1.0 2010-04-08 22:10:14 UTC 2019-11-26 03:07:01 UTC FDB012542 Apterin Apterin is a furanocoumarin glucoside reported to dilate coronary arteries as well as block calcium channels. It can be found plants of the Apiaceae family. It has been isolated from the root of plants in the genus Angelica, including Garden Angelica and in Zizia aptera. Apterin is found in lovage and parsnip. Apterin C20H24O10 424.3986 424.136946988 9-hydroxy-8-(2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2H,8H,9H-furo[2,3-h]chromen-2-one 9-hydroxy-8-(2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-8H,9H-furo[2,3-h]chromen-2-one 53947-89-0 CC(C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C1OC2=CC=C3C=CC(=O)OC3=C2C1O InChI=1S/C20H24O10/c1-20(2,30-19-16(26)15(25)13(23)10(7-21)28-19)18-14(24)12-9(27-18)5-3-8-4-6-11(22)29-17(8)12/h3-6,10,13-16,18-19,21,23-26H,7H2,1-2H3/t10-,13-,14?,15+,16-,18?,19+/m1/s1 ALEQYOXVXJKFOM-JHJAVHFJSA-N belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin. Angular furanocoumarins Organic compounds Phenylpropanoids and polyketides Coumarins and derivatives Furanocoumarins Aromatic heteropolycyclic compounds 1-benzopyrans Acetals Alkyl aryl ethers Benzenoids Coumarans Heteroaromatic compounds Hexoses Hydrocarbon derivatives Lactones O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Pyranones and derivatives Secondary alcohols 1-benzopyran Acetal Alcohol Alkyl aryl ether Angular furanocoumarin Aromatic heteropolycyclic compound Benzenoid Benzopyran Coumaran Ether Glycosyl compound Heteroaromatic compound Hexose monosaccharide Hydrocarbon derivative Lactone Monosaccharide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Polyol Primary alcohol Pyran Pyranone Secondary alcohol logp -0.35 ALOGPS logs -1.98 ALOGPS solubility 4.44e+00 g/l ALOGPS melting_point Mp 240-242° (236-238°) logp -0.96 ChemAxon pka_strongest_acidic 12.12 ChemAxon pka_strongest_basic -3 ChemAxon iupac 9-hydroxy-8-(2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2H,8H,9H-furo[2,3-h]chromen-2-one ChemAxon average_mass 424.3986 ChemAxon mono_mass 424.136946988 ChemAxon smiles CC(C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C1OC2=CC=C3C=CC(=O)OC3=C2C1O ChemAxon formula C20H24O10 ChemAxon inchi InChI=1S/C20H24O10/c1-20(2,30-19-16(26)15(25)13(23)10(7-21)28-19)18-14(24)12-9(27-18)5-3-8-4-6-11(22)29-17(8)12/h3-6,10,13-16,18-19,21,23-26H,7H2,1-2H3/t10-,13-,14?,15+,16-,18?,19+/m1/s1 ChemAxon inchikey ALEQYOXVXJKFOM-JHJAVHFJSA-N ChemAxon polar_surface_area 155.14 ChemAxon refractivity 99.96 ChemAxon polarizability 41.07 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 9 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 25628 Specdb::CMs 43774 Specdb::CMs 163678 Specdb::MsMs 58548 Specdb::MsMs 58549 Specdb::MsMs 58550 Specdb::MsMs 114489 Specdb::MsMs 114490 Specdb::MsMs 114491 Specdb::MsMs 2844560 Specdb::MsMs 2844561 Specdb::MsMs 2844562 Specdb::MsMs 2861953 Specdb::MsMs 2861954 Specdb::MsMs 2861955 Specdb::NmrOneD 125018 Specdb::NmrOneD 125019 Specdb::NmrOneD 125020 Specdb::NmrOneD 125021 Specdb::NmrOneD 125022 Specdb::NmrOneD 125023 Specdb::NmrOneD 125024 Specdb::NmrOneD 125025 Specdb::NmrOneD 125026 Specdb::NmrOneD 125027 Specdb::NmrOneD 125028 Specdb::NmrOneD 125029 Specdb::NmrOneD 125030 Specdb::NmrOneD 125031 Specdb::NmrOneD 125032 Specdb::NmrOneD 125033 Specdb::NmrOneD 125034 Specdb::NmrOneD 125035 Specdb::NmrOneD 125036 Specdb::NmrOneD 125037 HMDB34231 #<Reference:0x000055ce31ed73a8> Lovage Type 1 specific Levisticum officinale 48042 Parsnip Type 1 specific Pastinaca sativa 4041