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Chemistry

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Also known as: (2s,3s,4r,5r,6r)-6-{[(2s,3s,4s,5r,6s)-6-{[(2r,3s,4s,5r)-2-carboxy-4,6-dihydroxy-5-(sulfooxy)oxan-3-yl]oxy}-2-hydroxy-4-(sulfomethyl)-5-(sulfooxy)oxan-3-yl]oxy}-3-{[(2r,3r,4r,5s,6r)-3-acetamido-4,5-dihydroxy-6-[(sulfooxy)methyl]oxan-2-yl]oxy}-4,5-dihydroxyoxane-2-carboxylic acid, Hepflush, Chembl526514, Gtpl4214, S01xa14, Bdbm50480251
Molecular Formula
C26H41NO34S4
Molecular Weight
1039.9  g/mol
InChI Key
ZFGMDIBRIDKWMY-PASTXAENSA-N

Heparin Sodium
A highly acidic mucopolysaccharide formed of equal parts of sulfated D-glucosamine and D-glucuronic acid with sulfaminic bridges. The molecular weight ranges from six to twenty thousand. Heparin occurs in and is obtained from liver, lung, mast cells, etc., of vertebrates. Its function is unknown, but it is used to prevent blood clotting in vivo and vitro, in the form of many different salts.
1 2D Structure

Heparin Sodium

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S,3S,4R,5R,6R)-3-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(sulfooxymethyl)oxan-2-yl]oxy-6-[(2S,3S,4S,5R,6S)-6-[(2R,3S,4S,5R)-2-carboxy-4,6-dihydroxy-5-sulfooxyoxan-3-yl]oxy-2-hydroxy-4-(sulfomethyl)-5-sulfooxyoxan-3-yl]oxy-4,5-dihydroxyoxane-2-carboxylic acid
2.1.2 InChI
InChI=1S/C26H41NO34S4/c1-4(28)27-7-9(30)8(29)6(2-52-63(43,44)45)53-24(7)56-15-10(31)11(32)25(58-19(15)21(36)37)55-13-5(3-62(40,41)42)14(60-64(46,47)48)26(59-22(13)38)57-16-12(33)17(61-65(49,50)51)23(39)54-18(16)20(34)35/h5-19,22-26,29-33,38-39H,2-3H2,1H3,(H,27,28)(H,34,35)(H,36,37)(H,40,41,42)(H,43,44,45)(H,46,47,48)(H,49,50,51)/t5-,6+,7+,8+,9+,10+,11+,12-,13-,14+,15-,16-,17+,18+,19-,22-,23?,24+,25+,26-/m0/s1
2.1.3 InChI Key
ZFGMDIBRIDKWMY-PASTXAENSA-N
2.1.4 Canonical SMILES
CC(=O)NC1C(C(C(OC1OC2C(C(C(OC2C(=O)O)OC3C(C(C(OC3O)OC4C(C(C(OC4C(=O)O)O)OS(=O)(=O)O)O)OS(=O)(=O)O)CS(=O)(=O)O)O)O)COS(=O)(=O)O)O)O
2.1.5 Isomeric SMILES
CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1O[C@H]2[C@@H]([C@H]([C@@H](O[C@@H]2C(=O)O)O[C@H]3[C@@H]([C@H]([C@H](O[C@@H]3O)O[C@H]4[C@@H]([C@H](C(O[C@H]4C(=O)O)O)OS(=O)(=O)O)O)OS(=O)(=O)O)CS(=O)(=O)O)O)O)COS(=O)(=O)O)O)O
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Alpha Heparin

2. Alpha-heparin

3. Heparin

4. Heparin Sodium

5. Heparin, Sodium

6. Heparin, Unfractionated

7. Heparinic Acid

8. Liquaemin

9. Unfractionated Heparin

2.2.2 Depositor-Supplied Synonyms

1. (2s,3s,4r,5r,6r)-6-{[(2s,3s,4s,5r,6s)-6-{[(2r,3s,4s,5r)-2-carboxy-4,6-dihydroxy-5-(sulfooxy)oxan-3-yl]oxy}-2-hydroxy-4-(sulfomethyl)-5-(sulfooxy)oxan-3-yl]oxy}-3-{[(2r,3r,4r,5s,6r)-3-acetamido-4,5-dihydroxy-6-[(sulfooxy)methyl]oxan-2-yl]oxy}-4,5-dihydroxyoxane-2-carboxylic Acid

