ChemFOnt: Showing chemical card for (24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestanoyl CoA (CFc000283480)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:36:47 UTC

Chemfont ID

CFc000283480

Molecule Identification

Common Name

(24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestanoyl CoA

Definition

(24r,25r)-3alpha,7alpha,24-trihydroxy-5beta-cholestanoyl coa is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). (24r,25r)-3alpha,7alpha,24-trihydroxy-5beta-cholestanoyl coa can be found in a number of food items such as black huckleberry, breadfruit, butternut squash, and common pea, which makes (24r,25r)-3alpha,7alpha,24-trihydroxy-5beta-cholestanoyl coa a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(24R,25R)-3a,7a,24-Trihydroxy-5b-cholestanoyl CoA	Generator
(24R,25R)-3Α,7α,24-trihydroxy-5β-cholestanoyl CoA	Generator

Chemical Formula

C₄₈H₇₆N₇O₂₀P₃S

Average Molecular Weight

1196.15

Monoisotopic Molecular Weight

1195.410064363

IUPAC Name

(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-{2-[(2-{[(6R)-6-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-3-hydroxy-2-methylheptanoyl]sulfanyl}ethyl)carboximidato]ethyl}-2-hydroxy-3,3-dimethylbutanecarboximidate

Traditional Name

(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-N-{2-[(2-{[(6R)-6-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-3-hydroxy-2-methylheptanoyl]sulfanyl}ethyl)carboximidato]ethyl}-2-hydroxy-3,3-dimethylbutanecarboximidate

CAS Registry Number

Not Available

SMILES

[H][C@@](C)(CCC([H])(O)C([H])(C)C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O)[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)/p-4/t25-,26?,27+,28-,29-,30+,31+,32?,33-,34-,36+,38-,39-,40+,44-,47+,48-/m1/s1

InChI Key

SZBMUAIJWNJARR-LUAYSRQUSA-J

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-hydroxyacyl coas. These are organic compounds containing a 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

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
Aminopyrimidine
Pyrimidine
Imidolactam
Monosaccharide
N-acyl-amine
N-substituted imidazole
Phosphoric acid ester
Organic phosphoric acid derivative
Fatty amide
Alkyl phosphate
Azole
Cyclic alcohol
Tetrahydrofuran
Imidazole
Heteroaromatic compound
Amino acid or derivatives
Secondary alcohol
Thiocarboxylic acid ester
Carboxamide group
Secondary carboxylic acid amide
Carbothioic s-ester
Oxacycle
Azacycle
Sulfenyl compound
Thiocarboxylic acid or derivatives
Organoheterocyclic compound
Carboxylic acid derivative
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Amine
Primary amine
Alcohol
Organosulfur compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.16 g/L	ALOGPS
logP	2.35	ALOGPS
logP	-0.15	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.9	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	22	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	442.62 Å²	ChemAxon
Rotatable Bond Count	26	ChemAxon
Refractivity	304.03 m³·mol⁻¹	ChemAxon
Polarizability	117.43 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

HMDB0303964

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030104

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

90658889

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestanoyl CoA (CFc000283480)

MOL for CFc000283480 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestanoyl CoA)

3D MOL for CFc000283480 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestanoyl CoA)

3D SDF for CFc000283480 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestanoyl CoA)

3D-SDF for CFc000283480 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestanoyl CoA)

PDB for CFc000283480 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestanoyl CoA)

3D PDB for CFc000283480 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestanoyl CoA)

SMILES for CFc000283480 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestanoyl CoA)

INCHI for CFc000283480 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestanoyl CoA)

Structure for CFc000283480 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestanoyl CoA)

3D Structure for CFc000283480 ((24R,25R)-3alpha,7alpha,24-trihydroxy-5beta-cholestanoyl CoA)