noracymethadol (BioDeep_00000011337)
Secondary id: BioDeep_00001883985
human metabolite Endogenous blood metabolite Volatile Flavor Compounds
代谢物信息卡片
化学式: C22H29NO2 (339.2198174)
中文名称: 诺美沙朵, 去甲酰甲醇
谱图信息:
最多检出来源 Macaca mulatta(otcml) 0.18%
分子结构信息
SMILES: CCC(C(CC(C)NC)(C1=CC=CC=C1)C2=CC=CC=C2)OC(=O)C
InChI: InChI=1S/C22H29NO2/c1-5-21(25-18(3)24)22(16-17(2)23-4,19-12-8-6-9-13-19)20-14-10-7-11-15-20/h6-15,17,21,23H,5,16H2,1-4H3
描述信息
noracymethadol is a metabolite of levomethadyl acetate. Levacetylmethadol, levomethadyl acetate (USAN), Orlaam (trade name) or levo-α-acetylmethadol (LAAM) is a synthetic opioid similar in structure to methadone. It has a long duration of action due to its active metabolites. (Wikipedia)
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants > D009294 - Narcotics
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
C78272 - Agent Affecting Nervous System > C67413 - Opioid Receptor Agonist
D002491 - Central Nervous System Agents > D000700 - Analgesics
同义名列表
20 个代谢物同义名
Paracymethadol hydrochloride, (r*,r*)-(+-)-isomer; Paracymethadol hydrochloride, (S-(r*,r*))-isomer; 6-(methylamino)-4,4-Diphenyl-3-heptanol acetate; 6-(methylamino)-4,4-diphenylheptan-3-yl acetate; Paracymethadol, (S-(r*,r*))-(-)-isomer; Paracymethadol, (r*,r*)-(+-)-isomer; Paracymethadol, (R-(r*,r*))-isomer; N-Desmethyl-1-alpha-acetylmethadol; Nor-levomethadyl acetic acid; L-alpha-Acetyl-N-normethadol; Paracymethadol hydrochloride; L-alpha-Noracetylmethadol; 1 alpha-Acetylnormethadol; Noracetylmethadol; Paracymethadol; NORACYMETHADOL; Nor-laam; NLAAM; L-alpha-Acetyl-N-normethadol; Noracymethadol
数据库引用编号
14 个数据库交叉引用编号
- ChEBI: CHEBI:176690
- ChEBI: CHEBI:80647
- KEGG: C16661
- PubChem: 15129
- HMDB: HMDB0061036
- Metlin: METLIN71283
- ChEMBL: CHEMBL2111032
- chemspider: 14400
- CAS: 43033-71-2
- CAS: 1477-39-0
- PMhub: MS000025312
- PubChem: 51090985
- NIKKAJI: J474.573F
- KNApSAcK: 80647
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
1 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(1)
- Levomethadyl Acetate Metabolism Pathway:
Levomethadyl Acetate + NADH + Oxygen ⟶ Formaldehyde + NAD + Water + nor-Levomethadyl acetate
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- David A L Newcombe, Andrew A Somogyi, Felix Bochner, Jason M White. Impaired psychomotor function and plasma methadone and levo-alpha-acetylmethadol (LAAM) concentrations in opioid-substitution patients.
Experimental and clinical psychopharmacology.
2017 06; 25(3):223-233. doi:
10.1037/pha0000114. [PMID: 28414496] - Ihsan Ergün, M Cenk Akbostanci, Başol Canbakan, Bilge Koçer, Arzu Ensari, Gökhan Nergizoglu, Kenan Keven. Minimal change nephrotic syndrome with stiff-person syndrome: is there a link?.
American journal of kidney diseases : the official journal of the National Kidney Foundation.
2005 Jul; 46(1):e11-4. doi:
10.1053/j.ajkd.2005.03.009. [PMID: 15983949] - Tatiana N Nanovskaya, Sujal V Deshmukh, Rachel Miles, Steve Burmaster, Mahmoud S Ahmed. Transfer of L-alpha-acetylmethadol (LAAM) and L-alpha-acetyl-N-normethadol (norLAAM) by the perfused human placental lobule.
The Journal of pharmacology and experimental therapeutics.
2003 Jul; 306(1):205-12. doi:
10.1124/jpet.103.050690. [PMID: 12676878] - Wei Huang, Paul A Bemis, Matthew H Slawson, David E Moody. Determination of l-alpha-acetylmethadol (LAAM), norLAAM, and dinorLAAM in clinical and in vitro samples using liquid chromatography with electrospray ionization and tandem mass spectrometry.
Journal of pharmaceutical sciences.
