21-methyl-3,13,21-triazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8,15(20),16,18-heptaen-14-one

• ChemBase ID: 73006
• Molecular Formular: C19H17N3O
• Molecular Mass: 303.35778
• Monoisotopic Mass: 303.13716218
• SMILES: c1ccc2c(c1)c1c([nH]2)C2N(CC1)C(=O)c1c(N2C)cccc1
• Canonical SMILES: O=C1c2ccccc2N(C2N1CCc1c2[nH]c2c1cccc2)C
• InChI: InChI=1S/C19H17N3O/c1-21-16-9-5-3-7-14(16)19(23)22-11-10-13-12-6-2-4-8-15(12)20-17(13)18(21)22/h2-9,18,20H,10-11H2,1H3
• InChIKey: TXDUTHBFYKGSAH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 21-methyl-3,13,21-triazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8,15(20),16,18-heptaen-14-one; 21-methyl-3,13,21-triazapentacyclo[11.8.0.0^2,^1^0.0^4,^9.0^1^5,^2^0]henicosa-2(10),4,6,8,15,17,19-heptaen-14-one
• IUPAC Traditional name: 21-methyl-3,13,21-triazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8,15(20),16,18-heptaen-14-one; evodiamine
• Synonyms: Isoevodiamine; Evodiamine(Isoevodiamine); Evodiamine

Database IDs

• CAS Number: 518-17-2
• PubChem SID: 162037926
• PubChem CID: 151289
• CHEMBL: 486598
• Chemspider ID: 133343
• Wikipedia Title: Evodiamine

CALCULATED PROPERTIES

• Acid pKa: 14.914593
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.3167598
• LogD (pH = 7.4): 3.31676
• Log P: 3.31676
• Molar Refractivity: 91.0132 cm^3
• Polarizability: 35.02149 Å^3
• Polar Surface Area: 39.34 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: Free Base

DETAILS

Selleck Chemicals - S2382

Research Area: Metabolic Disease
Biological Activity:
Evodiamine (Isoevodiamine) is an alkaloid extract from a plant known as Evodiae Fructus. The substance has been used as a weight loss supplement in Chinese medicine for centuries. It apparently works as a powerful stimulant that raises body temperature and increases metabolism while providing energy to the user. However, without proper clinical evidence to prove if this substance is effective for weight loss in humans it may be premature to consider evodiamine an effective weight loss ingredient. [1]

REFERENCES

• http://www.dietspotlight.com/evodiamine-review/