CHEBI:42085 - (7R,8S)-7,8-diaminononanoic acid

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ChEBI Name (7R,8S)-7,8-diaminononanoic acid
ChEBI ID CHEBI:42085
ChEBI ASCII Name (7R,8S)-7,8-diaminononanoic acid
Definition The isomer of 7,8-diaminononanoic acid having (R)- and (S)- configurations at C-7 and C-8, respectively; an intermediate in the biosynthetic pathway of biotin. As biotin is made exclusively in plants and microorganisms, both the chemical structure and biosynthetic enzymes of DAPA are targets for the development of herbicides and antimicrobial drugs.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C9H20N2O2
Net Charge 0
Average Mass 188.26738
Monoisotopic Mass 188.15248
InChI InChI=1S/C9H20N2O2/c1-7(10)8(11)5-3-2-4-6-9(12)13/h7-8H,2-6,10-11H2,1H3,(H,12,13)/t7-,8+/m0/s1
InChIKey KCEGBPIYGIWCDH-JGVFFNPUSA-N
SMILES C[C@H](N)[C@H](N)CCCCCC(O)=O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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 (7R,8S)-7,8-diaminononanoic acid (CHEBI:42085) is a 7,8-diaminononanoic acid (CHEBI:2247)
(7R,8S)-7,8-diaminononanoic acid (CHEBI:42085) is conjugate acid of (7R,8S)-7,8-diammoniononanoate (CHEBI:149469)
Incoming (7R,8S)-7,8-diammoniononanoate (CHEBI:149469) is conjugate base of (7R,8S)-7,8-diaminononanoic acid (CHEBI:42085)
IUPAC Name
(7R,8S)-7,8-diaminononanoic acid
Synonyms Sources
(7R,8S)-7,8-diaminopelargonic acid ChEBI
7,8-DAP ChEBI
7,8-DAPA ChEBI
7,8-DIAMINO-NONANOIC ACID PDBeChem
7,8-diaminopelargonic acid ChEBI
DAP ChEBI
DAPA ChEBI
Manual Xrefs Databases
DB01715 DrugBank
DNN PDBeChem
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Registry Number Type Source
6843830 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
10452893 PubMed citation Europe PMC
1092682 PubMed citation Europe PMC
15937974 PubMed citation Europe PMC
19345718 PubMed citation Europe PMC
4892372 PubMed citation Europe PMC
Last Modified
21 July 2010