A photosensitizer and degradant of chlorophyll a with anticancer and antiviral activities
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Pyropheophorbide a

Item No. 21371

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9-ethenyl-14-ethyl-4S,8,13,18-tetramethyl-20-oxo-3S-phorbinepropanoic acid
CAS Number
24533-72-0
Molecular Formula
C33H34N4O3
Formula Weight
534.7
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 1 mg/mlDMSO:PBS (pH 7.2) (1:3): 0.25 mg/ml
λmax
209, 226, 273, 324, 409, 507, 539, 609, 666 nm
SMILES
O=C1CC2=C3N/C(C(C)=C31)=C\C(C(CC)=C/4C)=NC4=C/C5=C(C=C)C(C)=C(/C=C6[C@@H](C)[C@H](CCC(O)=O)C2=N/6)N5
InChi Code
InChI=1S/C33H34N4O3/c1-7-19-15(3)23-12-25-17(5)21(9-10-30(39)40)32(36-25)22-11-29(38)31-18(6)26(37-33(22)31)14-28-20(8-2)16(4)24(35-28)13-27(19)34-23/h7,12-14,17,21,34,37H,1,8-11H2,2-6H3,(H,39,40)/b23-12-,24-13-,25-12-,26-14-,27-13-,28-14-,32-22-/t17
InChi Key
IEGUQQKIFBYXLG-CDIXLCFRSA-N
Origin
Natural/Source unknown
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $75

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    10 mg

    $134

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    25 mg

    $295

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    50 mg

    $516

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    Cayman Chemical
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    Product Description

    Pyropheophorbide a is a photosensitizer and degradant of chlorophyll a (Item No. 33399) that has been found in O. ficus indica and has anticancer and antiviral activities.1,2,3 It induces cytotoxicity in SKOV3 ovarian cancer and KB papilloma cells when combined with photodynamic therapy (PDT; IC50s = 14.5 and 1.2 µM, respectively).1 Pyropheophorbide a also inhibits the replication of herpes simplex virus 2 (HSV-2) and influenza A virus in Vero and MDCK cells, respectively (IC50s = 0.016 and 0.33 µg/ml, respectively).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stamati, I., Kuimova, M.K., Lion, M., et al. Novel photosensitisers derived from pyropheophorbide-a: Uptake by cells and photodynamic efficiency in vitro. Photochem. Photobiol. Sci. 9(7), 1033-1041 (2010).

    2. Bouslama, L., Hayashi, K., Lee, J.-B., et al. Potent virucidal effect of pheophorbide a and pyropheophorbide a on enveloped viruses. J. Nat. Med. 65(1), 229-233 (2011).

    3. Doi, M., Inage, T., and Shioi, Y. Chlorophyll degradation in a Chlamydomonas reinhardtii mutant: An accumulation of pyropheophorbide a by anaerobiosis. Plant Cell Physiol. 42(5), 469-474 (2001).