Showing chemical card for 2-({4-[(2S,15R)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid (CFc000135774)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:08:55 UTC

Chemfont ID

CFc000135774

Molecule Identification

Common Name

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

Definition

2-({4-[(2S,15R)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}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-({4-[(2S,15R)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid is a moderately basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

MOL for CFc000135774 (2-({4-[(2S,15R)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)

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3D MOL for CFc000135774 (2-({4-[(2S,15R)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)

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3D SDF for CFc000135774 (2-({4-[(2S,15R)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)

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3D-SDF for CFc000135774 (2-({4-[(2S,15R)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)

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PDB for CFc000135774 (2-({4-[(2S,15R)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)

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3D PDB for CFc000135774 (2-({4-[(2S,15R)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)

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SMILES for CFc000135774 (2-({4-[(2S,15R)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)

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

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INCHI for CFc000135774 (2-({4-[(2S,15R)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)

InChI=1S/C26H43NO10S/c1-25-8-7-16(37-38(34,35)36)9-15(25)10-20(29)24-18-5-4-17(26(18,2)21(30)11-19(24)25)14(13-28)3-6-22(31)27-12-23(32)33/h14-21,24,28-30H,3-13H2,1-2H3,(H,27,31)(H,32,33)(H,34,35,36)/t14?,15?,16?,17?,18?,19?,20?,21?,24?,25-,26+/m0/s1

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Structure for CFc000135774 (2-({4-[(2S,15R)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)

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3D Structure for CFc000135774 (2-({4-[(2S,15R)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1,5-dihydroxypentylidene}amino)acetic acid)

Synonyms

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

Chemical Formula

C₂₆H₄₃NO₁₀S

Average Molecular Weight

561.69

Monoisotopic Molecular Weight

561.260767763

IUPAC Name

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

Traditional Name

({4-[(2S,15R)-9,16-dihydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-1,5-dihydroxypentylidene}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])(O)CC4([H])CC([H])(CC[C@]4(C)C3([H])CC([H])(O)[C@]12C)OS(O)(=O)=O

InChI Identifier

InChI=1S/C26H43NO10S/c1-25-8-7-16(37-38(34,35)36)9-15(25)10-20(29)24-18-5-4-17(26(18,2)21(30)11-19(24)25)14(13-28)3-6-22(31)27-12-23(32)33/h14-21,24,28-30H,3-13H2,1-2H3,(H,27,31)(H,32,33)(H,34,35,36)/t14?,15?,16?,17?,18?,19?,20?,21?,24?,25-,26+/m0/s1

InChI Key

RABVXBDSFSSVPJ-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

Trihydroxy bile acids, alcohols and derivatives
21-hydroxysteroids
12-hydroxysteroids
7-hydroxysteroids
Sulfated steroids
N-acyl-alpha amino acids
Sulfuric acid monoesters
Alkyl sulfates
Secondary alcohols
Cyclic alcohols and derivatives
Propargyl-type 1,3-dipolar organic compounds
Carboximidic acids
Carboxylic acids
Monocarboxylic acids and derivatives
Primary alcohols
Carbonyl compounds
Organopnictogen compounds
Organic oxides
Hydrocarbon derivatives
Organonitrogen compounds

Substituents

Glycinated bile acid
Trihydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
21-hydroxysteroid
Sulfated steroid skeleton
12-hydroxysteroid
Hydroxysteroid
7-hydroxysteroid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Sulfuric acid ester
Alkyl sulfate
Sulfuric acid monoester
Sulfate-ester
Cyclic alcohol
Organic sulfuric acid or derivatives
Secondary alcohol
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Organic 1,3-dipolar compound
Monocarboxylic acid or derivatives
Propargyl-type 1,3-dipolar organic compound
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Primary alcohol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Alcohol
Organonitrogen compound
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	0.37 g/L	ALOGPS
logP	-0.17	ALOGPS
logP	-0.58	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	-1.8	ChemAxon
pKa (Strongest Basic)	1.74	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	194.18 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	135.96 m³·mol⁻¹	ChemAxon
Polarizability	60.01 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

HMDB0155366

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