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Also known as: Corticorelin [inn], 305oe8862y, Corticorelin (human) (jan), Corticotropin-releasing factor, Acth-releasing factor, Corticorelin (human) [jan]

Molecular Formula

C₂₀₈H₃₄₄N₆₀O₆₃S₂

Molecular Weight

4757 g/mol

InChI Key

GBONBLHJMVUBSJ-FAUHKOHMSA-N

A peptide of about 41 amino acids that stimulates the release of ADRENOCORTICOTROPIC HORMONE. CRH is synthesized by neurons in the PARAVENTRICULAR NUCLEUS of the HYPOTHALAMUS. After being released into the pituitary portal circulation, CRH stimulates the release of ACTH from the PITUITARY GLAND. CRH can also be synthesized in other tissues, such as PLACENTA; ADRENAL MEDULLA; and TESTIS.

1 2D Structure

Corticorelin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(4S)-5-[[(2S)-5-amino-1-[[(2S)-1-[[(2S)-1-[[(2S)-5-amino-1-[[(2S)-5-amino-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-4-amino-1-[[(2S)-1-[[(2S)-6-amino-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S,3S)-1-[[(2S,3S)-1-amino-3-methyl-1-oxopentan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-4-carboxy-1-oxobutan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-1-oxohexan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-1,4-dioxobutan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-(1H-imidazol-4-yl)-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3R)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-1-[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-hydroxypropanoyl]amino]-4-carboxybutanoyl]amino]-4-carboxybutanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carbonyl]amino]-3-methylpentanoyl]amino]-3-hydroxypropanoyl]amino]-4-methylpentanoyl]amino]-3-carboxypropanoyl]amino]-4-methylpentanoyl]amino]-3-hydroxybutanoyl]amino]-3-phenylpropanoyl]amino]-3-(1H-imidazol-4-yl)propanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoyl]amino]-5-carbamimidamidopentanoyl]amino]-4-carboxybutanoyl]amino]-3-methylbutanoyl]amino]-4-methylpentanoyl]amino]-4-carboxybutanoyl]amino]-4-methylsulfanylbutanoyl]amino]propanoyl]amino]-5-carbamimidamidopentanoyl]amino]propanoyl]amino]-5-oxopentanoic acid

2.1.2 InChI

InChI=1S/C208H344N60O63S2/c1-30-106(20)161(165(215)291)263-202(328)163(108(22)32-3)264-184(310)129(58-67-157(285)286)243-182(308)131(70-78-333-29)246-187(313)134(80-99(6)7)250-176(302)118(45-36-37-71-209)237-174(300)120(47-39-73-225-207(218)219)239-194(320)143(89-152(214)276)256-197(323)145(94-270)260-193(319)141(87-115-91-222-96-227-115)248-169(295)112(26)230-172(298)122(51-60-149(211)273)240-177(303)123(52-61-150(212)274)234-168(294)111(25)232-185(311)133(79-98(4)5)249-181(307)124(53-62-151(213)275)241-178(304)125(54-63-153(277)278)235-167(293)110(24)229-171(297)119(46-38-72-224-206(216)217)233-166(292)109(23)231-173(299)130(69-77-332-28)245-179(305)127(56-65-155(281)282)244-188(314)138(84-103(14)15)258-200(326)160(105(18)19)262-183(309)128(57-66-156(283)284)242-175(301)121(48-40-74-226-208(220)221)238-186(312)135(81-100(8)9)251-189(315)136(82-101(10)11)252-192(318)142(88-116-92-223-97-228-116)255-191(317)140(86-114-43-34-33-35-44-114)259-203(329)164(113(27)272)266-196(322)139(85-104(16)17)253-195(321)144(90-159(289)290)257-190(316)137(83-102(12)13)254-198(324)146(95-271)261-201(327)162(107(21)31-2)265-199(325)147-49-41-75-267(147)205(331)148-50-42-76-268(148)204(330)132(59-68-158(287)288)247-180(306)126(55-64-154(279)280)236-170(296)117(210)93-269/h33-35,43-44,91-92,96-113,117-148,160-164,269-272H,30-32,36-42,45-90,93-95,209-210H2,1-29H3,(H2,211,273)(H2,212,274)(H2,213,275)(H2,214,276)(H2,215,291)(H,222,227)(H,223,228)(H,229,297)(H,230,298)(H,231,299)(H,232,311)(H,233,292)(H,234,294)(H,235,293)(H,236,296)(H,237,300)(H,238,312)(H,239,320)(H,240,303)(H,241,304)(H,242,301)(H,243,308)(H,244,314)(H,245,305)(H,246,313)(H,247,306)(H,248,295)(H,249,307)(H,250,302)(H,251,315)(H,252,318)(H,253,321)(H,254,324)(H,255,317)(H,256,323)(H,257,316)(H,258,326)(H,259,329)(H,260,319)(H,261,327)(H,262,309)(H,263,328)(H,264,310)(H,265,325)(H,266,322)(H,277,278)(H,279,280)(H,281,282)(H,283,284)(H,285,286)(H,287,288)(H,289,290)(H4,216,217,224)(H4,218,219,225)(H4,220,221,226)/t106-,107-,108-,109-,110-,111-,112-,113+,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,127-,128-,129-,130-,131-,132-,133-,134-,135-,136-,137-,138-,139-,140-,141-,142-,143-,144-,145-,146-,147-,148-,160-,161-,162-,163-,164-/m0/s1

