 85.31% 93.67%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.79% 93.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.38% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.93% 93.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.79% 89.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.45% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.33% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.87% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.55% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.86% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.27% 95.50%

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.
Tacca plantaginea

Cross-Links

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PubChem 16079920
LOTUS LTS0212544
wikiData Q105135169