1.0 2010-04-08 22:04:59 UTC 2025-11-18 22:31:43 UTC FDB001504 Xylopine Xylopine, also known as (-)-xylopine, is a member of the class of compounds known as aporphines. Aporphines are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. Xylopine is practically insoluble (in water) and a very strong basic compound (based on its pKa). Xylopine can be found in cherimoya and custard apple, which makes xylopine a potential biomarker for the consumption of these food products. Xylopine is an antimicrobial benzylisoquinoline alkaloid . (-)-Xylopine 6abeta-Noraporphine, 9-methoxy-1,2-(methylenedioxy)- C18H17NO3 295.3325 295.120843415 (12R)-16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,14,16,18-hexaene xylopine 517-71-5 COC1=CC=C2C(C[C@H]3NCCC4=CC5=C(OCO5)C2=C34)=C1 InChI=1S/C18H17NO3/c1-20-12-2-3-13-11(6-12)7-14-16-10(4-5-19-14)8-15-18(17(13)16)22-9-21-15/h2-3,6,8,14,19H,4-5,7,9H2,1H3/t14-/m1/s1 RFWCCZDSXIZJMF-CQSZACIVSA-N belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. Aporphines Organic compounds Alkaloids and derivatives Aporphines Aromatic heteropolycyclic compounds Acetals Alkyl aryl ethers Anisoles Aralkylamines Azacyclic compounds Benzodioxoles Benzoquinolines Dialkylamines Hydrocarbon derivatives Naphthalenes Organopnictogen compounds Oxacyclic compounds Phenanthrenes and derivatives Tetrahydroisoquinolines Acetal Alkyl aryl ether Amine Anisole Aporphine Aralkylamine Aromatic heteropolycyclic compound Azacycle Benzenoid Benzodioxole Benzoquinoline Ether Hydrocarbon derivative Naphthalene Organic nitrogen compound Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Phenanthrene Quinoline Secondary aliphatic amine Secondary amine Tetrahydroisoquinoline Isoquinoline alkaloids isoquinoline alkaloid logp 2.11 ALOGPS logs -3.98 ALOGPS solubility 3.09e-02 g/l ALOGPS logp 2.78 ChemAxon pka_strongest_basic 9.43 ChemAxon iupac (12R)-16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,14,16,18-hexaene ChemAxon average_mass 295.3325 ChemAxon mono_mass 295.120843415 ChemAxon smiles COC1=CC=C2C(C[C@H]3NCCC4=CC5=C(OCO5)C2=C34)=C1 ChemAxon formula C18H17NO3 ChemAxon inchi InChI=1S/C18H17NO3/c1-20-12-2-3-13-11(6-12)7-14-16-10(4-5-19-14)8-15-18(17(13)16)22-9-21-15/h2-3,6,8,14,19H,4-5,7,9H2,1H3/t14-/m1/s1 ChemAxon inchikey RFWCCZDSXIZJMF-CQSZACIVSA-N ChemAxon polar_surface_area 39.72 ChemAxon refractivity 82.96 ChemAxon polarizability 32.34 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 93753 Specdb::MsMs 93754 Specdb::MsMs 93755 Specdb::MsMs 157578 Specdb::MsMs 157579 Specdb::MsMs 157580 Specdb::MsMs 3597610 Specdb::MsMs 3597611 Specdb::MsMs 3597612 Specdb::MsMs 3597613 Specdb::MsMs 3597614 Specdb::MsMs 3597615 Cherimoya Type 1 specific Annona cherimola 49314 Custard apple Type 1 specific Annona reticulata 301862