tetrapotassium (4S)-4-[(2S,5R,7R,9R,11S,15R,16S)-2,15-dimethyl-5,9,16-tris(sulfonatooxy)tetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentyl sulfate

• ChemBase ID: 176415
• Molecular Formular: C24H38K4O16S4
• Molecular Mass: 867.20212
• Monoisotopic Mass: 865.95909586
• SMILES: C1[C@H](C[C@H]2[C@](C1)(C1C([C@@H](C2)OS(=O)(=O)[O-])[C@H]2[C@]([C@H](C1)OS(=O)(=O)[O-])(C(CC2)[C@H](CCCOS(=O)(=O)[O-])C)C)C)OS(=O)(=O)[O-].[K+].[K+].[K+].[K+]
• Canonical SMILES: C[C@H](C1CC[C@@H]2[C@]1(C)[C@H](CC1C2[C@@H](C[C@@H]2[C@]1(C)CC[C@H](C2)OS(=O)(=O)[O-])OS(=O)(=O)[O-])OS(=O)(=O)[O-])CCCOS(=O)(=O)[O-].[K+].[K+].[K+].[K+]
• InChI: InChI=1S/C24H42O16S4.4K/c1-14(5-4-10-37-41(25,26)27)17-6-7-18-22-19(13-21(24(17,18)3)40-44(34,35)36)23(2)9-8-16(38-42(28,29)30)11-15(23)12-20(22)39-43(31,32)33;;;;/h14-22H,4-13H2,1-3H3,(H,25,26,27)(H,28,29,30)(H,31,32,33)(H,34,35,36);;;;/q;4*+1/p-4/t14-,15+,16+,17?,18-,19?,20+,21-,22?,23-,24+;;;;/m0..../s1
• InChIKey: FRQCGFNZMCVWNU-VKRBYAGFSA-J

NAMES AND DATABASE IDS

Names

• IUPAC name: tetrapotassium (4S)-4-[(2S,5R,7R,9R,11S,15R,16S)-2,15-dimethyl-5,9,16-tris(sulfonatooxy)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentyl sulfate
• IUPAC Traditional name: tetrapotassium (4S)-4-[(2S,5R,7R,9R,11S,15R,16S)-2,15-dimethyl-5,9,16-tris(sulfonatooxy)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentyl sulfate
• Synonyms: (3α,5α,7α,12α)-Cholane-3,7,12,24-tetrol Tetrakis(hydrogen sulfate) Tetrapotassium Salt; ,; Petromyzonol 3,7,12,21-Tetrasulfate

Database IDs

• CAS Number: 384342-62-5
• PubChem SID: 164232325
• PubChem CID: 71751550

CALCULATED PROPERTIES

• Acid pKa: -2.2682214
• H Acceptors: 12
• H Donor: 0
• LogD (pH = 5.5): -6.9195576
• LogD (pH = 7.4): -6.919594
• Log P: 2.5860007
• Molar Refractivity: 146.533 cm^3
• Polarizability: 63.471073 Å^3
• Polar Surface Area: 265.72 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Powder

DETAILS

Toronto Research Chemicals - P293550

A bile salt derivative isolated from the sea lamprey (Petromyzon marinus ) ammocoete (larval form). May be used to study the biochemical characteristics of these and other compounds containing the allocholic acid ring nucleus as well as for their ability

REFERENCES

• Haslewood, G., et al.: Biochem. J., 114, 179 (1969)
• Sorensen, P.W., et al.: J. Gen. Physiol., 105, 569 (1995)