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Chemistry

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Also known as: Fludeoxyglucose f18, 105851-17-0, Fludeoxyglucose (18f), 18fdg, Sbt3gbx27w, Fludeoxyglucose ((sup 18)f)
Molecular Formula
C6H11FO5
Molecular Weight
181.15  g/mol
InChI Key
ZCXUVYAZINUVJD-AHXZWLDOSA-N
FDA UNII
SBT3GBX27W

Fluorodeoxyglucose F18
The compound is given by intravenous injection to do POSITRON-EMISSION TOMOGRAPHY for the assessment of cerebral and myocardial glucose metabolism in various physiological or pathological states including stroke and myocardial ischemia. It is also employed for the detection of malignant tumors including those of the brain, liver, and thyroid gland. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1162)
1 2D Structure

Fluorodeoxyglucose F18

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S,3R,4S,5S,6R)-3-(18F)fluoranyl-6-(hydroxymethyl)oxane-2,4,5-triol
2.1.2 InChI
InChI=1S/C6H11FO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1H2/t2-,3-,4-,5-,6+/m1/s1/i7-1
2.1.3 InChI Key
ZCXUVYAZINUVJD-AHXZWLDOSA-N
2.1.4 Canonical SMILES
C(C1C(C(C(C(O1)O)F)O)O)O
2.1.5 Isomeric SMILES
C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O)[18F])O)O)O
2.2 Other Identifiers
2.2.1 UNII
SBT3GBX27W
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 18f Fluorodeoxyglucose

2. 18f-fdg

3. 18fdg

4. 2 Fluoro 2 Deoxy D Glucose

5. 2 Fluoro 2 Deoxyglucose

6. 2-fluoro-2-deoxy-d-glucose

7. 2-fluoro-2-deoxyglucose

8. F 18, Fludeoxyglucose

9. F 18, Fluorodeoxyglucose

10. F18, Fluorodeoxyglucose

11. Fluorine 18 Fluorodeoxyglucose

12. Fluorine-18-fluorodeoxyglucose

13. Fluorodeoxyglucose F 18

14. Fluorodeoxyglucose F18

15. Fluorodeoxyglucose, 18f

2.3.2 Depositor-Supplied Synonyms

1. Fludeoxyglucose F18

2. 105851-17-0

3. Fludeoxyglucose (18f)

4. 18fdg

5. Sbt3gbx27w

6. Fludeoxyglucose ((sup 18)f)

7. Chebi:31617

8. (2s,3r,4s,5s,6r)-3-(18f)fluoranyl-6-(hydroxymethyl)oxane-2,4,5-triol

9. (18f)fdg

10. (18f)fluorodeoxyglucose

11. (18f)-fluorodeoxyglucose

12. [18f]fdg

13. Flucis

14. F-18 Fdg

15. 2-deoxy-2-(fluoro-18f)-a-d-glucopyranose

16. Unii-sbt3gbx27w

17. 2-(fluoro-18f)-2-deoxy-alpha-glucopyranose

18. Fludeoxyglucose F(sup 18)

19. Alpha-d-glucopyranose, 2-deoxy-2-(fluoro-18f)-

20. Fludeoxyglucose F 18 (tn)

21. Schembl135994

22. Fludeoxyglucose F 18 (usp)

23. 18dg

24. Chembl1092067

25. (18)fdg

26. Dtxsid50894178

27. [f-18]-fdg

28. Moli000964

29. Fludeoxyglucose F 18 [usan:usp]

30. Fludeoxyglucose (18f) (jan/inn)

31. Akos006272016

32. Fluorine F 18 Fluorodeoxyglucose

33. 2-deoxy-2-((18)f)fluoro-alpha-d-glucose

34. .alpha.-d-fludeoxyglucopyranose F-18

35. 2-(fluoro-(18)f)-2-deoxy-alpha-glucopyranose

36. D01843

37. 2-deoxy-2-((18)f)fluoro-alpha-d-glucopyranose

38. 2-deoxy-2-(fluoro-(18)f)-alpha-d-glucopyranose

39. 851d170

40. Q419849

41. 2-deoxy-2-fluoro-(sup 18)f-alpha-d-glucopyranose

42. Alpha-d-glucopyranose, 2-deoxy-2-(fluoro-(sup 18)f)-

43. .alpha.-d-glucopyranose, 2-deoxy-2-(fluoro-18f)-

44. (2s,3r,4s,5s,6r)-3-(??f)fluoro-6-(hydroxymethyl)oxane-2,4,5-triol

2.4 Create Date
2005-03-27
3 Chemical and Physical Properties
Molecular Weight 181.15 g/mol
Molecular Formula C6H11FO5
XLogP3-1.6
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count1
Exact Mass181.061586 g/mol
Monoisotopic Mass181.061586 g/mol
Topological Polar Surface Area90.2 Ų
Heavy Atom Count12
Formal Charge0
Complexity155
Isotope Atom Count1
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
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 NameFludeoxyglucose f18
Active IngredientFludeoxyglucose f-18
Dosage FormInjectable
RouteIntravenous
Strength4-40mci/ml; 20-240mci/ml; 20-300mci/ml; 20-500mci/ml; 20-200mci/ml; 20-150mci/ml
Market StatusPrescription
CompanyFeinstein; Essential Isotopes; Ucla Biomedical; Lantheus Medical; Houston Cyclotron; Ucsf Rodiopharm; Ma General Hosp; Wi Medcl Cyclotron; Petnet; Uihc Pet Imaging; Univ Tx Md Anderson; Mcprf; Wusm Cyclotron

2 of 2  
Drug NameFludeoxyglucose f18
Active IngredientFludeoxyglucose f-18
Dosage FormInjectable
RouteIntravenous
Strength4-40mci/ml; 20-240mci/ml; 20-300mci/ml; 20-500mci/ml; 20-200mci/ml; 20-150mci/ml
Market StatusPrescription
CompanyFeinstein; Essential Isotopes; Ucla Biomedical; Lantheus Medical; Houston Cyclotron; Ucsf Rodiopharm; Ma General Hosp; Wi Medcl Cyclotron; Petnet; Uihc Pet Imaging; Univ Tx Md Anderson; Mcprf; Wusm Cyclotron

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Radiopharmaceuticals

Compounds that are used in medicine as sources of radiation for radiotherapy and for diagnostic purposes. They have numerous uses in research and industry. (Martindale, The Extra Pharmacopoeia, 30th ed, p1161) (See all compounds classified as Radiopharmaceuticals.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Radiopharmaceutical Activity [MoA]; Radioactive Diagnostic Agent [EPC]
5.3 ATC Code

V - Various

V09 - Diagnostic radiopharmaceuticals

V09I - Tumour detection

V09IX - Other diagnostic radiopharmaceuticals for tumour detection

V09IX04 - Fludeoxyglucose (18F)


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