(3S,5R,8R,9R,11R,14R,17R,18S,19S)-9,10,19-trihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl acetate

• ChemBase ID: 206531
• Molecular Formular: C22H29NO5
• Molecular Mass: 387.46936
• Monoisotopic Mass: 387.20457303
• SMILES: [C@@]12([C@]34[C@H](C56[C@H]1N1C([C@@H]5[C@](C1)(C[C@@H](C6)OC(=O)C)C)C4)[C@@H]([C@H](C2O)C(=C)C3)O)O
• Canonical SMILES: CC(=O)O[C@H]1C[C@@]2(C)CN3[C@@H]4C5(C1)[C@@H]2C3C[C@]12[C@H]5[C@H](O)[C@H](C([C@]41O)O)C(=C)C2
• InChI: InChI=1S/C22H29NO5/c1-9-4-20-7-12-15-19(3)5-11(28-10(2)24)6-21(15)16(20)14(25)13(9)17(26)22(20,27)18(21)23(12)8-19/h11-18,25-27H,1,4-8H2,2-3H3/t11-,12?,13+,14+,15?,16?,17?,18+,19-,20+,21?,22-/m0/s1
• InChIKey: XGTNTUKODZZCGL-WOPNLCDOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,5R,8R,9R,11R,14R,17R,18S,19S)-9,10,19-trihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0^1,^8.0^5,^1^7.0^7,^1^6.0^9,^1^4.0^1^4,^1^8]nonadecan-3-yl acetate
• IUPAC Traditional name: (3S,5R,8R,9R,11R,14R,17R,18S,19S)-9,10,19-trihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0^1,^8.0^5,^1^7.0^7,^1^6.0^9,^1^4.0^1^4,^1^8]nonadecan-3-yl acetate

Database IDs

• PubChem SID: 164262441
• PubChem CID: 44891351

CALCULATED PROPERTIES

• Acid pKa: 12.813621
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -4.2148395
• LogD (pH = 7.4): -2.5344865
• Log P: -1.1368196
• Molar Refractivity: 98.698 cm^3
• Polarizability: 40.105286 Å^3
• Polar Surface Area: 90.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Genuine Natural Compounds