Isobutyryl-CoA

Details

• Internal ID: 854a1fa5-5f08-4d48-925e-f54d5b5ee098
• 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] 2-methylpropanethioate
• InChI: InChI=1S/C25H42N7O17P3S/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-14,17-19,23,34-35H,5-10H2,1-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,17-,18-,19+,23-/m1/s1
• InChI Key: AEWHYWSPVRZHCT-NDZSKPAWSA-N
• Popularity: 40 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₂N₇O₁₇P₃S
• Molecular Weight: 837.60 g/mol
• Exact Mass: 837.15707506 g/mol
• Topological Polar Surface Area (TPSA): 389.00 Ų
• XlogP: -4.60
• Atomic LogP (AlogP): -0.68
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 20

Synonyms

• isobutyryl-coenzyme A
• 15621-60-0
• 2-Methylpropanoyl-CoA
• 2-Methylpropionyl-CoA
• Isobutyryl CoA
• isobutanoyl-CoA
• S-(2-methylpropanoyl)-CoA
• {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-{[2-({2-[(2-methylpropanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
• Isobutyryl-Coenzyme A (sodium salt)
• Coenzyme A, isobutyryl-
• Coenzyme A, S-(2-methylpropanoate)
• Isobutyryl- CoA
• S-(2-methylpropanoate
• Isobutyryl- Coenzyme A
• alpha-methylpropionyl-CoA
• IB-CO6
• S-(2-methylpropanoic acid
• S-(2-methylpropanoate)CoA
• SCHEMBL59684
• 2-Methylpropanoyl-Coenzyme A
• 2-Methylpropionyl-Coenzyme A
• alpha-methylpropionyl-Coenzyme A
• CHEBI:15479
• DTXSID90935397
• MCC8272
• S-(2-methylpropanoate)Coenzyme A
• S-(2-methylpropanoyl)-Coenzyme A
• LMFA07050331
• 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] 2-methylpropanethioate
• C00630
• J-000958
• Q27458896
• 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-{[3-({2-[(2-methylpropanoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-4-oxobutyl] dihydrogen diphosphate}
• S-{(9R,13S,15R)-17-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-9,13,15-trihydroxy-10,10-dimethyl-13,15-dioxido-4,8-dioxo-12,14,16-trioxa-3,7-diaza-13,15-diphosphaheptadec-1-yl} 2-methylpropanethioate (non-preferred name)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7944	79.44%
Caco-2	-	0.8635	86.35%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Lysosomes	0.3572	35.72%
OATP2B1 inhibitior	-	0.7158	71.58%
OATP1B1 inhibitior	+	0.8810	88.10%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.8623	86.23%
OCT2 inhibitior	-	0.8599	85.99%
BSEP inhibitior	+	0.7390	73.90%
P-glycoprotein inhibitior	+	0.7396	73.96%
P-glycoprotein substrate	+	0.7932	79.32%
CYP3A4 substrate	+	0.7000	70.00%
CYP2C9 substrate	-	0.5985	59.85%
CYP2D6 substrate	-	0.8571	85.71%
CYP3A4 inhibition	-	0.6004	60.04%
CYP2C9 inhibition	-	0.7818	78.18%
CYP2C19 inhibition	-	0.7612	76.12%
CYP2D6 inhibition	-	0.8455	84.55%
CYP1A2 inhibition	-	0.8291	82.91%
CYP2C8 inhibition	+	0.6943	69.43%
CYP inhibitory promiscuity	-	0.9131	91.31%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5334	53.34%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.7589	75.89%
Skin corrosion	-	0.9169	91.69%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4635	46.35%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.5223	52.23%
skin sensitisation	-	0.8368	83.68%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8138	81.38%
Acute Oral Toxicity (c)	III	0.5473	54.73%
Estrogen receptor binding	+	0.7769	77.69%
Androgen receptor binding	+	0.6777	67.77%
Thyroid receptor binding	+	0.5892	58.92%
Glucocorticoid receptor binding	+	0.6854	68.54%
Aromatase binding	+	0.6650	66.50%
PPAR gamma	+	0.7232	72.32%
Honey bee toxicity	-	0.6503	65.03%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8788	87.88%

Targets

Proven Targets:

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	99.51%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.92%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	96.65%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.80%	99.23%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	95.38%	80.33%
CHEMBL3401	O75469	Pregnane X receptor	94.69%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.68%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.52%	99.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	93.82%	93.10%
CHEMBL1914	P06276	Butyrylcholinesterase	93.25%	95.00%
CHEMBL3979	Q03181	Peroxisome proliferator-activated receptor delta	89.96%	93.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.78%	97.29%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	89.56%	95.39%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.30%	96.00%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	85.67%	99.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.65%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.60%	89.00%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	84.45%	88.84%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.18%	97.25%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.81%	98.05%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	82.59%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.20%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.13%	94.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.09%	90.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.74%	96.47%
CHEMBL3891	P07384	Calpain 1	81.46%	93.04%
CHEMBL2535	P11166	Glucose transporter	81.10%	98.75%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.73%	82.50%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.38%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.37%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.26%	95.89%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.16%	98.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3036931
• LOTUS: LTS0174636
• wikiData: Q27458896