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Heparin

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Identification
Molecular formula
C26H42N2O37S5
CAS number
9005-49-6
IUPAC name
6-[6-[6-[5-acetamido-4,6-dihydroxy-2-(sulfooxymethyl)tetrahydropyran-3-yl]oxy-2-carboxy-4-hydroxy-5-sulfooxy-tetrahydropyran-3-yl]oxy-2-(hydroxymethyl)-5-(sulfoamino)-4-sulfooxy-tetrahydropyran-3-yl]oxy-3,4-dihydroxy-5-sulfooxy-tetrahydropyran-2-carboxylic acid
State
State

In its solid form, heparin is typically a solid powder. When prepared for medical use, it is often dissolved in solution, making it a clear, colorless liquid at room temperature.

Melting point (Celsius)
0.00
Melting point (Kelvin)
0.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
15000.00g/mol
Molar mass
15 000.0000g/mol
Density
1.7000g/cm3
Appearence

Heparin is an amorphous solid that is typically seen in the form of a fine, off-white or slightly yellowish powder or granules. It may also be available as a clear, colorless liquid when dissolved for pharmaceutical purposes.

Comment on solubility

Solubility of 6-[6-[6-[5-acetamido-4,6-dihydroxy-2-(sulfooxymethyl)tetrahydropyran-3-yl]oxy-2-carboxy-4-hydroxy-5-sulfooxy-tetrahydropyran-3-yl]oxy-2-(hydroxymethyl)-5-(sulfoamino)-4-sulfooxy-tetrahydropyran-3-yl]oxy-3,4-dihydroxy-5-sulfooxy-tetrahydropyran-2-carboxylic acid

The solubility of the compound C26H42N2O37S5 can be characterized by several important factors:

  • Polarity: This compound is highly polar due to the presence of multiple functional groups such as sulfonate, hydroxyl, and carboxylic acid moieties, which generally enhance solubility in polar solvents, especially water.
  • Ionic Interactions: The sulfonate groups present within the structure suggest the potential for strong ionic interactions with water molecules, contributing to its solubility.
  • Hydrogen Bonding: The numerous hydroxyl (–OH) groups are capable of forming hydrogen bonds, further aiding its solubility in polar environments.
  • Comparison to Similar Compounds: Structurally similar compounds with high sulfonation and functional groups typically exhibit high water solubility, supporting the expectation that this compound would be similarly soluble.
  • Concentration Dependence: Although the compound may be highly soluble in dilute solutions, higher concentrations could lead to solubility limits depending on interactions and the formation of aggregates.

In conclusion, due to its complex structure and high degree of functionalization, this compound is expected to exhibit significant solubility in aqueous solutions, making it potentially useful in formulations requiring high solubility.

Interesting facts

Interesting Facts about 6-[6-[6-[5-Acetamido-4,6-dihydroxy-2-(sulfooxymethyl)tetrahydropyran-3-yl]oxy-2-carboxy-4-hydroxy-5-sulfooxy-tetrahydropyran-3-yl]oxy-2-(hydroxymethyl)-5-(sulfoamino)-4-sulfooxy-tetrahydropyran-3-yl]oxy-3,4-dihydroxy-5-sulfooxy-tetrahydropyran-2-carboxylic Acid

This compound is a fascinating example of a complex carbohydrate derivative with intricate structural attributes and potential biochemical significance.

  • Bioactivity: This compound showcases a unique structure that may contribute to various biological activities, potentially serving as a therapeutic agent or a research tool.
  • Carbohydrate Chemistry: The extensive hydroxyl and sulfo groups present in the compound indicate its potential role in carbohydrate chemistry, influencing how it interacts with enzymes or other biological molecules.
  • Medicinal Chemistry: With its acetamido and sulfonic groups, this compound highlights the importance of functional groups in drug design and development, possibly aiding in the development of new pharmaceuticals.
  • Multifunctionality: The presence of multiple sugar moieties in its structure suggests potential functionalities that can be explored in areas such as nanotechnology and biosensors.

This compound serves as an excellent example of how complex organic molecules can be engineered for specific purposes. Researchers often investigate such compounds for their potential utility in diagnostics and therapeutics, thereby bridging the gap between chemistry and medicine.

As a notable anecdote, the design and synthesis of similar complex compounds can challenge even seasoned chemists, making the study of this compound all the more intriguing. As stated in a recent study, “Understanding the interplay of functional groups in such complex molecules can lead to groundbreaking discoveries in both fundamental and applied sciences.”

