disodium {[(1S,2S,4S,5S,7S,8R,9R,11S,13S)-1-methyl-17-oxo-7-(propan-2-yl)-3,6,10,16-tetraoxaheptacyclo[11.7.0.02,4.02,9.05,7.09,11.014,18]icos-14(18)-en-8-yl]oxy}methyl phosphate

• ChemBase ID: 179019
• Molecular Formular: C21H25Na2O10P
• Molecular Mass: 514.370501
• Monoisotopic Mass: 514.09807219
• SMILES: C1C2=C([C@H]3[C@](C1)([C@@]14[C@@]5([C@H](C3)O5)[C@@H]([C@@]3([C@H]([C@H]1O4)O3)C(C)C)OCOP(=O)([O-])[O-])C)COC2=O.[Na+].[Na+]
• Canonical SMILES: O=C1OCC2=C1CC[C@]1([C@H]2C[C@H]2[C@@]3([C@@]41O[C@@H]4[C@@H]1O[C@@]1([C@H]3OCOP(=O)([O-])[O-])C(C)C)O2)C.[Na+].[Na+]
• InChI: InChI=1S/C21H27O10P.2Na/c1-9(2)19-14(30-19)15-21(31-15)18(3)5-4-10-11(7-26-16(10)22)12(18)6-13-20(21,29-13)17(19)27-8-28-32(23,24)25;;/h9,12-15,17H,4-8H2,1-3H3,(H2,23,24,25);;/q;2*+1/p-2/t12-,13-,14-,15-,17+,18-,19-,20+,21+;;/m0../s1
• InChIKey: ZHBJMVNZRZUQEP-KIKMAQITSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium {[(1S,2S,4S,5S,7S,8R,9R,11S,13S)-1-methyl-17-oxo-7-(propan-2-yl)-3,6,10,16-tetraoxaheptacyclo[11.7.0.0^2,^4.0^2,^9.0^5,^7.0^9,^1^1.0^1^4,^1^8]icos-14(18)-en-8-yl]oxy}methyl phosphate
• IUPAC Traditional name: disodium {[(1S,2S,4S,5S,7S,8R,9R,11S,13S)-7-isopropyl-1-methyl-17-oxo-3,6,10,16-tetraoxaheptacyclo[11.7.0.0^2,^4.0^2,^9.0^5,^7.0^9,^1^1.0^1^4,^1^8]icos-14(18)-en-8-yl]oxy}methyl phosphate
• Synonyms: Minnelide; Triptolide O-Methyl Phosphate Disodium Salt

Database IDs

• PubChem SID: 164234929
• PubChem CID: 46203139

CALCULATED PROPERTIES

• Acid pKa: 1.4567052
• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): -1.1398648
• LogD (pH = 7.4): -2.0338237
• Log P: 1.267232
• Molar Refractivity: 101.7431 cm^3
• Polarizability: 42.588417 Å^3
• Polar Surface Area: 145.54 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Solid
• Melting Point: >185°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - T815620

Triptolide (T815600) derivative. Diterpenoid triepoxide with immunosuppressant and antitumor properties.