1.0 2010-04-08 22:11:47 UTC 2019-11-26 03:11:27 UTC FDB015327 Fasciculic acid C Isolated from the toxic sulphur tuft mushroom Naematoloma fasciculare. Fasciculic acid C is found in mushrooms. (+)-Fasciculic acid C 3-O-(N-Glycyl-3-hydroxy-3-methylglutaryl)fasciculol C C38H63NO11 709.9069 709.440111863 2-[(Z)-(5-{[4,16-dihydroxy-2,6,6,11,15-pentamethyl-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-yl]oxy}-1,3-dihydroxy-3-methyl-5-oxopentylidene)amino]acetic acid [(Z)-(5-{[4,16-dihydroxy-2,6,6,11,15-pentamethyl-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-yl]oxy}-1,3-dihydroxy-3-methyl-5-oxopentylidene)amino]acetic acid 126882-56-2 CC(O)(CC(=O)OC1C(O)CC2(C)C(CCC3=C2CC(O)C2(C)C(CCC32C)C(CO)CCC(O)C(C)(C)O)C1(C)C)C\C(O)=N\CC(O)=O InChI=1S/C38H63NO11/c1-33(2)26-11-10-23-24(15-28(43)38(8)22(13-14-37(23,38)7)21(20-40)9-12-27(42)34(3,4)48)36(26,6)16-25(41)32(33)50-31(47)18-35(5,49)17-29(44)39-19-30(45)46/h21-22,25-28,32,40-43,48-49H,9-20H2,1-8H3,(H,39,44)(H,45,46) IOMBMOCSWVAYQU-UHFFFAOYSA-N belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Triterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Triterpenoids Aliphatic homopolycyclic compounds 12-hydroxysteroids 21-hydroxysteroids Carbonyl compounds Carboxylic acid esters Carboxylic acids Cyclic alcohols and derivatives Dicarboxylic acids and derivatives Hydrocarbon derivatives N-acyl amines N-acyl-alpha amino acids Organic oxides Organonitrogen compounds Organopnictogen compounds Pentahydroxy bile acids, alcohols and derivatives Polyols Primary alcohols Secondary alcohols Secondary carboxylic acid amides Steroid esters Tertiary alcohols 12-hydroxysteroid 2-hydroxysteroid 21-hydroxysteroid 24-hydroxysteroid 25-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Alpha-amino acid or derivatives Bile acid, alcohol, or derivatives Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Dicarboxylic acid or derivatives Fatty acyl Fatty amide Hydrocarbon derivative Hydroxy bile acid, alcohol, or derivatives Hydroxysteroid N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid N-acyl-amine Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Pentahydroxy bile acid, alcohol, or derivatives Polyol Primary alcohol Secondary alcohol Secondary carboxylic acid amide Steroid Steroid ester Tertiary alcohol Triterpenoid logp 2.50 ALOGPS logs -4.52 ALOGPS solubility 2.13e-02 g/l ALOGPS melting_point Mp 141-144° logp 1.53 ChemAxon pka_strongest_acidic 3.53 ChemAxon pka_strongest_basic 1.53 ChemAxon iupac 2-[(Z)-(5-{[4,16-dihydroxy-2,6,6,11,15-pentamethyl-14-(1,5,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-yl]oxy}-1,3-dihydroxy-3-methyl-5-oxopentylidene)amino]acetic acid ChemAxon average_mass 709.9069 ChemAxon mono_mass 709.440111863 ChemAxon smiles CC(O)(CC(=O)OC1C(O)CC2(C)C(CCC3=C2CC(O)C2(C)C(CCC32C)C(CO)CCC(O)C(C)(C)O)C1(C)C)C\C(O)=N\CC(O)=O ChemAxon formula C38H63NO11 ChemAxon inchi InChI=1S/C38H63NO11/c1-33(2)26-11-10-23-24(15-28(43)38(8)22(13-14-37(23,38)7)21(20-40)9-12-27(42)34(3,4)48)36(26,6)16-25(41)32(33)50-31(47)18-35(5,49)17-29(44)39-19-30(45)46/h21-22,25-28,32,40-43,48-49H,9-20H2,1-8H3,(H,39,44)(H,45,46) ChemAxon inchikey IOMBMOCSWVAYQU-UHFFFAOYSA-N ChemAxon polar_surface_area 217.57 ChemAxon refractivity 185.59 ChemAxon polarizability 79.02 ChemAxon rotatable_bond_count 14 ChemAxon acceptor_count 11 ChemAxon donor_count 8 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 754341 Specdb::CMs 754342 Specdb::CMs 754343 Specdb::CMs 754344 Specdb::CMs 754345 Specdb::CMs 754346 Specdb::CMs 754347 Specdb::CMs 754348 Specdb::CMs 754349 Specdb::CMs 754350 Specdb::CMs 754351 Specdb::CMs 754352 Specdb::CMs 754353 Specdb::CMs 754354 Specdb::CMs 754355 Specdb::CMs 754356 Specdb::CMs 754357 Specdb::CMs 754358 Specdb::CMs 754359 Specdb::CMs 754360 Specdb::CMs 754361 Specdb::CMs 754362 Specdb::CMs 754363 Specdb::CMs 754364 Specdb::CMs 754365 Specdb::MsMs 77514 Specdb::MsMs 77515 Specdb::MsMs 77516 Specdb::MsMs 137652 Specdb::MsMs 137653 Specdb::MsMs 137654 Specdb::MsMs 440548 Specdb::MsMs 452251 Specdb::MsMs 452252 Specdb::MsMs 2227083 Specdb::MsMs 2227650 Specdb::MsMs 2231954 Specdb::MsMs 2232263 Specdb::MsMs 2234281 Specdb::MsMs 2234646 Specdb::MsMs 2362373 Specdb::MsMs 2362374 Specdb::MsMs 2362375 Specdb::MsMs 2600336 Specdb::MsMs 2600337 Specdb::MsMs 2600338 HMDB36440 #<Reference:0x00007f093c0f29a8> Common mushroom Type 1 specific Agaricus bisporus 5341 Mushrooms Unknown generic Oyster mushroom Type 1 specific Pleurotus ostreatus 5322