17-DHP (BioDeep_00000604012)
代谢物信息卡片
17alpha-hydroxy-20beta-dihydroprogesterone
化学式: C21H32O3 (332.23513219999995)
中文名称: 17α,20β-二羟基-4-孕烯-3-酮
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1CC2[C@@](C)([C@@]3([H])CC[C@@]4(C)[C@@]([H])(CC[C@@]4([C@@H](C)O)O)[C@]13[H])CCC(=O)C=2
InChI: InChI=1S/C21H32O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12-13,16-18,22,24H,4-11H2,1-3H3/t13-,16-,17+,18+,19+,20+,21+/m1/s1
描述信息
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
同义名列表
数据库引用编号
5 个数据库交叉引用编号
- ChEBI: CHEBI:36723
- PubChem: 107701
- Metlin: METLIN57847
- LipidMAPS: LMST02030149
- CAS: 1662-06-2
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
1 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(1)
- Alternative pathway of fetal androgen synthesis:
17-Hydroxyallopregnanolone ⟶ Androsterone
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Tina Keller-Costa, Peter C Hubbard, Christian Paetz, Yoko Nakamura, José P da Silva, Ana Rato, Eduardo N Barata, Bernd Schneider, Adelino V M Canario. Identity of a tilapia pheromone released by dominant males that primes females for reproduction.
Current biology : CB.
2014 Sep; 24(18):2130-2135. doi:
10.1016/j.cub.2014.07.049. [PMID: 25155507] - Weiming Li, Tyler Buchinger. Pheromone signaling: a pissing contest in tilapia.
Current biology : CB.
2014 Sep; 24(18):R843-R845. doi:
10.1016/j.cub.2014.08.001. [PMID: 25247358] - Mar Huertas, Olinda G Almeida, Adelino V M Canário, Peter C Hubbard. Tilapia male urinary pheromone stimulates female reproductive axis.
General and comparative endocrinology.
2014 Jan; 196(?):106-11. doi:
10.1016/j.ygcen.2013.11.024. [PMID: 24321179] - Yogesh Kumar Katare, Alexander P Scott, Alyson J Laframboise, Weiming Li, Zena Alyasha'e, Christopher B Caputo, Stephen J Loeb, Barbara Zielinski. Release of free and conjugated forms of the putative pheromonal steroid 11-oxo-etiocholanolone by reproductively mature male round goby (Neogobius melanostomus Pallas, 1814).
Biology of reproduction.
2011 Feb; 84(2):288-98. doi:
10.1095/biolreprod.110.086546. [PMID: 20944082] - Irvin R Schultz, Ann Skillman, Jean-Marc Nicolas, Daniel G Cyr, James J Nagler. Short-term exposure to 17 alpha-ethynylestradiol decreases the fertility of sexually maturing male rainbow trout (Oncorhynchus mykiss).
Environmental toxicology and chemistry.
2003 Jun; 22(6):1272-80. doi:
NULL. [PMID: 12785584] - M D Rahman, A Takemura, K Takano. Correlation between plasma steroid hormones and vitellogenin profiles and lunar periodicity in the female golden rabbitfish, Siganus guttatus (Bloch).
Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology.
2000 Sep; 127(1):113-22. doi:
10.1016/s0305-0491(00)00240-6. [PMID: 11126747] - L O Afonso, G K Iwama, J Smith, E M Donaldson. Effects of the aromatase inhibitor Fadrozole on plasma sex steroid secretion and ovulation rate in female coho salmon, Oncorhynchus kisutch, close to final maturation.
General and comparative endocrinology.
1999 Feb; 113(2):221-9. doi:
10.1006/gcen.1998.7198. [PMID: 10082624] - M J Rocha, M A Reis-Henriques. Plasma and urine levels of C18, C19 and C21 steroids in an asynchronous fish, the tilapia Oreochromis mossambicus (Teleostei, Cichlidae).
Comparative biochemistry and physiology. Part C, Pharmacology, toxicology & endocrinology.
1996 Nov; 115(3):257-64. doi:
10.1016/s0742-8413(96)00133-8. [PMID: 9375364] - J Carolsfeld, A P Scott, P M Collins, N M Sherwood. Reproductive steroids during maturation in a primitive teleost, the Pacific herring (Clupea harengus pallasi).
