Huptremule-D

Biotransformation of huperzine A (hupA) by a fungal endophyte, Ceriporia lacerate HS-ZJUT-C13A results in Huptremule A,B,C,D. Here Huptremule-D has AChE inhibition IC50 0.06 microM

General

Type : Derivative of Huperzine, Natural, Alkaloid

Chemical_Nomenclature : (1R,9R,13E)-1-[[(6S,6aS,7R)-3a,7-dihydroxy-6,8,8-trimethyl-1,3,4,5,6,6a,7,9-octahydroazuleno[4,5-c]furan-3-yl]amino]-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one

Canonical SMILES : C\/C=C\/1[C@@H]2CC3=C([C@]1(CC(=C2)C)NC4C5(CC[C@@H]([C@@H]6[C@H](C(CC6=C5CO4)(C)C)O)C)O)C=CC(=O)N3

InChI : InChI=1S\/C30H40N2O4\/c1-6-20-18-11-16(2)13-29(20,21-7-8-24(33)31-23(21)12-18)32-27-30(35)10-9-17(3)25-19(22(30)15-36-27)14-28(4,5)26(25)34\/h6-8,11,17-18,25-27,32,34-35H,9-10,12-15H2,1-5H3,(H,31,33)\/b20-6+\/t17-,18-,25-,26+,27?,29+,30?\/m0\/s1

InChIKey : OYEWBWVWUDMBPW-HSEGREMKSA-N

Other name(s) : Huptremule D  ||  RefChem:146920  ||  CHEMBL3338389  ||  CHEBI:200847


MW : 492.6

Formula : C30H40N2O4

CAS_number :

PubChem : 118715262

UniChem : OYEWBWVWUDMBPW-HSEGREMKSA-N

Target

Families : Huptremule-D ligand of proteins in family
ACHE

Protein :
human-ACHE

References (3)

Title : Biotransformation of huperzine A by a fungal endophyte of Huperzia serrata furnished sesquiterpenoid-alkaloid hybrids - Ying_2014_J.Nat.Prod_77_2054
Author(s) : Ying YM , Shan WG , Zhan ZJ
Ref : Journal of Natural Products , 77 :2054 , 2014
Abstract :
PubMedSearch : Ying_2014_J.Nat.Prod_77_2054
PubMedID: 25222040

Title : Biotransformation of huperzine A by a fungal endophyte of Huperzia serrata furnished sesquiterpenoid-alkaloid hybrids - Ying_2014_J.Nat.Prod_77_2054
Author(s) : Ying YM , Shan WG , Zhan ZJ
Ref : Journal of Natural Products , 77 :2054 , 2014
Abstract :
PubMedSearch : Ying_2014_J.Nat.Prod_77_2054
PubMedID: 25222040

Title : Biotransformation of huperzine A by a fungal endophyte of Huperzia serrata furnished sesquiterpenoid-alkaloid hybrids - Ying_2014_J.Nat.Prod_77_2054
Author(s) : Ying YM , Shan WG , Zhan ZJ
Ref : Journal of Natural Products , 77 :2054 , 2014
Abstract :
PubMedSearch : Ying_2014_J.Nat.Prod_77_2054
PubMedID: 25222040