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Tetracyclic-triterpene-1

Compound 1 is a triterpene-type steroidal alkaloid synthesized from N-3-isobutyrylcycloxobuxidine-F 2 isolated from Buxus balearica Willd close to Betulinic-acid derived from buxidine

General

Type : Terpenoid,Natural_modified

Chemical_Nomenclature : (3R,6R,7S,8R,10S,11R,14R,15S,20S)-7-[(1S)-1-(dimethylamino)ethyl]-8-hydroxy-6,10,15-trimethyl-18-propan-2-yl-17-oxa-19-azapentacyclo[12.8.0.03,11.06,10.015,20]docosa-1(22),18-dien-4-one

Canonical SMILES : CC(C)C1=NC2CC=C3CC4C(CCC3C2(CO1)C)C5(CC(C(C5(CC4=O)C)C(C)N(C)C)O)C

InChI : InChI=1S\/C30H48N2O3\/c1-17(2)27-31-25-12-9-19-13-20-22(11-10-21(19)28(25,4)16-35-27)29(5)15-24(34)26(18(3)32(7)8)30(29,6)14-23(20)33\/h9,17-18,20-22,24-26,34H,10-16H2,1-8H3\/t18-,20+,21+,22+,24+,25-,26-,28-,29-,30+\/m0\/s1

InChIKey : AICOOMRHRUFYCM-ZRRPKQBOSA-N

Other name(s) : oxazine, 1,Steroid 1,Compound 1,SCHEMBL10134841,BDBM19101

MW : 484.7

Formula : C30H48N2O3

CAS_number :

PubChem : 23648182

UniChem : AICOOMRHRUFYCM-ZRRPKQBOSA-N

Target

Families : Tetracyclic-triterpene-1 ligand of proteins in family
ACHE

Protein :
human-ACHE

References (2)

Title : New potent human acetylcholinesterase inhibitors in the tetracyclic triterpene series with inhibitory potency on amyloid beta aggregation - Rouleau_2011_Eur.J.Med.Chem_46_2193
Author(s) : Rouleau J , Iorga BI , Guillou C
Ref : Eur Journal of Medicinal Chemistry , 46 :2193 , 2011
Abstract : Rouleau_2011_Eur.J.Med.Chem_46_2193
ESTHER : Rouleau_2011_Eur.J.Med.Chem_46_2193
PubMedSearch : Rouleau_2011_Eur.J.Med.Chem_46_2193
PubMedID: 21435752

Title : New potent acetylcholinesterase inhibitors in the tetracyclic triterpene series - Sauvaitre_2007_J.Med.Chem_50_5311
Author(s) : Sauvaitre T , Barlier M , Herlem D , Gresh N , Chiaroni A , Guenard D , Guillou C
Ref : Journal of Medicinal Chemistry , 50 :5311 , 2007
Abstract : Sauvaitre_2007_J.Med.Chem_50_5311
ESTHER : Sauvaitre_2007_J.Med.Chem_50_5311
PubMedSearch : Sauvaitre_2007_J.Med.Chem_50_5311
PubMedID: 17902635 
Array
(
    [id] => 1596
    [inhibitor] => Tetracyclic-triterpene-1
    [type] => Array
        (
            [0] => Terpenoid
            [1] => Natural_modified
        )

    [other_name] => Array
        (
            [0] => oxazine, 1
            [1] => Steroid 1
            [2] => Compound 1
            [3] => SCHEMBL10134841
            [4] => BDBM19101
        )

    [chemical_nomenclature] => (3R,6R,7S,8R,10S,11R,14R,15S,20S)-7-[(1S)-1-(dimethylamino)ethyl]-8-hydroxy-6,10,15-trimethyl-18-propan-2-yl-17-oxa-19-azapentacyclo[12.8.0.03,11.06,10.015,20]docosa-1(22),18-dien-4-one
    [formula] => C30H48N2O3
    [cas_number] => 
    [mw] => 484.7
    [pick_me_to_call] => display_script
    [kinetic_parameter] => 
    [paper] => Sauvaitre_2007_J.Med.Chem_50_5311 || Rouleau_2011_Eur.J.Med.Chem_46_2193
    [comment] => Compound 1 is a triterpene-type steroidal alkaloid synthesized from N-3-isobutyrylcycloxobuxidine-F 2 isolated from Buxus balearica Willd close to Betulinic-acid derived from buxidine
    [gene_locus] => human-ACHE
    [kin_inhibitor] => 
    [cid] => 23648182
    [family] => ACHE
    [inchikey] => AICOOMRHRUFYCM-ZRRPKQBOSA-N
    [canonicalsmiles] => CC(C)C1=NC2CC=C3CC4C(CCC3C2(CO1)C)C5(CC(C(C5(CC4=O)C)C(C)N(C)C)O)C
    [inchi] => InChI=1S\/C30H48N2O3\/c1-17(2)27-31-25-12-9-19-13-20-22(11-10-21(19)28(25,4)16-35-27)29(5)15-24(34)26(18(3)32(7)8)30(29,6)14-23(20)33\/h9,17-18,20-22,24-26,34H,10-16H2,1-8H3\/t18-,20+,21+,22+,24+,25-,26-,28-,29-,30+\/m0\/s1
    [wikipedia] => 
    [iupharlig] => 
    [structure] => 
    [substrate] => 
    [interact_gene_locus] => 
    [mutation] => 
    [comment2] => 
    [extoxnet] => 
    [news] => 
    [theoretical_model] => 
)