{[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 2168
• Molecular Formular: C12H23O14P
• Molecular Mass: 422.276381
• Monoisotopic Mass: 422.08254205
• SMILES: OC[C@@H]1O[C@H](O[C@H]2O[C@@H](COP(=O)(O)O)[C@H](O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H](O[C@H]2O[C@@H](COP(=O)(O)O)[C@@H]([C@H]([C@@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C12H23O14P/c13-1-3-5(14)7(16)9(18)11(24-3)26-12-10(19)8(17)6(15)4(25-12)2-23-27(20,21)22/h3-19H,1-2H2,(H2,20,21,22)/t3-,4-,5-,6-,7+,8+,9-,10-,11+,12+/m0/s1
• InChIKey: LABSPYBHMPDTEL-JGZVXCDNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: @trehalose-6-phosphate
• Synonyms: Trehalose-6-Phosphate

Database IDs

• CAS Number: 4484-88-2
• PubChem SID: 46506650; 160965622
• PubChem CID: 46936379

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2229091
• H Acceptors: 13
• H Donor: 9
• LogD (pH = 5.5): -7.268887
• LogD (pH = 7.4): -8.359058
• Log P: -4.826941
• Molar Refractivity: 79.2096 cm^3
• Polarizability: 33.588593 Å^3
• Polar Surface Area: 236.06 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.42
• LOG S: -1.02
• Solubility (Water): 4.06e+01 g/l

DETAILS

DrugBank - DB02430

Drug information: experimental