[10-Acetyloxy-5-hydroxy-11,15-dimethyl-16-[1-[4-methyl-6-oxo-5-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyran-2-yl]ethyl]-17-oxo-3,8-dioxahexacyclo[10.7.0.02,4.05,11.07,9.015,19]nonadecan-14-yl] acetate

Details

Top
Internal ID 53d2973d-5ad4-4950-9c98-2f0268c2e016
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [10-acetyloxy-5-hydroxy-11,15-dimethyl-16-[1-[4-methyl-6-oxo-5-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyran-2-yl]ethyl]-17-oxo-3,8-dioxahexacyclo[10.7.0.02,4.05,11.07,9.015,19]nonadecan-14-yl] acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2C(=O)CC3C2(C(CC4C3C5C(O5)C6(C4(C(C7C(C6)O7)OC(=O)C)C)O)OC(=O)C)C)COC8C(C(C(C(O8)CO)O)O)O
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)C2C(=O)CC3C2(C(CC4C3C5C(O5)C6(C4(C(C7C(C6)O7)OC(=O)C)C)O)OC(=O)C)C)COC8C(C(C(C(O8)CO)O)O)O
InChI InChI=1S/C38H52O16/c1-13-7-21(52-34(46)17(13)12-48-35-29(45)28(44)27(43)23(11-39)53-35)14(2)26-20(42)8-18-25-19(9-24(36(18,26)5)49-15(3)40)37(6)32(50-16(4)41)30-22(51-30)10-38(37,47)33-31(25)54-33/h14,18-19,21-33,35,39,43-45,47H,7-12H2,1-6H3
InChI Key USPJZXFXCUYTIH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C38H52O16
Molecular Weight 764.80 g/mol
Exact Mass 764.32553557 g/mol
Topological Polar Surface Area (TPSA) 241.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -0.53
H-Bond Acceptor 16
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [10-Acetyloxy-5-hydroxy-11,15-dimethyl-16-[1-[4-methyl-6-oxo-5-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyran-2-yl]ethyl]-17-oxo-3,8-dioxahexacyclo[10.7.0.02,4.05,11.07,9.015,19]nonadecan-14-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7259 72.59%
Caco-2 - 0.8766 87.66%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6636 66.36%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8349 83.49%
OATP1B3 inhibitior + 0.9352 93.52%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6499 64.99%
P-glycoprotein inhibitior + 0.7474 74.74%
P-glycoprotein substrate + 0.6679 66.79%
CYP3A4 substrate + 0.7256 72.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8985 89.85%
CYP3A4 inhibition - 0.8081 80.81%
CYP2C9 inhibition - 0.8377 83.77%
CYP2C19 inhibition - 0.8866 88.66%
CYP2D6 inhibition - 0.9417 94.17%
CYP1A2 inhibition - 0.8894 88.94%
CYP2C8 inhibition + 0.6758 67.58%
CYP inhibitory promiscuity - 0.9580 95.80%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6946 69.46%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9140 91.40%
Skin irritation - 0.6238 62.38%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis + 0.5409 54.09%
Human Ether-a-go-go-Related Gene inhibition - 0.3611 36.11%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.7856 78.56%
skin sensitisation - 0.8777 87.77%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.7251 72.51%
Acute Oral Toxicity (c) I 0.7441 74.41%
Estrogen receptor binding + 0.7890 78.90%
Androgen receptor binding + 0.7217 72.17%
Thyroid receptor binding - 0.5759 57.59%
Glucocorticoid receptor binding + 0.7109 71.09%
Aromatase binding + 0.6635 66.35%
PPAR gamma + 0.7374 73.74%
Honey bee toxicity - 0.6070 60.70%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9649 96.49%

Targets

Top

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.63% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.43% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.68% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 96.07% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.19% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.08% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.29% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.97% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 90.74% 97.79%
CHEMBL299 P17252 Protein kinase C alpha 90.20% 98.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.91% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.87% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.78% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.04% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.85% 93.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.68% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.58% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.13% 93.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.00% 96.47%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.90% 97.21%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.88% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.73% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.27% 91.19%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.20% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.64% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.43% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 81.31% 92.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.11% 91.24%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.36% 90.08%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.28% 91.07%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.18% 82.50%

Plants that contains it

Top
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 chantrieri
Tacca plantaginea

Cross-Links

Top
PubChem 85384926
LOTUS LTS0245919
wikiData Q105278401