- 関
- dehydroepiandrosterone sulfate
WordNet
- the 19th letter of the Roman alphabet (同)s
PrepTutorEJDIC
- sulfurの化学記号 / {略}South[ern]
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/05/20 17:14:22」(JST)
[Wiki en表示]
Dehydroepiandrosterone sulfate |
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IUPAC name
[(3S,8R,9S,10R,13S,14S)-10,13-Dimethyl-17-oxo-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl] hydrogen sulfate
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Identifiers |
Abbreviations |
DHEAS |
CAS number |
651-48-9 Y |
PubChem |
12594 |
Jmol-3D images |
Image 1 |
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C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O) CC=C4[C@@]3(CC[C@@H](C4)OS(=O)(=O)O)C
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Properties |
Molecular formula |
C19H28O5S |
Molar mass |
368.49 g/mol |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) |
Y (verify) (what is: Y/N?) |
Infobox references |
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Dehydroepiandrosterone sulfate or DHEA sulfate is a metabolite of dehydroepiandrosterone (DHEA).
Contents
- 1 Synthesis
- 2 Use as biomarker
- 3 Reference ranges
- 4 See also
- 5 References
Synthesis
Dehydroepiandrosterone sulfate is produced by the addition of a sulfate group, catalyzed by the sulfotransferase enzymes SULT1A1 and SULT1E1, which also produce estrone sulfate from estrone. DHEA sulfate can also be back-converted to DHEA through the action of steroid sulfatase.
In the zona reticularis layer of the adrenal cortex, DHEA-sulfate is generated by SULT2A1.[1] This layer of the adrenal cortex is thought to be the primary source of serum DHEA-sulfate. DHEA sulfate levels decline as a person ages as the reticularis layer diminishes in size.
Use as biomarker
Dehydroepiandrosterone sulfate levels above 1890 micromol/L or 700-800 µg/dL are highly suggestive of adrenal dysfunction because DHEA-S is made exclusively by the adrenal glands.[2][3]
Reference ranges
Reference ranges for dehydroepiandrosterone sulfate in females[4]
Tanner stage and average age |
Lower limit |
Upper limit |
Unit |
Tanner stage I |
>14 days |
16 |
96 |
µg/dL |
Tanner stage II |
10.5 years |
22 |
184 |
Tanner stage III |
11.6 years |
<15 |
296 |
Tanner stage IV |
12.3 years |
17 |
343 |
Tanner stage V |
14.5 years |
44 |
332 |
18-29 years |
44 |
332 |
30-39 years |
31 |
228 |
40-49 years |
18 |
244 |
50-59 years |
<15 |
200 |
> or =60 years |
<15 |
157 |
Reference ranges for dehydroepiandrosterone sulfate in males[4]
Tanner stage and average age |
Lower limit |
Upper limit |
Unit |
Tanner stage I |
>14 days |
<15 |
120 |
µg/dL |
Tanner stage II |
11.5 years |
<15 |
333 |
Tanner stage III |
13.6 years |
<15 |
312 |
Tanner stage IV |
15.1 years |
29 |
412 |
Tanner stage V |
18.0 years |
89 |
457 |
18-29 years |
89 |
457 |
30-39 years |
65 |
334 |
40-49 years |
48 |
244 |
50-59 years |
35 |
179 |
> or =60 years |
25 |
131 |
See also
- Polycystic ovary syndrome
References
- ^ Rainey WE, Nakamura Y (February 2008). "Regulation of the adrenal androgen biosynthesis". J. Steroid Biochem. Mol. Biol. 108 (3-5): 281–6. doi:10.1016/j.jsbmb.2007.09.015. PMC 2699571. PMID 17945481.
- ^ Somani N, Harrison S, Bergfeld WF (2008). "The clinical evaluation of hirsutism". Dermatologic therapy 21 (5): 376–91. doi:10.1111/j.1529-8019.2008.00219.x. PMID 18844715.
- ^ "Polycystic Ovarian Syndrome Workup". eMedicine. 25 October 2011. Retrieved 19 November 2011.
