(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,13R,14S,17R)-14-hydroxy-4-(2H3)methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraen-10-yl]oxy}oxane-2-carboxylic acid

• ChemBase ID: 156416
• Molecular Formular: C23H27NO9
• Molecular Mass: 461.46178
• Monoisotopic Mass: 461.16858145
• SMILES: CN1CC[C@]23c4c5ccc(c4O[C@H]2[C@H](C=C[C@H]3C1C5)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C(=O)O)O)O)O
• Canonical SMILES: O[C@@H]1[C@@H](O)[C@@H](O[C@@H]([C@H]1O)C(=O)O)Oc1ccc2c3c1O[C@@H]1[C@@]43CCN(C(C2)[C@@H]4C=C[C@@H]1O)C
• InChI: InChI=1S/C23H27NO9/c1-24-7-6-23-10-3-4-12(25)20(23)32-18-13(5-2-9(14(18)23)8-11(10)24)31-22-17(28)15(26)16(27)19(33-22)21(29)30/h2-5,10-12,15-17,19-20,22,25-28H,6-8H2,1H3,(H,29,30)/t10-,11?,12-,15-,16-,17+,19-,20-,22+,23-/m0/s1
• InChIKey: WAEXKFONHRHFBZ-JCGTYHKPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,13R,14S,17R)-14-hydroxy-4-(^2H₃)methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10,15-tetraen-10-yl]oxy}oxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,13R,14S,17R)-14-hydroxy-4-(^2H₃)methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10,15-tetraen-10-yl]oxy}oxane-2-carboxylic acid
• Synonyms: Morphine-N-methyl-d3-β-D-glucuronide solution; Morphine-d3-β-D-glucuronide solution; 吗啡-N-甲基-d3-β-D-葡萄糖苷酸 溶液; 吗啡-d3-β-D-葡萄糖苷酸 溶液

Database IDs

• EC Number: 200-659-6
• MDL Number: MFCD05664361
• PubChem SID: 162250554
• PubChem CID: 71312313

CALCULATED PROPERTIES

• Acid pKa: 2.673982
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -3.4821389
• LogD (pH = 7.4): -3.4876406
• Log P: -3.4819388
• Molar Refractivity: 112.1342 cm^3
• Polarizability: 44.344105 Å^3
• Polar Surface Area: 149.15 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 11 °C; 136 °F; 51.8 °F; 58 °C
• Mass Shift: M+3

Safety Information

• European Hazard Symbols: Flammable (F); Toxic (T)
• UN Number: 1230; 2265
• German water hazard class: 1
• Hazard Class: 3
• Packing Group: 2; 3
• Risk Statements: 11-23/24/25-39/23/24/25; 61-20/21-36
• Safety Statements: 53-26-36/37-45; 7-16-36/37-45
• GHS Pictograms: GHS02; GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H301-H311-H331-H370
• GHS Precautionary statements: P210-P260-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1230 3/PG 2; UN 2265 3/PG 3
• Drug Control: regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: -20°C

Product Information

• Concentration: 1 mg/mL in DMF; 100 μg/mL in DMF
• Grade: drug standard
• Isotopic Purity: 99 atom % D