Record Information |
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Version | 5.0 |
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Status | Detected and Quantified |
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Creation Date | 2006-08-13 09:23:04 UTC |
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Update Date | 2022-09-22 17:43:51 UTC |
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HMDB ID | HMDB0004030 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 21-Deoxycortisol |
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Description | Plasma 21-deoxycortisol (21DF) is an excellent marker of 21-hydroxylase deficiency. Currently, it is the only marker able to detect heterozygous carriers with 21-hydroxylase deficiency after Adrenocorticotropic Hormone (ACTH) stimulation. The syndrome of congenital adrenal hyperplasia (CAH) comprises the spectrum of autosomal recessive enzymatic disorders that impair cortisol biosynthesis. The hormonal pattern and clinical manifestations result from hyperstimulation of the adrenal cortex by excessive production of ACTH, untied from the negative feedback exerted by reduced cortisol levels, and the ultimate accumulation of F precursors and androgens. These abnormalities predispose the female newborn to ambiguous genitalia (female pseudohermaphroditism) and precocious puberty that may occur in both sexes. CAH due to 21-hydroxylase deficiency (21OHD) comprises nearly 90% of all cases, with an estimated worldwide incidence of 1 in 14,000 live births. Because 21-deoxycortisol (21DF) is an 11b-hydroxylase (11bOH) derivative of 17-hydroxyprogesterone (17OHP), its serum levels are parallel and proportionally elevated in patients with 21OHD but decreased or undetectable in those with 11b-hydroxylase deficiency (11bOHD), another genetic disorder. Due to the marked buildup of 17OHP in 21OHD, this precursor steroid can proceed directly to 11-hydroxylation, producing distinct elevations of 21DF (PMID: 16551734 , 10731638 ). |
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Structure | [H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)C[C@@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C InChI=1S/C21H30O4/c1-12(22)21(25)9-7-16-15-5-4-13-10-14(23)6-8-19(13,2)18(15)17(24)11-20(16,21)3/h10,15-18,24-25H,4-9,11H2,1-3H3/t15-,16-,17+,18+,19-,20-,21-/m0/s1 |
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Synonyms | Value | Source |
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11b,17-Dihydroxy-pregn-4-ene-3,20-dione | HMDB | 11b,17-Dihydroxy-progesterone | HMDB | 11b,17a-Dihydroxypregn-4-ene-3,20-dione | HMDB | 11b,17a-Dihydroxyprogesterone | HMDB | 21-Dehydrohydrocortisone | HMDB | 21-Deoxyhydrocortisone | HMDB | 21-Desoxycortisol | HMDB | 4-Pregnene-11beta,17alpha-diol-3,20-dione | HMDB | Pregn-4-ene-11b,17a-diol-3,20-dione | HMDB |
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Chemical Formula | C21H30O4 |
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Average Molecular Weight | 346.4605 |
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Monoisotopic Molecular Weight | 346.214409448 |
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IUPAC Name | (1S,2R,10S,11S,14R,15S,17R)-14-acetyl-14,17-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one |
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Traditional Name | 21-deoxycortisol |
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CAS Registry Number | 641-77-0 |
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SMILES | [H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)C[C@@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C |
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InChI Identifier | InChI=1S/C21H30O4/c1-12(22)21(25)9-7-16-15-5-4-13-10-14(23)6-8-19(13,2)18(15)17(24)11-20(16,21)3/h10,15-18,24-25H,4-9,11H2,1-3H3/t15-,16-,17+,18+,19-,20-,21-/m0/s1 |
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InChI Key | LCZBQMKVFQNSJR-CZUPSRJTSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Steroids and steroid derivatives |
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Sub Class | Pregnane steroids |
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Direct Parent | Gluco/mineralocorticoids, progestogins and derivatives |
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Alternative Parents | |
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Substituents | - Progestogin-skeleton
- 20-oxosteroid
- 3-oxo-delta-4-steroid
- 3-oxosteroid
- Hydroxysteroid
- Oxosteroid
- 11-alpha-hydroxysteroid
- 11-hydroxysteroid
- 17-hydroxysteroid
- Delta-4-steroid
- Cyclohexenone
- Tertiary alcohol
- Alpha-hydroxy ketone
- Cyclic alcohol
- Secondary alcohol
- Ketone
- Cyclic ketone
- Organic oxide
- Organooxygen compound
- Alcohol
- Organic oxygen compound
- Carbonyl group
- Hydrocarbon derivative
- Aliphatic homopolycyclic compound
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Molecular Framework | Aliphatic homopolycyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Not Available | Not Available |
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Physical Properties |
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State | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | | Show more...
