Please Wait
Applying Filters...
Menu
Xls
2D Structure
Also known as: Iron sorbitex, Iron sorbitex., 1338-16-5, 62765-90-6, Iron sorbitol citrate, Yectofer
Molecular Formula
C12H19FeO13
Molecular Weight
427.12  g/mol
InChI Key
WNDUPUMWHYAJOR-SADXPQEKSA-K

1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol;2-hydroxypropane-1,2,3-tricarboxylate;iron(3+)
2.1.2 InChI
InChI=1S/C6H8O7.C6H14O6.Fe/c7-3(8)1-6(13,5(11)12)2-4(9)10;7-1-3(9)5(11)6(12)4(10)2-8;/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);3-12H,1-2H2;/q;;+3/p-3/t;3-,4+,5-,6-;/m.1./s1
2.1.3 InChI Key
WNDUPUMWHYAJOR-SADXPQEKSA-K
2.1.4 Canonical SMILES
C(C(C(C(C(CO)O)O)O)O)O.C(C(=O)[O-])C(CC(=O)[O-])(C(=O)[O-])O.[Fe+3]
2.1.5 Isomeric SMILES
C([C@H]([C@H]([C@@H]([C@H](CO)O)O)O)O)O.C(C(=O)[O-])C(CC(=O)[O-])(C(=O)[O-])O.[Fe+3]
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Citric Acid -iron -sorbitol

2. Citric Acid, Iron, Sorbitol Drug Combination

3. Iron Sorbitex

4. Iron Sorbitol

5. Iron Sorbitol Citric Acid Complex

6. Yectofer

2.2.2 Depositor-Supplied Synonyms

1. Iron Sorbitex

2. Iron Sorbitex.

3. 1338-16-5

4. 62765-90-6

5. Iron Sorbitol Citrate

6. Yectofer

7. Astra 1572

8. (2r,3r,4r,5s)-hexane-1,2,3,4,5,6-hexol;2-hydroxypropane-1,2,3-tricarboxylate;iron(3+)

9. Hsdb 1967

10. Iron Sorbitex [usan:usp]

11. Iron-sorbitol

12. Schembl60075

13. Dtxsid40928274

14. Citric Acid, Iron, Sorbitol Drug Combination

15. Iron(3+) 2-hydroxypropane-1,2,3-tricarboxylate--hexitol (1/1/1)

2.3 Create Date
2007-12-05
3 Chemical and Physical Properties
Molecular Weight 427.12 g/mol
Molecular Formula C12H19FeO13
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count13
Rotatable Bond Count7
Exact Mass427.017501 g/mol
Monoisotopic Mass427.017501 g/mol
Topological Polar Surface Area262 Ų
Heavy Atom Count26
Formal Charge0
Complexity315
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
4 Drug and Medication Information
4.1 Therapeutic Uses

MEDICATION (VET): A complex of iron, citric acid and sorbitol stabilized with dextrin. Use: im prophylaxis of baby pig anemias indicated it to be inferior to iron dextrans based on Fe blood and tissue levels.

Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 290


...A total number of 60 pregnant women with the gestational age of 12-34 weeks were included in the study who were suffering from iron deficiency anemia. They were divided in 3 groups (A, B and C). Group A (n=15) received iv iron sucrose according to recommended dose containing 500 mg of iron sucrose for storage, in group B (n=20) iron sucrose was administered according to deficit calculated as per formula but 200 mg of iron was given for storage instead of 500 mg, to reduce cost. While group C received intra muscular iron Sorbitol in the dose used as practice. RESULTS: Mean hemoglobin in group A and B was 8.0 +/- 1.1 g/dL and 8.9 +/- 0.7 respectively, in group C, it was 8.8 +/- 0.9 g/dL. In group A & B initial hemoglobin was assessed 3 weeks post therapy which showed an average rise of 2.8 g/dL (group A) and 1.9 g/dL (group B) and second assessment of Hemoglobin was done prior to delivery (ave: 6.6 weeks) showed a total rise of 3.8 g/dL (group A) and 2.4 g/dL (group B). Pre delivery mean Hemoglobin in group A and B was 11.8 g/dL and 11.3 g/dL respectively. In group C, the Hemoglobin was assessed only prior to delivery (average: 8.4 weeks from the start of therapy), and a rise of 1.4 g/dL was observed with pre delivery mean Hemoglobin of 10.2 g/dL. Target hemoglobin levels i.e. 11 g/dL were achieved by 80% in Group A, 70% in Group B and 28% in Group C by the time of delivery. Blood transfusion was not required in any group. In group A and B one patient had moderate abdominal pain, 2 had weakness and shivering and 3 had phlebitis at the site where intravenous canula was retained. None of patient discontinued the therapy due to any adverse effect. In group C majority complained of pain at injection site while 5 patients dropped out from the study due to intolerance.