General and comparative endocrinology.
1996 Sep; 103(3):331-48. doi:
10.1006/gcen.1996.0129. [PMID: 8812404] - J R Cardwell, P W Sorensen, G J Van der Kraak, N R Liley. Effect of dominance status on sex hormone levels in laboratory and wild-spawning male trout.
General and comparative endocrinology.
1996 Mar; 101(3):333-41. doi:
10.1006/gcen.1996.0036. [PMID: 8729943] - R Bjerselius, K H Olsén, W Zheng. Endocrine, gonadal and behavioral responses of male crucian carp to the hormonal pheromone 17 alpha,20 beta-dihydroxy-4-pregnen-3-one.
Chemical senses.
1995 Apr; 20(2):221-30. doi:
10.1093/chemse/20.2.221. [PMID: 7583015] - W King, P Thomas, R M Harrell, R G Hodson, C V Sullivan. Plasma levels of gonadal steroids during final oocyte maturation of striped bass, Morone saxatilis L.
General and comparative endocrinology.
1994 Aug; 95(2):178-91. doi:
10.1006/gcen.1994.1115. [PMID: 7958748] - N W Pankhurst, C W Barnett. Relationship of population density, territorial interaction and plasma levels of gonadal steroids in spawning male demoiselles Chromis dispilus (Pisces: Pomacentridae).
General and comparative endocrinology.
1993 May; 90(2):168-76. doi:
10.1006/gcen.1993.1071. [PMID: 8319874] - K H Olsén, N R Liley. The significance of olfaction and social cues in milt availability, sexual hormone status, and spawning behavior of male rainbow trout (Oncorhynchus mykiss).
General and comparative endocrinology.
1993 Jan; 89(1):107-18. doi:
10.1006/gcen.1993.1014. [PMID: 8428642] - J G Dulka, B D Sloley, N E Stacey, R E Peter. A reduction in pituitary dopamine turnover is associated with sex pheromone-induced gonadotropin secretion in male goldfish.
General and comparative endocrinology.
1992 Jun; 86(3):496-505. doi:
10.1016/0016-6480(92)90074-t. [PMID: 1398008] - F Le Gac, M Ollitrault, M Loir, P Y Le Bail. Evidence for binding and action of growth hormone in trout testis.
Biology of reproduction.
1992 May; 46(5):949-57. doi:
10.1095/biolreprod46.5.949. [PMID: 1591351] - S A Sower, K H Karlson, R S Fawcett. Changes in plasma thyroxine, estradiol-17 beta, and 17 alpha,20 beta-dihydroxy-4-pregnen-3-one during smoltification of coho salmon.
General and comparative endocrinology.
1992 Feb; 85(2):278-85. doi:
10.1016/0016-6480(92)90012-9. [PMID: 1601259] - J L Foucher, P Y Le Bail, F Le Gac. Influence of hypophysectomy, castration, fasting, and spermiation on SBP concentration in male rainbow trout (Oncorhynchus mykiss).
General and comparative endocrinology.
1992 Jan; 85(1):101-10. doi:
10.1016/0016-6480(92)90177-l. [PMID: 1563611] - A P Scott, A V Canario. 17 alpha,20 beta-dihydroxy-4-pregnen-3-one 20-sulphate: a major new metabolite of the teleost oocyte maturation-inducing steroid.
General and comparative endocrinology.
1992 Jan; 85(1):91-100. doi:
10.1016/0016-6480(92)90176-k. [PMID: 1563623] - K Suzuki, K Asahina, C S Tamaru, C S Lee, H Inano. Biosynthesis of 17 alpha,20 beta-dihydroxy-4-pregnen-3-one in the ovaries of grey mullet (Mugil cephalus) during induced ovulation by carp pituitary homogenates and an LHRH analogue.
General and comparative endocrinology.
1991 Nov; 84(2):215-21. doi:
10.1016/0016-6480(91)90044-7. [PMID: 1783267] - C Weil, O Marcuzzi. Cultured pituitary cell GtH response to GnRH at different stages of rainbow trout spermatogenesis and influence of steroid hormones.
General and comparative endocrinology.
