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Tubocurarine Chloride

Synopsis, Chemistry

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Also known as: Tubocurarine chloride, Sr-05000001878, 6989-98-6, 57-94-3, Chembl1687, Schembl41170

Molecular Formula

C₃₇H₄₁ClN₂O₆

Molecular Weight

645.2 g/mol

InChI Key

MHXYWXHKLBMJKL-QBYKQQEBSA-N

A neuromuscular blocker and active ingredient in CURARE; plant based alkaloid of Menispermaceae.

1 2D Structure

Tubocurarine Chloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1S,16R)-10,25-dimethoxy-15,15,30-trimethyl-7,23-dioxa-30-aza-15-azoniaheptacyclo[22.6.2.23,6.18,12.118,22.027,31.016,34]hexatriaconta-3(36),4,6(35),8(34),9,11,18(33),19,21,24,26,31-dodecaene-9,21-diol;chloride

2.1.2 InChI

InChI=1S/C37H40N2O6.ClH/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);1H/t28-,29+;/m0./s1

2.1.3 InChI Key

MHXYWXHKLBMJKL-QBYKQQEBSA-N

2.1.4 Canonical SMILES

CN1CCC2=CC(=C3C=C2C1CC4=CC=C(C=C4)OC5=C6C(CC7=CC(=C(C=C7)O)O3)[N+](CCC6=CC(=C5O)OC)(C)C)OC.[Cl-]

2.1.5 Isomeric SMILES

CN1CCC2=CC(=C3C=C2[C@@H]1CC4=CC=C(C=C4)OC5=C6[C@@H](CC7=CC(=C(C=C7)O)O3)[N+](CCC6=CC(=C5O)OC)(C)C)OC.[Cl-]

2.2 Synonyms

2.2.1 MeSH Synonyms

1. D-tubocurare

2. D-tubocurarine

3. Tubocurare

4. Tubocurarine

5. Tubocurarine Chloride

2.2.2 Depositor-Supplied Synonyms

1. Tubocurarine Chloride

2. Sr-05000001878

3. 6989-98-6

4. 57-94-3

5. Chembl1687

6. Schembl41170

7. Spectrum1500602

8. Hms2092c04

9. Pharmakon1600-01500602

10. Ccg-39898

11. Nsc757362

12. Sr-05000001878-1

13. Sr-05000001878-3

2.3 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₃₇H₄₁ClN₂O₆
Molecular Weight	645.2 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	2
Exact Mass	644.2653147 g/mol
Monoisotopic Mass	644.2653147 g/mol
Topological Polar Surface Area	80.6 Å²
Heavy Atom Count	46
Formal Charge	0
Complexity	990
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Neuromuscular Nondepolarizing Agents

Drugs that interrupt transmission at the skeletal neuromuscular junction without causing depolarization of the motor end plate. They prevent acetylcholine from triggering muscle contraction and are used as muscle relaxants during electroshock treatments, in convulsive states, and as anesthesia adjuvants. (See all compounds classified as Neuromuscular Nondepolarizing Agents.)

Nicotinic Antagonists

Drugs that bind to nicotinic cholinergic receptors (RECEPTORS, NICOTINIC) and block the actions of acetylcholine or cholinergic agonists. Nicotinic antagonists block synaptic transmission at autonomic ganglia, the skeletal neuromuscular junction, and at central nervous system nicotinic synapses. (See all compounds classified as Nicotinic Antagonists.)