Pentoxyverine tannateProduct ingredient for Pentoxyverine
- Name
- Pentoxyverine tannate
- Drug Entry
- Pentoxyverine
Pentoxyverine, also referred to as carbetapentane, is a non-opioid central acting antitussive with antimuscarinic, anticonvulsant 4, and local anesthetic properties. It is an active ingredient in over-the-counter cough suppressants in combination with guaifenesin and H1-receptor antagonists 1. Pentoxyverine acts on sigma-1 receptors, as well as kappa and mu-opioid receptors.
The FDA withdrew the use of all oral gel drug products containing pentoxyverine citrate.9 Other forms of pentoxyverine citrate continue to be marketed.
- Accession Number
- DBSALT002765
- Structure
Structure for Pentoxyverine tannate (DBSALT002765)
- Synonyms
- Carbetapentane tannate
- UNII
- 23K1F351T7
- CAS Number
- 1406-98-0
- Weight
- Average: 2034.678
Monoisotopic: 2033.403368057 - Chemical Formula
- C96H83NO49
- InChI Key
- LILZIIRVLKMYCP-HBNMXAOGSA-N
- InChI
- InChI=1S/C76H52O46.C20H31NO3/c77-32-1-22(2-33(78)53(32)92)67(103)113-47-16-27(11-42(87)58(47)97)66(102)112-21-52-63(119-72(108)28-12-43(88)59(98)48(17-28)114-68(104)23-3-34(79)54(93)35(80)4-23)64(120-73(109)29-13-44(89)60(99)49(18-29)115-69(105)24-5-36(81)55(94)37(82)6-24)65(121-74(110)30-14-45(90)61(100)50(19-30)116-70(106)25-7-38(83)56(95)39(84)8-25)76(118-52)122-75(111)31-15-46(91)62(101)51(20-31)117-71(107)26-9-40(85)57(96)41(86)10-26;1-3-21(4-2)14-15-23-16-17-24-19(22)20(12-8-9-13-20)18-10-6-5-7-11-18/h1-20,52,63-65,76-101H,21H2;5-7,10-11H,3-4,8-9,12-17H2,1-2H3/t52-,63-,64+,65-,76+;/m1./s1
- IUPAC Name
- 2,3-dihydroxy-5-({[(2R,3R,4S,5R,6S)-3,4,5,6-tetrakis[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]oxan-2-yl]methoxy}carbonyl)phenyl 3,4,5-trihydroxybenzoate; 2-[2-(diethylamino)ethoxy]ethyl 1-phenylcyclopentane-1-carboxylate
- SMILES
- CCN(CC)CCOCCOC(=O)C1(CCCC1)C1=CC=CC=C1.OC1=CC(=CC(O)=C1O)C(=O)OC1=C(O)C(O)=CC(=C1)C(=O)OC[C@H]1O[C@@H](OC(=O)C2=CC(OC(=O)C3=CC(O)=C(O)C(O)=C3)=C(O)C(O)=C2)[C@H](OC(=O)C2=CC(OC(=O)C3=CC(O)=C(O)C(O)=C3)=C(O)C(O)=C2)[C@@H](OC(=O)C2=CC(OC(=O)C3=CC(O)=C(O)C(O)=C3)=C(O)C(O)=C2)[C@@H]1OC(=O)C1=CC(OC(=O)C2=CC(O)=C(O)C(O)=C2)=C(O)C(O)=C1
- External Links
- ChemSpider
- 64853925
- Predicted Properties
Property Value Source Water Solubility 0.407 mg/mL ALOGPS logP 4.73 ALOGPS logP 13.51 Chemaxon logS -3.6 ALOGPS pKa (Strongest Acidic) 7.61 Chemaxon pKa (Strongest Basic) -4.8 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 36 Chemaxon Hydrogen Donor Count 25 Chemaxon Polar Surface Area 777.98 Å2 Chemaxon Rotatable Bond Count 42 Chemaxon Refractivity 393.57 m3·mol-1 Chemaxon Polarizability 149.77 Å3 Chemaxon Number of Rings 13 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon