Physovenine
General
Type : Carbamate, Natural, Indole, Derivative of physostigmine-eserine
Chemical_Nomenclature : 2H-Furo(2,3-b)indol-5-ol, 3,3a,8,8a-tetrahydro-3a,8-dimethyl-, methylcarbamate (ester), (3aS-cis)
Canonical SMILES : CC12CCOC1N(C3=C2C=C(C=C3)OC(=O)NC)C
InChI : InChI=1S\/C14H18N2O3\/c1-14-6-7-18-12(14)16(3)11-5-4-9(8-10(11)14)19-13(17)15-2\/h4-5,8,12H,6-7H2,1-3H3,(H,15,17) || InChI=1S\/C14H18N2O3\/c1-14-6-7-18-12(14)16(3)11-5-4-9(8-10(11)14)19-13(17)15-2\/h4-5,8,12H,6-7H2,1-3H3,(H,15,17)\/t12-,14-\/m0\/s1
InChIKey : LXTKNVLLWOLCOV-UHFFFAOYSA-N || LXTKNVLLWOLCOV-JSGCOSHPSA-N
Other name(s) : (-)-Physovenine || 6091-05-0 || 3a,8-Dimethyl-3,3a,8,8a-tetrahydro-2H-furo[2,3-b]indol-5-yl methylcarbamate || 2H-Furo(2,3-b)indol-5-ol, 3,3a,8,8a-tetrahydro-3a,8-dimethyl-, methylcarbamate (ester), (3aS-cis)- || 2H-Furo[2,3-b]indol-5-ol, 3,3a,8,8a-tetrahydro-3a,8-dimethyl-, methylcarbamate (ester), (3aS-cis)- || SCHEMBL1666016 || DTXSID90871923 || LXTKNVLLWOLCOV-UHFFFAOYSA-N
MW : 262
Formula : C14H18N2O3
CAS_number : 6091-05-0
UniChem : LXTKNVLLWOLCOV-UHFFFAOYSA-N, LXTKNVLLWOLCOV-JSGCOSHPSA-N
Target
Families : Physovenine ligand of proteins in family
ACHE
References (8)
| Title : Accommodation of physostigmine and its analogues by acetylcholinesterase is dominated by hydrophobic interactions - Barak_2009_Biochem.J_417_213 |
| Author(s) : Barak D , Ordentlich A , Stein D , Yu QS , Greig NH , Shafferman A |
| Ref : Biochemical Journal , 417 :213 , 2009 |
| Abstract : |
| PubMedSearch : Barak_2009_Biochem.J_417_213 |
| PubMedID: 18729824 |
| Title : Novel anticholinesterases based on the molecular skeletons of furobenzofuran and methanobenzodioxepine - Luo_2005_J.Med.Chem_48_986 |
| Author(s) : Luo W , Yu QS , Zhan M , Parrish D , Deschamps JR , Kulkarni SS , Holloway HW , Alley GM , Lahiri DK , Brossi A , Greig NH |
| Ref : Journal of Medicinal Chemistry , 48 :986 , 2005 |
| Abstract : |
| PubMedSearch : Luo_2005_J.Med.Chem_48_986 |
| PubMedID: 15715468 |
| Title : Efficient formal total synthesis of physostigmine and physovenine: conformational analysis of key intermediates - Morales-Rios_2002_J.Nat.Prod_65_136 |
| Author(s) : Morales-Rios MS , Santos-Sanchez NF , Joseph-Nathan P |
| Ref : Journal of Natural Products , 65 :136 , 2002 |
| Abstract : |
| PubMedSearch : Morales-Rios_2002_J.Nat.Prod_65_136 |
| PubMedID: 11858744 |
| Title : An expedient route to the Calabar bean alkaloids (-)-physovenine and (-)-physostigmine - ElAzab_2000_Org.Lett_2_2757 |
| Author(s) : ElAzab AS , Taniguchi T , Ogasawara K |
| Ref : Org Lett , 2 :2757 , 2000 |
| Abstract : |
| PubMedSearch : ElAzab_2000_Org.Lett_2_2757 |
| PubMedID: 10964358 |
| Title : The role of TRP84 in catalytic power and the specificity of AChE - Pomponi_1998_Biophys.Chem_72_239 |
| Author(s) : Pomponi M , Sacchi S , Colella A , Patamia M , Marta M |
| Ref : Biophysical Chemistry , 72 :239 , 1998 |
| Abstract : |
| PubMedSearch : Pomponi_1998_Biophys.Chem_72_239 |
| PubMedID: 9691268 |
| Title : The synthesis and anti-acetylcholinesterase activities of (plus)-physostigmine and (plus)-physovenine - |
| Author(s) : Dale FJ , Robinson B |
| Ref : J Pharm Pharmacol , 22 :889 , 1970 |
| PubMedID: 4395510 |
| Title : Synthesis of dl-physovenine - |
| Author(s) : Longmore RB , Robinson B |
| Ref : Chem Ind , 29 :1297 , 1965 |
| PubMedID: 5841772 |