- ^ a b Dehydroepiandrosterone Sulfate (DHEA-S), Serum at Mayo Foundation For Medical Education And Research. Retrieved July 2012
Steroid hormones (and metabolic intermediates)
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Precursors |
- Cholesterol
- 22R-Hydroxycholesterol
- 20α,22R-Dihydroxycholesterol
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Corticosteroids |
Glucocorticoids
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- Corticosterone
- Cortisol
- Cortisone
- Cortodoxone/Deoxycortisol
- Deoxycorticosterone
- 17-Hydroxypregnenolone
- 17-Hydroxyprogesterone
- Pregnenolone
- Progesterone
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Mineralocorticoids
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- Aldosterone
- Corticosterone
- Cortisol
- Cortodoxone/Deoxycortisol
- Deoxycorticosterone
- 5α-Dihydroaldosterone
- 17-Hydroxypregnenolone
- 17-Hydroxyprogesterone
- 18-Hydroxycorticosterone
- 18-Hydroxydeoxycorticosterone
- Pregnenolone
- Progesterone
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Sex steroids |
Androgens
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- Androstenediol
- Androstenedione
- Androsterone
- DHEA
- DHEA sulfate
- Dihydrotestosterone
- Epiandrosterone
- Epitestosterone
- 16-Hydroxyandrostenedione
- 16-Hydroxy-DHEA
- 16-Hydroxy-DHEA sulfate
- Testosterone
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Estrogens
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- 3β-Androstanediol
- DHEA
- Estetrol
- Estradiol
- Estrone
- Estriol
- 2-Hydroxyestrone
- 16-Hydroxyestrone
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Progestogens
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- 17-Hydroxypregnenolone
- 17-Hydroxyprogesterone
- Pregnenolone
- Pregnenolone sulfate
- Progesterone
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Neurosteroids |
- Allopregnanolone
- Corticosterone
- DHC
- DHDOC
- DHEA
- DHEA sulfate
- DHP
- Deoxycorticosterone
- 17-Hydroxypregnenolone
- 17-Hydroxyprogesterone
- Pregnenolone
- Pregnenolone sulfate
- Progesterone
- THB
- THDOC
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Others |
- Vitamin D: 7-Dehydrocholesterol
- Calcidiol/Calcifediol
- Calcitriol
- Cholecalciferol
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Glucocorticoids
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Receptor |
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Enzyme
(inhibitors) |
20,22-Desmolase
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- 22-ABC
- 3,3′-Dimethoxybenzidine
- 3-Methoxybenzidine
- Aminoglutethimide
- Cyanoketone
- Danazol
- Etomidate
- Mitotane
- Trilostane
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17α-Hydroxylase,
17,20-Lyase
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- 22-ABC
- 22-Oxime
- Abiraterone
- Bifonazole
- Clotrimazole
- Cyanoketone
- Cyproterone
- Danazol
- Econazole
- Galeterone
- Gestrinone
- Isoconazole
- Ketoconazole
- L-39
- Liarozole
- LY-207,320
- MDL-27,302
- Miconazole
- Mifepristone
- Orteronel
- Pioglitazone
- Rosiglitazone
- Spironolactone
- Stanozolol
- SU-10,603
- TGF-β
- Tioconazole
- Troglitazone
- VN/87-1
- YM116
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3β-HSD
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- 4-MA
- Azastene
- Cyanoketone
- Danazol
- Epostane
- Genistein
- Gestrinone
- Metyrapone
- Norethisterone
- Oxymetholone
- Pioglitazone
- Rosiglitazone
- Trilostane
- Troglitazone
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21-Hydroxylase
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- Aminoglutethimide
- Amphenone B
- Bifonazole
- Clotrimazole
- Diazepam
- Econazole
- Genistein
- Isoconazole
- Ketoconazole
- Metyrapone
- Miconazole
- Midazolam
- Tioconazole
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11β-Hydroxylase
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- Aminoglutethimide
- Canrenone
- Etomidate
- Fadrozole
- FETO
- Ketoconazole
- Metomidate
- Metyrapone
- Mitotane
- Potassium canrenoate
- Spironolactone
- Trilostane
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18-Hydroxylase
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- Aminoglutethimide
- Canrenone
- FAD286
- Fadrozole
- Ketoconazole
- LCI699
- Metyrapone
- Mespirenone
- Potassium canrenoate
- Spironolactone
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Other |
Endogenous
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- Glucocorticoids: Corticosterone
- Cortisone
- Cortodoxone/Deoxycortisol
- Hydrocortisone/Cortisol
- Antiglucocorticoids: 17-Hydroxyprogesterone
- Deoxycorticosterone
- Pregnenolone
- Progesterone
- Precursors: Cholesterol
- 22R-Hydroxycholesterol
- 20α,22R-Dihydroxycholesterol
- Pregnenolone
- 17-Hydroxypregnenolone
- 17-Hydroxyprogesterone
- Progesterone
- Deoxycorticosterone
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Indirect
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- ACTH/Corticotropin
- CRH
- DHEA
- DHEA sulfate
- Plasma proteins (Transcortin, Albumin)
- Vasopressin
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Procedures
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- Adrenalectomy
- Hypophysectomy
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UpToDate Contents
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English Journal
- Low serum sex hormone-binding globulin: Marker of inflammation?
- Liao CH, Li HY, Yu HJ, Chiang HS, Lin MS, Hua CH, Ma WY.SourceDivision of Urology, Department of Surgery, College of Medicine, Ph.D. Program in Nutrition and Food Sciences, and Graduate Institute of Basic Medicine, School of Medicine, Fu Jen Catholic University, Taipei, Taiwan.
- Clinica chimica acta; international journal of clinical chemistry.Clin Chim Acta.2012 Apr 11;413(7-8):803-7. Epub 2012 Jan 24.
- BACKGROUND: Low sex hormone-binding globulin (SHBG) is associated with metabolic syndrome (MetS), but its relationship with inflammation is unclear.METHODS: This cross-sectional study included 696 subjects (255 men, 235 pre-menopausal women, and 206 postmenopausal women). Body mass index, waist circ
- PMID 22293276
- Plasma dehydroepiandrosterone sulphate and insulin-like growth factor I levels in obstructive sleep apnoea syndrome.
