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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,4R,5R)-4-hydroxy-4,5-dimethyl-6-oxooxan-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 99b9a957-620e-4f73-9dc2-22df20a11ab2
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,4R,5R)-4-hydroxy-4,5-dimethyl-6-oxooxan-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/C32H46O10/c1-13(20-11-29(5,36)14(2)28(35)41-20)17-8-9-18-23-19(10-22(30(17,18)6)38-15(3)33)31(7)26(39-16(4)34)24-21(40-24)12-32(31,37)27-25(23)42-27/h13-14,17-27,36-37H,8-12H2,1-7H3/t13-,14-,17+,18-,19-,20+,21-,22-,23-,24-,25-,26-,27-,29+,30+,31-,32-/m0/s1
InChI Key UBZJVFYBDALJKJ-VNYRJWHDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H46O10
Molecular Weight 590.70 g/mol
Exact Mass 590.30909766 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.55
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 4

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,4R,5R)-4-hydroxy-4,5-dimethyl-6-oxooxan-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 + 0.8616 86.16%
Caco-2 - 0.8265 82.65%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6074 60.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8690 86.90%
OATP1B3 inhibitior + 0.9210 92.10%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7088 70.88%
P-glycoprotein inhibitior + 0.7164 71.64%
P-glycoprotein substrate + 0.5949 59.49%
CYP3A4 substrate + 0.7159 71.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8681 86.81%
CYP3A4 inhibition - 0.8078 80.78%
CYP2C9 inhibition - 0.9096 90.96%
CYP2C19 inhibition - 0.9086 90.86%
CYP2D6 inhibition - 0.9535 95.35%
CYP1A2 inhibition - 0.7328 73.28%
CYP2C8 inhibition + 0.5167 51.67%
CYP inhibitory promiscuity - 0.9813 98.13%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6166 61.66%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9223 92.23%
Skin irritation - 0.5506 55.06%
Skin corrosion - 0.8507 85.07%
Ames mutagenesis - 0.5407 54.07%
Human Ether-a-go-go-Related Gene inhibition - 0.4442 44.42%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.5283 52.83%
skin sensitisation - 0.8720 87.20%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.7625 76.25%
Acute Oral Toxicity (c) I 0.4129 41.29%
Estrogen receptor binding + 0.7660 76.60%
Androgen receptor binding + 0.6756 67.56%
Thyroid receptor binding - 0.5416 54.16%
Glucocorticoid receptor binding + 0.7307 73.07%
Aromatase binding + 0.6986 69.86%
PPAR gamma + 0.7060 70.60%
Honey bee toxicity - 0.6219 62.19%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.8459 84.59%

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 96.68% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.87% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.60% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.67% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 91.90% 91.19%
CHEMBL2179 P04062 Beta-glucocerebrosidase 90.78% 85.31%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.57% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.78% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.63% 86.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.26% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.12% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.82% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.46% 99.23%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.29% 89.50%
CHEMBL4072 P07858 Cathepsin B 87.17% 93.67%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.86% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.87% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 84.61% 92.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.14% 93.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.66% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.01% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.02% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.45% 96.47%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.10% 95.89%

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.
Acanthus ebracteatus
Premna odorata
Tacca plantaginea

Cross-Links

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PubChem 16079921
LOTUS LTS0230127
wikiData Q105345292