CHEBI:65752 - 6β,16β-diacetoxy-25-hydroxy-3,7-dioxy-29-nordammara-1,17(20)-dien-21-oic acid

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ChEBI Name 6β,16β-diacetoxy-25-hydroxy-3,7-dioxy-29-nordammara-1,17(20)-dien-21-oic acid ChEBI ID CHEBI:65752 ChEBI ASCII Name 6beta,16beta-diacetoxy-25-hydroxy-3,7-dioxy-29-nordammara-1,17(20)-dien-21-oic acid Definition A tetracyclic triterpenoid that is 29-nordammara-1,17(20)-diene substituted by acetoxy groups at positions 6 and 16, a carboxy group at position 21, a hydroxy group at position 25 and oxo groups at positions 3 and 7 respectively. It is isolated from the marine-derived fungal strain Aspergillus sydowii PFW1-13 and exhibits antibacterial activity. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C33H46O9 Net Charge 0 Average Mass 586.71290 Monoisotopic Mass 586.31418 InChI InChI=1S/C33H46O9/c1-17-22(36)13-15-31(6)24-12-11-21-25(20(29(38)39)10-9-14-30(4,5)40)23(41-18(2)34)16-32(21,7)33(24,8)28(37)27(26(17)31)42-19(3)35/h13,15,17,21,23-24,26-27,40H,9-12,14,16H2,1-8H3,(H,38,39)/b25-20-/t17-,21+,23+,24+,26-,27+,31-,32+,33-/m1/s1 InChIKey WLRJWQXWJBEULT-GAZAAFLYSA-N SMILES [H][C@@]12CC[C@@]3([H])[C@@]4(C)C=CC(=O)[C@@H](C)[C@]4([H])[C@H](OC(C)=O)C(=O)[C@]3(C)[C@@]1(C)C[C@H](OC(C)=O)\C2=C(\CCCC(C)(C)O)C(O)=O Metabolite of Species Details Aspergillus sydowii (NCBI:txid75750) of strain PFW1 13 See: PubMed Roles Classification Chemical Role(s): Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid ) Biological Role(s): Aspergillus metabolite Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus . antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria. View more via ChEBI Ontology ChEBI Ontology Outgoing 6β,16β-diacetoxy-25-hydroxy-3,7-dioxy-29-nordammara-1,17(20)-dien-21-oic acid (CHEBI:65752) has role Aspergillus metabolite (CHEBI:76956) 6β,16β-diacetoxy-25-hydroxy-3,7-dioxy-29-nordammara-1,17(20)-dien-21-oic acid (CHEBI:65752) has role antibacterial agent (CHEBI:33282) 6β,16β-diacetoxy-25-hydroxy-3,7-dioxy-29-nordammara-1,17(20)-dien-21-oic acid (CHEBI:65752) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020) 6β,16β-diacetoxy-25-hydroxy-3,7-dioxy-29-nordammara-1,17(20)-dien-21-oic acid (CHEBI:65752) is a 3-oxo-Δ1 steroid (CHEBI:20156) 6β,16β-diacetoxy-25-hydroxy-3,7-dioxy-29-nordammara-1,17(20)-dien-21-oic acid (CHEBI:65752) is a acetate ester (CHEBI:47622) 6β,16β-diacetoxy-25-hydroxy-3,7-dioxy-29-nordammara-1,17(20)-dien-21-oic acid (CHEBI:65752) is a cyclic ketone (CHEBI:3992) 6β,16β-diacetoxy-25-hydroxy-3,7-dioxy-29-nordammara-1,17(20)-dien-21-oic acid (CHEBI:65752) is a oxo monocarboxylic acid (CHEBI:35871) 6β,16β-diacetoxy-25-hydroxy-3,7-dioxy-29-nordammara-1,17(20)-dien-21-oic acid (CHEBI:65752) is a tertiary alcohol (CHEBI:26878) 6β,16β-diacetoxy-25-hydroxy-3,7-dioxy-29-nordammara-1,17(20)-dien-21-oic acid (CHEBI:65752) is a tetracyclic triterpenoid (CHEBI:26893) IUPAC Name (2Z)-2-[(4α,5α,6β,8α,9β,13α,14β,16β,17Z)-6,16-bis(acetyloxy)-4,8,10,14-tetramethyl-3,7-dioxogon-1-en-17-ylidene]-6-hydroxy-6-methylheptanoic acid Synonym Source (4S,5S,6S,8S,9S,10R,13R,14S,16S,17Z)-6,16-diacetoxy-25-hydroxy-3,7-dioxy-29-nordammara-1,17(20)-dien-21-oic acid ChEBI Registry Number Type Source 18842465 Reaxys Registry Number Reaxys Citation Type Source 18505285 PubMed citation Europe PMC Last Modified 27 June 2014