1.0 2010-04-08 22:07:37 UTC 2025-11-18 23:04:50 UTC FDB007445 Leptosine Leptosine, also known as leptosin j, is a member of the class of compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. Leptosine is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Leptosine can be found in american cranberry, which makes leptosine a potential biomarker for the consumption of this food product. Leptosin I Leptosine I C32H32N6O7S4 740.892 740.121530168 37-hydroxy-7-(hydroxymethyl)-6,36-dimethyl-30-(propan-2-yl)-3-oxa-31,32,33,34-tetrathia-6,9,11,26,28,36-hexaazadecacyclo[28.4.2.1⁴,¹⁸.0¹,²⁸.0²,¹⁹.0⁴,⁹.0¹⁰,¹⁸.0¹²,¹⁷.0¹⁹,²⁷.0²⁰,²⁵]heptatriaconta-12,14,16,20,22,24-hexaene-5,8,29,35-tetrone 37-hydroxy-7-(hydroxymethyl)-30-isopropyl-6,36-dimethyl-3-oxa-31,32,33,34-tetrathia-6,9,11,26,28,36-hexaazadecacyclo[28.4.2.1⁴,¹⁸.0¹,²⁸.0²,¹⁹.0⁴,⁹.0¹⁰,¹⁸.0¹²,¹⁷.0¹⁹,²⁷.0²⁰,²⁵]heptatriaconta-12,14,16,20,22,24-hexaene-5,8,29,35-tetrone CC(C)C12SSSSC3(C4OC56C(O)C7(C(NC8=CC=CC=C78)N5C(=O)C(CO)N(C)C6=O)C44C(NC5=CC=CC=C45)N3C1=O)C(=O)N2C InChI=1S/C32H32N6O7S4/c1-14(2)31-27(44)38-24-29(16-10-6-8-12-18(16)34-24)22(32(38,26(43)36(31)4)47-49-48-46-31)45-30-21(41)28(29)15-9-5-7-11-17(15)33-23(28)37(30)20(40)19(13-39)35(3)25(30)42/h5-12,14,19,21-24,33-34,39,41H,13H2,1-4H3 PZFMMBJJDMZAIP-UHFFFAOYSA-N belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. Pyrroloindoles Organic compounds Organoheterocyclic compounds Indoles and derivatives Pyrroloindoles Aromatic heteropolycyclic compounds 1,3-oxazepines Alpha amino acids and derivatives Azacyclic compounds Benzenoids Carbonyl compounds Hydrocarbon derivatives Indoles Indolines Lactams N-methylpiperazines Organic oxides Organopnictogen compounds Oxacyclic compounds Oxanes Primary alcohols Pyrroles Pyrrolidines Secondary alcohols Secondary alkylarylamines Tertiary carboxylic acid amides Thiodioxopiperazines 1,4-diazinane 2,5-dioxopiperazine Alcohol Alpha-amino acid or derivatives Amine Amino acid or derivatives Aromatic heteropolycyclic compound Azacycle Benzenoid Carbonyl group Carboxamide group Carboxylic acid derivative Dihydroindole Dioxopiperazine Hydrocarbon derivative Indole Lactam Meta-oxazepine N-alkylpiperazine N-methylpiperazine Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Oxane Piperazine Primary alcohol Pyrrole Pyrrolidine Pyrroloindole Secondary alcohol Secondary aliphatic/aromatic amine Secondary amine Tertiary carboxylic acid amide Thiodioxopiperazine logp 3.26 ALOGPS logs -2.60 ALOGPS solubility 1.85e+00 g/l ALOGPS logp 2.86 ChemAxon pka_strongest_acidic 12.78 ChemAxon pka_strongest_basic 2.18 ChemAxon iupac 37-hydroxy-7-(hydroxymethyl)-6,36-dimethyl-30-(propan-2-yl)-3-oxa-31,32,33,34-tetrathia-6,9,11,26,28,36-hexaazadecacyclo[28.4.2.1⁴,¹⁸.0¹,²⁸.0²,¹⁹.0⁴,⁹.0¹⁰,¹⁸.0¹²,¹⁷.0¹⁹,²⁷.0²⁰,²⁵]heptatriaconta-12,14,16,20,22,24-hexaene-5,8,29,35-tetrone ChemAxon average_mass 740.892 ChemAxon mono_mass 740.121530168 ChemAxon smiles CC(C)C12SSSSC3(C4OC56C(O)C7(C(NC8=CC=CC=C78)N5C(=O)C(CO)N(C)C6=O)C44C(NC5=CC=CC=C45)N3C1=O)C(=O)N2C ChemAxon formula C32H32N6O7S4 ChemAxon inchi InChI=1S/C32H32N6O7S4/c1-14(2)31-27(44)38-24-29(16-10-6-8-12-18(16)34-24)22(32(38,26(43)36(31)4)47-49-48-46-31)45-30-21(41)28(29)15-9-5-7-11-17(15)33-23(28)37(30)20(40)19(13-39)35(3)25(30)42/h5-12,14,19,21-24,33-34,39,41H,13H2,1-4H3 ChemAxon inchikey PZFMMBJJDMZAIP-UHFFFAOYSA-N ChemAxon polar_surface_area 154.99 ChemAxon refractivity 183.31 ChemAxon polarizability 73.07 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 9 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 48921 Specdb::MsMs 48922 Specdb::MsMs 48923 Specdb::MsMs 147555 Specdb::MsMs 147556 Specdb::MsMs 147557 Specdb::MsMs 3604040 Specdb::MsMs 3604041 Specdb::MsMs 3604042 Specdb::MsMs 3604043 Specdb::MsMs 3604044 Specdb::MsMs 3604045 American cranberry Type 1 specific Vaccinium macrocarpon 13750