CYCLO(HIS-PRO)

[H][C@@]12CCCN1C(=O)[C@H](CC3=CN=CN3)NC2=O

InChIKey=NAKUGCPAQTUSBE-IUCAKERBSA-N

InChI=1S/C11H14N4O2/c16-10-9-2-1-3-15(9)11(17)8(14-10)4-7-5-12-6-13-7/h5-6,8-9H,1-4H2,(H,12,13)(H,14,16)/t8-,9-/m0/s1

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

PubMed

Title	Date	PubMed
Detection in human serum by radioimmunoassay of histidyl-proline diketopiperazine, a metabolite of thyrotropin-releasing hormone.	1983 Feb	6401750
Histidyl-proline diketopiperazine (His-Pro DKP) immunoreactivity is present in the glucagon-containing cells of the human fetal pancreas.	1987 Mar	3102558
Cyclo(His-Pro) promotes cytoprotection by activating Nrf2-mediated up-regulation of antioxidant defence.	2009 Jun	18373731
Cyclo(His-Pro) up-regulates heme oxygenase 1 via activation of Nrf2-ARE signalling.	2009 Nov	19735445

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:34:43 GMT 2023` Edited by `admin` on `Fri Dec 15 15:34:43 GMT 2023`
Record UNII	Q10817UXVT
Record Status	`Validated (UNII)`
Record Version

Name

Type

Language

CYCLO(HIS-PRO)

Common Name

English

(3S,8AS)-3-(1H-IMIDAZOL-5-YLMETHYL)-2,3,6,7,8,8A-HEXAHYDROPYRROLO(1,2-A)PYRAZINE-1,4-DIONE

Common Name

English

CYCLO(L-HIS-L-PRO)

Common Name

English

Code System Code Type Description

DRUG BANK

DB02414