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10019-68-8 molecular structure
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3,5-bis(3-amino-3-carboxypropyl)-4-(4-amino-4-carboxybutyl)-1-(5-amino-5-carboxypentyl)pyridin-1-ium chloride

ChemBase ID: 155618
Molecular Formular: C24H40ClN5O8
Molecular Mass: 562.0561
Monoisotopic Mass: 561.25654095
SMILES and InChIs

SMILES:
c1c(c(c(c[n+]1CCCCC(C(=O)O)N)CCC(C(=O)O)N)CCCC(C(=O)O)N)CCC(C(=O)O)N.[Cl-]
Canonical SMILES:
NC(C(=O)O)CCc1c[n+](CCCCC(C(=O)O)N)cc(c1CCCC(C(=O)O)N)CCC(C(=O)O)N.[Cl-]
InChI:
InChI=1S/C24H39N5O8.ClH/c25-17(21(30)31)5-1-2-11-29-12-14(7-9-19(27)23(34)35)16(4-3-6-18(26)22(32)33)15(13-29)8-10-20(28)24(36)37;/h12-13,17-20H,1-11,25-28H2,(H3-,30,31,32,33,34,35,36,37);1H
InChIKey:
FUPMLZCXPJSGPV-UHFFFAOYSA-N

Cite this record

CBID:155618 http://www.chembase.cn/molecule-155618.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
3,5-bis(3-amino-3-carboxypropyl)-4-(4-amino-4-carboxybutyl)-1-(5-amino-5-carboxypentyl)pyridin-1-ium chloride
IUPAC Traditional name
desmosine chloride
Synonyms
Desmosine chloride
CAS Number
10019-68-8
MDL Number
MFCD12910449
PubChem SID
162249756
PubChem CID
71312174

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
D9439 external link Add to cart Please log in.
Data Source Data ID
PubChem 71312174 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 1.0354433  H Acceptors 12 
H Donor LogD (pH = 5.5) -13.231828 
LogD (pH = 7.4) -13.243819  Log P -13.23201 
Molar Refractivity 133.5261 cm3 Polarizability 52.80016 Å3
Polar Surface Area 257.16 Å2 Rotatable Bonds 19 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
99.5%±0.2% expand Show data source
Biological Source
from bovine expand Show data source
Purified By
chromatography (and purified by solvent extraction) expand Show data source
Empirical Formula (Hill Notation)
C24H40ClN5O8 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - D9439 external link
Analysis Note
Calibrated by UV and amino acid analysis.
Application
Assays for free or urinary desmosine are often used as markers for disease states characterized by elastin degradation (e.g., emphysema).1 Conversely, excessive levels of incorporated desmosine are indicators of fibrotic conditions (e.g., cirrhosis).2
Desmosine chloride is often used in assays for free or urinary desmosine as markers for disease states characterized by elastin degradation (e.g., emphysema). Elastin degradation has shown strong correlation with vascular calcification, and pretreatment with aluminum ions can inhibit the binding of matrix metalloproteinase (MMP) to elastin.
Biochem/physiol Actions
Desmosine is a polyfunctional amino acid that forms cross-links in mature elastin.3
Caution
Extremely hygroscopic
General description
Each vial contains 1 μmole of purified desmosine.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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