5,11-dimethyl-6H-pyrido[4,3-b]carbazole

• ChemBase ID: 107312
• Molecular Formular: C17H14N2
• Molecular Mass: 246.30646
• Monoisotopic Mass: 246.11569846
• SMILES: Cc1c2[nH]c3c(cccc3)c2c(C)c2c1ccnc2
• Canonical SMILES: Cc1c2cnccc2c(c2c1c1ccccc1[nH]2)C
• InChI: InChI=1S/C17H14N2/c1-10-14-9-18-8-7-12(14)11(2)17-16(10)13-5-3-4-6-15(13)19-17/h3-9,19H,1-2H3
• InChIKey: CTSPAMFJBXKSOY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,11-dimethyl-6H-pyrido[4,3-b]carbazole
• IUPAC Traditional name: ellipticine
• Synonyms: ELLIPTICINE; 5,11-Dimethyl-6H-pyrido[4,3-b]carbazole; Ellipticine; 5,11-二甲基-6H-吡啶并[4,3-b]咔唑; 椭圆玫瑰树碱

Database IDs

• CAS Number: 519-23-3
• EC Number: 208-264-0
• MDL Number: MFCD00010524
• Beilstein Number: 221300
• PubChem SID: 24278416; 162094890
• PubChem CID: 3213

CALCULATED PROPERTIES

• Acid pKa: 15.044887
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 3.7556667
• LogD (pH = 7.4): 3.887479
• Log P: 3.8895328
• Molar Refractivity: 77.8479 cm^3
• Polarizability: 33.5251 Å^3
• Polar Surface Area: 28.68 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble
• Melting Point: 311°C
• Fluorescence: λex 290 nm; λem 432 nm in DMSO

Safety Information

• RTECS: UU8825000
• European Hazard Symbols: Toxic (T)
• UN Number: 3462
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25; R:25
• Safety Statements: 45; S:28-36/37/39-45-53
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 3462 6.1/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... CYP1A1(1543), CYP1A2(1544), KIT(3815), TOP2A(7153)

Product Information

• Purity: ≥98.0% (HPLC); 97%
• Grade: for fluorescence
• Biological Source: synthetic
• Empirical Formula (Hill Notation): C17H14N2

DETAILS

MP Biomedicals - 05203308

MP Biomedicals Rare Chemical collection

Sigma Aldrich - E3380

Biochem/physiol Actions
Ellipticine is an antitumor alkaloid isolated from Ochrosia sp. It inhibits cytochrome P450 (CYP1A1) and DNA topoisomerase II activities.

Sigma Aldrich - 45145

Other Notes
Strong simple intercalator1