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batzelladine A
A carboxylic ester obtained by the formal condensation of (2aS,3S,4R,7R,8aS)-4-methyl-7-nonyl-2,2a,3,4,6,7,8,8a-octahydro-1H-5,6,8b-triazaacenaphthylene-3-carboxylic acid with the hydroxy group of 4-carbamimidamidobutyl (3R)-3-(9-hydroxynonyl)-1-imino-1,2,3,5,6,7-hexahydropyrrolo[1,2-c]pyrimidine-4-carboxylate. Isolated from a bright red Caribbean sponge, Batzella, it has potential anti-HIV activity.


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03. Biological Effects of Specific Chemicals: antimicrobial agent [CHEBI:33281] > antiviral agent [CHEBI:22587] > anti-HIV agent [CHEBI:64946] > anti-HIV-1 agent [CHEBI:64947] > batzelladine A [CHEBI:65466]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 batzelladine A [CHEBI:65466] (1)
 antimicrobial agent [CHEBI:33281] (927) 
 antiviral agent [CHEBI:22587] (216) 
 anti-HIV agent [CHEBI:64946] (126) 
 anti-HIV-1 agent [CHEBI:64947] (79) 
 batzelladine A [CHEBI:65466] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 pnictogen molecular entity [CHEBI:33302] (10027) 
 nitrogen molecular entity [CHEBI:51143] (7930) 
 organonitrogen compound [CHEBI:35352] (6705) 
 alkaloid [CHEBI:22315] (473) 
 batzelladine A [CHEBI:65466] (1)
 guanidines [CHEBI:24436] (80) 
 batzelladine A [CHEBI:65466] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyrrolopyrimidine [CHEBI:38670] (14) 
 batzelladine A [CHEBI:65466] (1)
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 batzelladine A [CHEBI:65466] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 batzelladine A [CHEBI:65466] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyrrolopyrimidine [CHEBI:38670] (14) 
 batzelladine A [CHEBI:65466] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 batzelladine A [CHEBI:65466] (1)
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 pyrrolopyrimidine [CHEBI:38670] (14) 
 batzelladine A [CHEBI:65466] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 alkaloid [CHEBI:22315] (473) 
 batzelladine A [CHEBI:65466] (1)
 guanidines [CHEBI:24436] (80) 
 batzelladine A [CHEBI:65466] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyrrolopyrimidine [CHEBI:38670] (14) 
 batzelladine A [CHEBI:65466] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 batzelladine A [CHEBI:65466] (1)
 ester [CHEBI:35701] (3370) 
 carboxylic ester [CHEBI:33308] (1495) 
 batzelladine A [CHEBI:65466] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyrrolopyrimidine [CHEBI:38670] (14) 
 batzelladine A [CHEBI:65466] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 batzelladine A [CHEBI:65466] (1)
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 pyrrolopyrimidine [CHEBI:38670] (14) 
 batzelladine A [CHEBI:65466] (1)
 organic polycyclic compound [CHEBI:51958] (1654) 
 organic tricyclic compound [CHEBI:51959] (755) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 batzelladine A [CHEBI:65466] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 batzelladine A [CHEBI:65466] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 polycyclic compound [CHEBI:33635] (4078) 
 heteropolycyclic compound [CHEBI:33671] (2613) 
 heterotricyclic compound [CHEBI:36688] (541) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 batzelladine A [CHEBI:65466] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 batzelladine A [CHEBI:65466] (1)
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 pyrrolopyrimidine [CHEBI:38670] (14) 
 batzelladine A [CHEBI:65466] (1)
 organic polycyclic compound [CHEBI:51958] (1654) 