2. Hepflush

3. Chembl526514

4. Gtpl4214

5. S01xa14

6. Bdbm50480251

7. (2s,3s,4r,5r,6r)-3-[(2r,3r,4r,5s,6r)-3-acetamido-4,5-dihydroxy-6-(sulfooxymethyl)oxan-2-yl]oxy-6-[(2s,3s,4s,5r,6s)-6-[(2r,3s,4s,5r)-2-carboxy-4,6-dihydroxy-5-sulfooxyoxan-3-yl]oxy-2-hydroxy-4-(sulfomethyl)-5-sulfooxyoxan-3-yl]oxy-4,5-dihydroxyoxane-2-carboxylic Acid

2.2.3 Other Synonyms

1. 9005-49-6

2.3 Create Date
2007-12-05
3 Chemical and Physical Properties
Molecular Weight 1039.9 g/mol
Molecular Formula C26H41NO34S4
XLogP3-10.4
Hydrogen Bond Donor Count14
Hydrogen Bond Acceptor Count34
Rotatable Bond Count18
Exact Mass1039.0392821 g/mol
Monoisotopic Mass1039.0392821 g/mol
Topological Polar Surface Area589 Ų
Heavy Atom Count65
Formal Charge0
Complexity2140
Isotope Atom Count0
Defined Atom Stereocenter Count19
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameHeparin sodium
Drug LabelIntravenous solutions with heparin sodium (derived from porcine intestinal mucosa) are sterile, nonpyrogenic fluids for intravenous administration. They contain no bacteriostat or antimicrobial agent or added buffer. Edetate disodium, anhydrous is ad...
Active IngredientHeparin sodium
Dosage FormInjectable
RouteInjection
Strength5,000 units/ml; 10,000 units/ml; 20,000 units/ml; 1,000 units/ml
Market StatusPrescription
CompanyHospira; Shenzhen Techdow; Sandoz; Pfizer; Fresenius Kabi Usa; Hikma Maple; Sagent Pharms

2 of 2  
Drug NameHeparin sodium
Drug LabelIntravenous solutions with heparin sodium (derived from porcine intestinal mucosa) are sterile, nonpyrogenic fluids for intravenous administration. They contain no bacteriostat or antimicrobial agent or added buffer. Edetate disodium, anhydrous is ad...
Active IngredientHeparin sodium
Dosage FormInjectable
RouteInjection
Strength5,000 units/ml; 10,000 units/ml; 20,000 units/ml; 1,000 units/ml
Market StatusPrescription
CompanyHospira; Shenzhen Techdow; Sandoz; Pfizer; Fresenius Kabi Usa; Hikma Maple; Sagent Pharms

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anticoagulants

Agents that prevent BLOOD CLOTTING. (See all compounds classified as Anticoagulants.)


Fibrinolytic Agents

Fibrinolysin or agents that convert plasminogen to FIBRINOLYSIN. (See all compounds classified as Fibrinolytic Agents.)


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Bioiberica

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Heparin Sodium

About the Company : Bioiberica is a global Life Science company with more than 45 years' experience in the production and development of molecules of high biological and therapeutic value for the phar...

Bioiberica is a global Life Science company with more than 45 years' experience in the production and development of molecules of high biological and therapeutic value for the pharmaceutical and nutraceutical industries. This specialisation positions Bioiberica among the leading Heparin API manufacturers and as a world reference of other biologically-derived APIs and scientifically backed nutraceutical ingredients for mobility, digestive health and skin & beauty. Through its vertically integrated supply chain, Bioiberica ensures the highest quality, safety and full traceability of its products, which are produced in Europe.
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About the Company : Established in 1982, ChemWerth is a US-headquartered full-service generic active pharmaceutical ingredient (API) development and supply company. ChemWerth offers cGMP-quality APIs ...

