(1R,6R,7S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione

• ChemBase ID: 155587
• Molecular Formular: C18H25NO6
• Molecular Mass: 351.3942
• Monoisotopic Mass: 351.16818753
• SMILES: C/C=C\1/C[C@H]([C@@](C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC1=O)(CO)O)C
• Canonical SMILES: C/C=C\1/C[C@@H](C)[C@](O)(CO)C(=O)OCC2=CCN3[C@H]2[C@H](OC1=O)CC3
• InChI: InChI=1S/C18H25NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/t11-,14-,15-,18-/m1/s1
• InChIKey: BCJMNZRQJAVDLD-XKLVTHTNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,6R,7S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-2,9-dioxa-14-azatricyclo[9.5.1.0^1^4,^1^7]heptadec-11-ene-3,8-dione
• IUPAC Traditional name: (1R,6R,7S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-2,9-dioxa-14-azatricyclo[9.5.1.0^1^4,^1^7]heptadec-11-ene-3,8-dione
• Synonyms: β-Longilobine; 12,18-Dihydroxysenecionan-11,16-dione; Retrorsine

Database IDs

• CAS Number: 480-54-6
• PubChem SID: 24899338; 162249725
• PubChem CID: 5281743

CALCULATED PROPERTIES

• Polar Surface Area: 96.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• Acid pKa: 11.442772
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.0431623
• LogD (pH = 7.4): 0.40817422
• Log P: 0.5969527
• Molar Refractivity: 90.9503 cm^3
• Polarizability: 35.57952 Å^3

PROPERTIES

Physical Property

• Melting Point: 208-211 °C(lit.)

Safety Information

• RTECS: VH7525000
• European Hazard Symbols: Toxic (T)
• UN Number: 1544
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 25
• Safety Statements: 22-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300
• GHS Precautionary statements: P264-P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 1544 6.1/PG 2

Product Information

• Purity: ≥90% (HPLC)
• Empirical Formula (Hill Notation): C18H25NO6