(1S,2S,7S,8R,12S,20R,24R,32R)-9,33-bis(cyclopropylmethyl)-19,25-dioxa-9,22,33-triazaundecacyclo[24.9.1.18,14.01,24.02,32.04,23.05,21.07,12.012,20.013,18.030,36]heptatriaconta-4(23),5(21),13,15,17,26,28,30(36)-octaene-2,7,17,27-tetrol dihydrochloride

• ChemBase ID: 131206
• Molecular Formular: C40H45Cl2N3O6
• Molecular Mass: 734.7078
• Monoisotopic Mass: 733.26854154
• SMILES: c1cc(c2c3c1C[C@H]1[C@]4([C@]3(CCN1CC1CC1)[C@@H](O2)c1c(c2c([nH]1)[C@H]1[C@@]35CCN([C@H]([C@@]3(C2)O)Cc2c5c(c(cc2)O)O1)CC1CC1)C4)O)O.Cl.Cl
• Canonical SMILES: Oc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@@H](C2)[C@]4(O)Cc2c1[nH]c1c2C[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@@H]2N(CC3)CC2CC2)ccc1O)O)CC1CC1.Cl.Cl
• InChI: InChI=1S/C40H43N3O6.2ClH/c44-25-7-5-21-13-27-39(46)15-23-24-16-40(47)28-14-22-6-8-26(45)34-30(22)38(40,10-12-43(28)18-20-3-4-20)36(49-34)32(24)41-31(23)35-37(39,29(21)33(25)48-35)9-11-42(27)17-19-1-2-19;;/h5-8,19-20,27-28,35-36,41,44-47H,1-4,9-18H2;2*1H/t27-,28-,35+,36+,37+,38+,39-,40-;;/m1../s1
• InChIKey: JOJPJLHRMGPDPV-LZQROVCBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,7S,8R,12S,20R,24R,32R)-9,33-bis(cyclopropylmethyl)-19,25-dioxa-9,22,33-triazaundecacyclo[24.9.1.1^8,^1^4.0^1,^2^4.0^2,^3^2.0^4,^2^3.0^5,^2^1.0^7,^1^2.0^1^2,^2^0.0^1^3,^1^8.0^3^0,^3^6]heptatriaconta-4(23),5(21),13,15,17,26,28,30(36)-octaene-2,7,17,27-tetrol dihydrochloride
• IUPAC Traditional name: (1S,2S,7S,8R,12S,20R,24R,32R)-9,33-bis(cyclopropylmethyl)-19,25-dioxa-9,22,33-triazaundecacyclo[24.9.1.1^8,^1^4.0^1,^2^4.0^2,^3^2.0^4,^2^3.0^5,^2^1.0^7,^1^2.0^1^2,^2^0.0^1^3,^1^8.0^3^0,^3^6]heptatriaconta-4(23),5(21),13,15,17,26,28,30(36)-octaene-2,7,17,27-tetrol dihydrochloride
• Synonyms: nor-Binaltorphimine dihydrochloride; 去甲-BNI 二盐酸盐; 去甲-Binaltorphimine 二盐酸盐

Database IDs

• CAS Number: 105618-26-6
• MDL Number: MFCD00069374
• PubChem SID: 24278018; 162225484
• PubChem CID: 11957626

CALCULATED PROPERTIES

• Acid pKa: 9.838994
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -2.2741947
• LogD (pH = 7.4): 1.2327772
• Log P: 3.146057
• Molar Refractivity: 182.091 cm^3
• Polarizability: 70.51559 Å^3
• Polar Surface Area: 121.65 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: artificial CSF: soluble2 mg/mL (prepare with sonication for 4 minutes); ethanol: soluble; H2O: soluble6.0 mg/mL (aqueous solutions are highly unstable and should be freshly prepared.)
• Apperance: tan

Safety Information

• RTECS: IO1320000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... OPRK1(4986)

DETAILS

Sigma Aldrich - B109

Biochem/physiol Actions
高度选择性 κ-阿片受体拮抗剂。

Sigma Aldrich - N1771

Biochem/physiol Actions
Potent and highly selective κ opioid receptor antagonist.