bongkrek acid   

GtoPdb Ligand ID: 4689

Abbreviated name: BKA
Synonyms: bongkrekic acid | flavotoxin A
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 17
Topological polar surface area 121.13
Molecular weight 486.26
XLogP 5.14
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES COC(C(=CC=C(C(=O)O)C)C)CC=CC=CCCC=CCC(C=CC(=CC(=O)O)CC(=O)O)C
Isomeric SMILES CO[C@@H](/C(=C\C=C(\C(=O)O)/C)/C)C/C=C\C=C\CC/C=C/C[C@@H](/C=C/C(=C\C(=O)O)/CC(=O)O)C
InChI InChI=1S/C28H38O7/c1-21(15-18-24(19-26(29)30)20-27(31)32)13-11-9-7-5-6-8-10-12-14-25(35-4)22(2)16-17-23(3)28(33)34/h6,8-12,15-19,21,25H,5,7,13-14,20H2,1-4H3,(H,29,30)(H,31,32)(H,33,34)/b8-6+,11-9+,12-10-,18-15+,22-16-,23-17+,24-19+/t21-,25+/m0/s1
InChI Key SHCXABJSXUACKU-WUTQZGRKSA-N
Classification
Compound class Natural product or derivative
IUPAC Name
(2E,4Z,6R,8Z,10E,14E,17S,18E,20Z)-20-(carboxymethyl)-6-methoxy-2,5,17-trimethyldocosa-2,4,8,10,14,18,20-heptaenedioic acid
Synonyms
bongkrekic acid | flavotoxin A
Database Links
CAS Registry No. 11076-19-0 (source: Scifinder)
ChEBI CHEBI:77742
GtoPdb PubChem SID 53801038
PubChem CID 6433556
RCSB PDB Ligand BKC
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Wikipedia Bongkrek_acid