Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-14 18:44:51 UTC
Update Date2022-08-31 06:17:41 UTC
Metabolite IDMMDBc0001147
Metabolite Identification
Common NameAsterobactin A
Description3-[(2-{[1,2-dihydroxy-3-(2-hydroxybenzoyloxy)propylidene]amino}-5-(N-hydroxyformamido)pentanoyl)oxy]-N-[1-(dihydroxycarbonimidoyl)-4-(N-hydroxycarbamimidamido)butyl]-2-methylundecanimidic acid belongs to the class of organic compounds known as depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids), commonly but not necessarily regularly alternating. 3-[(2-{[1,2-dihydroxy-3-(2-hydroxybenzoyloxy)propylidene]amino}-5-(N-hydroxyformamido)pentanoyl)oxy]-N-[1-(dihydroxycarbonimidoyl)-4-(N-hydroxycarbamimidamido)butyl]-2-methylundecanimidic acid is a very strong basic compound (based on its pKa).
Structure
Synonyms
ValueSource
3-[(2-{[1,2-dihydroxy-3-(2-hydroxybenzoyloxy)propylidene]amino}-5-(N-hydroxyformamido)pentanoyl)oxy]-N-[1-(dihydroxycarbonimidoyl)-4-(N-hydroxycarbamimidamido)butyl]-2-methylundecanimidateGenerator
Molecular FormulaC34H55N7O13
Average Mass769.85
Monoisotopic Mass769.385784859
IUPAC Name1-{[4-(N-hydroxycarbamimidamido)-1-(hydroxycarbamoyl)butyl]carbamoyl}-1-methyldecan-2-yl 2-[2-hydroxy-3-(2-hydroxybenzoyloxy)propanamido]-5-(N-hydroxyformamido)pentanoate
Traditional Name1-{[4-(N-hydroxycarbamimidamido)-1-(hydroxycarbamoyl)butyl]carbamoyl}-1-methyldecan-2-yl 2-[2-hydroxy-3-(2-hydroxybenzoyloxy)propanamido]-5-(N-hydroxyformamido)pentanoate
CAS Registry NumberNot Available
SMILES
CCCCCCCCC(OC(=O)C(CCCN(O)C=O)NC(=O)C(O)COC(=O)C1=CC=CC=C1O)C(C)C(=O)NC(CCCN(O)C(N)=N)C(=O)NO
InChI Identifier
InChI=1S/C34H55N7O13/c1-3-4-5-6-7-8-17-28(22(2)29(45)37-24(30(46)39-50)14-12-19-41(52)34(35)36)54-33(49)25(15-11-18-40(51)21-42)38-31(47)27(44)20-53-32(48)23-13-9-10-16-26(23)43/h9-10,13,16,21-22,24-25,27-28,43-44,50-52H,3-8,11-12,14-15,17-20H2,1-2H3,(H3,35,36)(H,37,45)(H,38,47)(H,39,46)
InChI KeyICFNGWYSCWYFGU-UHFFFAOYSA-N