methyl (1S,2S,3R,5R,6S,10S)-2,6-dimethyl-21-oxo-14-oxa-8-azahexacyclo[11.6.1.11,5.02,10.03,8.017,20]henicosa-13(20),17-diene-18-carboxylate

• ChemBase ID: 305220
• Molecular Formular: C23H29NO4
• Molecular Mass: 383.48066
• Monoisotopic Mass: 383.20965841
• SMILES: [C@H]12C[C@@H]3[C@@]4([C@]5(C1=O)C1=C(CC[C@@H]4CN3C[C@H]2C)OCCC1=C(C5)C(=O)OC)C
• Canonical SMILES: COC(=O)C1=C2CCOC3=C2[C@@]2(C1)C(=O)[C@@H]1C[C@@H]4[C@@]2(C)[C@H](CC3)CN4C[C@H]1C
• InChI: InChI=1S/C23H29NO4/c1-12-10-24-11-13-4-5-17-19-14(6-7-28-17)16(21(26)27-3)9-23(19)20(25)15(12)8-18(24)22(13,23)2/h12-13,15,18H,4-11H2,1-3H3/t12-,13-,15?,18-,22-,23+/m1/s1
• InChIKey: TVYCEKHYHLUROK-FAAPRJJLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,2S,3R,5R,6S,10S)-2,6-dimethyl-21-oxo-14-oxa-8-azahexacyclo[11.6.1.1^1,^5.0^2,^1^0.0^3,^8.0^1^7,^2^0]henicosa-13(20),17-diene-18-carboxylate
• IUPAC Traditional name: methyl (1S,2S,3R,5R,6S,10S)-2,6-dimethyl-21-oxo-14-oxa-8-azahexacyclo[11.6.1.1^1,^5.0^2,^1^0.0^3,^8.0^1^7,^2^0]henicosa-13(20),17-diene-18-carboxylate
• Synonyms: Daphnilongeranin A

Database IDs

• CAS Number: 874201-05-5

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -1.7211932
• LogD (pH = 7.4): -1.3972683
• Log P: 1.7740176
• Molar Refractivity: 106.4734 cm^3
• Polarizability: 41.300236 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 19.000484

PROPERTIES

Physical Property

• Apperance: Powder