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7-[(1R,4S,5R,6R)-6-[(3S)-3-hydroxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid
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ChemBase ID:
153722
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Molecular Formular:
C20H32O5
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Molecular Mass:
352.46508
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Monoisotopic Mass:
352.22497412
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SMILES and InChIs
SMILES:
CCCCC[C@@H](C=C[C@H]1[C@H]2C[C@@H]([C@@H]1C/C=C/CCCC(=O)O)OO2)O
Canonical SMILES:
CCCCC[C@@H](C=C[C@H]1[C@@H]2OO[C@H]([C@@H]1C/C=C/CCCC(=O)O)C2)O
InChI:
InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18-14-19(17)25-24-18)10-7-4-5-8-11-20(22)23/h4,7,12-13,15-19,21H,2-3,5-6,8-11,14H2,1H3,(H,22,23)/t15-,16+,17+,18-,19+/m0/s1
InChIKey:
YIBNHAJFJUQSRA-BRIYLRKRSA-N
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Cite this record
CBID:153722 http://www.chembase.cn/molecule-153722.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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7-[(1R,4S,5R,6R)-6-[(3S)-3-hydroxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid
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IUPAC Traditional name
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7-[(1R,4S,5R,6R)-6-[(3S)-3-hydroxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid
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Synonyms
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Endoperoxide H2
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PGH2
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Prostaglandin R2
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Prostaglandin H2
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CAS Number
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EC Number
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MDL Number
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PubChem SID
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PubChem CID
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
Acid pKa
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4.355294
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H Acceptors
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5
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H Donor
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2
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LogD (pH = 5.5)
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2.78395
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LogD (pH = 7.4)
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1.0348709
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Log P
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3.9569275
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Molar Refractivity
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98.0419 cm3
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Polarizability
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38.152634 Å3
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Polar Surface Area
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75.99 Å2
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Rotatable Bonds
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12
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Lipinski's Rule of Five
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true
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DETAILS
DETAILS
Sigma Aldrich
Sigma Aldrich -
P7867
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Biochem/physiol Actions Aryl hydrocarbon receptor (AhR) ligand and activator of the AhR signal transduction pathway. Also acts as a modest ligand of the peroxisome proliferator-activated receptor (PPAR-γ). |
PATENTS
PATENTS
PubChem Patent
Google Patent