Iodocholesterol

Chemical compound

V09XA02 (WHO) (¹³¹I)

Identifiers

IUPAC name

(3S,8S,9S,10S,13R,14S,17R)-10-(iodomethyl)-13-methyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

CAS Number

37414-03-2

PubChem CID

3032874

ChemSpider

20086815^Y

UNII

4A4E6EXB6U

CompTox Dashboard (EPA)

DTXSID80190857

ECHA InfoCard100.048.618

Chemical and physical dataFormulaC₂₇H₄₅IOMolar mass512.560 g·mol⁻¹3D model (JSmol)

Interactive image

SMILES

CC(C)CCC[C@@H](C)[C@H]3CC[C@H]2[C@@H]4C\C=C1\C[C@@H](O)CC[C@]1(CI)[C@H]4CC[C@@]23C

InChI

InChI=1S/C27H45IO/c1-18(2)6-5-7-19(3)23-10-11-24-22-9-8-20-16-21(29)12-15-27(20,17-28)25(22)13-14-26(23,24)4/h8,18-19,21-25,29H,5-7,9-17H2,1-4H3/t19-,21+,22+,23-,24+,25+,26-,27-/m1/s1^Y
Key:FIOAEFCJGZJUPW-FTLVODPJSA-N^Y

^NY (what is this?) (verify)

Iodocholesterol, or 19-iodocholesterol, also as iodocholesterol (¹³¹I) (INN) and NP-59, is a derivative of cholesterol with an iodine atom in the C19 position and a radiopharmaceutical.^[1]^[2] When the iodine atom is a radioactive isotope (iodine-125 or iodine-131), it is used as an adrenal cortex radiotracer in the diagnosis of patients suspected of having Cushing's syndrome, hyperaldosteronism,^[3] pheochromocytoma, and adrenal remnants following total adrenalectomy.^[1]^[2]

References

^ ^a ^b Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 692–. ISBN 978-1-4757-2085-3.
^ ^a ^b Clark OH, American Cancer Society (2003). Endocrine Tumors. PMPH-USA. pp. 124–. ISBN 978-1-55009-134-2.
^ Fischer M, Rosenbach EA, Glaser B, Stokar J (2023-02-24). "NP-59 Scintigraphy for Primary Aldosteronism Lateralization in a Patient With Polycystic Kidney Disease". AACE Clinical Case Reports. 9 (3): 97–98. doi:10.1016/j.aace.2023.02.006. PMC 10213608. PMID 37251975. S2CID 257212197.

Diagnostic radiopharmaceuticals (V09)

Central nervous system

^99mTc (Exametazime, Pentetic acid)
¹²³I (Ioflupane (123I)
Iofetamine (123I)
Iolopride (123I)
Iomazenil)
¹⁸F (Florbetapir (18F), Flutemetamol (18F))

Skeletal system

^99mTc (Medronic acid)

Renal

¹²³I (Sodium iodohippurate)
⁶⁴Cu
- ETS2
^99mTc (Mertiatide, Pentetic acid)

Gastrointestinal/Hepatic

⁷⁵Se (SeHCAT)

Respiratory system

¹³³Xe
^81mKr
^99mTc (^99mTc-MAA, Pentetic acid)

Cardiovascular system

^99mTc (Sestamibi
Tetrofosmin)
¹¹¹In (Imciromab)
⁸²Rb (Rubidium chloride)
¹²⁵I (Iodinated human albumin)

Inflammation/infection

^99mTc (Exametazime
Sulesomab
Tilmanocept)
¹¹¹In
⁶⁷Ga

Tumor

^99mTc
- Arcitumomab
- Votumumab
- Hynic-octreotide
¹¹¹In
- Capromab pendetide
- Satumomab pendetide
¹²⁵I (Minretumomab)
¹²³I (Iobenguane (123I))
¹³¹I (Iobenguane (131I))
¹⁸F
- Fluciclovine
- Fluorodeoxyglucose
- Fluoroethyltyrosine
- Sodium fluoride
⁶⁴Cu
- Dotatate
Piflufolastat F-18

Adrenal cortex

¹²³I
¹²⁵I / ¹³¹I (Iodocholesterol)

Radionuclides
(including tracers)

positron (PET list)	¹¹C ([¹¹C]ME@HAPTHI) 25B-NBOMe (Cimbi-36) Acetate Choline Carfentanil DASB DTBZ Flumazenil Methionine N-Methylspiperone Pittsburgh compound B Raclopride Verapamil) ¹³N Ammonia ⁶⁴Cu Desmethoxyfallypride Fallypride Florbetaben (18F) Florbetapir (18F) Flortaucipir (18F) Flotufolastat F-18 Flubatine Fluciclovine Fludeoxyglucose (18F) (FDG)-glucose analogue Flumazenil ¹⁸F (Altanserin) Fluorocholine Fluorodeoxysorbitol (FDS) Fluorodopa Fluoroestradiol F-18 Fluorothymidine F-18 Fluspidine Flutemetamol FMISO Gallium (⁶⁸Ga) gozetotide ⁶⁸Ga Mefway MPPF N-Methylspiperone Nifene FET ¹⁵O (Water) Piflufolastat F-18 ⁸²Rb (Rubidium chloride) Setoperone)
gamma ray/photon (SPECT/scintigraphy)	⁵¹Cr ⁵⁷Co ⁶⁷Ga ¹¹¹In ¹²³I ¹²⁵I ¹³¹I ^81mKr ¹⁵³Sm ⁷⁵Se ^99mTc ²⁰¹Tl ¹³³Xe

positron (PET list)