1990 Sep; 79(3):492-8. doi:
10.1016/0016-6480(90)90080-6. [PMID: 2272471] - N W Pankhurst. Changes in plasma levels of gonadal steroids during spawning behaviour in territorial male demoiselles Chromis dispilus (Pisces: Pomacentridae) sampled underwater.
General and comparative endocrinology.
1990 Aug; 79(2):215-25. doi:
10.1016/0016-6480(90)90106-v. [PMID: 2391026] - A V Canario, A P Scott. Conjugates of ovarian steroids, including 17 alpha,20 beta-dihydroxy-4-pregnen-3-one (maturation-inducing steroid), accumulate in the urine of a marine teleost (plaice; Pleuronectes platessa).
The Journal of endocrinology.
1989 Oct; 123(1):R1-4. doi:
10.1677/joe.0.123r001. [PMID: 2809483] - G B Sangalang, H C Freeman. In vitro biosynthesis of 17 alpha,20 alpha,20 beta-dihydroxy-4-pegnen-3-one by the ovaries, testes, and head kidneys of the Atlantic salmon Salmo salar.
General and comparative endocrinology.
1988 Mar; 69(3):406-15. doi:
10.1016/0016-6480(88)90032-9. [PMID: 3360297] - N Sakai, T Iwamatsu, K Yamauchi, Y Nagahama. Development of the steroidogenic capacity of medaka (Oryzias latipes) ovarian follicles during vitellogenesis and oocyte maturation.
General and comparative endocrinology.
1987 Jun; 66(3):333-42. doi:
10.1016/0016-6480(87)90242-5. [PMID: 3609704] - S W Lou, K Aida, I Hanyu, K Sakai, M Nomura, M Tanaka, S Tazaki. Endocrine profiles in the males of a twice-annually spawning strain of rainbow trout, Salmo gairdneri.
General and comparative endocrinology.
1986 Nov; 64(2):212-9. doi:
10.1016/0016-6480(86)90006-7. [PMID: 3557089] - Y Zohar, B Breton, A Fostier. Short-term profiles of plasma gonadotropin and 17 alpha-hydroxy, 20 beta-dihydroprogesterone levels in the female rainbow trout at the periovulatory period.
General and comparative endocrinology.
1986 Nov; 64(2):189-98. doi:
10.1016/0016-6480(86)90003-1. [PMID: 3557088] - N R Liley, A Fostier, B Breton, E S Tan. Endocrine changes associated with spawning behavior and social stimuli in a wild population of rainbow trout (Salmo gairdneri). II. Females.
General and comparative endocrinology.
1986 Apr; 62(1):157-67. doi:
10.1016/0016-6480(86)90104-8. [PMID: 3781213] - M Kobayashi, K Aida, I Hanyu. Gonadotropin surge during spawning in male goldfish.
General and comparative endocrinology.
1986 Apr; 62(1):70-9. doi:
10.1016/0016-6480(86)90095-x. [PMID: 3781218] - N R Liley, B Breton, A Fostier, E S Tan. Endocrine changes associated with spawning behavior and social stimuli in a wild population of rainbow trout (Salmo gairdneri). I. Males.
General and comparative endocrinology.
1986 Apr; 62(1):145-56. doi:
10.1016/0016-6480(86)90103-6. [PMID: 3781212] - B Truscott, D R Idler, Y P So, J M Walsh. Maturational steroids and gonadotropin in upstream migratory sockeye salmon.
General and comparative endocrinology.
1986 Apr; 62(1):99-110. doi:
10.1016/0016-6480(86)90098-5. [PMID: 3781220] - R Patiño, C B Schreck. Sexual dimorphism of plasma sex steroid levels in juvenile coho salmon, Oncorhynchus kisutch, during smoltification.
General and comparative endocrinology.
1986 Jan; 61(1):127-33. doi:
10.1016/0016-6480(86)90257-1. [PMID: 3940925] - Y P So, D R Idler, B Truscott, J M Walsh. Progestogens, androgens and their glucuronides in the terminal stages of oocyte maturation in landlocked Atlantic salmon.
Journal of steroid biochemistry.