Established in 1982, ChemWerth is a US-headquartered full-service generic active pharmaceutical ingredient (API) development and supply company. ChemWerth offers cGMP-quality APIs to regulated markets worldwide and has exclusive partnerships for new product development, compliance support and secure supply chain logistics. ChemWerth has access to over 500 APIs and more than 30 manufacturing facilities in the US, Europe, India and China. ChemWerth acts as a regulatory agent for over 25 FDA-approved facilities and sells more than 100 products. It has established its presence in 38 countries. In 2020, ChemWerth filed its 500th DMF with the FDA.
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About the Company : LGM Pharma is a global leader in sourcing hard-to-find APIs and intermediates for the pharmaceutical and biotech industries. LGM is also a full service CDMO providing formulation, ...

LGM Pharma is a global leader in sourcing hard-to-find APIs and intermediates for the pharmaceutical and biotech industries. LGM is also a full service CDMO providing formulation, analytical method development and testing, and commercial manufacturing. LGM Pharma offers custom API synthesis, analytical development, and regulatory services. With a network of over 300 accredited CGMP manufacturing partners, LGM provides unparalleled supply chain security. And, with over 100,000 square feet of FDA-inspected cGMP manufacturing and warehouse capacity, LGM Pharma provides a one-stop solution for solid dose, powder, semi-solid and liquid drugs.
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About the Company : Aspen API is the cooperative entity formed by Aspen Oss in the Netherlands and Fine Chemicals Corporation in South Africa. With quality, compliance, and teamwork at its core, Aspen...

Aspen API is the cooperative entity formed by Aspen Oss in the Netherlands and Fine Chemicals Corporation in South Africa. With quality, compliance, and teamwork at its core, Aspen API works tirelessly to deliver top-quality APIs to clients worldwide. Aspen API has a portfolio of over 58 high-quality APIs, including high potency, oncology, peptides, narcotics, analgesics, botanical extractions, and biochemicals. Aspen API places a strong emphasis on sustainability. It employs eco-friendly technologies and solvents in its chemical processes, ensuring responsible and environmentally conscious manufacturing.
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About the Company : Suanfarma founded in 1993, is a B2B life science partner committed to health & innovation by developing, manufacturing, & distributing high-quality APIs for the pharmaceutical indu...

Suanfarma founded in 1993, is a B2B life science partner committed to health & innovation by developing, manufacturing, & distributing high-quality APIs for the pharmaceutical industry innovatively & sustainably. Backed by a robust global network of 12 strategically located local offices, we cater to the needs of over 400 active customers in 70+ countries. At Suanfarma we offer our CDMO capacity for fermentation & chemical synthesis projects, offering a One Stop Shop service with a solid track record, & which allows us to achieve success in the development, scaling, manufacturing, & commercialization of an API, either innovative or generic.
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Virtual BoothFaran Shimi: Leading producer of high-quality APIs & alkaloid opiates, serving major pharmaceutical companies across the Middle East.

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Heparin Sodium

About the Company : Faran Shimi Pharmaceutical Company, established in 2001 and affiliated with Golrang Pharmaceutical Investment Co, manufactures high-quality Active Pharmaceutical Ingredients (APIs)...

Faran Shimi Pharmaceutical Company, established in 2001 and affiliated with Golrang Pharmaceutical Investment Co, manufactures high-quality Active Pharmaceutical Ingredients (APIs) and finished dosage forms. For the past three years, the company focused on extracting alkaloid opiates, controlled substances, and narcotics. The APIs are widely used by major pharmaceutical companies nationwide and exported to the Middle East. All production adheres to local GMP standards in an SOP-driven environment with modern systems and utilities, ensuring the highest quality and safety.
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Heparin Sodium

About the Company : Pfizer CentreOne® is an altogether different global contract development and manufacturing organization (CDMO), and a leading supplier of specialty APIs and intermediates.
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Pfizer CentreOne® is an altogether different global contract development and manufacturing organization (CDMO), and a leading supplier of specialty APIs and intermediates. Backed by Pfizer resources, we’ve been delivering technical expertise, regulatory support and long-term supply for over 40 years. With 35+ sites across six continents, our expansive network allows us to securely and efficiently guide complex compounds from development through commercial manufacture. For more information, visit http://www.pfizercentreone.com
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Bacto Chem

India
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Bacto Chem

India
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Heparin

About the Company : For more than 45 years, Bacto Chem has stood as a pioneer in the field of bio-pharmaceutical products and formulations. Established in 1972 in Hyderabad, Telangana, by the late D...

