Human Metabolome Database Version 3.5

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Showing metabocard for Malyl-CoA (HMDB01021)

Blood
Urine

Record Information

Version

3.5

Creation Date

2005-11-16 08:48:42 -0700

Update Date

2013-02-08 17:09:45 -0700

HMDB ID

HMDB01021

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Malyl-CoA

Description

Malyl-CoA is a substrate of enzyme malyl-CoA lyase [EC 4.1.3.24] in glyoxylate and dicarboxylate metabolism pathway (KEGG).

Structure

Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure

Synonyms

(3S)-3-Carboxy-3-hydroxypropanoyl-CoA
(3S)-3-Carboxy-3-hydroxypropanoyl-Coenzyme A
(3S)-3-Carboxy-3-hydroxypropionyl-CoA
(3S)-3-Carboxy-3-hydroxypropionyl-Coenzyme A
L-Malyl-CoA
L-Malyl-Coenzyme A
Malyl-CoA
Malyl-coenzyme A
S-(3-Carboxy-3-hydroxypropanoate
S-(3-Carboxy-3-hydroxypropanoate) CoA
S-(3-Carboxy-3-hydroxypropanoate) Coenzyme A
S-(3-Carboxy-3-hydroxypropanoic acid

Chemical Formula

C₂₅H₄₀N₇O₂₀P₃S

Average Molecular Weight

883.606

Monoisotopic Molecular Weight

883.126166981

IUPAC Name

(2S)-4-{[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}-2-hydroxy-4-oxobutanoic acid

Traditional IUPAC Name

(2S)-4-({2-[3-(3-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-2-hydroxy-3-methylbutanamido)propanamido]ethyl}sulfanyl)-2-hydroxy-4-oxobutanoic acid

CAS Registry Number

2043-93-8

SMILES

CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)C[C@H](O)C(O)=O

InChI Identifier

InChI=1S/C25H40N7O20P3S/c1-25(2,19(37)22(38)28-4-3-14(34)27-5-6-56-15(35)7-12(33)24(39)40)9-49-55(46,47)52-54(44,45)48-8-13-18(51-53(41,42)43)17(36)23(50-13)32-11-31-16-20(26)29-10-30-21(16)32/h10-13,17-19,23,33,36-37H,3-9H2,1-2H3,(H,27,34)(H,28,38)(H,39,40)(H,44,45)(H,46,47)(H2,26,29,30)(H2,41,42,43)/t12-,13+,17+,18+,19?,23+/m0/s1

InChI Key

HJQWLHMLMCDAEL-NALABAGVSA-N

Chemical Taxonomy

Kingdom

Organic Compounds

Super Class

Lipids

Class

Fatty Acid Esters

Sub Class

Acyl CoAs

Other Descriptors

Aromatic Heteropolycyclic Compounds

Substituents

1 Phosphoribosyl Imidazole
Alpha Hydroxy Acid
Aminopyrimidine
Carboxamide Group
Carboxylic Acid
Carboxylic Thioester
Coenzyme A
Glycosyl Compound
Imidazole
Imidazopyrimidine
Monosaccharide Phosphate
N Glycosyl Compound
Organic Hypophosphite
Organic Phosphite
Organic Pyrophosphate
Oxolane
Pentose Monosaccharide
Phosphoric Acid Ester
Purine
Purine Ribonucleoside 3',5' Bisphosphate
Pyrimidine
Saccharide
Secondary Alcohol
Secondary Carboxylic Acid Amide
Thiocarboxylic Acid Ester

Direct Parent

Acyl CoAs

Ontology

Status

Expected and Not Quantified

Origin

Endogenous

Food

Biofunction

Cell signaling
Fuel and energy storage
Fuel or energy source
Lipid biosynthesis, Fatty acid transport
Membrane integrity/stability

Application

Nutrients
Stabilizers
Surfactants and Emulsifiers

Cellular locations

Extracellular
Membrane

Physical Properties

State

Solid

Experimental Properties

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

Predicted Properties

Property	Value	Source
Water Solubility	3.59 g/L	ALOGPS
LogP	-0.77	ALOGPS
LogP	-7.9	ChemAxon
LogS	-2.39	ALOGPS
pKa (strongest acidic)	0.82	ChemAxon
pKa (strongest basic)	4.96	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	421.16 A²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	184.44	ChemAxon
Polarizability	76.26	ChemAxon
Formal Charge	0	ChemAxon
Physiological Charge	-5	ChemAxon