ChemFOnt: Showing chemical card for (4R,8R,12R)-Trimethyl-2E-tridecenoyl-CoA (CFc000007997)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:54:36 UTC

Chemfont ID

CFc000007997

Molecule Identification

Common Name

(4R,8R,12R)-Trimethyl-2E-tridecenoyl-CoA

Definition

(4R,8R,12R)-trimethyl-2E-tridecenoyl-CoA is an acyl-CoA with (4R,8R,12R)-trimethyl-2E-tridecenoate moiety. Acyl-CoA (or formyl-CoA) is a coenzyme involved in the metabolism of fatty acids. It is a temporary compound formed when coenzyme A (CoA) attaches to the end of a long-chain fatty acid inside living cells. The compound undergoes beta oxidation, forming one or more molecules of acetyl-CoA. This, in turn, enters the citric acid cycle, eventually forming several molecules of ATP.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2E,4R,8R)-4,8,12-Trimethyl-tridecenoyl-CoA	HMDB
(2E,4R,8R)-4,8,12-Trimethyl-tridecenoyl-coenzyme A	HMDB
(4R,8R)-4,8,12-Trimethyl-trans-2-tridecenoyl-CoA	HMDB
(4R,8R)-4,8,12-Trimethyl-trans-2-tridecenoyl-coenzyme A	HMDB
(4R,8R,12)-Trimethyl-(2E)-tridecenoyl-CoA	HMDB
(4R,8R,12)-Trimethyl-(2E)-tridecenoyl-coenzyme A	HMDB

Chemical Formula

C₃₇H₆₀N₇O₁₇P₃S

Average Molecular Weight

999.895

Monoisotopic Molecular Weight

999.297923755

IUPAC Name

3-hydroxy-2,2-dimethyl-3-({2-[(2-{[(2E,4S,8S)-4,8,12-trimethyltridec-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propyl ({[(2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl phosphonato}oxy)phosphonate

Traditional Name

3-hydroxy-2,2-dimethyl-3-({2-[(2-{[(2E,4S,8S)-4,8,12-trimethyltridec-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propyl {[(2R,3R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl phosphonato}oxyphosphonate

CAS Registry Number

None

SMILES

CC(C)CCC[C@H](C)CCC[C@H](C)\C=C\C(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(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

InChI Identifier

InChI=1S/C37H64N7O17P3S/c1-23(2)9-7-10-24(3)11-8-12-25(4)13-14-28(46)65-18-17-39-27(45)15-16-40-35(49)32(48)37(5,6)20-58-64(55,56)61-63(53,54)57-19-26-31(60-62(50,51)52)30(47)36(59-26)44-22-43-29-33(38)41-21-42-34(29)44/h13-14,21-26,30-32,36,47-48H,7-12,15-20H2,1-6H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/p-4/b14-13+/t24-,25-,26+,30-,31-,32?,36+/m0/s1

InChI Key

XDRCVDXWYZRMDN-BFEXNXLWSA-J

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain 2-enoyl coas. These are organic compounds containing a coenzyme A substructure linked to a long-chain 2-enoyl chain of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Long-chain 2-enoyl CoAs

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0012480)
Membrane (HMDB: HMDB0012480)

Source

Exogenous

Exogenous (HMDB: HMDB0012480)

Endogenous

Endogenous (HMDB: HMDB0012480)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.7 g/L	ALOGPS
logP	2.86	ALOGPS
logP	-0.74	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.95	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	374.95 Å²	ChemAxon
Rotatable Bond Count	30	ChemAxon
Refractivity	233.1 m³·mol⁻¹	ChemAxon
Polarizability	97.94 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029089

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481434

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (4R,8R,12R)-Trimethyl-2E-tridecenoyl-CoA (CFc000007997)

MOL for CFc000007997 ((4R,8R,12R)-Trimethyl-2E-tridecenoyl-CoA)

3D MOL for CFc000007997 ((4R,8R,12R)-Trimethyl-2E-tridecenoyl-CoA)

3D SDF for CFc000007997 ((4R,8R,12R)-Trimethyl-2E-tridecenoyl-CoA)

3D-SDF for CFc000007997 ((4R,8R,12R)-Trimethyl-2E-tridecenoyl-CoA)

PDB for CFc000007997 ((4R,8R,12R)-Trimethyl-2E-tridecenoyl-CoA)

3D PDB for CFc000007997 ((4R,8R,12R)-Trimethyl-2E-tridecenoyl-CoA)

SMILES for CFc000007997 ((4R,8R,12R)-Trimethyl-2E-tridecenoyl-CoA)

INCHI for CFc000007997 ((4R,8R,12R)-Trimethyl-2E-tridecenoyl-CoA)

Structure for CFc000007997 ((4R,8R,12R)-Trimethyl-2E-tridecenoyl-CoA)

3D Structure for CFc000007997 ((4R,8R,12R)-Trimethyl-2E-tridecenoyl-CoA)