A photosensitizer
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Product Type

Biochemicals

Research Area

Cancer

Hematoporphyrin (hydrochloride)

Item No. 28287

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7,12-bis(1-hydroxyethyl)-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoic acid, dihydrochloride
CAS Number
17696-69-4
Synonyms
  • Haematoporphyrin
  • Hematoporphyrin IX
Molecular Formula
C34H38N4O6 • 2HCl
Formula Weight
671.6
Purity
≥90% (mixture of isomers)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 5 mg/mlEthanol: 2 mg/mlPBS (pH 7.2): 0.5 mg/ml
λmax
392 nm
SMILES
CC1=C2[NH]C(/C=C(C(CCC(O)=O)=C3C)\[N]=C3/C=C4[NH]/C(C(C(O)C)=C\4C)=C\C5=[N]/C(C(C(C)O)=C5C)=C\2)=C1CCC(O)=O.Cl.Cl
InChi Code
InChI=1S/C34H38N4O6.2ClH/c1-15-21(7-9-31(41)42)27-14-28-22(8-10-32(43)44)16(2)24(36-28)12-29-34(20(6)40)18(4)26(38-29)13-30-33(19(5)39)17(3)25(37-30)11-23(15)35-27;;/h11-14,19-20,36-37,39-40H,7-10H2,1-6H3,(H,41,42)(H,43,44);2*1H/b23-11-,24-12-,25-11-,26-13-,27-14-,28-14-,29-12-,30-13-;;
InChi Key
QCLJGYHFHNRFIL-UDHHKLSBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Hematoporphyrin is a photosensitizer.1 Hematoporphyrin (3 μM) increases oxygen consumption and decreases the respiratory control ratio (RCR) in irradiated isolated rat liver mitochondria.2 It induces DNA breaks in cell-free assays, but not in human HeLa cervical cancer cells, in a light-dependent manner when used at a concentration of 6 μM.3 Hematoporphyrin (12 μM) decreases the survival of irradiated, but not non-irradiated, HeLa cells. Hematoporphyrin (5 mg/kg) decreases growth of subcutaneous Yoshida AH-130 hepatoma tumors in rats when administered with radiation.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kessel, D. Hematoporphyrin and HPD: Photophysics, photochemistry and phototherapy. Photochem. Photobiol. 39(6), 851-859 (1984).

    2. Salet, C., and Moreno, G. Photodynamic effects of haematoporphyrin on respiration and calcium uptake in isolated mitochondria. Int. J. Radiat. Biol. Relat. Stud. Phys. Chem. Med. 39(2), 227-230 (1981).

    3. Egyeki, M., Tóth, K., Waldeck, W., et al. DNA damaging capability of hematoporphyrin towards DNAs of various accessibilities. J. Photochem. Photobiol. B. 84(2), 119-127 (2006).

    4. Tomio, L., Zorat, P.L., Corti, L., et al. Effect of hematoporphyrin and red light on AH-130 solid tumors in rats. Acta. Radiol. Oncol. 22(1), 49-53 (1983).