1.0 2010-04-08 22:11:17 UTC 2019-11-26 03:10:07 UTC FDB014471 Absinthin Constituent of Artemisia absinthium (wormwood) (+)-Absinthin is a naturally produced molecule from the plant Artemisia absinthium (Wormwood). It constitutes one of the most bitter chemical agents responsible for Absinthe's distinct taste. The compound shows biological activity and has shown promise as an anti-inflammatory agent, and should not to be confused with thujone, the psychoactive toxin found in Absinthe. (+)-Absinthin Absinthin (VAN) (8CI) Absynthin C30H40O6 496.635 496.282489012 (1R,5S,8S,12S,13R,15S,17S,20S,21S)-12,17-dihydroxy-3,8,12,17,21,25-hexamethyl-6,23-dioxaheptacyclo[13.9.2.0¹,¹⁶.0²,¹⁴.0⁴,¹³.0⁵,⁹.0²⁰,²⁴]hexacosa-3,25-diene-7,22-dione (1R,5S,8S,12S,13R,15S,17S,20S,21S)-12,17-dihydroxy-3,8,12,17,21,25-hexamethyl-6,23-dioxaheptacyclo[13.9.2.0¹,¹⁶.0²,¹⁴.0⁴,¹³.0⁵,⁹.0²⁰,²⁴]hexacosa-3,25-diene-7,22-dione 1362-42-1 [H][C@@]12C3[C@H]4C=C(C)[C@@]5(C6OC(=O)[C@@H](C)[C@@H]6CC[C@](C)(O)C45)C3C(C)=C1[C@H]1OC(=O)[C@@H](C)C1CC[C@]2(C)O InChI=1S/C30H40O6/c1-12-11-18-20-21(30(12)24(18)29(6,34)10-8-17-14(3)27(32)36-25(17)30)15(4)19-22(20)28(5,33)9-7-16-13(2)26(31)35-23(16)19/h11,13-14,16-18,20-25,33-34H,7-10H2,1-6H3/t13-,14-,16?,17-,18+,20?,21?,22-,23-,24?,25?,28-,29-,30+/m0/s1 PZHWYURJZAPXAN-BPLZWQIUSA-N belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. Sesterterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Sesterterpenoids Aliphatic heteropolycyclic compounds Carbonyl compounds Carboxylic acid esters Cyclic alcohols and derivatives Dicarboxylic acids and derivatives Gamma butyrolactones Hydrocarbon derivatives Organic oxides Oxacyclic compounds Tertiary alcohols Tetrahydrofurans Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Dicarboxylic acid or derivatives Gamma butyrolactone Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Sesterterpenoid Tertiary alcohol Tetrahydrofuran logp 3.38 ALOGPS logs -4.54 ALOGPS solubility 1.44e-02 g/l ALOGPS melting_point Mp 182-183° dec. logp 2.38 ChemAxon pka_strongest_acidic 14.42 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac (1R,5S,8S,12S,13R,15S,17S,20S,21S)-12,17-dihydroxy-3,8,12,17,21,25-hexamethyl-6,23-dioxaheptacyclo[13.9.2.0¹,¹⁶.0²,¹⁴.0⁴,¹³.0⁵,⁹.0²⁰,²⁴]hexacosa-3,25-diene-7,22-dione ChemAxon average_mass 496.635 ChemAxon mono_mass 496.282489012 ChemAxon smiles [H][C@@]12C3[C@H]4C=C(C)[C@@]5(C6OC(=O)[C@@H](C)[C@@H]6CC[C@](C)(O)C45)C3C(C)=C1[C@H]1OC(=O)[C@@H](C)C1CC[C@]2(C)O ChemAxon formula C30H40O6 ChemAxon inchi InChI=1S/C30H40O6/c1-12-11-18-20-21(30(12)24(18)29(6,34)10-8-17-14(3)27(32)36-25(17)30)15(4)19-22(20)28(5,33)9-7-16-13(2)26(31)35-23(16)19/h11,13-14,16-18,20-25,33-34H,7-10H2,1-6H3/t13-,14-,16?,17-,18+,20?,21?,22-,23-,24?,25?,28-,29-,30+/m0/s1 ChemAxon inchikey PZHWYURJZAPXAN-BPLZWQIUSA-N ChemAxon polar_surface_area 93.06 ChemAxon refractivity 133.98 ChemAxon polarizability 54.72 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 86802 Specdb::MsMs 86803 Specdb::MsMs 86804 Specdb::MsMs 149178 Specdb::MsMs 149179 Specdb::MsMs 149180 2366 Alcoholic beverages Unknown generic Herbs and Spices Unknown generic Vermouth Type 2 specific bitter