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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21-Deoxycortisol,1TMS,isomer #1 | CC(=O)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O)C[C@@]21C | 3169.1 | Semi standard non polar | 33892256 | 21-Deoxycortisol,1TMS,isomer #2 | CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C)C[C@@]21C | 3086.7 | Semi standard non polar | 33892256 | 21-Deoxycortisol,1TMS,isomer #3 | CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O)C[C@@]21C | 3026.5 | Semi standard non polar | 33892256 | 21-Deoxycortisol,1TMS,isomer #4 | C=C(O[Si](C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O)C[C@@]21C | 3061.3 | Semi standard non polar | 33892256 | 21-Deoxycortisol,2TMS,isomer #1 | CC(=O)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C)C[C@@]21C | 3099.3 | Semi standard non polar | 33892256 | 21-Deoxycortisol,2TMS,isomer #2 | CC(=O)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O)C[C@@]21C | 3078.9 | Semi standard non polar | 33892256 | 21-Deoxycortisol,2TMS,isomer #3 | C=C(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O)C[C@@]21C | 3137.6 | Semi standard non polar | 33892256 | 21-Deoxycortisol,2TMS,isomer #4 | CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C)C[C@@]21C | 2946.4 | Semi standard non polar | 33892256 | 21-Deoxycortisol,2TMS,isomer #5 | C=C(O[Si](C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C)C[C@@]21C | 2992.5 | Semi standard non polar | 33892256 | 21-Deoxycortisol,2TMS,isomer #6 | C=C(O[Si](C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O)C[C@@]21C | 2975.2 | Semi standard non polar | 33892256 | 21-Deoxycortisol,3TMS,isomer #1 | CC(=O)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C)C[C@@]21C | 2965.9 | Semi standard non polar | 33892256 | 21-Deoxycortisol,3TMS,isomer #1 | CC(=O)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C)C[C@@]21C | 2992.6 | Standard non polar | 33892256 | 21-Deoxycortisol,3TMS,isomer #1 | CC(=O)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C)C[C@@]21C | 3274.5 | Standard polar | 33892256 | 21-Deoxycortisol,3TMS,isomer #2 | C=C(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C)C[C@@]21C | 3048.7 | Semi standard non polar | 33892256 | 21-Deoxycortisol,3TMS,isomer #2 | C=C(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C)C[C@@]21C | 2974.9 | Standard non polar | 33892256 | 21-Deoxycortisol,3TMS,isomer #2 | C=C(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C)C[C@@]21C | 3339.4 | Standard polar | 33892256 | 21-Deoxycortisol,3TMS,isomer #3 | C=C(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O)C[C@@]21C | 3015.7 | Semi standard non polar | 33892256 | 21-Deoxycortisol,3TMS,isomer #3 | C=C(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O)C[C@@]21C | 3072.0 | Standard non polar | 33892256 | 21-Deoxycortisol,3TMS,isomer #3 | C=C(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O)C[C@@]21C | 3385.0 | Standard polar | 33892256 | 21-Deoxycortisol,3TMS,isomer #4 | C=C(O[Si](C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C)C[C@@]21C | 2880.7 | Semi standard non polar | 33892256 | 21-Deoxycortisol,3TMS,isomer #4 | C=C(O[Si](C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C)C[C@@]21C | 2957.8 | Standard non polar | 33892256 | 21-Deoxycortisol,3TMS,isomer #4 | C=C(O[Si](C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C)C[C@@]21C | 3427.4 | Standard polar | 33892256 | 21-Deoxycortisol,4TMS,isomer #1 | C=C(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C)C[C@@]21C | 2943.5 | Semi standard non polar | 33892256 | 21-Deoxycortisol,4TMS,isomer #1 | C=C(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C)C[C@@]21C | 3014.3 | Standard non polar | 33892256 | 21-Deoxycortisol,4TMS,isomer #1 | C=C(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C)C[C@@]21C | 3280.8 | Standard polar | 33892256 | 21-Deoxycortisol,1TBDMS,isomer #1 | CC(=O)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O)C[C@@]21C | 3406.1 | Semi standard non polar | 33892256 | 21-Deoxycortisol,1TBDMS,isomer #2 | CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C | 3329.1 | Semi standard non polar | 33892256 | 21-Deoxycortisol,1TBDMS,isomer #3 | CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O)C[C@@]21C | 3280.4 | Semi standard non polar | 33892256 | 21-Deoxycortisol,1TBDMS,isomer #4 | C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O)C[C@@]21C | 3315.2 | Semi standard non polar | 33892256 | 21-Deoxycortisol,2TBDMS,isomer #1 | CC(=O)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C | 3584.6 | Semi standard non polar | 33892256 | 21-Deoxycortisol,2TBDMS,isomer #2 | CC(=O)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O)C[C@@]21C | 3561.1 | Semi standard non polar | 33892256 | 21-Deoxycortisol,2TBDMS,isomer #3 | C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O)C[C@@]21C | 3613.7 | Semi standard non polar | 33892256 | 21-Deoxycortisol,2TBDMS,isomer #4 | CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C | 3394.9 | Semi standard non polar | 33892256 | 21-Deoxycortisol,2TBDMS,isomer #5 | C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C | 3471.4 | Semi standard non polar | 33892256 | 21-Deoxycortisol,2TBDMS,isomer #6 | C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O)C[C@@]21C | 3457.6 | Semi standard non polar | 33892256 | 21-Deoxycortisol,3TBDMS,isomer #1 | CC(=O)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C | 3634.8 | Semi standard non polar | 33892256 | 21-Deoxycortisol,3TBDMS,isomer #1 | CC(=O)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C | 3628.6 | Standard non polar | 33892256 | 21-Deoxycortisol,3TBDMS,isomer #1 | CC(=O)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C | 3520.0 | Standard polar | 33892256 | 21-Deoxycortisol,3TBDMS,isomer #2 | C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C | 3735.7 | Semi standard non polar | 33892256 | 21-Deoxycortisol,3TBDMS,isomer #2 | C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C | 3653.8 | Standard non polar | 33892256 | 21-Deoxycortisol,3TBDMS,isomer #2 | C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C | 3581.9 | Standard polar | 33892256 | 21-Deoxycortisol,3TBDMS,isomer #3 | C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O)C[C@@]21C | 3714.7 | Semi standard non polar | 33892256 | 21-Deoxycortisol,3TBDMS,isomer #3 | C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O)C[C@@]21C | 3663.9 | Standard non polar | 33892256 | 21-Deoxycortisol,3TBDMS,isomer #3 | C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O)C[C@@]21C | 3615.9 | Standard polar | 33892256 | 21-Deoxycortisol,3TBDMS,isomer #4 | C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C | 3534.0 | Semi standard non polar | 33892256 | 21-Deoxycortisol,3TBDMS,isomer #4 | C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C | 3572.8 | Standard non polar | 33892256 | 21-Deoxycortisol,3TBDMS,isomer #4 | C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C | 3671.5 | Standard polar | 33892256 | 21-Deoxycortisol,4TBDMS,isomer #1 | C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C | 3753.5 | Semi standard non polar | 33892256 | 21-Deoxycortisol,4TBDMS,isomer #1 | C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C | 3749.7 | Standard non polar | 33892256 | 21-Deoxycortisol,4TBDMS,isomer #1 | C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3[C@H](O[Si](C)(C)C(C)(C)C)C[C@@]21C | 3539.6 | Standard polar | 33892256 |
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Spectra |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - 21-Deoxycortisol GC-MS (Non-derivatized) - 70eV, Positive | splash10-05mo-2957000000-d023e738b8e5b9a63cd2 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 21-Deoxycortisol GC-MS (2 TMS) - 70eV, Positive | splash10-004i-2116900000-05061eac5c0a64618c6f | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 21-Deoxycortisol GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 21-Deoxycortisol 10V, Positive-QTOF | splash10-004j-0009000000-71aa430e3e20af8b2c95 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 21-Deoxycortisol 20V, Positive-QTOF | splash10-01t9-0259000000-2fb2818f214612a10bbf | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 21-Deoxycortisol 40V, Positive-QTOF | splash10-0a4u-2690000000-3dd37cf0a48974795770 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 21-Deoxycortisol 10V, Negative-QTOF | splash10-0002-0009000000-2d39ebc543dfc8393535 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 21-Deoxycortisol 20V, Negative-QTOF | splash10-0f9b-0029000000-17d7de8bb31c25cb6a4a | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 21-Deoxycortisol 40V, Negative-QTOF | splash10-0kp0-1096000000-a21e11412ea47ba1ded2 