(1S,16R)-9,21-dihydroxy-10,25-dimethoxy-15,15,30-trimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.2^{3,6}.1^{8,12}.1^{18,22}.0^{27,31}.0^{16,34}]hexatriaconta-3,5,8,10,12(34),18(33),19,21,24(32),25,27(31),35-dodecaen-15-ium

• ChemBase ID: 1069
• Molecular Formular: C37H41N2O6+
• Molecular Mass: 609.73124
• Monoisotopic Mass: 609.29646204
• SMILES: O1c2c3[C@H]([N+](CCc3cc(OC)c2O)(C)C)Cc2cc(Oc3cc4[C@@H](N(CCc4cc3OC)C)Cc3ccc1cc3)c(O)cc2
• Canonical SMILES: COc1cc2CCN([C@@H]3c2cc1Oc1cc(ccc1O)C[C@@H]1c2c(CC[N+]1(C)C)cc(c(c2Oc1ccc(C3)cc1)O)OC)C
• InChI: 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
• InChIKey: JFJZZMVDLULRGK-URLMMPGGSA-O

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,16R)-9,21-dihydroxy-10,25-dimethoxy-15,15,30-trimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.2^{3,6}.1^{8,12}.1^{18,22}.0^{27,31}.0^{16,34}]hexatriaconta-3,5,8,10,12(34),18(33),19,21,24(32),25,27(31),35-dodecaen-15-ium
• IUPAC Traditional name: (1S,16R)-9,21-dihydroxy-10,25-dimethoxy-15,15,30-trimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.2^{3,6}.1^{8,12}.1^{18,22}.0^{27,31}.0^{16,34}]hexatriaconta-3,5,8,10,12(34),18(33),19,21,24(32),25,27(31),35-dodecaen-15-ium
• Brand Name: Delacurarine; Jexin; Tubarine; Curare
• Synonyms: D-Tubocurarine; D-Tubocurarine Chloride; Isoquinoline Alkaloid; Tubocurarin; Tubocurarine Chloride; Tubocurarinum; Tubocurarine

Database IDs

• CAS Number: 6989-98-6
• PubChem SID: 46505279; 160964532
• PubChem CID: 6000

CALCULATED PROPERTIES

JChem

• Polarizability: 67.55122 Å^3
• Polar Surface Area: 80.62 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false
• Acid pKa: 8.585149
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.65644765
• LogD (pH = 7.4): 2.2013767
• Log P: 3.144135
• Molar Refractivity: 187.0636 cm^3

ALOGPS 2.1

• Solubility (Water): 3.23e-04 g/l
• Log P: 3.12
• LOG S: -6.3

DETAILS

DrugBank - DB01199

• Drug Groups: approved
• Description: A neuromuscular blocker and active ingredient in curare; plant based alkaloid of Menispermaceae. [PubChem]
• Indication: Used as a diagnosis agent for myasthenia gravis, and also to facilitate the intubation after induction of anesthesia in surgical procedure
• Pharmacology: Tubocurarine, a naturally occurring alkaloid, is used to treat smoking withdrawl syndrom.
• Affected Organisms: Humans and other mammals
• Half Life: 1-2 hours
• External Links: Wikipedia