Malonyl CoA

Details

• Internal ID: 53b2f180-caec-4122-bf15-bb3a72802d24
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl thioesters > Acyl CoAs
• IUPAC Name: 3-[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]ethylsulfanyl]-3-oxopropanoic acid
• InChI: InChI=1S/C24H38N7O19P3S/c1-24(2,19(37)22(38)27-4-3-13(32)26-5-6-54-15(35)7-14(33)34)9-47-53(44,45)50-52(42,43)46-8-12-18(49-51(39,40)41)17(36)23(48-12)31-11-30-16-20(25)28-10-29-21(16)31/h10-12,17-19,23,36-37H,3-9H2,1-2H3,(H,26,32)(H,27,38)(H,33,34)(H,42,43)(H,44,45)(H2,25,28,29)(H2,39,40,41)/t12-,17-,18-,19+,23-/m1/s1
• InChI Key: LTYOQGRJFJAKNA-DVVLENMVSA-N
• Popularity: 1,245 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₈N₇O₁₉P₃S
• Molecular Weight: 853.60 g/mol
• Exact Mass: 853.11560417 g/mol
• Topological Polar Surface Area (TPSA): 426.00 Ų
• XlogP: -5.90
• Atomic LogP (AlogP): -1.86
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 21

Synonyms

• Malonyl CoA
• MALONYL COENZYME A
• 524-14-1
• CoA, Malonyl
• CHEBI:15531
• DTXSID40904351
• LNB9YCJ9F9
• 3-[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]ethylsulfanyl]-3-oxopropanoic acid
• 3'-phosphoadenosine 5'-{3-[(3R)-4-{[3-({2-[(3-carboxyacetyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-3-hydroxy-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}
• 3-[(2-{3-[(2R)-3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-3-oxopropanoic acid
• Coenzyme A, Malonyl
• 3'-phosphoadenosine 5'-(3-((3R)-4-((3-((2-((3-carboxyacetyl)sulfanyl)ethyl)amino)-3-oxopropyl)amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl) dihydrogen diphosphate)
• 3-((2-(3-((2R)-3-((((((((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)methyl)-2-hydroxy-3-methylbutanamido)propanamido)ethyl)sulfanyl)-3-oxopropanoic acid
• 3-(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)ethylsulfanyl)-3-oxopropanoic acid
• RefChem:800807
• DTXCID901333508
• 208-353-4
• 3-((2-(3-(3-((((((((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)methyl)-2-hydroxy-3-methylbutanamido)propanamido)ethyl)sulfanyl)-3-oxopropanoic acid
• S-(Hydrogen malonyl)coenzyme A
• malonyl-coenzyme a
• S-Malonyl-CoA
• Coenzyme A, S-(hydrogen propanedioate)
• Coenzyme A, S-(hydrogen malonate)
• omega-Carboxyacyl-CoA
• Thiomalonic acid S-ester with coenzyme A
• 2-carboxyacyl-CoA
• MLC
• 2-Alkylmalonyl-CoA
• (2S)-Malonyl-CoA
• S-(hydrogen propanedioate
• SCHEMBL6450
• omega-Carboxyacyl-Coenzyme A
• S-(hydrogen propanedioic acid
• GTPL5219
• orb1983423
• S-(hydrogen propanedioate) CoA
• CHEMBL1234355
• MeSH ID: D008316
• BDBM50260111
• LMFA07050345
• S-(hydrogen propanedioate) Coenzyme A
• DB04524
• HY-115899
• CS-0379299
• NS00015050
• C00083
• C03188
• C23130
• T73829
• Q51589793
• (3S,5R,9R)-1-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-10,14,19-trioxo-2,4,6-trioxa-18-thia-11,15-diaza-3,5-diphosphahenicosan-21-oic acid 3,5-dioxide (non-preferred name)
• (9R)-1-[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-3,5,10,14,19-pentaoxo-2,4,6-trioxa-18-thia-11,15-diaza-3lambda~5~,5lambda~5~-diphosphahenicosan-21-oic acid
• 9H-purin-6-amine,9-[5-O-[[[[[(3R)-4-[[3-[[2-[(carboxyacetyl)thio]ethyl]amino]-3-oxopropyl]amino]-3-hydroxy-2,2-dimethyl-4-oxobutyl]oxy]hydroxyphosphinyl]oxy]hydroxyphosphinyl]-3-O-phosphono-beta-D-rib

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7410	74.10%
Caco-2	-	0.8622	86.22%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Lysosomes	0.3983	39.83%
OATP2B1 inhibitior	-	0.7184	71.84%
OATP1B1 inhibitior	+	0.8749	87.49%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8349	83.49%
BSEP inhibitior	+	0.7038	70.38%
P-glycoprotein inhibitior	+	0.7392	73.92%
P-glycoprotein substrate	+	0.7829	78.29%
CYP3A4 substrate	+	0.7056	70.56%
CYP2C9 substrate	-	0.7898	78.98%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.7851	78.51%
CYP2C9 inhibition	-	0.7975	79.75%
CYP2C19 inhibition	-	0.7706	77.06%
CYP2D6 inhibition	-	0.8382	83.82%
CYP1A2 inhibition	-	0.8091	80.91%
CYP2C8 inhibition	+	0.7268	72.68%
CYP inhibitory promiscuity	-	0.8953	89.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5307	53.07%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.9044	90.44%
Skin irritation	-	0.7575	75.75%
Skin corrosion	-	0.9183	91.83%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4170	41.70%
Micronuclear	+	0.9600	96.00%
Hepatotoxicity	-	0.5348	53.48%
skin sensitisation	-	0.8356	83.56%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8650	86.50%
Acute Oral Toxicity (c)	III	0.5297	52.97%
Estrogen receptor binding	+	0.8047	80.47%
Androgen receptor binding	+	0.6587	65.87%
Thyroid receptor binding	+	0.5980	59.80%
Glucocorticoid receptor binding	+	0.6724	67.24%
Aromatase binding	+	0.6721	67.21%
PPAR gamma	+	0.7118	71.18%
Honey bee toxicity	-	0.7018	70.18%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9134	91.34%

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	99.43%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.59%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.80%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.87%	99.23%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	95.70%	80.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.45%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.15%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	92.79%	94.73%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.21%	97.29%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.50%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.22%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.97%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	86.70%	90.17%
CHEMBL3979	Q03181	Peroxisome proliferator-activated receptor delta	83.43%	93.95%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	83.08%	100.00%
CHEMBL1881	P43116	Prostanoid EP2 receptor	83.00%	93.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.78%	100.00%
CHEMBL3891	P07384	Calpain 1	82.52%	93.04%
CHEMBL1914	P06276	Butyrylcholinesterase	82.42%	95.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	81.61%	92.29%
CHEMBL5028	O14672	ADAM10	80.43%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 644066
• LOTUS: LTS0109873
• wikiData: Q27095293