Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2012-09-06 15:16:51 UTC |
---|
Update Date | 2022-03-07 02:51:56 UTC |
---|
HMDB ID | HMDB0015330 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Tubocurarine |
---|
Description | Tubocurarine is only found in individuals that have used or taken this drug. It is a neuromuscular blocker and active ingredient in curare; plant based alkaloid of Menispermaceae. [PubChem]Tubocurarine, the chief alkaloid in tobacco products, binds stereo-selectively to nicotinic-cholinergic receptors at the autonomic ganglia, in the adrenal medulla, at neuromuscular junctions, and in the brain. Two types of central nervous system effects are believed to be the basis of Tubocurarine's positively reinforcing properties. A stimulating effect is exerted mainly in the cortex via the locus ceruleus and a reward effect is exerted in the limbic system. At low doses the stimulant effects predominate while at high doses the reward effects predominate. Intermittent intravenous administration of Tubocurarine activates neurohormonal pathways, releasing acetylcholine, norepinephrine, dopamine, serotonin, vasopressin, beta-endorphin, growth hormone, and ACTH. |
---|
Structure | [H][C@@]12CC3=CC=C(OC4=C5C(CC[N+](C)(C)[C@]5([H])CC5=CC(OC6=C(OC)C=C(CCN1C)C2=C6)=C(O)C=C5)=CC(OC)=C4O)C=C3 InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-37-35-25(20-34(43-5)36(37)41)13-15-39(2,3)29(35)17-23-8-11-30(40)31(18-23)45-33/h6-11,18-21,28-29H,12-17H2,1-5H3,(H-,40,41)/p+1/t28-,29+/m0/s1 |
---|
Synonyms | Value | Source |
---|
(+)-Tubocurarine | ChEBI | 7',12'-Dihydroxy-6,6'-dimethoxy-2,2',2'-trimethyltubocuraranium | ChEBI | D-Tubocurarine | ChEBI | Tubocurarin | ChEBI | D-Tubocurarine chloride | HMDB | Isoquinoline alkaloid | HMDB | Tubocurarine chloride | HMDB | Tubocurarinum | HMDB | D-Tubocurare | HMDB | Tubocurare | HMDB |
|
---|
Chemical Formula | C37H41N2O6 |
---|
Average Molecular Weight | 609.7312 |
---|
Monoisotopic Molecular Weight | 609.296462054 |
---|
IUPAC Name | (1S,16R)-9,21-dihydroxy-10,25-dimethoxy-15,15,30-trimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.2³,⁶.1⁸,¹².1¹⁸,²².0²⁷,³¹.0¹⁶,³⁴]hexatriaconta-3,5,8(34),9,11,18(33),19,21,24,26,31,35-dodecaen-15-ium |
---|
Traditional Name | tubocurarine |
---|
CAS Registry Number | 6989-98-6 |
---|
SMILES | [H][C@@]12CC3=CC=C(OC4=C5C(CC[N+](C)(C)[C@]5([H])CC5=CC(OC6=C(OC)C=C(CCN1C)C2=C6)=C(O)C=C5)=CC(OC)=C4O)C=C3 |
---|
InChI Identifier | InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-37-35-25(20-34(43-5)36(37)41)13-15-39(2,3)29(35)17-23-8-11-30(40)31(18-23)45-33/h6-11,18-21,28-29H,12-17H2,1-5H3,(H-,40,41)/p+1/t28-,29+/m0/s1 |
---|
InChI Key | JFJZZMVDLULRGK-URLMMPGGSA-O |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups. |
---|
Kingdom | Organic compounds |
---|
Super Class | Organic oxygen compounds |
---|
Class | Organooxygen compounds |
---|
Sub Class | Ethers |
---|
Direct Parent | Diarylethers |
---|
Alternative Parents | |
---|
Substituents | - Diaryl ether
- Tetrahydroisoquinoline
- Anisole
- Alkyl aryl ether
- 1-hydroxy-2-unsubstituted benzenoid
- Aralkylamine
- Benzenoid
- Tetraalkylammonium salt
- Quaternary ammonium salt
- Tertiary amine
- Tertiary aliphatic amine
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Amine
- Organic nitrogen compound
- Organonitrogen compound
- Hydrocarbon derivative
- Organopnictogen compound
- Organic salt
- Organic cation
- Aromatic heteropolycyclic compound
|
---|
Molecular Framework | Aromatic heteropolycyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
Not Available | Not Available |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.00032 g/L | Not Available | LogP | Not Available | Not Available |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | | Show more...
