ChemFOnt: Showing chemical card for (24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA (CFc000043155)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:46:05 UTC

Chemfont ID

CFc000043155

Molecule Identification

Common Name

(24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA

Definition

(24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA is considered to be practically insoluble (in water) and acidic

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(24R,25R)-3alpha,7alpha,24-Trihydroxy-5beta-cholestan-26-oyl-coenzyme A	ChEBI
(24R,25R)-3a,7a,24-Trihydroxy-5b-cholestan-26-oyl-coenzyme A	Generator
(24R,25R)-3Α,7α,24-trihydroxy-5β-cholestan-26-oyl-coenzyme A	Generator
(24R,25R)-3a,7a,24-Trihydroxy-5b-cholestan-26-oyl-CoA	Generator
(24R,25R)-3Α,7α,24-trihydroxy-5β-cholestan-26-oyl-CoA	Generator
(24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA	SMPDB

Chemical Formula

C₄₈H₈₀N₇O₂₀P₃S

Average Molecular Weight

1200.18

Monoisotopic Molecular Weight

1199.439170172

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-({[({[(3R)-3-({2-[(2-{[(2R,3R,6R)-6-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-3-hydroxy-2-methylheptanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-3-hydroxy-2,2-dimethylpropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acid

Traditional Name

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-[({[(3R)-3-({2-[(2-{[(2R,3R,6R)-6-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-3-hydroxy-2-methylheptanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-3-hydroxy-2,2-dimethylpropoxy(hydroxy)phosphoryl]oxy(hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxyphosphonic acid

CAS Registry Number

211363-15-4

SMILES

[H][C@@](C)(CC[C@@H](O)[C@@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](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)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C

InChI Identifier

InChI=1S/C48H80N7O20P3S/c1-25(29-8-9-30-36-31(12-15-48(29,30)6)47(5)14-11-28(56)19-27(47)20-33(36)58)7-10-32(57)26(2)45(63)79-18-17-50-35(59)13-16-51-43(62)40(61)46(3,4)22-72-78(69,70)75-77(67,68)71-21-34-39(74-76(64,65)66)38(60)44(73-34)55-24-54-37-41(49)52-23-53-42(37)55/h23-34,36,38-40,44,56-58,60-61H,7-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/t25-,26-,27+,28-,29-,30+,31+,32-,33-,34-,36+,38-,39-,40+,44-,47+,48-/m1/s1

InChI Key

SZBMUAIJWNJARR-UIZKVWQNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as (r)-3-hydroxyacyl coas. These are organic compounds containing a (R)-3-hydroxyl acylated coenzyme A derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

(R)-3-hydroxyacyl CoAs

Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside 3',5'-bisphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside diphosphate
Steroidal glycoside
Trihydroxy bile acid, alcohol, or derivatives
24-hydroxysteroid
Hydroxy bile acid, alcohol, or derivatives
Cholane-skeleton
Bile acid, alcohol, or derivatives
3-hydroxysteroid
Hydroxysteroid
3-alpha-hydroxysteroid
7-hydroxysteroid
Steroid
Ribonucleoside 3'-phosphate
Pentose phosphate
Pentose-5-phosphate
Beta amino acid or derivatives
Glycosyl compound
N-glycosyl compound
Organic pyrophosphate
6-aminopurine
Monosaccharide phosphate
Imidazopyrimidine
Purine
Monoalkyl phosphate
Aminopyrimidine
Pyrimidine
Fatty amide
Monosaccharide
N-acyl-amine
Phosphoric acid ester
N-substituted imidazole
Imidolactam
Organic phosphoric acid derivative
Alkyl phosphate
Azole
Tetrahydrofuran
Cyclic alcohol
Imidazole
Heteroaromatic compound
Amino acid or derivatives
Carbothioic s-ester
Carboxamide group
Secondary alcohol
Secondary carboxylic acid amide
Thiocarboxylic acid ester
Oxacycle
Azacycle
Thiocarboxylic acid or derivatives
Sulfenyl compound
Organoheterocyclic compound
Carboxylic acid derivative
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Amine
Primary amine
Alcohol
Organosulfur compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062743)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.71 g/L	ALOGPS
logP	1.24	ALOGPS
logP	-1.7	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.01	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	424.32 Å²	ChemAxon
Rotatable Bond Count	26	ChemAxon
Refractivity	284.13 m³·mol⁻¹	ChemAxon
Polarizability	121.64 Å³	ChemAxon
Number of Rings	7	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

HMDB0062743

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58145680

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91828292

PDB ID

Not Available

ChEBI ID

88065

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA (CFc000043155)

MOL for CFc000043155 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA)

3D MOL for CFc000043155 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA)

3D SDF for CFc000043155 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA)

3D-SDF for CFc000043155 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA)

PDB for CFc000043155 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA)

3D PDB for CFc000043155 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA)

SMILES for CFc000043155 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA)

INCHI for CFc000043155 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA)

Structure for CFc000043155 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA)

3D Structure for CFc000043155 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-oyl-CoA)