CHEBI:132928 - methyl (+)-pentacycloanammoxate

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name methyl (+)-pentacycloanammoxate
ChEBI ID CHEBI:132928
Definition A fatty acid methyl ester resulting from the formal condensation of the carboxy group of (+)-pentacycloanammoxic acid with methanol.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter mbuss
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C21H32O2
Net Charge 0
Average Mass 316.478
Monoisotopic Mass 316.24023
InChI InChI=1S/C21H32O2/c1-23-16(22)8-6-4-2-3-5-7-12-11-15-17(12)21-19-14-10-9-13(14)18(19)20(15)21/h12-15,17-21H,2-11H2,1H3/t12-,13-,14+,15-,17+,18+,19-,20-,21+/m0/s1
InChIKey KEHCOLZYLZEADP-RRKMFVJESA-N
SMILES [C@@]12([C@]3([C@@]([C@]1([C@@]4(CC[C@]24[H])[H])[H])([C@]5([C@@]3(C[C@@H]5CCCCCCCC(OC)=O)[H])[H])[H])[H])[H]
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing methyl (+)-pentacycloanammoxate (CHEBI:132928) has functional parent (+)-pentacycloanammoxic acid (CHEBI:132927)
methyl (+)-pentacycloanammoxate (CHEBI:132928) has functional parent octanoic acid (CHEBI:28837)
methyl (+)-pentacycloanammoxate (CHEBI:132928) is a carbocyclic fatty acid (CHEBI:35744)
methyl (+)-pentacycloanammoxate (CHEBI:132928) is a fatty acid methyl ester (CHEBI:4986)
methyl (+)-pentacycloanammoxate (CHEBI:132928) is a ladderane (CHEBI:85034)
IUPAC Name
methyl 8-[(1S,2R,3R,4S,6S,7S,8S,9S,12R)-pentacyclo[6.4.0.02,7.03,6.09,12]dodecan-4-yl]octanoate
Synonyms Sources
(+)-pentacycloanammoxic acid methyl ester ChEBI
C20-[5]-ladderane fatty acid methyl ester ChEBI
methyl 8-(pentacyclo[6.4.0.02,7.03,6.09,12]dodec-4-yl)octanoate ChEBI
methyl pentacycloanammoxate ChEBI
pentacycloanammoxic acid methyl ester ChEBI
Citation Waiting for Citations Type Source
16522072 PubMed citation Europe PMC
Last Modified
28 February 2018
General Comment
2018-02-28 For enantioselective synthesis, see Enantioselective Chemical Synthesis: Methods, Logic, and Practice by Elias J. Corey, Laszlo Kurti (Elsevier, 2013).