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[(1R,2S,3R,5S,7S,9S,10R,11R,12S,13S,14R,15S,16S,17S,22S,23S,24S,25R)-10,14-diacetyloxy-3,17,22,25-tetrahydroxy-11,15,17,22,23-pentamethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-13-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 32ad7320-00f3-44f1-85c2-d7738488b1d5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(1R,2S,3R,5S,7S,9S,10R,11R,12S,13S,14R,15S,16S,17S,22S,23S,24S,25R)-10,14-diacetyloxy-3,17,22,25-tetrahydroxy-11,15,17,22,23-pentamethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-13-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H44O14/c1-11(35)44-25-19-17(22(39)21(38)14-9-15-24(47-15)27(31(14,19)5)45-12(2)36)18-23(40)20-26(32(18,6)28(25)46-13(3)37)30(4,42)10-16-33(20,7)34(8,43)29(41)48-16/h10,14-15,17-20,22-28,39-40,42-43H,9H2,1-8H3/t14-,15+,17+,18+,19-,20+,22-,23-,24+,25+,26-,27+,28+,30-,31+,32+,33+,34-/m1/s1
InChI Key FOVNVDZCIHCZDY-AANSQMFQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H44O14
Molecular Weight 676.70 g/mol
Exact Mass 676.27310607 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -0.04
H-Bond Acceptor 14
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3R,5S,7S,9S,10R,11R,12S,13S,14R,15S,16S,17S,22S,23S,24S,25R)-10,14-diacetyloxy-3,17,22,25-tetrahydroxy-11,15,17,22,23-pentamethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-13-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 + 0.9763 97.63%
Caco-2 - 0.8302 83.02%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7041 70.41%
OATP2B1 inhibitior - 0.8601 86.01%
OATP1B1 inhibitior + 0.8233 82.33%
OATP1B3 inhibitior + 0.8937 89.37%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9321 93.21%
P-glycoprotein inhibitior + 0.7691 76.91%
P-glycoprotein substrate - 0.7820 78.20%
CYP3A4 substrate + 0.6748 67.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8653 86.53%
CYP3A4 inhibition - 0.8138 81.38%
CYP2C9 inhibition - 0.8944 89.44%
CYP2C19 inhibition - 0.8921 89.21%
CYP2D6 inhibition - 0.9289 92.89%
CYP1A2 inhibition - 0.8566 85.66%
CYP2C8 inhibition + 0.4716 47.16%
CYP inhibitory promiscuity - 0.7819 78.19%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.5182 51.82%
Eye corrosion - 0.9836 98.36%
Eye irritation - 0.8992 89.92%
Skin irritation - 0.6113 61.13%
Skin corrosion - 0.8936 89.36%
Ames mutagenesis - 0.6078 60.78%
Human Ether-a-go-go-Related Gene inhibition - 0.5429 54.29%
Micronuclear + 0.5159 51.59%
Hepatotoxicity + 0.6067 60.67%
skin sensitisation - 0.7785 77.85%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6529 65.29%
Acute Oral Toxicity (c) I 0.3448 34.48%
Estrogen receptor binding + 0.7549 75.49%
Androgen receptor binding + 0.7390 73.90%
Thyroid receptor binding + 0.5437 54.37%
Glucocorticoid receptor binding + 0.7133 71.33%
Aromatase binding + 0.7023 70.23%
PPAR gamma + 0.7249 72.49%
Honey bee toxicity - 0.7002 70.02%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5155 51.55%
Fish aquatic toxicity + 0.9614 96.14%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.18% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.05% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.89% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.83% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.49% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.54% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.63% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.32% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 88.26% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.35% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.04% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.74% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.42% 85.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.61% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.29% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.42% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.00% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.38% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 81.75% 92.50%
CHEMBL3401 O75469 Pregnane X receptor 80.76% 94.73%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.72% 89.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.60% 94.33%

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 162880180
LOTUS LTS0141144
wikiData Q104998982