Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-14 22:58:43 UTC
Update Date2022-08-31 06:23:42 UTC
Metabolite IDMMDBc0005361
Metabolite Identification
Common Name7-(2-hydroxyethyl)-monascorubramine
Description7-(2-hydroxyethyl)-monascorubramine belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. 7-(2-hydroxyethyl)-monascorubramine is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
SynonymsNot Available
Molecular FormulaC25H31NO5
Average Mass425.525
Monoisotopic Mass425.220223102
IUPAC Name7-(2-hydroxyethyl)-9a-methyl-3-octanoyl-6-[(1Z)-prop-1-en-1-yl]-2H,7H,9H,9aH-furo[3,2-g]isoquinoline-2,9-dione
Traditional Name7-(2-hydroxyethyl)-9a-methyl-3-octanoyl-6-[(1Z)-prop-1-en-1-yl]furo[3,2-g]isoquinoline-2,9-dione
CAS Registry NumberNot Available
SMILES
[H]C(C)=C([H])C1=CC2=CC3=C(C(=O)CCCCCCC)C(=O)OC3(C)C(=O)C2=CN1CCO
InChI Identifier
InChI=1S/C25H31NO5/c1-4-6-7-8-9-11-21(28)22-20-15-17-14-18(10-5-2)26(12-13-27)16-19(17)23(29)25(20,3)31-24(22)30/h5,10,14-16,27H,4,6-9,11-13H2,1-3H3/b10-5-
InChI KeyNNVANSMEQBWXHJ-YHYXMXQVSA-N