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Fludeoxyglucose F 18

Fludeoxyglucose F 18

Synopsis, 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

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

Fludeoxyglucose F 18

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 Formula	C₆H₁₁FO₅
Molecular Weight	181.15 g/mol
XLogP3	-1.6
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	1
Exact Mass	181.061586 g/mol
Monoisotopic Mass	181.061586 g/mol
Topological Polar Surface Area	90.2 Å²
Heavy Atom Count	12
Formal Charge	0
Complexity	155
Isotope Atom Count	1
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Fludeoxyglucose f18
Active Ingredient	Fludeoxyglucose f-18
Dosage Form	Injectable
Route	Intravenous
Strength	4-40mci/ml; 20-240mci/ml; 20-300mci/ml; 20-500mci/ml; 20-200mci/ml; 20-150mci/ml
Market Status	Prescription
Company	Feinstein; 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 Name	Fludeoxyglucose f18
Active Ingredient	Fludeoxyglucose f-18
Dosage Form	Injectable
Route	Intravenous
Strength	4-40mci/ml; 20-240mci/ml; 20-300mci/ml; 20-500mci/ml; 20-200mci/ml; 20-150mci/ml
Market Status	Prescription
Company	Feinstein; 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)