Overall, 6-[6-[6-[5-acetamido-4,6-dihydroxy-2-(sulfooxymethyl)tetrahydropyran-3-yl]oxy-2-carboxy-4-hydroxy-5-sulfooxy-tetrahydropyran-3-yl]oxy-2-(hydroxymethyl)-5-(sulfoamino)-4-sulfooxy-tetrahydropyran-3-yl]oxy-3,4-dihydroxy-5-sulfooxy-tetrahydropyran-2-carboxylic acid continues to inspire chemists aiming to unravel the mysteries of carbohydrate chemistry and its myriad applications.

Synonyms
enoxaparin
Clexane
Clivarin
Nadroparine
Ardeparin
Bemiparin
Certoparin
Clivarine
Dalteparin
Fraxiparin
Liquaemin
Nadroparin
Reviparin
Heparinic acid
alpha-Heparin
Adomiparin
Heparinate
Multiparin
Novoheparin
Parnaparin
Parvoparin
Sublingula
Thromboliquine
Tinzaparin
SEMULOPARIN
Lovenox
LMWH
Fragmin
M118
Sandoparin
Arteven
Eparina
Heparina
Heparine
Heparinum
Hepathrom
Liquemin
Octaparin
Pabyrin
PK-10169
Pularin
Subeparin
Triofiban
Fluxum
Vetren
Heparin sulfate
Hed-heparin
Depo-Heparin
Lipo-hepin
Fragmin A
Fragmin B
Vitrum AB
Eparina [DCIT]
Heparin [BAN]
Adomiparin [USAN]
CY 216
FR 860
6-[6-[6-[5-acetamido-4,6-dihydroxy-2-(sulfooxymethyl)oxan-3-yl]oxy-2-carboxy-4-hydroxy-5-sulfooxyoxan-3-yl]oxy-2-(hydroxymethyl)-5-(sulfoamino)-4-sulfooxyoxan-3-yl]oxy-3,4-dihydroxy-5-sulfooxyoxane-2-carboxylic acid
Heparin CY 216
Heparine [INN-French]
Heparinum [INN-Latin]
Heparina [INN-Spanish]
Semuloparin [USAN:INN]
UNII-1K5KDI46KZ
UNII-4QW4AN84NQ
UNII-E47C0NF7LV
UNII-VL0L558GCB
1K5KDI46KZ
4QW4AN84NQ
E47C0NF7LV
UNII-P776JQ4R2F
UNII-V72OT3K19I
VL0L558GCB
2-o-sulfohexopyranuronosyl-(1->4)-2-deoxy-3-o-sulfo-2-(sulfoamino)hexopyranosyl-(1->4)-2-o-sulfohexopyranuronosyl-(1->4)-2-acetamido-2-deoxy-6-o-sulfohexopyranose
SCHEMBL543122
UNII-5R0L1D739E
UNII-7UQ7X4Y489
UNII-M316WT19D8
UNII-S79O08V79F
UNII-T2410KM04A
GTPL6811
M 118REH
P776JQ4R2F
V72OT3K19I
Cy 222
HSDB 3094
DTXSID80872762
HTTJABKRGRZYRN-UHFFFAOYSA-N
5R0L1D739E
7UQ7X4Y489
M316WT19D8
S79O08V79F
T2410KM04A
UNII-9816XA9004
C26H42N2O37S5
AVE-5026
BCP13334
EINECS 232-681-7
KB 101
OP 386
OP 622
AKOS032944890
91449-79-5
RP-54563
9816XA9004
M 118
NS00003059
Q416516
BRD-A83644949-236-01-6
6-[5-acetamido-4,6-dihydroxy-2-(sulfooxymethyl)oxan-3-yl]oxy-3-[5-(6-carboxy-4,5-dihydroxy-3-sulfooxyoxan-2-yl)oxy-6-(hydroxymethyl)-3-(sulfoamino)-4-sulfooxyoxan-2-yl]oxy-4-hydroxy-5-sulfooxyoxane-2-carboxylic acid
6-[6-[6-[5-acetamido-4,6-dihydroxy-2-(sulfooxymethyl)tetrahydropyran-3-yl]oxy-2-carboxy-4-hydroxy-5-sulfooxy-tetrahydropyran-3-yl]oxy-2-(hydroxymethyl)-5-(sulfoamino)-4-sulfooxy-tetrahydropyran-3-yl]oxy-3,4-dihydroxy-5-sulfooxy-tetrahydropyran-2-carboxylic acid