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Chemistry

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Also known as: 9005-27-0, Starch, 2-hydroxyethyl ether, 2-hydroxyethyl starch, (2s,3r,4s,5s,6r)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol;2-[[(2r,3r,4s,5r,6s)-3,4,5,6-tetrakis(2-hydroxyethoxy)oxan-2-yl]methoxy]ethanol, Hydroxyethyl starch 130/0.4, Starch, 2-hydroxyethyl ether, base-hydrolyzed
Molecular Formula
C22H44O17
Molecular Weight
580.6  g/mol
InChI Key
DNZMDASEFMLYBU-RNBXVSKKSA-N

Hydroxyethyl Starch
Hydroxyethyl starch (HES/HAES) is a nonionic starch derivative. Hydroxyethyl starches (HES) are synthetic colloids commonly used for fluid resuscitation to replace intravascular volume. HES is a general term and can be sub-classified according to average molecular weight, molar substitution, concentration, C2/C6 ratio and Maximum Daily Dose.
1 2D Structure

Hydroxyethyl Starch

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S,3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol;2-[[(2R,3R,4S,5R,6S)-3,4,5,6-tetrakis(2-hydroxyethoxy)oxan-2-yl]methoxy]ethanol
2.1.2 InChI
InChI=1S/C16H32O11.C6H12O6/c17-1-6-22-11-12-13(23-7-2-18)14(24-8-3-19)15(25-9-4-20)16(27-12)26-10-5-21;7-1-2-3(8)4(9)5(10)6(11)12-2/h12-21H,1-11H2;2-11H,1H2/t12-,13-,14+,15-,16+;2-,3-,4+,5-,6+/m11/s1
2.1.3 InChI Key
DNZMDASEFMLYBU-RNBXVSKKSA-N
2.1.4 Canonical SMILES
C(COCC1C(C(C(C(O1)OCCO)OCCO)OCCO)OCCO)O.C(C1C(C(C(C(O1)O)O)O)O)O
2.1.5 Isomeric SMILES
C(COC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OCCO)OCCO)OCCO)OCCO)O.C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O)O)O)O)O
2.2 Synonyms
2.2.1 Depositor-Supplied Synonyms

1. 9005-27-0

2. Starch, 2-hydroxyethyl Ether

3. 2-hydroxyethyl Starch

4. (2s,3r,4s,5s,6r)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol;2-[[(2r,3r,4s,5r,6s)-3,4,5,6-tetrakis(2-hydroxyethoxy)oxan-2-yl]methoxy]ethanol

5. Hydroxyethyl Starch 130/0.4

6. Starch, 2-hydroxyethyl Ether, Base-hydrolyzed

7. 68512-26-5

8. Chembl1730764

9. Akos030254900

10. Hydroxyethyl Starch (high Mw), European Pharmacopoeia (ep) Reference Standard

11. Hydroxyethyl Starch (medium Mw), European Pharmacopoeia (ep) Reference Standard

2.3 Create Date
2007-07-12
3 Chemical and Physical Properties
Molecular Weight 580.6 g/mol
Molecular Formula C22H44O17
Hydrogen Bond Donor Count10
Hydrogen Bond Acceptor Count17
Rotatable Bond Count17
Exact Mass580.25784993 g/mol
Monoisotopic Mass580.25784993 g/mol
Topological Polar Surface Area267 Ų
Heavy Atom Count39
Formal Charge0
Complexity497
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Indication

An intravenous solution of hydroxyethyl starch is used to prevent shock following severe blood loss caused by trauma, surgery, or other issues.


5 Pharmacology and Biochemistry
5.1 Pharmacology

After isovolemic exchange of blood with 500 mL of HES in healthy volunteers, blood volume is maintained for at least 6 hours


5.2 Absorption, Distribution and Excretion

Absorption

Peak concentration (C(max), 4.34 mg/mL)


Route of Elimination

Approximately 62 % of HES was excreted as hydroxyethyl starch molecules in urine within 72 hours.


Volume of Distribution

5.9 L.


Clearance

31.4 mL/min


5.3 Metabolism/Metabolites

When given intravenously, molecules smaller than the renal threshold (60,000-70,000 daltons) are readily and rapidly excreted in the urine, while molecules with higher molecular weights are metabolized by plasma -amylase prior to excretion via the renal route.


5.4 Biological Half-Life

Terminal half-life is 16.1 h. Elimination half-life is 12 h.


5.5 Mechanism of Action

Hydroxyethyl starch (HES) is one of the most frequently used plasma substitutes. Recent studies have indicated that HES may reduce capillary leakage.


API SUPPLIERS

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01

WUHAN HUST LIFE SCI & TECH CO.,LTD

China

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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WUHAN HUST LIFE SCI & TECH CO.,LTD

China

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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Shandong Qidu Pharmaceutical

China

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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Shandong Qidu Pharmaceutical

China

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B. Braun Medical

U.S.A

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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B. Braun Medical

U.S.A

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Swati Spentose

India

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Swati Spentose

India

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09-Jul-2021
11-Oct-2024
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01

Pharma, Lab & Chemical Expo
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Hydroxyethyl starch

Brand Name : Tetra Span

Dosage Form : Infusion fluid, resolution

Dosage Strength : 60 mg/ml

Packaging : Plastic bag (Ecobag)

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Norway

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02

Pharma, Lab & Chemical Expo
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Pharma, Lab & Chemical Expo
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Hydroxyethyl starch

Brand Name : Venofundin

Dosage Form : Infusion fluid, resolution

Dosage Strength : 60 mg/ml

Packaging : Plastic bag (Ecobag)

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Norway

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03

Pharma, Lab & Chemical Expo
Not Confirmed
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Pharma, Lab & Chemical Expo
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Hydroxyethyl starch

Brand Name : Venofundin

Dosage Form : Infusion fluid, resolution

Dosage Strength : 60 mg/ml

Packaging : Plastic bag (Ecobag)

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Norway

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04

Pharma, Lab & Chemical Expo
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Hydroxyethyl starch

Brand Name : Volulyte

Dosage Form : Infusion fluid, resolution

Dosage Strength : 60 mg/ml

Packaging : Plastic bag (Free Flex)

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Norway

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05

Pharma, Lab & Chemical Expo
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Hydroxyethyl starch

Brand Name : Voluven

Dosage Form : Infusion fluid, resolution

Dosage Strength : 60 mg/ml

Packaging : Plastic bag (Free Flex)

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Norway

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06

Pharma, Lab & Chemical Expo
Not Confirmed
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Pharma, Lab & Chemical Expo
Not Confirmed

Hydroxyethyl starch

Brand Name : Voluven

Dosage Form : Infusion fluid, resolution

Dosage Strength : 60 mg/ml

Packaging : Plastic bag (Free Flex)

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Norway

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07

Country
Pharma, Lab & Chemical Expo
Not Confirmed
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Country
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Pharma, Lab & Chemical Expo
Not Confirmed

Hydroxyethyl starch

Brand Name : Hesra

Dosage Form : Infusion fluid, resolution

Dosage Strength : (not entered)

Packaging : Plastic bag

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Norway

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