15(R)-15-methyl-PGD2   Click here for help

GtoPdb Ligand ID: 1902

Synonyms: 15R-15-methyl PGD2
PDB Ligand
Compound class: Synthetic organic
Comment: There is some ambiguity in the literature and in other databases as to the exact stereochemistry of this compound. Our structure matches that of the PubChem entry with the highest number of same-structure matches (linked to above), but activity data is spread over several entries. ChEMBL does not include an exact match for our structure, but includes stereoisomers CHEMBL180344, CHEMBL355602 and CHEMBL2096774.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 12
Topological polar surface area 94.83
Molecular weight 366.24
XLogP 3.01
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCC(C=CC1C(=O)CC(C1CC=CCCCC(=O)O)O)(O)C
Isomeric SMILES CCCCC[C@](/C=C/[C@H]1C(=O)C[C@@H]([C@@H]1C/C=C\CCCC(=O)O)O)(O)C
InChI InChI=1S/C21H34O5/c1-3-4-9-13-21(2,26)14-12-17-16(18(22)15-19(17)23)10-7-5-6-8-11-20(24)25/h5,7,12,14,16-18,22,26H,3-4,6,8-11,13,15H2,1-2H3,(H,24,25)/b7-5-,14-12+/t16-,17-,18+,21-/m1/s1
InChI Key CTXLUMAOXBULOZ-BKVRKCTKSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(Z)-7-[(1R,2R,5S)-5-hydroxy-2-[(E,3R)-3-hydroxy-3-methyloct-1-enyl]-3-oxocyclopentyl]hept-5-enoic acid
Synonyms Click here for help
15R-15-methyl PGD2
Database Links Click here for help
CAS Registry No. 210978-26-0 (source: Scifinder)
GtoPdb PubChem SID 135649652
PubChem CID 5283097
RCSB PDB Ligand YSS
Search Google for chemical match using the InChIKey CTXLUMAOXBULOZ-BKVRKCTKSA-N
Search Google for chemicals with the same backbone CTXLUMAOXBULOZ
UniChem Compound Search for chemical match using the InChIKey CTXLUMAOXBULOZ-BKVRKCTKSA-N
UniChem Connectivity Search for chemical match using the InChIKey CTXLUMAOXBULOZ-BKVRKCTKSA-N