zaragozic acid B   Click here for help

GtoPdb Ligand ID: 6061

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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 13
Hydrogen bond donors 6
Rotatable bonds 23
Topological polar surface area 217.35
Molecular weight 730.36
XLogP 6.78
No. Lipinski's rules broken 4
SMILES / InChI / InChIKey
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Canonical SMILES CC=CCCCCC=CCCCCC(=O)OC1C(O)C2(OC1(C(=O)O)C(O)(C(=O)O)C(O2)C(=O)O)CCC(C(C(CC=Cc1ccccc1)C)O)C
Isomeric SMILES C/C=C/CCCC/C=C/CCCCC(=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(C(C/C=C/c1ccccc1)C)O)C
InChI InChI=1S/C39H54O13/c1-4-5-6-7-8-9-10-11-12-13-17-23-29(40)50-32-31(42)37(51-33(34(43)44)38(49,35(45)46)39(32,52-37)36(47)48)25-24-27(3)30(41)26(2)19-18-22-28-20-15-14-16-21-28/h4-5,10-11,14-16,18,20-22,26-27,30-33,41-42,49H,6-9,12-13,17,19,23-25H2,1-3H3,(H,43,44)(H,45,46)(H,47,48)/b5-4+,11-10+,22-18+/t26?,27?,30?,31-,32-,33-,37+,38-,39+/m1/s1
InChI Key VFZAKIFLDMCTJV-NZHUAJKLSA-N
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Compound class Natural product or derivative
IUPAC Name Click here for help
(1R,2S,3S,5S,6R,7R)-2,6-dihydroxy-5-[(E)-4-hydroxy-3,5-dimethyl-8-phenyloct-7-enyl]-7-[(6E,12E)-tetradeca-6,12-dienoyl]oxy-4,8-dioxabicyclo[3.2.1]octane-1,2,3-tricarboxylic acid
Database Links Click here for help
CAS Registry No. 146389-61-9 (source: Scifinder)
ChEMBL Ligand CHEMBL504845
GtoPdb PubChem SID 178102682
PubChem CID 9940176
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