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ArisugacinA

Mycotoxin purified from culture of fungus Penicillium sp. FO-4259 growing on rice related to Territeme B

General

Type : Natural,Meroterpenoid

Chemical_Nomenclature : (4aR,6aR,12aS,12bS)-9-(4-methoxyphenyl)-4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-4a,6,6a,12,12a,12b-hexahydro-4H,11H-benzo[f]pyrano[4,3-b]chromene-1,11(5H)-dione

Canonical SMILES : CC1(C=CC(=O)C2(C1(CCC3(C2(CC4=C(O3)C=C(OC4=O)C5=CC(=C(C=C5)OC)OC)O)C)O)C)C

InChI : InChI=1S\/C28H32O8\/c1-24(2)10-9-22(29)26(4)27(24,31)12-11-25(3)28(26,32)15-17-20(36-25)14-19(35-23(17)30)16-7-8-18(33-5)21(13-16)34-6\/h7-10,13-14,31-32H,11-12,15H2,1-6H3\/t25-,26+,27-,28-\/m1\/s1

InChIKey : MIHBCQWIBJDVPX-JUDWXZBOSA-N

Other name(s) :

---

MW : 492.20

Formula : C28H32O8

CAS_number :

PubChem : 10255275

UniChem : MIHBCQWIBJDVPX-JUDWXZBOSA-N

Target

Families : ArisugacinA ligand of proteins in family
ACHE

References (5)

1. Synthesis of dihydroxanthone derivatives and evaluation of their inhibitory activity against acetylcholinesterase: unique structural analogs of tacrine based on the BCD-ring of arisugacin

Title : Synthesis of dihydroxanthone derivatives and evaluation of their inhibitory activity against acetylcholinesterase: unique structural analogs of tacrine based on the BCD-ring of arisugacin - Degen_1999_Bioorg.Med.Chem.Lett_9_973

Author(s) : Degen SJ , Mueller KL , Shen HC , Mulder JA , Golding GM , Wei LL , Zificsak CA , Neeno-Eckwall A , Hsung RP

Ref : Bioorganic & Medicinal Chemistry Lett , 9 :973 , 1999

Abstract : Degen_1999_Bioorg.Med.Chem.Lett_9_973

ESTHER : Degen_1999_Bioorg.Med.Chem.Lett_9_973

PubMedSearch : Degen_1999_Bioorg.Med.Chem.Lett_9_973

PubMedID: 10230623

2. Arisugacins, selective acetylcholinesterase inhibitors of microbial origin

Title : Arisugacins, selective acetylcholinesterase inhibitors of microbial origin - Otoguro_1997_Pharmacol.Ther_76_45

Author(s) : Otoguro K , Kuno F , Omura S

Ref : Pharmacol Ther , 76 :45 , 1997

Abstract : Otoguro_1997_Pharmacol.Ther_76_45

ESTHER : Otoguro_1997_Pharmacol.Ther_76_45

PubMedSearch : Otoguro_1997_Pharmacol.Ther_76_45

PubMedID: 9535168

3. Arisugacins A and B, novel and selective acetylcholinesterase inhibitors from Penicillium sp. FO-4259. I. Screening, taxonomy, fermentation, isolation and biological activity

Title : Arisugacins A and B, novel and selective acetylcholinesterase inhibitors from Penicillium sp. FO-4259. I. Screening, taxonomy, fermentation, isolation and biological activity - Kuno_1996_J.Antibiotics_49_742

Author(s) : Kuno F , Otoguro K , Shiomi K , Iwai Y , Omura S

Ref : Journal of Antibiotics , 49 :742 , 1996

Abstract : Kuno_1996_J.Antibiotics_49_742

ESTHER : Kuno_1996_J.Antibiotics_49_742

PubMedSearch : Kuno_1996_J.Antibiotics_49_742

PubMedID: 882350

4. Arisugacins A and B, novel and selective acetylcholinesterase inhibitors from Penicillium sp. FO-4259. II. Structure elucidation

Title : Arisugacins A and B, novel and selective acetylcholinesterase inhibitors from Penicillium sp. FO-4259. II. Structure elucidation - Kuno_1996_J.Antibiotics_49_748

Author(s) : Kuno F , Shiomi K , Otoguro K , Sunazuka T , Omura S

Ref : Journal of Antibiotics , 49 :748 , 1996

Abstract : Kuno_1996_J.Antibiotics_49_748

ESTHER : Kuno_1996_J.Antibiotics_49_748

PubMedSearch : Kuno_1996_J.Antibiotics_49_748

PubMedID: 8823505

5. Arisugacin, a novel and selective inhibitor of acetylcholinesterase from Penicillium sp. FO-4259 [letter]

Title : Arisugacin, a novel and selective inhibitor of acetylcholinesterase from Penicillium sp. FO-4259 [letter] -

Author(s) : Omura S , Kuno F , Otoguro K , Sunazuka T , Shiomi K , Masuma R , Iwai Y

Ref : Journal of Antibiotics , 48 :745 , 1995

PubMedID: 7649881

Array
(
    [id] => 4725
    [inhibitor] => ArisugacinA
    [type] => Array
        (
            [0] => Natural
            [1] => Meroterpenoid
        )

    [other_name] => Array
        (
        )

    [chemical_nomenclature] => (4aR,6aR,12aS,12bS)-9-(4-methoxyphenyl)-4a,12a-dihydroxy-4,4,6a,12b-tetramethyl-4a,6,6a,12,12a,12b-hexahydro-4H,11H-benzo[f]pyrano[4,3-b]chromene-1,11(5H)-dione
    [formula] => C28H32O8
    [cas_number] => 
    [mw] => 492.20
    [pick_me_to_call] => display_script
    [kinetic_parameter] => 
    [paper] => Degen_1999_Bioorg.Med.Chem.Lett_9_973 || Kuno_1996_J.Antibiotics_49_742 || Kuno_1996_J.Antibiotics_49_748 || Omura_1995_J.Antibiotics_48_745 || Otoguro_1997_Pharmacol.Ther_76_45
    [comment] => Mycotoxin purified from culture of fungus Penicillium sp. FO-4259 growing on rice related to Territeme B
    [gene_locus] => 
    [kin_inhibitor] => 
    [cid] => 10255275
    [family] => ACHE
    [inchikey] => MIHBCQWIBJDVPX-JUDWXZBOSA-N
    [canonicalsmiles] => CC1(C=CC(=O)C2(C1(CCC3(C2(CC4=C(O3)C=C(OC4=O)C5=CC(=C(C=C5)OC)OC)O)C)O)C)C
    [inchi] => InChI=1S\/C28H32O8\/c1-24(2)10-9-22(29)26(4)27(24,31)12-11-25(3)28(26,32)15-17-20(36-25)14-19(35-23(17)30)16-7-8-18(33-5)21(13-16)34-6\/h7-10,13-14,31-32H,11-12,15H2,1-6H3\/t25-,26+,27-,28-\/m1\/s1
    [wikipedia] => 
    [iupharlig] => 
    [structure] => 
    [substrate] => 
    [interact_gene_locus] => 
    [mutation] => 
    [comment2] => 
    [extoxnet] => 
    [news] => 
    [theoretical_model] => 
)