Molecule

betalamic acid

AlkaPlorer ID: AK007663

Synonym: '', 'Betalamic acid', '(S-(E))-1,2,3,4-tetrahydro-4-(oxoethylidene)-2,6-pyridinedicarboxylic acid'

IUPAC Name: (2S,4E)-4-(2-oxoethylidene)-2,3-dihydro-1H-pyridine-2,6-dicarboxylic acid

Structure

SMILES: O=C/C=C1/C=C(C(=O)O)N[C@H](C(=O)O)C1

InChI: InChI=1S/C9H9NO5/c11-2-1-5-3-6(8(12)13)10-7(4-5)9(14)15/h1-3,7,10H,4H2,(H,12,13)(H,14,15)/b5-1-/t7-/m0/s1

InChIKey: YQDKULBMDMPFLH-FSRBREEPSA-N

Reference

Selected Topics from Forty Years of Natural Products Research: Betalains to Flavonoids, Antiviral Proteins, and Neurotoxic Nonprotein Amino Acids

PubChem CID: 5281176

CAS: 18766-66-0

LOTUS: LTS0265200

NPASS: NPC202056

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Celosia cristata	Celosia	Amaranthaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Beta vulgaris	Beta	Chenopodiaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Portulaca grandiflora	Portulaca	Portulacaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 211.173

TPSA？: 103.7

MolLogP？: -0.4733

Number of H-Donors: 3

Number of H-Acceptors: 4

RingCount: 1

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
None	NON-PROTEIN TARGET	Activity	2.7	equiv	10.1021/np200950n
None	NON-PROTEIN TARGET	Activity	nan	None	10.1021/np200950n

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT011567	COc1cc(CCN)ccc1O.O=C/C=C1/C=C(C(=O)O)N[C@H](C(=O)O)C1>>COc1cc(CC/N=C\C=C2\C=C(C(=O)O)N[C@H](C(=O)O)C2)ccc1O	RXN-8567
AKRT018388	NCCc1ccc(O)c(O)c1.O=C/C=C1/C=C(C(=O)O)N[C@H](C(=O)O)C1>>O=C(O)C1=C/C(=C/C=N\CCc2ccc(O)c(O)c2)CC(C(=O)O)N1	R08835
AKRT018389	NCCc1ccc(O)c(O)c1.O=C/C=C1/C=C(C(=O)O)N[C@H](C(=O)O)C1>>O=C(O)C1=C/C(=C/C=N\CCc2ccc(O)c(O)c2)C[C@@H](C(=O)O)N1	RXN-8486
AKRT018610	N[C@@H](CC(=C/C=O)/C=C(/O)C(=O)O)C(=O)O>>O=C/C=C1/C=C(C(=O)O)N[C@H](C(=O)O)C1	RXN-8461
AKRT019887	N[C@@H](Cc1ccc(O)c(O)c1)C(=O)O.O=C/C=C1/C=C(C(=O)O)N[C@H](C(=O)O)C1>>O=C(O)C1=C/C(=C/C=N\[C@@H](Cc2ccc(O)c(O)c2)C(=O)O)C[C@@H](C(=O)O)N1	RXN-8491
AKRT019951	N[C@@H](Cc1ccc(O)cc1)C(=O)O.O=C/C=C1/C=C(C(=O)O)N[C@H](C(=O)O)C1>>O=C(O)C1=C/C(=C/C=N\[C@@H](Cc2ccc(O)cc2)C(=O)O)C[C@@H](C(=O)O)N1	RXN-8487
AKRT022640	O=C(O)C1=C/C(=C/C=[N+]2\CCc3cc(O)c(O)cc32)C[C@@H](C(=O)O)N1>>O=C/C=C1/C=C(C(=O)O)N[C@H](C(=O)O)C1	MNXR183916
AKRT023061	O=C(O)[C@@H]1Cc2cc(O)c(O)cc2N1.O=C/C=C1/C=C(C(=O)O)N[C@H](C(=O)O)C1>>O=C(O)C1=C/C(=C/C=[N+]2/c3cc(O)c(O)cc3C[C@H]2C(=O)O)C[C@@H](C(=O)O)N1	RXN-8478
AKRT023066	O=C(O)[C@@H]1Cc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(O)cc2N1.O=C/C=C1/C=C(C(=O)O)N[C@H](C(=O)O)C1>>O=C(O)C1=C/C(=C/C=[N+]2/c3cc(O)c(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)cc3C[C@H]2C(=O)O)C[C@@H](C(=O)O)N1	RXN-8482
AKRT023067	O=C(O)[C@@H]1Cc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)c(O)cc2N1.O=C/C=C1/C=C(C(=O)O)N[C@H](C(=O)O)C1>>O=C(O)C1=C/C(=C/C=[N+]2/c3cc(O)c(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]4O)cc3C[C@H]2C(=O)O)C[C@@H](C(=O)O)N1	RXN-8485
AKRT023485	O=C/C=C1/C=C(C(=O)O)N[C@H](C(=O)O)C1.OC1C=C2CCNC2=CC1O>>O=C(O)C1=C/C(=C/C=[N+]2\CCc3cc(O)c(O)cc32)C[C@@H](C(=O)O)N1	RXN-8625
AKRT023486	O=C/C=C1/C=C(C(=O)O)N[C@H](C(=O)O)C1.Oc1cc2c(cc1O)NCC2>>O=C(O)C1=C/C(=C/C=[N+]2\CCc3cc(O)c(O)cc32)C[C@@H](C(=O)O)N1	R08834