P. aeruginosa Metabolome Database: (<i>S</i>)-3-hydroxydecanoyl-CoA (PAMDB110397)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information
Version	1.0
Update Date	1/22/2018 12:54:54 PM
Metabolite ID	PAMDB110397
Identification
Name:	(S)-3-hydroxydecanoyl-CoA
Description:	An acyl-CoA(4−) oxoanion arising from deprotonation of the phosphate and diphosphate OH groups of (S)-3-hydroxydecanoyl-CoA; major species at pH 7.3.
Structure	🔍MOL SDF PDB SMILES InChI View Structure Structure for (S)-3-hydroxydecanoyl-CoA (PAMDB110397)
Synonyms:	a CoA derivative a CoA-activated compound' WIDTH 332);" onmouseout="return nd();">a coenzyme A-activated compound → an acyl-CoA → a hydroxyacyl-CoA → a 3-hydroxyacyl-CoA → 3-hydroxy-decanoyl-CoA
	an ester → a thioester → a coenzyme A-activated compound → an acyl-CoA → a hydroxyacyl-CoA → a 3-hydroxyacyl-CoA → a (3S)-3-hydroxyacyl-CoA → a medium-chain (3S)-3-hydroxyacyl-CoA

Chemical Formula: C₃₁H₅₀N₇O₁₈P₃S Average Molecular Weight: 937.2458881876Monoisotopic Molecular Weight: 937.2458881876InChI Key: HIVSMYZAMUNFKZ-PNPVFPMQSA-JInChI: InChI=1S/C31H54N7O18P3S/c1-4-5-6-7-8-9-19(39)14-22(41)60-13-12-33-21(40)10-11-34-29(44)26(43)31(2,3)16-53-59(50,51)56-58(48,49)52-15-20-25(55-57(45,46)47)24(42)30(54-20)38-18-37-23-27(32)35-17-36-28(23)38/h17-20,24-26,30,39,42-43H,4-16H2,1-3H3,(H,33,40)(H,34,44)(H,48,49)(H,50,51)(H2,32,35,36)(H2,45,46,47)/p-4/t19-,20+,24+,25+,26-,30+/m0/s1CAS number: 6245-70-1IUPAC Name:3'-phosphonatoadenosine 5'-{3-[(3R)-3-hydroxy-4-({3-[(2-{[(3S)-3-hydroxydecanoyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-2,2-dimethyl-4-oxobutyl] diphosphate} Traditional IUPAC Name: (S)-3-hydroxydecanoyl-coaSMILES:CCCCCCCC(CC(SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(OP(=O)(OCC1(OC(C(C1OP([O-])(=O)[O-])O)N3(C2(=C(C(N)=NC=N2)N=C3))))[O-])[O-])=O)O Chemical Taxonomy Taxonomy DescriptionThis compound belongs to the class of chemical entities known as 3-hydroxyacyl coas. These are organic compounds containing a 3-hydroxyl acylated coenzyme A derivative. Kingdom Chemical entities Super ClassOrganic compounds Class Lipids and lipid-like molecules Sub ClassFatty Acyls Direct Parent 3-hydroxyacyl CoAs Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside 3',5'-bisphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
Ribonucleoside 3'-phosphate
Beta amino acid or derivatives
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Organic pyrophosphate
6-aminopurine
Pentose monosaccharide
Imidazopyrimidine
Purine
Monoalkyl phosphate
Aminopyrimidine
Fatty amide
Imidolactam
Monosaccharide
N-acyl-amine
N-substituted imidazole
Organic phosphoric acid derivative
Alkyl phosphate
Phosphoric acid ester
Primary aromatic amine
Pyrimidine
Oxolane
Azole
Imidazole
Heteroaromatic compound
Amino acid or derivatives
Thiocarboxylic acid ester
Carboxamide group
Carbothioic s-ester
Secondary carboxylic acid amide
Secondary alcohol
Sulfenyl compound
Thiocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Oxacycle
Carboxylic acid derivative
Hydrocarbon derivative
Alcohol
Organic nitrogen compound
Amine
Organonitrogen compound
Carbonyl group
Organooxygen compound
Organosulfur compound
Organic oxygen compound
Organopnictogen compound
Primary amine
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework Aromatic heteropolycyclic compoundsExternal Descriptors

Fatty acyl CoAs (LMFA07050014 )

Physical PropertiesState: SolidCharge:-4 Melting point: Not AvailableExperimental Properties:

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	-1.219	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	3.25 mg/mL	ALOGPS
logP	0.31	ALOGPS
logP	-4.4	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.95	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	383.86 Å²	ChemAxon
Rotatable Bond Count	28	ChemAxon
Refractivity	210.56 m³·mol^-1	ChemAxon
Polarizability	87.9 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	0	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological PropertiesCellular Locations: Not AvailableReactions:

Pathways:

Fatty Acid Elongation In Mitochondria pae00062
Fatty acid Metabolism pae00071

SpectraSpectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-1912101104-e68576ec41a01a4493b0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0931400000-9d5e56a46993e0feaed8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-1900101000-3bf523a37d679f13333f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-017r-2911030304-9f3643027fe9f8830513	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-2911110001-b12adbca1de54d3563d8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-057i-6900000000-25ae0704fa36fc9ea146	View in MoNA

ReferencesReferences: Not AvailableSynthesis Reference: Qi, Q.; Steinbuchel, A.; Rehm, B. H. A. In vitro synthesis of poly(3-hydroxydecanoate): purification and enzymatic characterization of type II polyhydroxyalkanoate synthases PhaC1 and PhaC2 from Pseudomonas aeruginosa. Applied Microbiology and Biotechnology (2000), 54(1), 37-43. Material Safety Data Sheet (MSDS) Not Available LinksExternal Links:

Resource	Link
ChEBI	62616
HMDB	HMDB03938
IAF1260	45455
KEGG	C05264
PubChem	49859629

(S)-3-hydroxydecanoyl-CoA (PAMDB110397)

Structure for (S)-3-hydroxydecanoyl-CoA (PAMDB110397)