ChemFOnt: Showing chemical card for 2-({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene}amino)acetic acid (CFc000164940)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:56:58 UTC

Chemfont ID

CFc000164940

Molecule Identification

Common Name

2-({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene}amino)acetic acid

Definition

2-({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene}amino)acetic acid belongs to the class of organic compounds known as glycinated bile acids and derivatives. Glycinated bile acids and derivatives are compounds with a structure characterized by the presence of a glycine linked to a bile acid skeleton. 2-({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene}amino)acetic acid is a moderately basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene}amino)acetate	Generator
2-({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene}amino)acetate	Generator
2-({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene}amino)acetic acid	Generator

Chemical Formula

C₂₆H₄₃NO₁₃S₂

Average Molecular Weight

641.74

Monoisotopic Molecular Weight

641.217582797

IUPAC Name

2-({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentylidene}amino)acetic acid

Traditional Name

({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentylidene}amino)acetic acid

CAS Registry Number

Not Available

SMILES

[H]C(CO)(CCC(O)=NCC(O)=O)C1([H])CCC2([H])C3([H])C([H])(CC4([H])CC([H])(CC[C@]4(C)C3([H])CC([H])(O)[C@]12C)OS(O)(=O)=O)OS(O)(=O)=O

InChI Identifier

InChI=1S/C26H43NO13S2/c1-25-8-7-16(39-41(33,34)35)9-15(25)10-20(40-42(36,37)38)24-18-5-4-17(26(18,2)21(29)11-19(24)25)14(13-28)3-6-22(30)27-12-23(31)32/h14-21,24,28-29H,3-13H2,1-2H3,(H,27,30)(H,31,32)(H,33,34,35)(H,36,37,38)/t14?,15?,16?,17?,18?,19?,20?,21?,24?,25-,26+/m0/s1

InChI Key

VXHMFGIGZZMLCI-DPTHIFDSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycinated bile acids and derivatives. Glycinated bile acids and derivatives are compounds with a structure characterized by the presence of a glycine linked to a bile acid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Glycinated bile acids and derivatives

Alternative Parents

Substituents

Glycinated bile acid
Dihydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
21-hydroxysteroid
Sulfated steroid skeleton
12-hydroxysteroid
Hydroxysteroid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Cyclic alcohol
Organic sulfuric acid or derivatives
Secondary alcohol
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Primary alcohol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.44 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-1.9	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	-2.1	ChemAxon
pKa (Strongest Basic)	1.74	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	237.55 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	145.95 m³·mol⁻¹	ChemAxon
Polarizability	65.07 Å³	ChemAxon
Number of Rings	4	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

HMDB0184668

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene}amino)acetic acid (CFc000164940)

MOL for CFc000164940 (2-({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene}amino)acetic acid)

3D MOL for CFc000164940 (2-({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene}amino)acetic acid)

3D SDF for CFc000164940 (2-({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene}amino)acetic acid)

3D-SDF for CFc000164940 (2-({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene}amino)acetic acid)

PDB for CFc000164940 (2-({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene}amino)acetic acid)

3D PDB for CFc000164940 (2-({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene}amino)acetic acid)

SMILES for CFc000164940 (2-({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene}amino)acetic acid)

INCHI for CFc000164940 (2-({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene}amino)acetic acid)

Structure for CFc000164940 (2-({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene}amino)acetic acid)

3D Structure for CFc000164940 (2-({1,5-dihydroxy-4-[(2S,15R)-16-hydroxy-2,15-dimethyl-5,9-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene}amino)acetic acid)