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Structure via PubChem · Public domain (PubChem)
iodocholesterol
Sign in to saveAlso known as 19-iodocholesterol
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. 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, pheochromocytoma, and adrenal remnants following total adrenalectomy.
Chemical data
- Formula
- C27H45IO
- Molecular weight
- 512.5 g/mol
- 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
- SMILES
- C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)CI)C
- InChIKey
- FIOAEFCJGZJUPW-FTLVODPJSA-N
- XLogP
- 9.3
- Polar surface area
- 20.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
256 papers- Radiation dosimetry of 131I-19-iodocholesterol.Journal of nuclear medicine : official publication, Society of Nuclear Medicine · 1973
- Iodocholesterol adrenal tissue uptake and imaging adrenal neoplasms.The Journal of clinical endocrinology and metabolism · 1981
- Adrenocortical scintigraphy.Rays · 1992
- Scintigraphy with 131I-19-iodocholesterol in adrenal disease.Acta medica Scandinavica · 1975
- Functional imaging of adrenal cortex.Revista espanola de medicina nuclear e imagen molecular · 2020
via PubMed
Wikidata facts
- Mass
- 512.252
Show 3 more facts
- canonical SMILES
- CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)CI)C
- chemical formula
- C₂₇H₄₅IO
- isomeric SMILES
- C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)CI)C
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
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. 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, pheochromocytoma, and adrenal remnants following total adrenalectomy.
== References ==
Excerpted from Wikipedia’s “iodocholesterol” article, available under the CC BY-SA 4.0 licence.