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D31206

Sigma-Aldrich

Dibenz[a,c]anthracene

97%

Synonym(s):

1,2:3,4-Dibenzanthracene

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About This Item

Empirical Formula (Hill Notation):
C22H14
CAS Number:
215-58-7
Molecular Weight:
278.35
Beilstein/REAXYS Number:
1912415
EC Number:
205-920-8
MDL number:
MFCD00003603
UNSPSC Code:
12352100
PubChem Substance ID:
24893724
NACRES:
NA.22

Quality Level

100

assay

97%

form

powder

bp

518 °C (lit.)

mp

205-207 °C (lit.)

SMILES string

c1ccc2cc3c4ccccc4c5ccccc5c3cc2c1

InChI

1S/C22H14/c1-2-8-16-14-22-20-12-6-4-10-18(20)17-9-3-5-11-19(17)21(22)13-15(16)7-1/h1-14H

InChI key

RAASUWZPTOJQAY-UHFFFAOYSA-N

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pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
10525JE
02013AE
1816AH
0923TE

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The metabolic activation of some polycyclic hydrocarbons: the role of dihydrodiols and diol-epoxides.
P Sims
Advances in experimental medicine and biology, 136 Pt A, 487-500 (1981-01-01)
P Bryla et al.
Cancer letters, 65(1), 35-41 (1992-07-31)
The binding of benzo[a]pyrene, 7,12-dimethylbenz[a]anthracene, 3-methylcholanthrene, benz[a]anthracene, dibenz[a,c]anthracene and phenanthrene to calf thymus DNA in vitro in the absence of enzymatic or chemical activation was investigated using the 32P-postlabeling assay. Reactions were performed in the dark or under white light
A P Koley et al.
Biochemistry, 34(6), 1942-1947 (1995-02-14)
The flash photolysis technique was used to examine the kinetics of CO binding to cytochromes P450 in rat liver microsomes. The effect of polycyclic aromatic hydrocarbons (PAHs) and flavones was used to distinguish the kinetic behavior of the PAH-metabolizing P450
I Chouroulinkov et al.
Cancer letters, 19(1), 21-26 (1983-05-01)
The tumor-initiating activities of dibenz[a,c]anthracene (DBA) and of the related trans-1,2-, 3,4- and 10,11-dihydrodiols have been examined on mouse skin subsequently promoted with 12-O-tetradecanoyl-phorbol-13-acetate (TPA). The 1,2- and 10,11-dihydrodiols were active and were more active than equivalent doses of either
M Hall et al.
Carcinogenesis, 9(5), 865-868 (1988-05-01)
Incubation of r-1,t-2-dihydroxy-t-3,4-oxy-1,2,3,4-tetrahydrochrysene (anti-chrysene-1,2-diol 3,4-oxide), the bay-region diol-epoxide of chrysene, with rat liver microsomes in the presence of NADP+ and DNA, followed by 32P-postlabelling analysis of the DNA, revealed the presence of at least two adducts not detected when anti-chrysene-1,2-diol
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