(1S,2R,5S,10S,11S,14R,15S)-2,15-dimethyl-14-[(2S)-1-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]propan-2-yl]tetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-ol

• ChemBase ID: 153130
• Molecular Formular: C28H38N4O4
• Molecular Mass: 494.62572
• Monoisotopic Mass: 494.28930572
• SMILES: C[C@H](CNc1ccc(c2c1non2)[N+](=O)[O-])[C@H]1CC[C@@H]2[C@@]1(CC[C@H]1[C@H]2CC=C2[C@@]1(CC[C@@H](C2)O)C)C
• Canonical SMILES: O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](CNc2ccc(c3c2non3)[N+](=O)[O-])C)C)C1)C
• InChI: InChI=1S/C28H38N4O4/c1-16(15-29-23-8-9-24(32(34)35)26-25(23)30-36-31-26)20-6-7-21-19-5-4-17-14-18(33)10-12-27(17,2)22(19)11-13-28(20,21)3/h4,8-9,16,18-22,29,33H,5-7,10-15H2,1-3H3/t16-,18+,19+,20-,21+,22+,27+,28-/m1/s1
• InChIKey: DLWLXTLRGQWGPC-XIWKFBMMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10S,11S,14R,15S)-2,15-dimethyl-14-[(2S)-1-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]propan-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-ol
• IUPAC Traditional name: (1S,2R,5S,10S,11S,14R,15S)-2,15-dimethyl-14-[(2S)-1-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]propan-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-ol
• Synonyms: (3,20S)-20-Methyl-21-((7-nitro-4-benzofurazanyl)-amino)-pregn-5-en-3-ol; 22-(N-(7-Nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-23,24-bisnor-5-cholen-3-ol; 22-NBD-Cholesterol

Database IDs

• MDL Number: MFCD00467337
• PubChem SID: 162247270
• PubChem CID: 127604

CALCULATED PROPERTIES

• Acid pKa: 12.455505
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 4.943478
• LogD (pH = 7.4): 4.943478
• Log P: 4.943478
• Molar Refractivity: 140.9076 cm^3
• Polarizability: 53.959805 Å^3
• Polar Surface Area: 117.0 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Safety Statements: 22-24/25

Product Information

• Empirical Formula (Hill Notation): C28H38N4O4

DETAILS

Sigma Aldrich - N2161

Application
For investigation of lipid transport processes and lipid-protein interactions.