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(1S,4R,7R,8S,9R,11S)-9-tert-butyl-7,9-dihydroxy-3,5,12-trioxatetracyclo[6.6.0.01,11.04,8]tetradecane-2,6,13-trione
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ChemBase ID:
126153
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Molecular Formular:
C15H18O8
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Molecular Mass:
326.29862
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Monoisotopic Mass:
326.10016754
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SMILES and InChIs
SMILES:
CC(C)(C)[C@@]1(C[C@H]2[C@@]3([C@@]41[C@H](C(=O)O[C@H]4OC3=O)O)CC(=O)O2)O
Canonical SMILES:
O=C1O[C@@H]2[C@@]3(C1)C(=O)O[C@H]1[C@]3([C@](C2)(O)C(C)(C)C)[C@@H](O)C(=O)O1
InChI:
InChI=1S/C15H18O8/c1-12(2,3)14(20)4-6-13(5-7(16)21-6)10(19)23-11-15(13,14)8(17)9(18)22-11/h6,8,11,17,20H,4-5H2,1-3H3/t6-,8-,11-,13-,14+,15+/m0/s1
InChIKey:
MOLPUWBMSBJXER-YDGSQGCISA-N
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Cite this record
CBID:126153 http://www.chembase.cn/molecule-126153.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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(1S,4R,7R,8S,9R,11S)-9-tert-butyl-7,9-dihydroxy-3,5,12-trioxatetracyclo[6.6.0.01,11.04,8]tetradecane-2,6,13-trione
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IUPAC Traditional name
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Synonyms
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(-)-Bilobalide from Ginkgo biloba leaves
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Bilobalide
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CAS Number
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MDL Number
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PubChem SID
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PubChem CID
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CHEMBL
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Chemspider ID
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IUPHAR ligand ID
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Wikipedia Title
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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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11.97425
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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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-0.28442824
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LogD (pH = 7.4)
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-0.28443965
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Log P
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-0.5177614
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Molar Refractivity
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69.9879 cm3
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Polarizability
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29.278425 Å3
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Polar Surface Area
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119.36 Å2
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Rotatable Bonds
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1
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Lipinski's Rule of Five
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true
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DETAILS
DETAILS
Wikipedia
Sigma Aldrich
Sigma Aldrich -
B9031
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Biochem/physiol Actions Bioactive terpenoid found in Ginkgo biloba. Bilobalide, a biologically active terpenic trilactone (terpinoid), derived from geranylgeranyl pyrophosphate (GGPP) is an inducer of cytochrome P450 enzymes CYP3A1 and CYP1A2. Bilobalide, a GABAA, GABAA-rho, 5-hydroxytryptamine type 3 (5-HT(3)) receptor antagonist, may be used to study the function of these receptors in brain processes such as cognition and memory. Bilobalide may also be used to study the function of platelet-activating factor receptors in cardiomyocytes. Protocols & Applications Ginkgo (Ginkgo biloba) Plant Profile: bioactives, mechanism of action, references |
PATENTS
PATENTS
PubChem Patent
Google Patent