Phenolphthalein CAS: 77-09-8
MF: C20H14O4
MW: 318.32
A commonly used colorimetric pH indicator.

Phenolphthalein (CAS 77-09-8)

Phenolphthalein | CAS 77-09-8 is rated 5.0 out of 5 by 1.
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Alternate Names: 3,3-Bis(4-hydroxyphenyl)-1(3H)-isobenzofuranone
Application: Phenolphthalein is a commonly used colorimetric pH indicator
CAS Number: 77-09-8
Molecular Weight: 318.32
Molecular Formula: C20H14O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).
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Phenolphthalein is a chemical that is commonly used as a colorimetric pH indicator. The compound has been observed to turn orange at pH <0, clear between pH 0-8.2, fuchsia between pH 8.2-12, and clear again at a pH above 12. It has been postulated that the mutagenic effects of Phenolphthalein at high doses can be attributed the enhancement intracellular free oxygen radicals. The compound has also been observed to induce mitotic abnormalities and micronuclei with kinetochores in vitro. In Syrian hamster embryos treated with 10-40 μM of Phenolpthalein a significant number of chromosomal aberrations occurred at the hprt locus. On human breast cancer cells Phenolphthalein has been observed to have weak estrogenic effects.


References

1. Ravdin, P.M., et al. 1987. Breast Cancer Res. Treat. 9: 151-154. PMID: 3620717
2. Tsutsui, T., et al. 1997. Int. J. Cancer. 73: 697-701. PMID: 9398048
3. Armstrong, M.J., et al. 2000. Mutat. Res. 457: 15-30. PMID: 11106795

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in water (partly), chloroform (slightly), acetone, ethanol (50 mg/ml), and methanol (10 mg/ml).
Storage :
Store at room temperature
Melting Point :
261-263° C (lit.)
Boiling Point :
~557.8° C at 760 mmHg (Predicted)
Density :
1.30 g/cm3 at 20
Refractive Index :
n20D 1.69 (Predicted)
IC50 :
GPR55: IC50 = 6.67 µM (human)
Ki Data :
TS: Ki= 1.2 µM (human); Thymidylate synthase: Ki= 1.4 µM (Enterococcus faecalis); Thymidylate synthase: Ki= 4.7 µM (Escherichia coli K-12); Thymidylate synthase: Ki= 4.7 µM (Lactobacillus casei)
pK Values :
pKa: 9.7
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
SM8380000
PubChem CID :
4764
Merck Index :
14: 7243
MDL Number :
MFCD00005913
EC Number :
201-004-7
Beilstein Registry :
284423
SMILES :
C1=CC=C2C(=C1)C(=O)OC2(C3=CC=C(C=C3)O)C4=CC=C(C=C4)O

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Certificate of Analysis

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Phenolphthalein (CAS 77-09-8) Product Citations

See how others have used Phenolphthalein (CAS 77-09-8). Click on the entry to view the PubMed entry .

Citations 1 to 1 of 1 total

PMID: # 16171682  Leung, DY. et al. 2006. Bioresour. Technol. 97: 250-256.

Citations 1 to 1 of 1 total
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Rated 5 out of 5 by from Armstrong et al Armstrong et al. (PubMed ID 11106798) found that phenolphthalein enhanced intracellular oxygen radicals (ROS) and induced mitotic abnormalities that lead to chromosome aberrations in rodents. -SCBT Publication Review
Date published: 2015-01-28
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