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 21-Deoxycortisol 10V, Negative-QTOF | splash10-0002-0009000000-19287cb485f1fddca890 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 21-Deoxycortisol 20V, Negative-QTOF | splash10-0002-0009000000-d1621dd0a863681c08e9 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 21-Deoxycortisol 40V, Negative-QTOF | splash10-0udr-0079000000-0ce5cfb77bffcbe17979 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 21-Deoxycortisol 10V, Positive-QTOF | splash10-002b-0009000000-f6d8370e2ec523e5bab7 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 21-Deoxycortisol 20V, Positive-QTOF | splash10-03di-1924000000-3c950cee78e9c59f06f0 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 21-Deoxycortisol 40V, Positive-QTOF | splash10-06tf-7960000000-15e137fe577c2459aaf6 | 2021-09-24 | Wishart Lab | View Spectrum |
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Biological Properties |
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Cellular Locations | - Extracellular
- Membrane (predicted from logP)
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Biospecimen Locations | |
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Tissue Locations | |
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Pathways | |
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Normal Concentrations |
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Blood | Detected and Quantified | 0.0029 ( 0.0010 - 0.0079) uM | Newborn (0-30 days old) | Both | Normal | | details | Blood | Detected and Quantified | 0.00107 (0.00081 - 0.00124) uM | Adult (>18 years old) | Not Specified | Normal | | details |
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Abnormal Concentrations |
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Blood | Detected and Quantified | 0.0056 (0.0022-0.0149) uM | Newborn (0-30 days old) | Both | Preterm birth | | details | Blood | Detected and Quantified | 0.0054 +/- 0.008 uM | Adult (>18 years old) | Male | Bilateral testicular adrenal rest tumors | | details | Blood | Detected and Quantified | 0.00110 (0.00081 - 0.00196) uM | Adult (>18 years old) | Both | 11-beta-Hydroxylase deficiency | | details | Blood | Detected and Quantified | 0.00234 (0.00008-0.04071) uM | Adult (>18 years old) | Not Specified | 21-Hydroxylase deficiency | | details | Blood | Detected and Quantified | 0.048 (0.014 - 0.320) uM | Newborn (0-30 days old) | Not Specified | Congenital adrenal hyperplasia | | details | Urine | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Cancer patients undergoing total body irradiation | | details |
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Associated Disorders and Diseases |
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Disease References | 21-Hydroxylase deficiency |
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- Tonetto-Fernandes V, Lemos-Marini SH, Kuperman H, Ribeiro-Neto LM, Verreschi IT, Kater CE: Serum 21-Deoxycortisol, 17-Hydroxyprogesterone, and 11-deoxycortisol in classic congenital adrenal hyperplasia: clinical and hormonal correlations and identification of patients with 11beta-hydroxylase deficiency among a large group with alleged 21-hydroxylase deficiency. J Clin Endocrinol Metab. 2006 Jun;91(6):2179-84. Epub 2006 Mar 21. [PubMed:16551734 ]
| Congenital Adrenal Hyperplasia, due to 21-Hydroxylase-Deficiency |
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- Janzen N, Peter M, Sander S, Steuerwald U, Terhardt M, Holtkamp U, Sander J: Newborn screening for congenital adrenal hyperplasia: additional steroid profile using liquid chromatography-tandem mass spectrometry. J Clin Endocrinol Metab. 2007 Jul;92(7):2581-9. Epub 2007 Apr 24. [PubMed:17456574 ]
| Preterm birth |
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- Janzen N, Peter M, Sander S, Steuerwald U, Terhardt M, Holtkamp U, Sander J: Newborn screening for congenital adrenal hyperplasia: additional steroid profile using liquid chromatography-tandem mass spectrometry. J Clin Endocrinol Metab. 2007 Jul;92(7):2581-9. Epub 2007 Apr 24. [PubMed:17456574 ]
| Testicular adrenal rest tumors |
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- Claahsen-van der Grinten HL, Otten BJ, Sweep FC, Span PN, Ross HA, Meuleman EJ, Hermus AR: Testicular tumors in patients with congenital adrenal hyperplasia due to 21-hydroxylase deficiency show functional features of adrenocortical tissue. J Clin Endocrinol Metab. 2007 Sep;92(9):3674-80. Epub 2007 Jun 26. [PubMed:17595257 ]