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
Tubocurarine,1TMS,isomer #1 | COC1=CC2=C3C=C1OC1=CC(=CC=C1O[Si](C)(C)C)C[C@@H]1C4=C(C=C(OC)C(O)=C4OC4=CC=C(C=C4)C[C@@H]3N(C)CC2)CC[N+]1(C)C | 4786.4 | Semi standard non polar | 33892256 | Tubocurarine,1TMS,isomer #2 | COC1=CC2=C3C=C1OC1=CC(=CC=C1O)C[C@@H]1C4=C(C=C(OC)C(O[Si](C)(C)C)=C4OC4=CC=C(C=C4)C[C@@H]3N(C)CC2)CC[N+]1(C)C | 4775.1 | Semi standard non polar | 33892256 | Tubocurarine,2TMS,isomer #1 | COC1=CC2=C3C=C1OC1=CC(=CC=C1O[Si](C)(C)C)C[C@@H]1C4=C(C=C(OC)C(O[Si](C)(C)C)=C4OC4=CC=C(C=C4)C[C@@H]3N(C)CC2)CC[N+]1(C)C | 4748.1 | Semi standard non polar | 33892256 | Tubocurarine,1TBDMS,isomer #1 | COC1=CC2=C3C=C1OC1=CC(=CC=C1O[Si](C)(C)C(C)(C)C)C[C@@H]1C4=C(C=C(OC)C(O)=C4OC4=CC=C(C=C4)C[C@@H]3N(C)CC2)CC[N+]1(C)C | 4987.3 | Semi standard non polar | 33892256 | Tubocurarine,1TBDMS,isomer #2 | COC1=CC2=C3C=C1OC1=CC(=CC=C1O)C[C@@H]1C4=C(C=C(OC)C(O[Si](C)(C)C(C)(C)C)=C4OC4=CC=C(C=C4)C[C@@H]3N(C)CC2)CC[N+]1(C)C | 4970.6 | Semi standard non polar | 33892256 | Tubocurarine,2TBDMS,isomer #1 | COC1=CC2=C3C=C1OC1=CC(=CC=C1O[Si](C)(C)C(C)(C)C)C[C@@H]1C4=C(C=C(OC)C(O[Si](C)(C)C(C)(C)C)=C4OC4=CC=C(C=C4)C[C@@H]3N(C)CC2)CC[N+]1(C)C | 5097.5 | Semi standard non polar | 33892256 |
| Show more...
---|
Spectra |
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - Tubocurarine GC-MS (Non-derivatized) - 70eV, Positive | splash10-052f-0000091000-3781da48d16d597964cc | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tubocurarine GC-MS (1 TMS) - 70eV, Positive | splash10-01bi-0000009000-cf3870f9fb70af6daa94 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tubocurarine GC-MS (TMS_1_2) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tubocurarine GC-MS (TMS_2_1) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tubocurarine GC-MS (TBDMS_1_1) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tubocurarine GC-MS (TBDMS_1_2) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tubocurarine GC-MS (TBDMS_2_1) - 70eV, Positive | Not Available | 2021-10-16 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Tubocurarine GC-MS ("Tubocurarine,1TMS,#1" TMS) - 70eV, Positive | Not Available | 2021-10-20 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Experimental LC-MS/MS | LC-MS/MS Spectrum - Tubocurarine Linear Ion Trap , positive-QTOF | splash10-03di-0000090000-3b12a16109f25ee30930 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Tubocurarine Linear Ion Trap , positive-QTOF | splash10-03di-0000090000-7ed720c5e8c5ce8facd3 | 2017-09-14 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tubocurarine 10V, Positive-QTOF | splash10-0a59-0000089000-ac5f8d663869b48af1f0 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tubocurarine 20V, Positive-QTOF | splash10-0560-0000091000-b985ecd4a2b2ff4197d8 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Tubocurarine 40V, Positive-QTOF | splash10-0fk9-0000090000-ae66666801b8fb874ed4 | 2017-09-01 | Wishart Lab | View Spectrum |
| Show more...
---|
Biological Properties |
---|
Cellular Locations | |
---|
Biospecimen Locations | |
---|
Tissue Locations | Not Available |
---|
Pathways | |
---|
Normal Concentrations |
---|
| |
Blood | Expected but not Quantified | Not Quantified | Not Available | Not Available | Taking drug identified by DrugBank entry DB01199 | | details | Urine | Expected but not Quantified | Not Quantified | Not Available | Not Available | Taking drug identified by DrugBank entry DB01199 | | details |
|
---|
Abnormal Concentrations |
---|
| Not Available |
---|
Predicted Concentrations |
---|
| |
Blood | 0.000 uM | Adult (>18 years old) | Both | Normal | Predicted based on drug qualities | Blood | 0.000 umol/mmol creatinine | Adult (>18 years old) | Both | Normal | Predicted based on drug qualities |
|
---|
Associated Disorders and Diseases |
---|
Disease References | None |
---|
Associated OMIM IDs | None |
---|
External Links |
---|
DrugBank ID | DB01199 |
---|
Phenol Explorer Compound ID | Not Available |
---|
FooDB ID | Not Available |
---|
KNApSAcK ID | C00001927 |
---|
Chemspider ID | 5778 |
---|
KEGG Compound ID | C07547 |
---|
BioCyc ID | Not Available |
---|
BiGG ID | Not Available |
---|
Wikipedia Link | Tubocurarine_chloride |
---|
METLIN ID | Not Available |
---|
PubChem Compound | 6000 |
---|
PDB ID | Not Available |
---|
ChEBI ID | 9774 |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
MarkerDB ID | Not Available |
---|
Good Scents ID | Not Available |
---|
References |
---|
Synthesis Reference | Not Available |
---|
Material Safety Data Sheet (MSDS) | Not Available |
---|
General References | - Youssef SA, Ramadan A, Afifi NA, Aziz MD: Influence of sodium taurocholate on the potency and duration of action of some neuromuscular blocking agents. Dtsch Tierarztl Wochenschr. 1991 Jun;98(6):213-6. [PubMed:1889362 ]
|
---|