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[(1R,2S,6R,10S,11R,13S,15R)-1,6-dihydroxy-4,12,12,15-tetramethyl-5-oxo-13-[(2-phenylacetyl)oxy]tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dien-8-yl]methyl acetate
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ChemBase ID:
153265
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Molecular Formular:
C30H36O7
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Molecular Mass:
508.60264
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Monoisotopic Mass:
508.24610349
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SMILES and InChIs
SMILES:
C[C@@H]1C[C@@]2([C@@H](C2(C)C)[C@H]2[C@]1([C@@H]1C=C(C(=O)[C@]1(CC(=C2)COC(=O)C)O)C)O)OC(=O)Cc1ccccc1
Canonical SMILES:
O=C(O[C@@]12C[C@@H](C)[C@]3([C@H]([C@@H]1C2(C)C)C=C(COC(=O)C)C[C@]1([C@H]3C=C(C1=O)C)O)O)Cc1ccccc1
InChI:
InChI=1S/C30H36O7/c1-17-11-23-28(34,26(17)33)15-21(16-36-19(3)31)12-22-25-27(4,5)29(25,14-18(2)30(22,23)35)37-24(32)13-20-9-7-6-8-10-20/h6-12,18,22-23,25,34-35H,13-16H2,1-5H3/t18-,22+,23-,25-,28-,29+,30-/m1/s1
InChIKey:
MEDVHSNRBPAIPU-XMOZQXTISA-N
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Cite this record
CBID:153265 http://www.chembase.cn/molecule-153265.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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[(1R,2S,6R,10S,11R,13S,15R)-1,6-dihydroxy-4,12,12,15-tetramethyl-5-oxo-13-[(2-phenylacetyl)oxy]tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dien-8-yl]methyl acetate
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IUPAC Traditional name
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[(1R,2S,6R,10S,11R,13S,15R)-1,6-dihydroxy-4,12,12,15-tetramethyl-5-oxo-13-[(2-phenylacetyl)oxy]tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dien-8-yl]methyl acetate
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Synonyms
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12-Deoxyphorbol 13-phenylacetate 20-acetate
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DOPPA
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dPPA
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CAS 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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12.575741
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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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2.9690547
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LogD (pH = 7.4)
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2.9690518
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Log P
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2.9690547
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Molar Refractivity
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137.5396 cm3
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Polarizability
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53.990505 Å3
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Polar Surface Area
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110.13 Å2
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Rotatable Bonds
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7
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Lipinski's Rule of Five
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false
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DETAILS
DETAILS
Sigma Aldrich
Sigma Aldrich -
D7821
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Biochem/physiol Actions Selective activator of PKC beta dPPA is a phorbol ester that selectively activates the beta isotype of PKC. It is approximately 100-fold more potent for PKC-beta than the alpha, gamma or delta isotypes. PKC family members each have specific functions, but PKC-beta and delta appear to share similar expression profiles, and both are involved in regulating apoptosis and B cell activation, thus dPPA is a useful tool in determining PKCbeta specific signaling events. |
PATENTS
PATENTS
PubChem Patent
Google Patent