(1S,2R,3S,6S,9S,10R,14R,17S,18R,19S)-12-ethyl-19-hydroxy-17-methoxy-14-methyl-4-oxo-5-oxa-12-azahexacyclo[8.7.2.12,6.01,11.03,9.014,18]icosan-9-yl benzoate hydrochloride

• ChemBase ID: 155679
• Molecular Formular: C29H38ClNO6
• Molecular Mass: 532.06812
• Monoisotopic Mass: 531.23876562
• SMILES: CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@@H]([C@H](C13)[C@]1(CC[C@@H]2C[C@@H]4[C@@H]1C(=O)O2)OC(=O)c1ccccc1)O)OC)C.Cl
• Canonical SMILES: CO[C@H]1CC[C@@]2([C@@H]3[C@]41C(N(C2)CC)[C@@H]([C@H]3O)[C@@]1([C@@H]2[C@H]4C[C@@H](CC1)OC2=O)OC(=O)c1ccccc1)C.Cl
• InChI: InChI=1S/C29H37NO6.ClH/c1-4-30-15-27(2)12-11-19(34-3)29-18-14-17-10-13-28(20(18)26(33)35-17,21(24(29)30)22(31)23(27)29)36-25(32)16-8-6-5-7-9-16;/h5-9,17-24,31H,4,10-15H2,1-3H3;1H/t17-,18+,19-,20+,21-,22+,23+,24?,27-,28+,29-;/m0./s1
• InChIKey: BFFRNKZYZJVSJP-MOFCGRQPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,3S,6S,9S,10R,14R,17S,18R,19S)-12-ethyl-19-hydroxy-17-methoxy-14-methyl-4-oxo-5-oxa-12-azahexacyclo[8.7.2.1^2,^6.0^1,^1^1.0^3,^9.0^1^4,^1^8]icosan-9-yl benzoate hydrochloride
• IUPAC Traditional name: (1S,2R,3S,6S,9S,10R,14R,17S,18R,19S)-12-ethyl-19-hydroxy-17-methoxy-14-methyl-4-oxo-5-oxa-12-azahexacyclo[8.7.2.1^2,^6.0^1,^1^1.0^3,^9.0^1^4,^1^8]icosan-9-yl benzoate hydrochloride
• Synonyms: Benzoylheteratisine hydrochloride

Database IDs

• MDL Number: MFCD00467628
• PubChem SID: 162249817
• PubChem CID: 71312198

CALCULATED PROPERTIES

• Acid pKa: 14.507343
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.69320446
• LogD (pH = 7.4): 0.18777288
• Log P: 2.7699046
• Molar Refractivity: 131.4394 cm^3
• Polarizability: 52.676544 Å^3
• Polar Surface Area: 85.3 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97% (TLC)

DETAILS

Sigma Aldrich - B6181

Biochem/physiol Actions
A Na+ channel blocker; potent antiarrhythmic; local anesthetic
Warning
Protect from light.