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4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene
A cadinane sesquiterpenoid that is 1,2,3,4,6,7,8,8a-octahydronaphthalen-2-ol substituted by hydroxymethyl group at position 5, isopropyl group at position 8 and a methyl group at position 2 (the 2S,8R,8aR stereoisomer). Isolated from the culture broth of Tyromyces chioneus, it exhibits anti-HIV-1 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] > 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776]
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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) 
 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776] (1)
 antimicrobial agent [CHEBI:33281] (927) 
 antiviral agent [CHEBI:22587] (216) 
 anti-HIV agent [CHEBI:64946] (126) 
 anti-HIV-1 agent [CHEBI:64947] (79) 
 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 s-block molecular entity [CHEBI:33674] (7287) 
 hydrogen molecular entity [CHEBI:33608] (6932) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 tertiary alcohol [CHEBI:26878] (183) 
 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776] (1)
 secondary alcohol [CHEBI:35681] (342) 
 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776] (1)
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 tertiary alcohol [CHEBI:26878] (183) 
 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776] (1)
 secondary alcohol [CHEBI:35681] (342) 
 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 lipid [CHEBI:18059] (3532) 
 isoprenoid [CHEBI:24913] (1402) 
 terpenoid [CHEBI:26873] (1099) 
 sesquiterpenoid [CHEBI:26658] (209) 
 cadinane sesquiterpenoid [CHEBI:22975] (2) 
 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776] (1)
 isoprenoid [CHEBI:24913] (1402) 
 terpenoid [CHEBI:26873] (1099) 
 sesquiterpenoid [CHEBI:26658] (209) 
 cadinane sesquiterpenoid [CHEBI:22975] (2) 
 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 tertiary alcohol [CHEBI:26878] (183) 
 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776] (1)
 secondary alcohol [CHEBI:35681] (342) 
 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 carbocyclic compound [CHEBI:33598] (1130) 
 carbopolycyclic compound [CHEBI:35294] (493) 
 carbobicyclic compound [CHEBI:36785] (199) 
 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 homocyclic compound [CHEBI:33597] (1134) 
 carbocyclic compound [CHEBI:33598] (1130) 
 carbopolycyclic compound [CHEBI:35294] (493) 
 carbobicyclic compound [CHEBI:36785] (199) 
 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776] (1)
 homopolycyclic compound [CHEBI:35295] (493) 
 carbopolycyclic compound [CHEBI:35294] (493) 
 carbobicyclic compound [CHEBI:36785] (199) 
 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776] (1)
 polycyclic compound [CHEBI:33635] (4078) 
 homopolycyclic compound [CHEBI:35295] (493) 
 carbopolycyclic compound [CHEBI:35294] (493) 
 carbobicyclic compound [CHEBI:36785] (199) 
 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776] (1)
 bicyclic compound [CHEBI:33636] (1511) 
 carbobicyclic compound [CHEBI:36785] (199) 
 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 carbocyclic compound [CHEBI:33598] (1130) 
 carbopolycyclic compound [CHEBI:35294] (493) 
 carbobicyclic compound [CHEBI:36785] (199) 
 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 carbocyclic compound [CHEBI:33598] (1130) 
 carbopolycyclic compound [CHEBI:35294] (493) 
 carbobicyclic compound [CHEBI:36785] (199) 
 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 tertiary alcohol [CHEBI:26878] (183) 
 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776] (1)
 secondary alcohol [CHEBI:35681] (342) 
 4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene [CHEBI:65776] (1)
ChEBI Compound Accession Identifier  [CHEBI:65776]
ChEBI Compound Description  A cadinane sesquiterpenoid that is 1,2,3,4,6,7,8,8a-octahydronaphthalen-2-ol substituted by hydroxymethyl group at position 5, isopropyl group at position 8 and a methyl group at position 2 (the 2S,8R,8aR stereoisomer). Isolated from the culture broth of Tyromyces chioneus, it exhibits anti-HIV-1 activity.
ChEBI Compound Identification Number  65776
ChEBI InChI Value  InChI=1S/C15H26O2/c1-10(2)12-5-4-11(9-16)13-6-7-15(3,17)8-14(12)13/h10,12,14,16-17H,4-9H2,1-3H3/t12-,14-,15+/m1/s1
ChEBI InChIKey Value  AEIGTUFAPRNEKB-YUELXQCFSA-N
ChEBI Compound Name  4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene
ChEBI SMILES Value  [H][C@]12C[C@@](C)(O)CCC1=C(CO)CC[C@@H]2C(C)C
ChEBI Substance ID  160709486
ChEBI URL  ChEBI:65776
ChemSpider ID  17628063
Ontomatica Chemical Accession Key (OnChAKey)  AEIGTUFAPRNEKB_YUELXQCFSA_N_000_000000
PubChem Compound ID  16724522