pentacyclo[12.8.0.03,12.04,9.015,20]docosa-1,3(12),4,6,8,10,13,15,17,19,21-undecaene

• ChemBase ID: 139003
• Molecular Formular: C22H14
• Molecular Mass: 278.34656
• Monoisotopic Mass: 278.10955045
• SMILES: c1ccc2c(c1)ccc1c2cc2ccc3ccccc3c2c1
• Canonical SMILES: c1ccc2c(c1)c1cc3ccc4c(c3cc1cc2)cccc4
• InChI: InChI=1S/C22H14/c1-3-7-19-15(5-1)9-11-17-14-22-18(13-21(17)19)12-10-16-6-2-4-8-20(16)22/h1-14H
• InChIKey: LHRCREOYAASXPZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pentacyclo[12.8.0.0^3,^1^2.0^4,^9.0^1^5,^2^0]docosa-1,3(12),4,6,8,10,13,15,17,19,21-undecaene
• IUPAC Traditional name: dibenz(A,H)anthracene
• Synonyms: 1,2:5,6-Dibenzanthracene; Dibenz[a,h]anthracene; 1,2:5,6-Benzanthracene; 1,2:5,6-Dibenz[a]anthracene; 1,2:5,6-Dibenzanthracen; 1,2:5,6-Dibenzoanthracene; DBA; Dibenzo[a,h]anthracene; NSC 22433; Dibenz[a,h]anthracene; Dibenz[a,h]anthracene solution; 1,2:5,6-二苯并蒽; 二苯并[a,h]蒽; 二苯并[a,h]蒽 溶液

Database IDs

• CAS Number: 53-70-3
• EC Number: 200-181-8
• MDL Number: MFCD00003708
• Beilstein Number: 1912416
• PubChem SID: 24893728; 24892190; 162233254; 24872126; 24872177
• PubChem CID: 5889

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.931153
• LogD (pH = 7.4): 5.931153
• Log P: 5.931153
• Molar Refractivity: 91.8588 cm^3
• Polarizability: 41.183254 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 262-265 °C(lit.)
• Boiling Point: 524 °C(lit.)

Safety Information

• RTECS: HN2625000
• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 45-50/53; 45-52/53
• Safety Statements: 53.1-45-60-61; 53-45-60-61; 53-45-61
• GHS Pictograms: GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H350-H410; H350-H412
• GHS Precautionary statements: P201-P273-P308 + P313; P201-P273-P308 + P313-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves, type P2 (EN 143) respirator cartridges; 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 3077 9/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (TLC); 97%
• Concentration: 200 μg/mL in methylene chloride
• Grade: analytical standard; BCR® certified Reference Material; for experimental carcinogenesis; purum
• Packaging: ampule of 1 mL; vial of 100 mg
• Empirical Formula (Hill Notation): C22H14

DETAILS

Sigma Aldrich - BCR138

Legal Information
BCR is a registered trademark of European Commission

Sigma Aldrich - 33530

Quantity
λmax. 297 nm, log ε 5.24

Toronto Research Chemicals - D417010

Dibenz[a,h]anthracene is a polycyclic aromatic hydrocarbon (PAH) and a known carcinogen. Dibenz[a,h]anthracene has produced positive results in bacterial DNA damage and mutagenicity assays and in mammalian cell DNA damage, mutagenicity and cell transforma

REFERENCES

• Farmer, P.B. et al.: Mutat. Res. Re. Mutat. Res., 544, 397 (2003)
• Leadon, S. et al.: Carcinogenesis, 16, 3021 (2003)
• Andrews, A.W. et al.: Mutat. Res., 51, 311 (2003)
• Kaden, D.A. et al.: Cancer Res., 39, 4152 (2003)