Cannabaceae

Dopastin
Names
Preferred IUPAC name
(2E)-N-{(2S)-2-[Hydroxy(nitroso)amino]-3-methylbutyl}but-2-enamide
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C9H17N3O3/c1-4-5-9(13)10-6-8(7(2)3)12(15)11-14/h4-5,7-8,15H,6H2,1-3H3,(H,10,13)/b5-4+/t8-/m1/s1
    Key: FJUBKTNNXRFHFD-WTSVBCDHSA-N
  • InChI=1/C9H17N3O3/c1-4-5-9(13)10-6-8(7(2)3)12(15)11-14/h4-5,7-8,15H,6H2,1-3H3,(H,10,13)/b5-4+/t8-/m1/s1
    Key: FJUBKTNNXRFHFD-WTSVBCDHBR
  • O=C(NC[C@@H](N(O)N=O)C(C)C)/C=C/C
Properties
C9H17N3O3
Molar mass 215.253 g·mol−1
Melting point 116 to 119 °C (241 to 246 °F; 389 to 392 K)[1]
Acidity (pKa) 5.1[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Dopastin is a chemical compound produced by the bacteria Pseudomonas No. BAC-125.[2] It was first isolated and characterized in 1972. It is an inhibitor of the enzyme dopamine β-hydroxylase.[3]

Dopastin can be prepared synthetically from L-valinol.[4]

References[edit]

  1. ^ a b Merck Index, 11th Edition, 3417
  2. ^ Iimura, H; Takeuchi, T; Kondo, S; Matsuzaki, M; Umezawa, H (1972). "Dopastin, an inhibitor of dopamine -hydroxylase". The Journal of Antibiotics. 25 (8): 497–500. doi:10.7164/antibiotics.25.497. PMID 4648494.
  3. ^ H. Iinuma; M. Matsuzaki; T. Nagatsu; T. Takeuchi; H. Umezawa (1974). "Biochemical and biological studies on dopastin, an inhibitor of dopamine β-hydroxylase". Agric. Biol. Chem. 38 (11): 2107–2111. doi:10.1271/bbb1961.38.2107.
  4. ^ Ohno, M.; Iinuma, H.; Yagisawa, N.; Shibahara, S.; Suhara, Y.; Kondo, S.; Maeda, K.; Umezawa, H. (1973). "Synthesis of dopastin, a dopamine ?-hydroxylase inhibitor of microbial origin". Journal of the Chemical Society, Chemical Communications (4): 147. doi:10.1039/C39730000147.

One thought on “Cannabaceae

  1. Well, that’s interesting to know that Psilotum nudum are known as whisk ferns. Psilotum nudum is the commoner species of the two. While the P. flaccidum is a rare species and is found in the tropical islands. Both the species are usually epiphytic in habit and grow upon tree ferns. These species may also be terrestrial and grow in humus or in the crevices of the rocks.
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