PlantaeDB Logo
Login Sign-up

13alpha-Acetoxypukalide

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 fc86dfac-dbfd-4c01-9f79-4ce3e8742179
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name methyl (2S,4R,6S,10R,12R)-10-acetyloxy-4-methyl-8-oxo-12-prop-1-en-2-yl-3,7,17-trioxatetracyclo[12.2.1.16,9.02,4]octadeca-1(16),9(18),14-triene-15-carboxylate
SMILES (Canonical) CC(=C)C1CC(C2=CC(CC3(C(O3)C4=CC(=C(C1)O4)C(=O)OC)C)OC2=O)OC(=O)C
SMILES (Isomeric) CC(=C)[C@@H]1C[C@H](C2=C[C@H](C[C@@]3([C@H](O3)C4=CC(=C(C1)O4)C(=O)OC)C)OC2=O)OC(=O)C
InChI InChI=1S/C23H26O8/c1-11(2)13-6-17(28-12(3)24)15-8-14(29-22(15)26)10-23(4)20(31-23)19-9-16(21(25)27-5)18(7-13)30-19/h8-9,13-14,17,20H,1,6-7,10H2,2-5H3/t13-,14-,17-,20-,23-/m1/s1
InChI Key WJKBXPONHMNWTM-ODLNTGJHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C23H26O8
Molecular Weight 430.40 g/mol
Exact Mass 430.16276778 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.21
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

Top
Methyl (2R,4S,6R,10R,12R)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo(12.2.1.1,.0,)octadeca-1(16),9(18),14-triene-15-carboxylic acid
Methyl (2R,4S,6R,10R,12R)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1,.0,]octadeca-1(16),9(18),14-triene-15-carboxylic acid
methyl (2R,4S,6R,10S,12S)-10-acetyloxy-4-methyl-8-oxo-12-prop-1-en-2-yl-3,7,17-trioxatetracyclo(12.2.1.16,9.02,4)octadeca-1(16),9(18),14-triene-15-carboxylate
methyl (2R,4S,6R,10S,12S)-10-acetyloxy-4-methyl-8-oxo-12-prop-1-en-2-yl-3,7,17-trioxatetracyclo[12.2.1.16,9.02,4]octadeca-1(16),9(18),14-triene-15-carboxylate
methyl (2S,4R,6S,10R,12R)-10-acetyloxy-4-methyl-8-oxo-12-prop-1-en-2-yl-3,7,17-trioxatetracyclo(12.2.1.16,9.02,4)octadeca-1(16),9(18),14-triene-15-carboxylate
methyl (2S,4R,6S,10R,12R)-10-acetyloxy-4-methyl-8-oxo-12-prop-1-en-2-yl-3,7,17-trioxatetracyclo[12.2.1.16,9.02,4]octadeca-1(16),9(18),14-triene-15-carboxylate
RefChem:78519
852459-57-5
CHEMBL465178

2D Structure

Top
2D Structure of 13alpha-Acetoxypukalide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9909 99.09%
Caco-2 + 0.5052 50.52%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.5349 53.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8451 84.51%
OATP1B3 inhibitior + 0.9044 90.44%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7336 73.36%
P-glycoprotein inhibitior + 0.7769 77.69%
P-glycoprotein substrate + 0.6082 60.82%
CYP3A4 substrate + 0.6649 66.49%
CYP2C9 substrate + 0.5853 58.53%
CYP2D6 substrate - 0.8849 88.49%
CYP3A4 inhibition - 0.5271 52.71%
CYP2C9 inhibition - 0.8118 81.18%
CYP2C19 inhibition - 0.7653 76.53%
CYP2D6 inhibition - 0.9085 90.85%
CYP1A2 inhibition - 0.5669 56.69%
CYP2C8 inhibition + 0.6264 62.64%
CYP inhibitory promiscuity - 0.8402 84.02%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8300 83.00%
Carcinogenicity (trinary) Non-required 0.4699 46.99%
Eye corrosion - 0.9729 97.29%
Eye irritation - 0.8743 87.43%
Skin irritation - 0.7220 72.20%
Skin corrosion - 0.9273 92.73%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6361 63.61%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.6007 60.07%
skin sensitisation - 0.6540 65.40%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.5648 56.48%
Acute Oral Toxicity (c) III 0.4365 43.65%
Estrogen receptor binding + 0.7172 71.72%
Androgen receptor binding + 0.6266 62.66%
Thyroid receptor binding + 0.5254 52.54%
Glucocorticoid receptor binding + 0.8156 81.56%
Aromatase binding + 0.6058 60.58%
PPAR gamma + 0.7639 76.39%
Honey bee toxicity - 0.6533 65.33%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9757 97.57%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.14% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.23% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.60% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.78% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.96% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.44% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 89.63% 91.19%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 86.47% 81.11%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.21% 95.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.07% 97.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.78% 91.07%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.70% 96.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.53% 97.14%
CHEMBL3401 O75469 Pregnane X receptor 82.38% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.15% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.56% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.06% 95.71%

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.
Fritillaria walujewii

Cross-Links

Top
PubChem 44583999
NPASS NPC37488
LOTUS LTS0270355
wikiData Q105306859