For more than 45 years, Bacto Chem has stood as a pioneer in the field of bio-pharmaceutical products and formulations. Established in 1972 in Hyderabad, Telangana, by the late Dr. M. Seshgiri Rao, the company initially focused on manufacturing biological extracts such as Peptones, Liver Extracts, Stomach Extracts, and Ox Bile extracts. Over time, our portfolio has expanded to encompass a diverse range of offerings including Heparin Sodium, Enoxaparin Sodium, Liver Injection Crude, Chondroitin Sulphate, and Cholic Acid Derivatives.Employing cutting-edge technology in our production processes, Bacto Chem excels in producing large quantities
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Heparin Sodium

About the Company : Hanways Chempharm Co., Limited, the former one is Hubei Hanways Pharchem CO.,Limited, set up in 2009 in Wuhan, China. We are engaged in supplying APIs, pharmaceutical intermediate...

Hanways Chempharm Co., Limited, the former one is Hubei Hanways Pharchem CO.,Limited, set up in 2009 in Wuhan, China. We are engaged in supplying APIs, pharmaceutical intermediates, and fine chemicals for worldwide markets. With decades of development, now we grow to a leading and outstanding company. We are not just a trading company, but a comprehensive solutions supplier. With our sound knowledge of pharmaceutical business, our advantage is to integrate resources and adapt to all different demands of markets. We are a young but dynamic and energetic company with high efficient and high flexible decision making system.
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HELM Portugal

Portugal
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HELM Portugal

Portugal
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Heparin

About the Company : HELM Portugal is HELM’s Competence Centre for the marketing of Active Pharmaceutical Ingredients (API). The leading APIs distributed by Helm include Ascorbic Acid pharma Grade (C...

HELM Portugal is HELM’s Competence Centre for the marketing of Active Pharmaceutical Ingredients (API). The leading APIs distributed by Helm include Ascorbic Acid pharma Grade (CEP), Heparin Sodium (CEP holder), Dimetindene Maleate EP. Helm supply high-quality pharmaceuticals and provide a broad range of services on a global scale. Our services include: Logistics and distribution, Sourcing on Demand, Regulatory Affairs and Quality.
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API Reference Price