PMID:12532571 Wali A et al; J Pak Med Assoc 52 (9): 392-395 (2002)


...Young BALB/CJ mice, from 5-23 days of age, and adult (60-100 days old) mice, some of which were iron deficient due to a low iron diet from the time of weaning, were given iron sc (iron sorbitol, Fe+3, 1.2 mg iron/100g bw/injection). Iron was given as one single dose and the animals killed 20-24 hr later. Control mice were similarly treated with saline. In young mice, from the age 10 days to weaning at 20 days, the serum immunoreactive erythroprotien level, measured 20-24 hr after a single sc dose of iron, was 5 times greater than that in control mice (P<0.0001). In contrast, there was no change in serum immunoreactive erythroprotien 20-24 hr after a single sc dose of iron in adult mice, whether iron-deficient anemic or normal. Thus, during the "early anemia" in young mice over 10 days old, iron increased serum immunoreactive erythroprotien levels, whereas it had no such effect in iron-deficient and normal adult mice.

Bechensteen AG, Halvorsen S; Br J Hamatol 94 (3): 529-532 (1996)


/Iron sorbitol-citric acid complex/ ... is a parenteral form of medication (for IM injection) used in iron deficiency anemia in humans.

IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V2 164 (1973)


4.2 Drug Warning

The preparation... does not produce hemolysis /and/ affects coagulation only at very high concentrations.

O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 917


Determinations of hemoglobin concentration should be conducted periodically during... therapy...and administration of drug should be discontinued when hemoglobin concentration reaches a normal level, even if calculated dosage has not been given.

American Hospital Formulary Service. Volumes I and II. Washington, DC: American Society of Hospital Pharmacists, to 1984., p. 20:0404


Iron sorbitex should not be administered to patients with low unsaturated iron binding capacities.

American Hospital Formulary Service. Volumes I and II. Washington, DC: American Society of Hospital Pharmacists, to 1984., p. 20:0404


Drug is not currently recommended for use in infants or children.

American Hospital Formulary Service. Volumes I and II. Washington, DC: American Society of Hospital Pharmacists, to 1984., p. 20:0404


For more Drug Warnings (Complete) data for IRON SORBITOL CITRATE (12 total), please visit the HSDB record page.


5 Pharmacology and Biochemistry
5.1 Absorption, Distribution and Excretion

Iron sorbitol is absorbed directly into the bloodstream as well as via the lymphatic system. Sixty-six percent of the intramuscular injection is absorbed within 3 hours.

Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1672


Iron sorbitex appears to be absorbed directly into the blood stream as well as through the lymphatic system. In man, serum iron content rises rapidly, reaching a peak about 2 hr after im administration; the iron is rapidly cleared from the serum, and bone marrow uptake occurs within 24-48 hr.

American Hospital Formulary Service. Volumes I and II. Washington, DC: American Society of Hospital Pharmacists, to 1984., p. 20:0404


Following im injection of 1.4-2.0 mL (59)Fe-labelled iron sorbitol-citric acid complex containing 70-100 mg iron to 12 human patients with iron deficiency anemia or sideropenia ... disappearance of radioactivity from injection site /occurred, no significant amount/...detected at 10 hr after injection. 33% of dose was excreted in urine and <1% in feces.

IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V2 172 (1973)


30% of the iron excreted in urine in 24 hours.

Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1673


For more Absorption, Distribution and Excretion (Complete) data for IRON SORBITOL CITRATE (9 total), please visit the HSDB record page.