- Makino S, Fujiwara M, Handa H, Fujie T, Aoki Y, Hashimoto K, Terada Y, Sugimoto T.SourceDepartments of Internal Medicine Respiratory Therapy, Osaka Gyomeikan Hospital, Kasugade-naka, Konohana-ku, Osaka Department of Endocrinology, Metabolism and Nephrology, Kochi Medical School, Okoh-cho, Nankoku, Kochi, Japan.
- Clinical endocrinology.Clin Endocrinol (Oxf).2012 Apr;76(4):593-601. doi: 10.1111/j.1365-2265.2011.04237.x.
- Context We aimed to assess whether obstructive sleep apnoea syndrome (OSAS) affects plasma IGF-1 and dehydroepiandrosterone sulphate (DHEA-S) levels in men, factors implicated in the development of age-related metabolic disorders. Design We conducted a cross-sectional and longitudinal clinical
- PMID 21951159
Japanese Journal
- NASH発症における抗加齢ホルモンDHEA-Sの役割 (特集 NASH/NAFLD発症のメカニズム)
- 加齢と副腎皮質ホルモン (特集 加齢に伴う内分泌代謝疾患)
Related Links
- デヒドロエピアンドロステロンサルフェート, DHEA-S(dehydroepiandrosterone sulfate) 測定方法:CLEIA法(平成27年1月5日より) RIA(チューブ固相法) (平成26年12月26日まで) 外注会社:MCM 臨床的意義 男性ホルモンの中間 ...
- ヒトの副腎皮質からはコルチゾールなどの糖質コルチコイド,アストステロンなどの鉱質コルチコイドおよび副腎性男性ホルモンであるDHEA,DHEA-S,アンドロステジオンが分泌されている。副腎皮質ホルモンの分泌には日内変動がある上,ACTH ...
Related Pictures
★リンクテーブル★
[★]
- 英
- adrenocortical hormone
- 同
- 副腎皮質ステロイド adrenocorticoids
- 関
- 副腎皮質刺激ホルモン放出ホルモン、副腎皮質刺激ホルモン
- ステロイド
- 関
- 副腎、副腎皮質、ステロイド、コルチコステロイド、ステロイドホルモン、コルチコイド。副腎皮質ホルモン剤
種類(主要なもののみ)
- 球状層から分泌される。アルドステロン
- 索状層から分泌される。コルチゾール
- 網状層から分泌される。アンドロステンジオン
臨床関連
- 21-hydroxylaseが正常に機能しないことにより生じる (L.320)
薬理学
副腎皮質から分泌されるホルモン (SP.895)
[★]
- 英
- estriol, E3, ET
- ラ
- oestriolum
- 商
- エストリール、ホーリン、メリストラーク
- 関
- 生殖器官用剤
概念
- 女性で産生されるホルモン
- 子宮内膜に対する作用はほとんど無く、主に腟上皮や頚管に作用することから、膣炎、子宮頚管炎、および子宮膣部びらんの治療に用いられる。(参考1 QB.Q-229)
妊娠中の検査としての意義
- NGY.111
- 最近は胎児胎盤機能検査としては使われなくなっている(代わりにNST,BPS,超音波ドプラ、CSTを使用)
- 胎児内分泌機能、胎盤機能、母体-胎盤-胎児血液循環能
尿中エストリオール
。妊娠末期に向かって増加していくが、低値で胎児・胎盤系の機能不全が示唆される。 → 潜在性胎児仮死
- 解釈:(妊娠末期)正常:40mg/day, 注意:≦20mg/day, 危険≦10mg/day
- ex. 082A044
高値
低値
- 胞状奇胎、無脳児妊娠、子宮内胎児死亡、胎児赤芽球症、子宮内胎児発育遅延、胎児胎盤機能不全、胎盤サルファターゼ欠損症、胎盤アロマターゼ欠損症、重症妊娠高血圧症候群
産生
適応
- ホーリンV腟用錠1mg
腟炎(老人,小児及び非特異性),子宮頸管炎並びに子宮腟部びらん
参考
- http://www.info.pmda.go.jp/go/pack/2529701H2046_1_04/2529701H2046_1_04
[★]
- 英
- 17-ketosteroids, (国試)17-KS
- 同
- 17-オキソステロイド 17-oxosteroid
- 関
- チンマーマン反応、尿中17-ケトステロイド、17-ヒドロキシコルチコステロイド
概念
尿中17-ケトステロイド
- コルチゾール、もしくはアンドロゲンが代謝されてできる物質の総称。
意義
- クッシング病、異所性ACTH症候群では増加、副腎癌では著増するが、副腎腺腫・副腎皮質結節性過形成では正常~低下する。 ← 後者2つでは、副腎アンドロゲンの産生が亢進していないということか??血清DHEA-Sでもやや同じ挙動がみられるし。
由来
- 副腎由来:2/3~3/4
- 精巣由来:1/4~1/3
[★]
デヒドロエピアンドロステロン dehydroepiandrosterone
[★]
[★]
ドイツ水平線 Deutsche Horizontale
[★]
- 関
- dihydroergotamine mesylate