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53648-55-8 molecular structure
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(1R,9S)-15-amino-1-methyltricyclo[7.5.1.0^{2,7}]pentadeca-2(7),3,5-trien-4-ol

ChemBase ID: 1079
Molecular Formular: C16H23NO
Molecular Mass: 245.35992
Monoisotopic Mass: 245.17796436
SMILES and InChIs

SMILES:
Oc1cc2[C@@]3(C(N)[C@H](Cc2cc1)CCCCC3)C
Canonical SMILES:
Oc1ccc2c(c1)[C@@]1(C)CCCCC[C@@H](C2)C1N
InChI:
InChI=1S/C16H23NO/c1-16-8-4-2-3-5-12(15(16)17)9-11-6-7-13(18)10-14(11)16/h6-7,10,12,15,18H,2-5,8-9,17H2,1H3/t12-,15?,16+/m0/s1
InChIKey:
VTMVHDZWSFQSQP-ZDKIRESNSA-N

Cite this record

CBID:1079 http://www.chembase.cn/molecule-1079.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1R,9S)-15-amino-1-methyltricyclo[7.5.1.0^{2,7}]pentadeca-2(7),3,5-trien-4-ol
IUPAC Traditional name
dezocine
Brand Name
Dalgan
Synonyms
Dezocina [INN-Spanish]
Dezocinum [INN-Latin]
Dezocine
CAS Number
53648-55-8
PubChem SID
160964542
PubChem CID
40841

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
DrugBank DB01209 external link
PubChem 40841 external link
Data Source Data ID Price

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 10.426797  H Acceptors
H Donor LogD (pH = 5.5) 0.59708244 
LogD (pH = 7.4) 1.3117145  Log P 3.2300963 
Molar Refractivity 74.1902 cm3 Polarizability 29.278252 Å3
Polar Surface Area 46.25 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P 3.77  LOG S -4.24 
Solubility (Water) 1.40e-02 g/l 

PROPERTIES

PROPERTIES

Physical Property Bioassay(PubChem)
Hydrophobicity(logP)
3.3 expand Show data source

DETAILS

DETAILS

DrugBank DrugBank
DrugBank - DB01209 external link
Item Information
Drug Groups approved
Description Dezocine is a partial opiate drug and is used for pain management. Dezocine is a very effective alternative to fentanyl when administered during outpatient laparoscopy, although is associated with an increased incidence of postoperative nausea.
Indication Indicated in the treatment of moderate to severe pain.
Pharmacology Dezocine is a parenteral narcotic analgesic possessing both agonist and antagonist activity. It is similar to morphine with respect to analgesic potency and onset and duration of action. The narcotic antagonist activity is greater than that of pentazocine.
Toxicity Symptoms of overdose include cold and clammy skin, confusion, nervousness, or severe restlessness, convulsions (seizures), severe dizziness, severe drowsiness, low blood pressure, pinpoint pupils of eyes, slow heartbeat, slow or troubled breathing and severe weakness.
Affected Organisms
Humans and other mammals
Biotransformation Hepatic, via conjugation (glucuronidation).
Absorption Rapid and complete following intramuscular administration.
Half Life Elimination half-life following intramuscular administration averages 2.2 hours. Elimination half-life following a 5mg intravenous dose averages 1.7 to 2.6 hours (range 0.6 to 4.4 hours) while a 10mg dose averages 2.4 to 2.6 hours (range 1.2 to 7.4 hours). In patients with hepatic cirrhosis, the half-life is increased by 30 to 50%.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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