16-methylpentacyclo[11.6.1.02,11.05,10.017,20]icosa-1,3,5,7,9,11,13,15,17(20)-nonaene

• ChemBase ID: 104329
• Molecular Formular: C21H16
• Molecular Mass: 268.35174
• Monoisotopic Mass: 268.12520051
• SMILES: Cc1c2CCc3c4ccc5ccccc5c4cc(cc1)c23
• Canonical SMILES: Cc1ccc2c3c1CCc3c1c(c2)c2ccccc2cc1
• InChI: InChI=1S/C21H16/c1-13-6-7-15-12-20-17-5-3-2-4-14(17)8-9-18(20)19-11-10-16(13)21(15)19/h2-9,12H,10-11H2,1H3
• InChIKey: PPQNQXQZIWHJRB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 16-methylpentacyclo[11.6.1.0^2,^1^1.0^5,^1^0.0^1^7,^2^0]icosa-1,3,5,7,9,11,13,15,17(20)-nonaene; 16-methylpentacyclo[11.6.1.0^{2,11}.0^{5,10}.0^{17,20}]icosa-1,3,5,7,9,11,13,15,17(20)-nonaene
• IUPAC Traditional name: methylcholanthrene
• Synonyms: 3-Methylcholanthrene; 3-Methylcholanthrene solution; 3-Methylcholanthrene; 20-METHYLCHOLANTHRENE; 3-methyl-1,2-dihydrocyclopenta[ij]tetraphene; 3-METHYLCHOLANTHRENE; 3-MC; 1,2-Dihydro-3-methyl-benz[j]aceanthrylene; 20-Methylcholanthrene; 3-甲基胆蒽; 3-甲基胆蒽 溶液

Database IDs

• CAS Number: 56-49-5
• EC Number: 200-835-2; 200-276-4
• MDL Number: MFCD00003704
• Beilstein Number: 1913890
• PubChem SID: 162092471; 24852812; 24867823; 24870167
• PubChem CID: 1674

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 6.018214
• LogD (pH = 7.4): 6.018214
• Log P: 6.018214
• Molar Refractivity: 88.73 cm^3
• Polarizability: 37.93682 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Benzene; Ether; Toluene
• Apperance: Yellow Solid
• Melting Point: 166-169°C; 170-173°C; 178-180 °C(lit.); 179-180
• Boiling Point: 280 °C/80 mmHg(lit.); 280 deg. C at 80 mm Hg; 280°C/80 mmHg; 280-282°C/80mm
• Flash Point: 23 °F; -5 °C
• Density: 1.28 g/ml
• Vapor Pressure: 3.8 x 10-6 mm Hg (estimated)

Safety Information

• Storage Condition: -20°C Freezer; Room Temperature (15-30°C)
• RTECS: FZ3675000
• European Hazard Symbols: Flammable (F); Toxic (T); Harmful (Xn)
• UN Number: 1648; 2811
• German water hazard class: 2; 3
• Hazard Class: 3; 6.1
• Packing Group: 2; III
• Australian Hazchem: 2X
• Risk Statements: 11-20/21/22-36; 45; 45-53; R:25-40; R:45
• Safety Statements: 16-36/37; 53-36/37/39-45; S:46-36/37/39; S:53-36/37/39-45
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• GHS Pictograms: GHS02; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H302-H312-H319-H332; H350-H413
• GHS Precautionary statements: P201-P308 + P313; P210-P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1648 3/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: 98%
• Concentration: 100 ng/μL in acetonitrile
• Grade: analytical standard; analytical standard, for environmental analysis
• Packaging: ampule of 50 mg
• Empirical Formula (Hill Notation): C21H16

DETAILS

MP Biomedicals - 02199873

Purity: ≥98%
Carcinogen used to induce transformation of cultured cells; used to induce fibrosarcomas and skin carcinomas in laboratory animals.

MP Biomedicals - 02155498

(3-Methylcholanthrene) Yellow crystals. POSSIBLE CARCINOGEN!

Sigma Aldrich - 213942

Biochem/physiol Actions
Carcinogen used to induce transformation of cultured cells; used to induce fibrosarcomas and skin carcinomas in laboratory animals.
Packaging
100, 250 mg in glass bottle

Toronto Research Chemicals - M294460

A carcinogen.

REFERENCES

• Crowe, N.Y., et al., A critical role for natural killer T cells in immunosurveillance of methylcholanthrene-induced sarcomas. J. Exp. Med. 196, 119-127, (2002)
• Hirai, K., et al., Clonal evolution and progression of 20-methylcholanthrene-induced squamous cell carcinoma of mouse epidermis as revealed by DNA instability and other malignancy markers. Eur. J. Histochem. 45, 319-332, (2001)