1985 Nov; 23(5A):583-91. doi:
10.1016/0022-4731(85)90008-1. [PMID: 4079376] - Y Nagahama, S Adachi. Identification of maturation-inducing steroid in a teleost, the amago salmon (Oncorhynchus rhodurus).
Developmental biology.
1985 Jun; 109(2):428-35. doi:
10.1016/0012-1606(85)90469-5. [PMID: 3996758] - S M Baynes, A P Scott. Seasonal variations in parameters of milt production and in plasma concentration of sex steroids of male rainbow trout (Salmo gairdneri).
General and comparative endocrinology.
1985 Jan; 57(1):150-60. doi:
10.1016/0016-6480(85)90211-4. [PMID: 3972242] - A P Scott, D S MacKenzie, N E Stacey. Endocrine changes during natural spawning in the white sucker, Catostomus commersoni. II. Steroid hormones.
General and comparative endocrinology.
1984 Dec; 56(3):349-59. doi:
10.1016/0016-6480(84)90077-7. [PMID: 6510694] - G Van der Kraak, H M Dye, E M Donaldson. Effects of LH-RH and Des-Gly10[D-Ala6]LH-RH-ethylamide on plasma sex steroid profiles in adult female coho salmon (Oncorhynchus kisutch).
General and comparative endocrinology.
1984 Jul; 55(1):36-45. doi:
10.1016/0016-6480(84)90126-6. [PMID: 6378716] - G Young, L W Crim, H Kagawa, A Kambegawa, Y Nagahama. Plasma 17 alpha, 20 beta-dihydroxy-4-pregnen-3-one levels during sexual maturation of amago salmon (Oncorhynchus rhodurus): correlation with plasma gonadotropin and in vitro production by ovarian follicles.
General and comparative endocrinology.
1983 Jul; 51(1):96-105. doi:
10.1016/0016-6480(83)90102-8. [PMID: 6884767] - H Ueda, G Young, L W Crim, A Kambegawa, Y Nagahama. 17 alpha,20 beta-dihydroxy-4-pregnen-3-one: plasma levels during sexual maturation and in vitro production by the testes of amago salmon (Oncorhynchus rhodurus) and rainbow trout (Salmo gairdneri).
General and comparative endocrinology.
1983 Jul; 51(1):106-12. doi:
10.1016/0016-6480(83)90103-x. [PMID: 6884755] - A P Scott, J P Sumpter, P A Hardiman. Hormone changes during ovulation in the rainbow trout (Salmo gairdneri Richardson).
General and comparative endocrinology.
1983 Jan; 49(1):128-34. doi:
10.1016/0016-6480(83)90016-3. [PMID: 6826046] - R S Wright, S M Hunt. A radioimmunoassay for 17 alpha 20 beta-dihydroxy-4-pregnen-3-one: its use in measuring changes in serum levels at ovulation in atlantic salmon (Salmo salar), coho salmon (Oncorhynchus kisutch), and rainbow trout (Salmo gairdneri).
General and comparative endocrinology.
1982 Aug; 47(4):475-82. doi:
10.1016/0016-6480(82)90126-5. [PMID: 6288513] - A P Scott, E L Sheldrick, A P Flint. Measurement of 17 alpha, 20 beta-dihydroxy-4-pregnen-3-one in plasma of trout (Salmo gairdneri Richardson): seasonal changes and response to salmon pituitary extract.
General and comparative endocrinology.
1982 Apr; 46(4):444-51. doi:
10.1016/0016-6480(82)90098-3. [PMID: 7095406] - A Fostier, B Breton, B Jalabert, O Marcuzzi. [Evolution of plasma levels of glycoproteic gonadotropins and of 17 alpha hydroxy-20 beta dihydroprogesterone during maturation and ovulation of rainbow trout, Salmo gairdnerii].
Comptes rendus des seances de l'Academie des sciences. Serie III, Sciences de la vie.
1981 Dec; 293(15):817-20. doi:
. [PMID: 6804018] - C M Campbell, A Fostier, B Jalabert, B Truscott. Identification and quantification of steroids in the serum of rainbow trout during spermiation and oocyte maturation.
The Journal of endocrinology.
1980 Jun; 85(3):371-8. doi:
10.1677/joe.0.0850371. [PMID: 7411004]