Cannabaceae

Andrastin A
Names
IUPAC name
(3S,5R,8S,9R,10S,13R,14R)-methyl 3-acetoxy-10-formyl-4,4,8,12,13,16-hexamethyl-15,17-dioxo-2,3,4,5,6,7,8,9,10,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-14-carboxylate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C28H38O7/c1-15-13-19-25(6,28(23(33)34-8)22(32)16(2)21(31)26(15,28)7)11-9-18-24(4,5)20(35-17(3)30)10-12-27(18,19)14-29/h13-14,16,18-20H,9-12H2,1-8H3/t16?,18-,19-,20+,25+,26+,27+,28-/m1/s1
    Key: GRBXNADBNJGZRK-GJEDHNSHSA-N
  • CC1C([C@]2(C)C(C)=C[C@]3([H])[C@@](CC[C@@]4([H])[C@@]3(C=O)CC[C@H](OC(C)=O)C4(C)C)(C)[C@]2(C(OC)=O)C1=O)=O
Properties
C28H38O7
Molar mass 486.605 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Andrastin A is a farnesyltransferase inhibitor isolate of Penicillium species including Penicillium albocoremium[1] and Penicillium roqueforti.[2] It has been produced bio-synthetically by porting the relevant gene sequence into Aspergillus oryzae.[3]

See also

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References

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  1. ^ Overy DP, Larsen TO, Dalsgaard PW, Frydenvang K, Phipps R, Munro MH, Christophersen C (2005). "Andrastin A and barceloneic acid metabolites, protein farnesyl transferase inhibitors from Penicillium albocoremium: chemotaxonomic significance and pathological implications". Mycol Res. 109 (Pt 11): 1243–1249. doi:10.1017/S0953756205003734. PMID 16279417.
  2. ^ Nielsen KF, Dalsgaard PW, Smedsgaard J, Larsen TO (April 2005). "Andrastins A-D, Penicillium roqueforti Metabolites consistently produced in blue-mold-ripened cheese". J. Agric. Food Chem. 53 (8): 2908–13. doi:10.1021/jf047983u. PMID 15826038.
  3. ^ Matsuda, Yudai; Awakawa, Takayoshi; Abe, Ikuro (September 2013). "Reconstituted biosynthesis of fungal meroterpenoid andrastin A". Tetrahedron. 69 (38): 8199–8204. doi:10.1016/j.tet.2013.07.029.


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.
    View the detailed Guide of Psilotum nudum: Detailed Study Of Psilotum Nudum (Whisk Fern), Classification, Anatomy, Reproduction

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