(1R,2S,6R,7S)-2,6-dimethyl-4,10-dioxatricyclo[5.2.1.02,6]decane-3,5-dione

• ChemBase ID: 138282
• Molecular Formular: C10H12O4
• Molecular Mass: 196.19988
• Monoisotopic Mass: 196.07355886
• SMILES: C[C@@]12[C@H]3CC[C@@H]([C@@]1(C(=O)OC2=O)C)O3
• Canonical SMILES: O=C1OC(=O)[C@@]2([C@@]1(C)[C@H]1CC[C@@H]2O1)C
• InChI: InChI=1S/C10H12O4/c1-9-5-3-4-6(13-5)10(9,2)8(12)14-7(9)11/h5-6H,3-4H2,1-2H3/t5-,6+,9+,10-
• InChIKey: DHZBEENLJMYSHQ-XCVPVQRUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,6R,7S)-2,6-dimethyl-4,10-dioxatricyclo[5.2.1.0^2,^6]decane-3,5-dione
• IUPAC Traditional name: cantharidin
• Synonyms: Hexahydro-3a,7a-dimethyl-4,7-epoxyisobenzofuran-1,3-dione; 3a,7a-Dimethylhexahydro-4,7-epoxyisobenzofuran-1,3-dione; 7a-Dimethylhexahydro-3a,4,7-epoxyisobenzofuran; Cantharidine; Cantharidin; 2,3-二甲基-7-氧杂-双环[2.2.1]庚烷-2,3-二羧酸酐; 六氢-3α,7α-二甲基-4,7-环氧异苯并呋喃-1,3-二酮; 班蝥酸酐; 斑蝥素

Database IDs

• CAS Number: 56-25-7
• EC Number: 200-263-3
• MDL Number: MFCD00134968
• PubChem SID: 162232539
• PubChem CID: 5944

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.0591831
• LogD (pH = 7.4): 1.0591831
• Log P: 1.0591831
• Molar Refractivity: 45.4033 cm^3
• Polarizability: 18.595083 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 215-217 °C(lit.)

Safety Information

• RTECS: RN8575000
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1
• Risk Statements: 28-36/37/38
• Safety Statements: 53-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H315-H319-H335
• GHS Precautionary statements: P261-P264-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 1

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C10H12O4

DETAILS

Sigma Aldrich - 393940

Biochem/physiol Actions
Inhibitor of protein phosphatase 2A.