 organic tricyclic compound [CHEBI:51959] (755) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 batzelladine A [CHEBI:65466] (1)
 bicyclic compound [CHEBI:33636] (1511) 
 heterobicyclic compound [CHEBI:33672] (1315) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 pyrrolopyrimidine [CHEBI:38670] (14) 
 batzelladine A [CHEBI:65466] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyrrolopyrimidine [CHEBI:38670] (14) 
 batzelladine A [CHEBI:65466] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 batzelladine A [CHEBI:65466] (1)
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 pyrrolopyrimidine [CHEBI:38670] (14) 
 batzelladine A [CHEBI:65466] (1)
 organic polycyclic compound [CHEBI:51958] (1654) 
 organic tricyclic compound [CHEBI:51959] (755) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 batzelladine A [CHEBI:65466] (1)
 heterocyclic compound [CHEBI:5686] (5275) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyrrolopyrimidine [CHEBI:38670] (14) 
 batzelladine A [CHEBI:65466] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 batzelladine A [CHEBI:65466] (1)
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 pyrrolopyrimidine [CHEBI:38670] (14) 
 batzelladine A [CHEBI:65466] (1)
 heteropolycyclic compound [CHEBI:33671] (2613) 
 heterotricyclic compound [CHEBI:36688] (541) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 batzelladine A [CHEBI:65466] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 batzelladine A [CHEBI:65466] (1)
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 pyrrolopyrimidine [CHEBI:38670] (14) 
 batzelladine A [CHEBI:65466] (1)
 heterobicyclic compound [CHEBI:33672] (1315) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 pyrrolopyrimidine [CHEBI:38670] (14) 
 batzelladine A [CHEBI:65466] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 pyrrolopyrimidine [CHEBI:38670] (14) 
 batzelladine A [CHEBI:65466] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 batzelladine A [CHEBI:65466] (1)
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 pyrrolopyrimidine [CHEBI:38670] (14) 
 batzelladine A [CHEBI:65466] (1)
 organic polycyclic compound [CHEBI:51958] (1654) 
 organic tricyclic compound [CHEBI:51959] (755) 
 organic heterotricyclic compound [CHEBI:26979] (541) 
 batzelladine A [CHEBI:65466] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 batzelladine A [CHEBI:65466] (1)
ChEBI Compound Accession Identifier  [CHEBI:65466]
ChEBI Compound Description  A carboxylic ester obtained by the formal condensation of (2aS,3S,4R,7R,8aS)-4-methyl-7-nonyl-2,2a,3,4,6,7,8,8a-octahydro-1H-5,6,8b-triazaacenaphthylene-3-carboxylic acid with the hydroxy group of 4-carbamimidamidobutyl (3R)-3-(9-hydroxynonyl)-1-imino-1,2,3,5,6,7-hexahydropyrrolo[1,2-c]pyrimidine-4-carboxylate. Isolated from a bright red Caribbean sponge, Batzella, it has potential anti-HIV activity.
ChEBI Compound Identification Number  65466
ChEBI InChI Value  InChI=1S/C42H73N9O4/c1-3-4-5-6-8-11-14-20-31-29-32-23-24-35-36(30(2)47-42(48-31)51(32)35)38(52)54-27-17-13-10-7-9-12-15-21-33-37(34-22-19-26-50(34)41(45)49-33)39(53)55-28-18-16-25-46-40(43)44/h30-33,35-36H,3-29H2,1-2H3,(H2,45,49)(H,47,48)(H4,43,44,46)/t30-,31-,32+,33-,35+,36+/m1/s1
ChEBI InChIKey Value  WZGMBJKFYVONHF-LJQXCJTBSA-N
ChEBI Compound Name  batzelladine A
ChEBI SMILES Value  [H][C@]12CC[C@@]3([H])[C@H]([C@@H](C)N=C(N[C@H](CCCCCCCCC)C1)N23)C(=O)OCCCCCCCCC[C@H]1NC(=N)N2CCCC2=C1C(=O)OCCCCNC(N)=N
ChEBI Substance ID  160645132
ChEBI URL  ChEBI:65466
ChemSpider ID  24636828
Ontomatica Chemical Accession Key (OnChAKey)  WZGMBJKFYVONHF_LJQXCJTBSA_N_000_000000
PubChem Compound ID  12148763