PlantaeDB Logo
Login Sign-up

vinylacetyl-coenzyme A

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 564598b3-56f1-4077-bb7d-2cad615c8986
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl thioesters > Acyl CoAs
IUPAC Name S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] but-3-enethioate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H40N7O17P3S/c1-4-5-16(34)53-9-8-27-15(33)6-7-28-23(37)20(36)25(2,3)11-46-52(43,44)49-51(41,42)45-10-14-19(48-50(38,39)40)18(35)24(47-14)32-13-31-17-21(26)29-12-30-22(17)32/h4,12-14,18-20,24,35-36H,1,5-11H2,2-3H3,(H,27,33)(H,28,37)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,18-,19-,20+,24-/m1/s1
InChI Key UATIGEHITDTAGF-CITAKDKDSA-N
Popularity 4 references in papers

Physical and Chemical Properties

Top
Molecular Formula C25H40N7O17P3S
Molecular Weight 835.60 g/mol
Exact Mass 835.14142500 g/mol
Topological Polar Surface Area (TPSA) 389.00 Ų
XlogP -4.90
Atomic LogP (AlogP) -0.76
H-Bond Acceptor 19
H-Bond Donor 9
Rotatable Bonds 21

Synonyms

Top
but-3-enoyl-CoA
3-Butenoyl-CoA
3'-phosphoadenosine 5'-(3-{(3R)-4-[(3-{[2-(but-3-enoylsulfanyl)ethyl]amino}-3-oxopropyl)amino]-3-hydroxy-2,2-dimethyl-4-oxobutyl} dihydrogen diphosphate)
SCHEMBL60678
CHEBI:15543
LMFA07050400
but-3-enoyl-CoA; (Acyl-CoA); [M+H]+;
C02331
Q27098091
S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] but-3-enethioate

2D Structure

Top
2D Structure of vinylacetyl-coenzyme A

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8610 86.10%
Caco-2 - 0.8619 86.19%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.3630 36.30%
OATP2B1 inhibitior - 0.7186 71.86%
OATP1B1 inhibitior + 0.8709 87.09%
OATP1B3 inhibitior + 0.9360 93.60%
MATE1 inhibitior - 0.9254 92.54%
OCT2 inhibitior - 0.8099 80.99%
BSEP inhibitior + 0.7074 70.74%
P-glycoprotein inhibitior + 0.7401 74.01%
P-glycoprotein substrate + 0.7750 77.50%
CYP3A4 substrate + 0.7145 71.45%
CYP2C9 substrate - 0.7898 78.98%
CYP2D6 substrate - 0.8608 86.08%
CYP3A4 inhibition - 0.6925 69.25%
CYP2C9 inhibition - 0.7832 78.32%
CYP2C19 inhibition - 0.7619 76.19%
CYP2D6 inhibition - 0.8505 85.05%
CYP1A2 inhibition - 0.8031 80.31%
CYP2C8 inhibition + 0.7519 75.19%
CYP inhibitory promiscuity - 0.9198 91.98%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.5186 51.86%
Eye corrosion - 0.9800 98.00%
Eye irritation - 0.9057 90.57%
Skin irritation - 0.7540 75.40%
Skin corrosion - 0.9150 91.50%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4526 45.26%
Micronuclear + 0.9600 96.00%
Hepatotoxicity + 0.5098 50.98%
skin sensitisation - 0.8296 82.96%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7764 77.64%
Acute Oral Toxicity (c) III 0.5512 55.12%
Estrogen receptor binding + 0.7820 78.20%
Androgen receptor binding + 0.6575 65.75%
Thyroid receptor binding + 0.5948 59.48%
Glucocorticoid receptor binding + 0.6804 68.04%
Aromatase binding + 0.6544 65.44%
PPAR gamma + 0.7151 71.51%
Honey bee toxicity - 0.6521 65.21%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9550 95.50%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.27% 96.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 97.96% 89.34%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.75% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.00% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 95.75% 94.73%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 95.71% 80.33%
CHEMBL2581 P07339 Cathepsin D 95.55% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.03% 99.23%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 92.41% 97.29%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.26% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 88.40% 96.90%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 87.55% 92.29%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.84% 96.00%
CHEMBL3891 P07384 Calpain 1 86.64% 93.04%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.57% 91.03%
CHEMBL226 P30542 Adenosine A1 receptor 82.85% 95.93%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 82.06% 100.00%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 81.80% 98.33%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.75% 82.50%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 81.65% 93.10%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.54% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.33% 94.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.07% 90.71%

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.
There are no matching plants.

Cross-Links

Top
PubChem 11966119
LOTUS LTS0236572
wikiData Q27098091