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N-[(4-hydroxy-3-methoxyphenyl)methyl]icosa-5,8,11,14-tetraenamide
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ChemBase ID:
153586
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Molecular Formular:
C28H41NO3
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Molecular Mass:
439.63004
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Monoisotopic Mass:
439.30864418
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SMILES and InChIs
SMILES:
CCCCC/C=C/C/C=C/C/C=C/C/C=C/CCCC(=O)NCc1ccc(c(c1)OC)O
Canonical SMILES:
CCCCC/C=C/C/C=C/C/C=C/C/C=C/CCCC(=O)NCc1ccc(c(c1)OC)O
InChI:
InChI=1S/C28H41NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-28(31)29-24-25-21-22-26(30)27(23-25)32-2/h7-8,10-11,13-14,16-17,21-23,30H,3-6,9,12,15,18-20,24H2,1-2H3,(H,29,31)
InChIKey:
QVLMCRFQGHWOPM-UHFFFAOYSA-N
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Cite this record
CBID:153586 http://www.chembase.cn/molecule-153586.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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N-[(4-hydroxy-3-methoxyphenyl)methyl]icosa-5,8,11,14-tetraenamide
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IUPAC Traditional name
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N-[(4-hydroxy-3-methoxyphenyl)methyl]icosa-5,8,11,14-tetraenamide
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Synonyms
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(5Z,8Z,11Z,14Z)-N-[(4-Hydroxy-3-methoxyphenyl)methyl]-5,8,11,14-Eicosatetraenamide
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Arvanil
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N-Vanillylarachidonamide
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Arvanil
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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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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
Acid pKa
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9.928691
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H Acceptors
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3
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H Donor
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2
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LogD (pH = 5.5)
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7.267124
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LogD (pH = 7.4)
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7.265866
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Log P
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7.267141
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Molar Refractivity
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139.7296 cm3
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Polarizability
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52.401306 Å3
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Polar Surface Area
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58.56 Å2
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Rotatable Bonds
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17
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Lipinski's Rule of Five
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false
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DETAILS
DETAILS
Sigma Aldrich
Sigma Aldrich -
A2098
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Biochem/physiol Actions Arvanil is an activator of cannabinoid and vanilloid receptors, and a potent inhibitor of anandamide accumulation. Arvanil inhibits growth of astrocytoma xenograft tumors in mice, mimicing the effect of neural precursor cells, that have been shown to kill TRPV1-expressing tumor cells by secreting endovanilloids. |
PATENTS
PATENTS
PubChem Patent
Google Patent