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ALLOTETRAHYDROCORTISOL

CAS No.:
302-91-0
Catalog Number:
AG00C2IB
Molecular Formula:
Molecular Weight:
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Product Description
Catalog Number:
AG00C2IB
Chemical Name:
ALLOTETRAHYDROCORTISOL
CAS Number:
302-91-0
MDL Number:
MFCD00003670
IUPAC Name:
2-hydroxy-1-[(3R,5S,8S,9S,10S,11S,13S,14S,17R)-3,11,17-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-yl]ethanone
InChI:
InChI=1S/C21H34O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12-16,18,22-24,26H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,18+,19-,20-,21-/m0/s1
InChI Key:
AODPIQQILQLWGS-FDSHTENPSA-N
EC Number:
206-131-1
UNII:
A30U7U312E
NSC Number:
86469
Properties
Complexity:
593  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
9  
Defined Bond Stereocenter Count:
0
Exact Mass:
366.241g/mol
Formal Charge:
0
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
366.498g/mol
Monoisotopic Mass:
366.241g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
98A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.5  
Literature
Title Journal
Role of 11βHSD type 2 enzyme activity in essential hypertension and children with chronic kidney disease (CKD). The Journal of clinical endocrinology and metabolism 20121001
11β-hydroxysteroid dehydrogenase type 2 polymorphisms and activity in a Chilean essential hypertensive and normotensive cohort. American journal of hypertension 20120501
HPLC method for determination of fluorescence derivatives of cortisol, cortisone and their tetrahydro- and allo-tetrahydro-metabolites in biological fluids. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20100201
Enduring effects of severe developmental adversity, including nutritional deprivation, on cortisol metabolism in aging Holocaust survivors. Journal of psychiatric research 20090601
A randomized placebo-controlled study on the effects of pioglitazone on cortisol metabolism in polycystic ovary syndrome. Fertility and sterility 20090301
Cortisol metabolism in depressed patients and healthy controls. Neuroendocrinology 20090101
Simultaneous determination of tetrahydrocortisol, allotetrahydrocortisol and tetrahydrocortisone in human urine by liquid chromatography-electrospray ionization tandem mass spectrometry. Steroids 20080801
Urinary cortisol to cortisone metabolites ratio in prednisone-treated and spontaneously hypertensive patients. Journal of hypertension 20080301
Endogenous corticosteroid biosynthesis in subjects after bilateral adrenalectomy. Clinical endocrinology 20070501
Direct determination of the ratio of tetrahydrocortisol+allo-tetrahydrocortisol to tetrahydrocortisone in urine by LC-MS-MS. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20060118
Urinary steroid excretion rates in acromegaly. Hormone research 20050101
Hydrolysis of conjugated steroids by the combined use of beta-glucuronidase preparations from helix pomatia and ampullaria: determination of urinary cortisol and its metabolites. Steroids 20011101
Interference by danazol with the Porter-Silber method for determination of urinary 17-hydroxycorticosteroids. Annals of clinical biochemistry 20010501
Properties