zaragozic acid C   

GtoPdb Ligand ID: 3073

2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 14
Hydrogen bond donors 5
Rotatable bonds 22
Topological polar surface area 223.42
Molecular weight 754.32
XLogP 5.72
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
Canonical SMILES CC(CCCc1ccccc1)C=CCCC(=O)OC1C(O)C2(OC1(C(=O)O)C(O)(C(=O)O)C(O2)C(=O)O)CCCC(C(Cc1ccccc1)C)OC(=O)C
Isomeric SMILES C[C@H](CCCc1ccccc1)/C=C/CCC(=O)O[C@@H]1[C@@H](O)[C@@]2(O[C@@]1(C(=O)O)[C@](O)(C(=O)O)[C@H](O2)C(=O)O)CCC[C@H]([C@@H](Cc1ccccc1)C)OC(=O)C
InChI InChI=1S/C40H50O14/c1-25(15-12-20-28-16-6-4-7-17-28)14-10-11-22-31(42)52-33-32(43)38(53-34(35(44)45)39(50,36(46)47)40(33,54-38)37(48)49)23-13-21-30(51-27(3)41)26(2)24-29-18-8-5-9-19-29/h4-10,14,16-19,25-26,30,32-34,43,50H,11-13,15,20-24H2,1-3H3,(H,44,45)(H,46,47)(H,48,49)/b14-10+/t25-,26+,30+,32+,33+,34+,38-,39+,40-/m0/s1
InChI Key KQMNJFMTGHRJHM-ZFSXNWTMSA-N
Classification
Compound class Natural product or derivative
IUPAC Name
(1S,3S,4S,5R,6R,7R)-1-[(4R,5R)-4-(acetyloxy)-5-benzylhexyl]-4,7-dihydroxy-6-{[(4E,6R)-6-methyl-9-phenylnon-4-enoyl]oxy}-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
Database Links
CAS Registry No. 146389-62-0 (source: Scifinder)
ChEBI CHEBI:83934
ChEMBL Ligand CHEMBL505374
GtoPdb PubChem SID 135649677
PubChem CID 11814656
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