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(1S,5R,13R,14S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7,9,11(18)-trien-14-ol
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ChemBase ID:
1336
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Molecular Formular:
C18H23NO3
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Molecular Mass:
301.38012
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Monoisotopic Mass:
301.1677936
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SMILES and InChIs
SMILES:
O1[C@@H]2[C@]34[C@H]([C@H](N(CC3)C)Cc3c4c1c(OC)cc3)CC[C@@H]2O
Canonical SMILES:
COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@H](C2)[C@@H]4CC[C@@H]1O)C
InChI:
InChI=1S/C18H23NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3,6,11-13,17,20H,4-5,7-9H2,1-2H3/t11-,12+,13-,17-,18-/m0/s1
InChIKey:
RBOXVHNMENFORY-DNJOTXNNSA-N
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Cite this record
CBID:1336 http://www.chembase.cn/molecule-1336.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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(1S,5R,13R,14S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7,9,11(18)-trien-14-ol
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(1S,5R,13R,14S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-14-ol
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IUPAC Traditional name
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Synonyms
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CAS Number
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PubChem SID
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PubChem CID
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ATC CODE
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CHEMBL
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Chemspider ID
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DrugBank ID
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KEGG ID
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Unique Ingredient Identifier
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Wikipedia Title
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
Data Source
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Data ID
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Price
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CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
ALOGPS 2.1
Acid pKa
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14.151551
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H Acceptors
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4
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H Donor
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1
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LogD (pH = 5.5)
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-1.7857474
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LogD (pH = 7.4)
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-0.3756574
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Log P
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1.5489655
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Molar Refractivity
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83.6421 cm3
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Polarizability
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32.852997 Å3
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Polar Surface Area
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41.93 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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Log P
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1.58
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LOG S
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-2.1
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Solubility (Water)
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2.38e+00 g/l
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DETAILS
DETAILS
DrugBank
Wikipedia
DrugBank -
DB01551
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Drug Groups
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illicit; experimental |
References |
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Rowell FJ, Seymour RA, Rawlins MD: Pharmacokinetics of intravenous and oral dihydrocodeine and its acid metabolites. Eur J Clin Pharmacol. 1983;25(3):419-24.
[Pubmed]
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Schmidt H, Vormfelde SV, Walchner-Bonjean M, Klinder K, Freudenthaler S, Gleiter CH, Gundert-Remy U, Skopp G, Aderjan R, Fuhr U: The role of active metabolites in dihydrocodeine effects. Int J Clin Pharmacol Ther. 2003 Mar;41(3):95-106.
[Pubmed]
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O'Neill WM, Hanks GW, Simpson P, Fallon MT, Jenkins E, Wesnes K: The cognitive and psychomotor effects of morphine in healthy subjects: a randomized controlled trial of repeated (four) oral doses of dextropropoxyphene, morphine, lorazepam and placebo. Pain. 2000 Mar;85(1-2):209-15.
[Pubmed]
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External Links |
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REFERENCES
REFERENCES
From Suppliers
Google Scholar
PubMed
Google Books
- • Rowell FJ, Seymour RA, Rawlins MD: Pharmacokinetics of intravenous and oral dihydrocodeine and its acid metabolites. Eur J Clin Pharmacol. 1983;25(3):419-24. Pubmed
- • Schmidt H, Vormfelde SV, Walchner-Bonjean M, Klinder K, Freudenthaler S, Gleiter CH, Gundert-Remy U, Skopp G, Aderjan R, Fuhr U: The role of active metabolites in dihydrocodeine effects. Int J Clin Pharmacol Ther. 2003 Mar;41(3):95-106. Pubmed
- • O'Neill WM, Hanks GW, Simpson P, Fallon MT, Jenkins E, Wesnes K: The cognitive and psychomotor effects of morphine in healthy subjects: a randomized controlled trial of repeated (four) oral doses of dextropropoxyphene, morphine, lorazepam and placebo. Pain. 2000 Mar;85(1-2):209-15. Pubmed
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PATENTS
PATENTS
PubChem Patent
Google Patent