1.02020-04-17 18:45:30 UTC2020-12-07 19:11:09 UTCCDB004872S-AdenosylhomocysteineS-Adenosylhomocysteine, also known as adenosyl-homo-cys or adohcy, belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. An organic sulfide that is the S-adenosyl derivative of L-homocysteine. S-Adenosylhomocysteine is a very strong basic compound (based on its pKa). S-Adenosylhomocysteine exists in all living species, ranging from bacteria to humans. Outside of the human body, S-Adenosylhomocysteine has been detected, but not quantified in, several different foods, such as arrowhead, guava, purslanes, kiwis, and gooseberries. This could make S-adenosylhomocysteine a potential biomarker for the consumption of these foods. S-Adenosylhomocysteine is a potentially toxic compound. S-Adenosylhomocysteine is expected to be in Cannabis as all living plants are known to produce and metabolize it.(2S)-2-Amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}sulfanyl)butanoic acid2-S-Adenosyl-L-homocysteineAdenosyl-L-homocysteineAdenosylhomocysteineAdoHcyS-(5'-Adenosyl)-L-homocysteineS-[1-(Adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl]-L-homocysteineSAH(2S)-2-Amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}sulfanyl)butanoate(2S)-2-Amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}sulphanyl)butanoate(2S)-2-Amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}sulphanyl)butanoic acidS-[1-(Adenin-9-yl)-1,5-dideoxy-b-D-ribofuranos-5-yl]-L-homocysteineS-[1-(Adenin-9-yl)-1,5-dideoxy-β-D-ribofuranos-5-yl]-L-homocysteine(S)-5'-(S)-(3-Amino-3-carboxypropyl)-5'-thioadenosine5'-Deoxy-S-adenosyl-L-homocysteine5'-S-(3-Amino-3-carboxypropyl)-5'-thio-L-adenosineAdenosyl-homo-cysAdenosylhomo-cysFormycinylhomocysteineL-5'-S-(3-Amino-3-carboxypropyl)-5'-thior-adenosineL-S-Adenosyl-homocysteineL-S-AdenosylhomocysteineS-(5'-Deoxyadenosin-5'-yl)-L-homocysteineS-(5'-Deoxyadenosine-5')-L-homocysteineS-Adenosyl-homocysteineS-Adenosyl-L-homocysteineAdenosylhomocysteine, SS AdenosylhomocysteineC14H20N6O5S384.41384.1216(2S)-2-amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acidS-adenosyl-L-homocysteine979-92-0N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N)C(O)=OInChI=1S/C14H20N6O5S/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7+,9+,10+,13+/m0/s1ZJUKTBDSGOFHSH-WFMPWKQPSA-N belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.Gamma butyrolactonesOrganic compoundsOrganoheterocyclic compoundsLactonesGamma butyrolactonesAliphatic heteromonocyclic compounds1,2-diolsCarbonyl compoundsCarboxylic acid estersHydrocarbon derivativesMonocarboxylic acids and derivativesOrganic oxidesOxacyclic compoundsSecondary alcoholsTetrahydrofurans1,2-diolAlcoholAliphatic heteromonocyclic compoundCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterGamma butyrolactoneHydrocarbon derivativeMonocarboxylic acid or derivativesOrganic oxideOrganic oxygen compoundOrganooxygen compoundOxacycleSecondary alcoholTetrahydrofuranbutan-4-olidediolmelting_point209 - 211 °Clogp-2.37logs-1.97logp-4pka_strongest_acidic1.81pka_strongest_basic9.5iupac(2S)-2-amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acidaverage_mass384.41mono_mass384.1216smilesN[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N)C(O)=OformulaC14H20N6O5SinchiInChI=1S/C14H20N6O5S/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7+,9+,10+,13+/m0/s1inchikeyZJUKTBDSGOFHSH-WFMPWKQPSA-Npolar_surface_area182.63refractivity92.72polarizability38.41rotatable_bond_count7acceptor_count10donor_count5physiological_charge0formal_charge0number_of_rings3bioavailability1rule_of_fiveYesghose_filterYesveber_ruleYesmddr_like_ruleYesFDB031150388301439155C0002116680DB01752C00007230ADENOSYL-HOMO-CYS33543S-Adenosyl-L-homocysteine296