Showing chemical card for 2-({4-[(2S,15R)-2,15-dimethyl-9-oxo-5,16-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1-hydroxypentylidene}amino)acetic acid (CFc000164945)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:56:59 UTC

Chemfont ID

CFc000164945

Molecule Identification

Common Name

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

Definition

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

Structure

MOL SDF PDB SMILES InChI

MOL for CFc000164945 (2-({4-[(2S,15R)-2,15-dimethyl-9-oxo-5,16-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1-hydroxypentylidene}amino)acetic acid)

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3D MOL for CFc000164945 (2-({4-[(2S,15R)-2,15-dimethyl-9-oxo-5,16-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1-hydroxypentylidene}amino)acetic acid)

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3D SDF for CFc000164945 (2-({4-[(2S,15R)-2,15-dimethyl-9-oxo-5,16-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1-hydroxypentylidene}amino)acetic acid)

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3D-SDF for CFc000164945 (2-({4-[(2S,15R)-2,15-dimethyl-9-oxo-5,16-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1-hydroxypentylidene}amino)acetic acid)

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PDB for CFc000164945 (2-({4-[(2S,15R)-2,15-dimethyl-9-oxo-5,16-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1-hydroxypentylidene}amino)acetic acid)

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3D PDB for CFc000164945 (2-({4-[(2S,15R)-2,15-dimethyl-9-oxo-5,16-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1-hydroxypentylidene}amino)acetic acid)

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SMILES for CFc000164945 (2-({4-[(2S,15R)-2,15-dimethyl-9-oxo-5,16-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1-hydroxypentylidene}amino)acetic acid)

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

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INCHI for CFc000164945 (2-({4-[(2S,15R)-2,15-dimethyl-9-oxo-5,16-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1-hydroxypentylidene}amino)acetic acid)

InChI=1S/C26H41NO12S2/c1-14(4-7-22(29)27-13-23(30)31)17-5-6-18-24-19(12-21(26(17,18)3)39-41(35,36)37)25(2)9-8-16(38-40(32,33)34)10-15(25)11-20(24)28/h14-19,21,24H,4-13H2,1-3H3,(H,27,29)(H,30,31)(H,32,33,34)(H,35,36,37)/t14?,15?,16?,17?,18?,19?,21?,24?,25-,26+/m0/s1

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Structure for CFc000164945 (2-({4-[(2S,15R)-2,15-dimethyl-9-oxo-5,16-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1-hydroxypentylidene}amino)acetic acid)

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3D Structure for CFc000164945 (2-({4-[(2S,15R)-2,15-dimethyl-9-oxo-5,16-bis(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-1-hydroxypentylidene}amino)acetic acid)

Synonyms

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

Chemical Formula

C₂₆H₄₁NO₁₂S₂

Average Molecular Weight

623.73

Monoisotopic Molecular Weight

623.207018112

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C26H41NO12S2/c1-14(4-7-22(29)27-13-23(30)31)17-5-6-18-24-19(12-21(26(17,18)3)39-41(35,36)37)25(2)9-8-16(38-40(32,33)34)10-15(25)11-20(24)28/h14-19,21,24H,4-13H2,1-3H3,(H,27,29)(H,30,31)(H,32,33,34)(H,35,36,37)/t14?,15?,16?,17?,18?,19?,21?,24?,25-,26+/m0/s1

InChI Key

AGMJKWSWGGJWME-NVMFHUPYSA-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

7-oxosteroids
Sulfated steroids
N-acyl-alpha amino acids
Sulfuric acid monoesters
Alkyl sulfates
Ketones
Propargyl-type 1,3-dipolar organic compounds
Monocarboxylic acids and derivatives
Carboxylic acids
Carboximidic acids
Organopnictogen compounds
Organonitrogen compounds
Organic oxides
Hydrocarbon derivatives

Substituents

Glycinated bile acid
Sulfated steroid skeleton
Oxosteroid
7-oxosteroid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Sulfuric acid ester
Organic sulfuric acid or derivatives
Ketone
Carboximidic acid
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic 1,3-dipolar compound
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
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	0.097 g/L	ALOGPS
logP	-0.84	ALOGPS
logP	0.12	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	-1.8	ChemAxon
pKa (Strongest Basic)	1.44	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	214.16 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	143.17 m³·mol⁻¹	ChemAxon
Polarizability	63.63 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

HMDB0184673

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