PlantaeDB Logo
Login Sign-up

[(2S,3R,7S,9S,11R,15R,22S,23S,24R)-10,14,25-triacetyloxy-3,22-dihydroxy-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

Top
Internal ID f3fe2860-8854-45dc-b073-76e0b0fd0834
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(2S,3R,7S,9S,11R,15R,22S,23S,24R)-10,14,25-triacetyloxy-3,22-dihydroxy-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) CC1C=C2C(C3C1C4(C(C3OC(=O)C)C5C(C(C4OC(=O)C)OC(=O)C)C6(C(CC7C(C6OC(=O)C)O7)C(=O)C5O)C)C)(C(C(=O)O2)(C)O)C
SMILES (Isomeric) CC1C=C2[C@@]([C@H]3C1[C@@]4(C(C3OC(=O)C)[C@@H]5[C@H](C(=O)C6C[C@H]7[C@H](O7)C([C@@]6(C5C(C4OC(=O)C)OC(=O)C)C)OC(=O)C)O)C)([C@](C(=O)O2)(C)O)C
InChI InChI=1S/C36H46O14/c1-12-10-19-35(8,36(9,44)32(43)50-19)24-21(12)34(7)22(28(24)45-13(2)37)20-23(29(46-14(3)38)31(34)48-16(5)40)33(6)17(25(41)26(20)42)11-18-27(49-18)30(33)47-15(4)39/h10,12,17-18,20-24,26-31,42,44H,11H2,1-9H3/t12?,17?,18-,20-,21?,22?,23?,24-,26+,27-,28?,29?,30?,31?,33-,34+,35-,36+/m0/s1
InChI Key PTTJLTMUKRRHAT-YVGBOTTJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H46O14
Molecular Weight 702.70 g/mol
Exact Mass 702.28875614 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 1.41
H-Bond Acceptor 14
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

Top
NSC-627261

2D Structure

Top
2D Structure of [(2S,3R,7S,9S,11R,15R,22S,23S,24R)-10,14,25-triacetyloxy-3,22-dihydroxy-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

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9763 97.63%
Caco-2 - 0.8260 82.60%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7041 70.41%
OATP2B1 inhibitior - 0.8606 86.06%
OATP1B1 inhibitior + 0.8116 81.16%
OATP1B3 inhibitior + 0.8937 89.37%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9806 98.06%
P-glycoprotein inhibitior + 0.8181 81.81%
P-glycoprotein substrate - 0.9362 93.62%
CYP3A4 substrate + 0.6848 68.48%
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 + 0.4461 44.61%
CYP inhibitory promiscuity - 0.7819 78.19%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.5182 51.82%
Eye corrosion - 0.9836 98.36%
Eye irritation - 0.8964 89.64%
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 - 0.5867 58.67%
Micronuclear + 0.5159 51.59%
Hepatotoxicity + 0.6101 61.01%
skin sensitisation - 0.7785 77.85%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6652 66.52%
Acute Oral Toxicity (c) I 0.3448 34.48%
Estrogen receptor binding + 0.7795 77.95%
Androgen receptor binding + 0.7358 73.58%
Thyroid receptor binding + 0.5553 55.53%
Glucocorticoid receptor binding + 0.7224 72.24%
Aromatase binding + 0.6741 67.41%
PPAR gamma + 0.7260 72.60%
Honey bee toxicity - 0.6968 69.68%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5045 50.45%
Fish aquatic toxicity + 0.9614 96.14%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.98% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 97.26% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.32% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.96% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.55% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.56% 96.77%
CHEMBL2581 P07339 Cathepsin D 92.46% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.14% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.56% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.46% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 90.57% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.15% 94.00%
CHEMBL2039 P27338 Monoamine oxidase B 85.92% 92.51%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.67% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.10% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.00% 93.00%
CHEMBL221 P23219 Cyclooxygenase-1 84.65% 90.17%
CHEMBL4208 P20618 Proteasome component C5 83.97% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.67% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.61% 92.94%
CHEMBL3401 O75469 Pregnane X receptor 82.03% 94.73%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.81% 85.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.22% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.19% 95.89%

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 5459144
LOTUS LTS0016888
wikiData Q105214879