2.1.3 InChI Key

GBONBLHJMVUBSJ-FAUHKOHMSA-N

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Corticotropin-releasing Hormone

2. Acth-releasing Factor

3. Corticoliberin

4. Corticotropin-releasing Factor

5. Corticotropin-releasing Factor-41

6. Corticotropin-releasing Hormone-41

7. Crf-41

8. Acth-releasing Hormone

9. Crf (acth)

2.2.2 Depositor-Supplied Synonyms

1. Corticorelin [inn]

2. 305oe8862y

3. Corticorelin (human) (jan)

4. Corticotropin-releasing Factor

5. Acth-releasing Factor

6. Corticorelin (human) [jan]

7. Corticorelin (human) (mart.)

8. Corticorelin (human) [mart.]

9. Corticorelin (human)

10. Acth Releasing Factor

11. Crf-41

12. Crf (acth)

13. Corticorelinum

14. Endorpholiberin

15. Corticorelina

16. Corticoreline

17. Corticotropin Releasing Factor

18. Corticorelin Human

19. Corticotropin Releasing Factor 41

20. Corticotropin-releasing Factor-41

21. Dtxsid301033334

22. Corticoliberin Human

23. Human Corticoliberin

24. Neu-3002

25. Refchem:579252

26. Chebi:65311

27. V04cd04

28. Corticotropin Releasing Hormone Human

29. Corticorelin (human) [who-dd]

30. Therapeutic Corticotropin-releasing Factor

31. Corticotropin-releasing Factor, Human

32. Recombinant Human Corticotropin Releasing Factor

33. 9015-71-8

34. Corticoliberin

35. Neu 3002

36. Corticotropin-releasing Factor (human)

37. Xerecept

38. Crf (human, Rat) Acetate

39. Corticobiss

40. Human Corticorelin

41. Human Crf

42. Rat Crf

43. Rat Hypothalamic Crf

44. Corticorelin Acetate Human

45. Human Crf (1-41)

46. Neu-3002 Acetate

47. Rat Crf(1-41)

48. Ccris 5322

49. Crf 41

50. Chembl2107324

51. Schembl29357284

52. Unii-305oe8862y

53. Mci 028

54. Chebi:136037

55. Rat Corticotropin-releasing Factor

56. Pcr-4136-v

57. Human Corticotropin-releasing Factor

58. Corticotropin-releasing Factor (rat)

59. Rat Corticotropin-releasing Factor-41

60. Akos024456419

61. Corticotropin-releasing Factor (horse)

62. Fc108671

63. G91173

64. Corticotropin-releasing Factor, Human, Rat

65. Corticoliberin, Corticorelin, Crf-41, Crh, Corticotropin Releasing Factor, Human, Rat

66. Corticotropin-releasing Factor (sheep), 2-l-glutamic Acid-22-l-alanine-23-l-arginine-25-l-glutamic Acid-38-l-methionine-39-l-glutamic Acid-41-l-isoleucinamide-

67. H-ser-glu-glu-pro-pro-ile-ser-leu-asp-leu-thr- Phe-his-leu-leu-arg-glu-val-leu-glu-met-ala-arg-ala-glu-gln-leu-ala-gln-gln-ala-his-ser-asn-arg-lys-leu-met-glu-ile-il

68. Ser-glu-glu-pro-pro-ile-ser-leu-asp-leu-thr-phe-his-leu-leu-arg-glu-val-leu-glu-met-ala-arg-ala-glu-gln-leu-ala-gln-gln-ala-his-ser- Asn- Arg-lys-leu-met-glu-ile-ile-nh2 Corticotropin-releasing Factor (human, Rat)

2.3 Create Date

2007-07-04

3 Chemical and Physical Properties

Molecular Formula	C₂₀₈H₃₄₄N₆₀O₆₃S₂
Molecular Weight	4757 g/mol
XLogP3	-14.3
Hydrogen Bond Donor Count	67
Hydrogen Bond Acceptor Count	72
Rotatable Bond Count	166
Exact Mass	Da
Monoisotopic Mass	Da
Topological Polar Surface Area	2050
Heavy Atom Count	333
Formal Charge	0
Complexity	11700
Isotope Atom Count	0
Defined Atom Stereocenter Count	45
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

Investigated for use/treatment in brain cancer and neurologic disorders.

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Hormones

Chemical substances having a specific regulatory effect on the activity of a certain organ or organs. The term was originally applied to substances secreted by various ENDOCRINE GLANDS and transported in the bloodstream to the target organs. It is sometimes extended to include those substances that are not produced by the endocrine glands but that have similar effects.

5.2 ATC Code

V - Various

V04 - Diagnostic agents

V04C - Other diagnostic agents

V04CD - Tests for pituitary function

V04CD04 - Corticorelin

ATCvet Code

QV - Various

QV04 - Diagnostic agents

QV04C - Other diagnostic agents

QV04CD - Tests for pituitary function

QV04CD04 - Corticorelin

5.3 Mechanism of Action

Corticotropin-releasing factor is produced by neuroendocrine cells in the paraventricular nucleus of the hypothalamus and is released from neurosecretory terminals of these neurons into the primary capillary plexus of the hypothalamo-hypophyseal portal system. The portal system carries the Corticotropin-releasing hormone(CRH) to the anterior lobe of the pituitary where it stimulates the secretion of corticotropin (ACTH) and other biologically active substances.

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