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LIMITED","supplierCountry":"CHINA","foreign_port":"CHONGQING","customer":"SCOTT-EDIL PHARMACIA","customerCountry":"INDIA","quantity":"1.50","actualQuantity":"1.498","unit":"KGS","unitRateFc":"4758.4","totalValueFC":"7663","currency":"USD","unitRateINR":"427037.6","date":"03-Jun-2024","totalValueINR":"639702.29","totalValueInUsd":"7663","indian_port":"Delhi Air","hs_no":"29419090","bill_no":"3805586","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"CHONGQING","supplierAddress":"2 CUIPING ERXIANG YUBEI DISTRICT CHONGQING 401120SDNF China","customerAddress":"NO.54-55, INDUSTRIAL AREA,"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q3","strtotime":1720031400,"product":"FOC 103210 HEPARIN SODIUM USP PROVA FT-HP 08.24 (QTY 43GRM)","address":"564\/A\/22, ROAD NO.92","city":"HYDERABAD,ANDHRA PRADESH","supplier":"SARIA","supplierCountry":"SPAIN","foreign_port":"BARCELONA","customer":"VIATRIS","customerCountry":"INDIA","quantity":"0.04","actualQuantity":"43","unit":"GMS","unitRateFc":"16.3","totalValueFC":"763.7","currency":"EUR","unitRateINR":"1484.7","date":"04-Jul-2024","totalValueINR":"63840","totalValueInUsd":"763.7","indian_port":"Bangalore Air","hs_no":"29419090","bill_no":"4331828","productDescription":"API","marketType":"REGULATED MARKET","country":"SPAIN","selfForZScoreResived":"Pharma Grade","supplierPort":"BARCELONA","supplierAddress":"Av.Paisos Cataians 34 planta 2 08950 Esplugues de Liobregat BarcelonaEspana Spain","customerAddress":"564\/A\/22, ROAD NO.92"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q3","strtotime":1720031400,"product":"HEPARIN SODIUM (IP2022\/EP) (QTY 2 KGS)","address":"NO.54-55, INDUSTRIAL AREA,","city":"CHANDIGARH.","supplier":"YINO PHARMA LIMITED","supplierCountry":"CHINA","foreign_port":"CHONGQING","customer":"SCOTT-EDIL PHARMACIA","customerCountry":"INDIA","quantity":"2.00","actualQuantity":"2","unit":"KGS","unitRateFc":"4253.8","totalValueFC":"8579.7","currency":"USD","unitRateINR":"358594.7","date":"04-Jul-2024","totalValueINR":"717189.42","totalValueInUsd":"8579.7","indian_port":"Delhi Air","hs_no":"29419090","bill_no":"4322126","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"CHONGQING","supplierAddress":"2 CUIPING ERXIANG YUBEI DISTRICT CHONGQING 401120SDNF China","customerAddress":"NO.54-55, INDUSTRIAL AREA,"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q3","strtotime":1720636200,"product":"HEPARIN SODIUM BP (HEPARIN SODIUM IP2022) (1200 MEGA)","address":"3RD,FL,UJAGAR INDUSTRIAL ESTATE,","city":"MUMBAI","supplier":"ZHEJIANG MEDICINE CO LTD","supplierCountry":"CHINA","foreign_port":"HANGCHOW (HANGZHOU)","customer":"KILITCH DRUGS (INDIA) LIMITED.","customerCountry":"INDIA","quantity":"5.15","actualQuantity":"5.15088","unit":"KGS","unitRateFc":"4659.4","totalValueFC":"24246.6","currency":"USD","unitRateINR":"393486.2","date":"11-Jul-2024","totalValueINR":"2026800","totalValueInUsd":"24246.6","indian_port":"Bombay Air","hs_no":"29379090","bill_no":"4441077","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"HANGCHOW (HANGZHOU)","supplierAddress":"S IMPORT &EXPORT CO.LTD.6-7\/F,310 NORTH ZHONGSHAN ROAD,HANGZHOU,310003SDNF CHINA","customerAddress":"3RD,FL,UJAGAR INDUSTRIAL ESTATE,"}]
01-Jan-2021
11-Jul-2024
KGS
overview
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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country Total Quantity
(KGS)
Average Price
(USD/KGS)
Number of Transactions

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DRUG PRODUCT COMPOSITIONS

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DOSAGE - INJECTABLE;INJECTION - 1,000 UNITS/M...DOSAGE - INJECTABLE;INJECTION - 1,000 UNITS/ML

USFDA APPLICATION NUMBER - 17029

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DOSAGE - INJECTABLE;INJECTION - 10,000 UNITS/...DOSAGE - INJECTABLE;INJECTION - 10,000 UNITS/ML

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DOSAGE - INJECTABLE;INJECTION - 100 UNITS/ML

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DOSAGE - INJECTABLE;INJECTION - 20,000 UNITS/...DOSAGE - INJECTABLE;INJECTION - 20,000 UNITS/ML

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DOSAGE - INJECTABLE;INJECTION - 40 UNITS/ML

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DOSAGE - INJECTABLE;INJECTION - 5,000 UNITS/M...DOSAGE - INJECTABLE;INJECTION - 5,000 UNITS/ML

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DOSAGE - INJECTABLE;INJECTION - 50 UNITS/ML

USFDA APPLICATION NUMBER - 17029

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DOSAGE - INJECTABLE;INJECTION - 1,000 UNITS/M...DOSAGE - INJECTABLE;INJECTION - 1,000 UNITS/ML

USFDA APPLICATION NUMBER - 201370

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DOSAGE - INJECTABLE;INJECTION - 10,000 UNITS/...DOSAGE - INJECTABLE;INJECTION - 10,000 UNITS/ML

USFDA APPLICATION NUMBER - 201370

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DOSAGE - INJECTABLE;INJECTION - 5,000 UNITS/M...DOSAGE - INJECTABLE;INJECTION - 5,000 UNITS/ML

USFDA APPLICATION NUMBER - 201370

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REF. STANDARDS & IMPURITIES

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USP

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ANALYTICAL

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YMC

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Product Code : DL30S05-5008WT

Classification : Carbohydrates

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Description :

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