2003 Jan; 92(1):10-20. doi:
10.1002/jps.10263. [PMID: 12486677] - Lisa M Schrott, Mary Irene Baumgart, Xuewei Zhang, Sheldon B Sparber. Prenatal opiate withdrawal activates the chick embryo hypothalamic pituitary-adrenal axis and dilates vitelline blood vessels via serotonin(2) receptors.
The Journal of pharmacology and experimental therapeutics.
2002 Oct; 303(1):257-64. doi:
10.1124/jpet.102.037044. [PMID: 12235259] - D G Wilkins, A S Valdez, G G Krueger, D E Rollins. Quantitative analysis of l-alpha-acetylmethadol, l-alpha-acetyl-N-normethadol, and l-alpha-acetyl-N,N-dinormethadol in human hair by positive ion chemical ionization mass spectrometry.
Journal of analytical toxicology.
1997 Oct; 21(6):420-6. doi:
10.1093/jat/21.6.420. [PMID: 9323520] - D E Moody, D J Crouch, C O Sakashita, M E Alburges, K Minear, J E Schulthies, R L Foltz. A gas chromatographic-positive ion chemical ionization-mass spectrometric method for the determination of I-alpha-acetylmethadol (LAAM), norLAAM, and dinorLAAM in plasma, urine, and tissue.
Journal of analytical toxicology.
1995 Oct; 19(6):343-51. doi:
10.1093/jat/19.6.343. [PMID: 8926727] - J F Borzelleca, J L Egle, L S Harris, J A Belleville. Toxicological evaluation of mu-agonists. Part II: Assessment of toxicity following 30 days of repeated oral dosing of male and female rats with levo-alpha-noracetylmethadol HCl (NorLAAM).
Journal of applied toxicology : JAT.
1995 Sep; 15(5):339-55. doi:
10.1002/jat.2550150503. [PMID: 8666717] - B F Thomas, A R Jeffcoat, M W Myers, J M Mathews, C E Cook. Determination of l-alpha-acetylmethadol, l-alpha-noracetylmethadol and l-alpha-dinoracetylmethadol in plasma by gas chromatography-mass spectrometry.
Journal of chromatography. B, Biomedical applications.
1994 May; 655(2):201-11. doi:
10.1016/0378-4347(94)00097-2. [PMID: 8081466] - K Verebey, A DePace, S J Mulé. Quantitation of l-alpha-acetylmethadol and its metabolites in human serum by capillary gas-liquid chromatography and nitrogen detection.
Journal of chromatography.
1985 Oct; 343(2):339-48. doi:
10.1016/s0378-4347(00)84602-2. [PMID: 4066875] - R C James, R W Freeman, R D Harbison. L-alpha-acetylmethadol-induced tissue alterations in mice.
Drug and chemical toxicology.
1984; 7(1):91-112. doi:
10.3109/01480548409014175. [PMID: 6723548] - R C James, R D Harbison. Hepatic glutathione and hepatotoxicity: effects of cytochrome P-450 complexing compounds SKF 525-A, L-alpha acetylmethadol (LAAM), norLAAM, and piperonyl butoxide.
Biochemical pharmacology.
1982 May; 31(10):1829-35. doi:
10.1016/0006-2952(82)90484-1. [PMID: 7104014] - L Lichtblau, B S Finkle, S B Sparber. Cumulation of active metabolites of levo-alpha-acetylmethadol in the rat fetus and neonate.
Life sciences.
1982 Jan; 30(3):307-12. doi:
10.1016/0024-3205(82)90513-6. [PMID: 7070211] - F L Tse, P G Welling. Pharmacokinetics of acetylmethadols I: gas-liquid chromatographic determination of L-alpha-acetylmethadol and its major metabolites in plasma.
Biopharmaceutics & drug disposition.
1980 Apr; 1(4):203-9. doi:
10.1002/bdd.2510010408. [PMID: 7448349] - T Asakawa, C Johnson, J Ruiz, I Scheinbaum, T R Russell, R Ho, E W Sutherland. Activation by 'feedback regulator' and some properties of guanylate cyclase of plasma membrane of rat epididymal fat cells.
Biochemical and biophysical research communications.
1976 Oct; 72(4):1335-42. doi:
10.1016/s0006-291x(76)80161-1. [PMID: 11790] - P Szylman, O S Better, C Chaimowitz, A Rosler. Role of hyperkalemia in the metabolic acidosis of isolated hypoaldosteronism.
The New England journal of medicine.
1976 Feb; 294(7):361-5. doi:
10.1056/nejm197602122940703. [PMID: 1674]