1-(6-{[(1S,10R,11S,14S,15S)-5-methoxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-trien-14-yl]amino}hexyl)-2,5-dihydro-1H-pyrrole-2,5-dione hydrate

• ChemBase ID: 133427
• Molecular Formular: C29H42N2O4
• Molecular Mass: 482.65478
• Monoisotopic Mass: 482.31445783
• SMILES: C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1CC[C@@H]2NCCCCCCN1C(=O)C=CC1=O)OC.O
• Canonical SMILES: COc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2NCCCCCCN1C(=O)C=CC1=O)C.O
• InChI: InChI=1S/C29H40N2O3.H2O/c1-29-16-15-23-22-10-8-21(34-2)19-20(22)7-9-24(23)25(29)11-12-26(29)30-17-5-3-4-6-18-31-27(32)13-14-28(31)33;/h8,10,13-14,19,23-26,30H,3-7,9,11-12,15-18H2,1-2H3;1H2/t23-,24-,25+,26+,29+;/m1./s1
• InChIKey: WCOYJDRCHHGMRK-BDEPKWELSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(6-{[(1S,10R,11S,14S,15S)-5-methoxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-yl]amino}hexyl)-2,5-dihydro-1H-pyrrole-2,5-dione hydrate
• IUPAC Traditional name: 1-(6-{[(1S,10R,11S,14S,15S)-5-methoxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-yl]amino}hexyl)pyrrole-2,5-dione hydrate
• Synonyms: 1-[6-[((17β)-3-Methoxyestra-1,3,5[10]-trien-17-yl)amino]hexyl]-1H-pyrrole-2,5-dione; U-73122 hydrate

Database IDs

• CAS Number: 112648-68-7(anhydrous)
• MDL Number: MFCD12910450
• PubChem SID: 24278065; 162227704
• PubChem CID: 71308669

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.8603927
• LogD (pH = 7.4): 2.027778
• Log P: 5.099802
• Molar Refractivity: 135.8102 cm^3
• Polarizability: 52.85797 Å^3
• Polar Surface Area: 58.64 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: chloroform: ~10 mg/mL; DMSO: ~.9 mg/mL; DMSO: ≤2.6 mg/mL (Achieved with heating.); ethanol: ~.7 mg/mL; ethanol: ≤5 mg/mL (Achieved with heating.); H2O: insoluble
• Apperance: off-white powder

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: room temp

DETAILS

Sigma Aldrich - U6756

Biochem/physiol Actions
Inhibits the hydrolysis of PPI to IP3, which leads to a decrease in cytosolic free calcium. Inhibits the coupling of G protein-phospholipase C activation, while remaining unaffected by production of cAMP.