| 11-beta-Hydroxylase deficiency |
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- Tonetto-Fernandes V, Lemos-Marini SH, Kuperman H, Ribeiro-Neto LM, Verreschi IT, Kater CE: Serum 21-Deoxycortisol, 17-Hydroxyprogesterone, and 11-deoxycortisol in classic congenital adrenal hyperplasia: clinical and hormonal correlations and identification of patients with 11beta-hydroxylase deficiency among a large group with alleged 21-hydroxylase deficiency. J Clin Endocrinol Metab. 2006 Jun;91(6):2179-84. Epub 2006 Mar 21. [PubMed:16551734 ]
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Associated OMIM IDs | - 201910 (21-Hydroxylase deficiency)
- 201910 (Congenital Adrenal Hyperplasia, due to 21-Hydroxylase-Deficiency)
- 202010 (11-beta-Hydroxylase deficiency)
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External Links |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | FDB023283 |
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KNApSAcK ID | Not Available |
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Chemspider ID | 193458 |
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KEGG Compound ID | C05497 |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | 21-Deoxycortisol |
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METLIN ID | 7004 |
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PubChem Compound | 222803 |
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PDB ID | Not Available |
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ChEBI ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | M00603 |
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MarkerDB ID | Not Available |
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Good Scents ID | Not Available |
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References |
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Synthesis Reference | Hill, Martin; Lapcik, Oldrich; Hampl, Richard; Starka, Luboslav; Putz, Zdenek. Radioimmunoassay of three deoxycorticoids in human plasma following HPLC separation. Steroids (1995), 60(9), 615-20. |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | - Solish SB, Goldsmith MA, Voutilainen R, Miller WL: Molecular characterization of a Leydig cell tumor presenting as congenital adrenal hyperplasia. J Clin Endocrinol Metab. 1989 Dec;69(6):1148-52. [PubMed:2555382 ]
- Gueux B, Fiet J, Couillin P, Raux-Demay MC, Mornet E, Galons H, Villette JM, Boue J, Dreux C: Prenatal diagnosis of 21-hydroxylase deficiency congenital adrenal hyperplasia by simultaneous radioimmunoassay of 21-deoxycortisol and 17-hydroxyprogesterone in amniotic fluid. J Clin Endocrinol Metab. 1988 Mar;66(3):534-7. [PubMed:3258316 ]
- Finkelstein M, Litvin Y, Mizrachi Y, Neiman G, Rosler A: Apparent double defect in C11 beta and C21-steroid hydroxylation in congenital adrenal hyperplasia. J Steroid Biochem. 1983 Jul;19(1B):675-81. [PubMed:6310249 ]
- Penny R, Vecsei P: Congenital adrenal hyperplasia due to combined 21- and 11 beta-hydroxylase deficiency. J Endocrinol Invest. 1989 Nov;12(10):723-8. [PubMed:2614011 ]
- Fiet J, Gueux B, Raux-Demay MC, Kuttenn F, Vexiau P, Gourmelen M, Couillin P, Mornet E, Villette JM, Brerault JL, et al.: [21-deoxycortisol. A new marker of virilizing adrenal hyperplasia caused by 21-hydroxylase deficiency]. Presse Med. 1989 Dec 2;18(40):1965-9. [PubMed:2531882 ]
- Tonetto-Fernandes V, Lemos-Marini SH, Kuperman H, Ribeiro-Neto LM, Verreschi IT, Kater CE: Serum 21-Deoxycortisol, 17-Hydroxyprogesterone, and 11-deoxycortisol in classic congenital adrenal hyperplasia: clinical and hormonal correlations and identification of patients with 11beta-hydroxylase deficiency among a large group with alleged 21-hydroxylase deficiency. J Clin Endocrinol Metab. 2006 Jun;91(6):2179-84. Epub 2006 Mar 21. [PubMed:16551734 ]
- Fiet J, Boudi A, Giton F, Villette JM, Boudou P, Soliman H, Morineau G, Galons H: Plasma 21-deoxycortisol: comparison of a time-resolved fluoroimmunoassay using a biotinylated tracer with a radioimmunossay using (125)iodine. J Steroid Biochem Mol Biol. 2000 Jan-Feb;72(1-2):55-60. [PubMed:10731638 ]
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