A perylenequinoid with diverse biological activities
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Hypocrellin A

Item No. 29933

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-acetyl-2,3-dihydro-2,6,11-trihydroxy-4,8,9,13-tetramethoxy-2-methyl-1H-cyclohepta[ghi]perylene-5,12-dione, stereoisomer
CAS Number
77029-83-5
Molecular Formula
C30H26O10
Formula Weight
546.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 2mg/mLDMSO: 3mg/mLEthanol: 0.3mg/mL
SMILES
COC1=C(CC(C)(O)C2C(C)=O)C3=C4C(C(OC)=CC(O)=C4C1=O)=C5C(OC)=CC(O)=C6C5=C3C2=C(OC)C6=O
InChi Code
InChI=1S/C30H26O10/c1-10(31)25-24-22-16-11(9-30(25,2)36)28(39-5)26(34)17-12(32)7-14(37-3)19(21(16)17)20-15(38-4)8-13(33)18(23(20)22)27(35)29(24)40-6/h7-8,25,32-33,36H,9H2,1-6H3
InChi Key
BQJKVFXDDMQLBE-UHFFFAOYSA-N
Origin
Fungus/Hypocrella bambusae
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    10 mg

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    25 mg

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    Cayman Chemical
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    Product Description

    Hypocrellin A is a perylenequinoid that has been found in Shiraia bambusicola and has diverse biological activities.1,2 It is active against C. albicans, C. parapsilosis, and C. tropicalis fungi (IC50s = 0.65, 1, and 85 µg/ml, respectively), as well as S. aureus, methicillin-resistant S. aureus (MRSA), P. aeruginosa, and M. intracellulare bacteria (IC50s = 3, 7, 10, and 2.5 µg/ml, respectively).1 Hypocrellin A is also active against L. donovani promastigotes (IC50 = 0.27 µg/ml). Upon photoactivation with UV radiation, hypocrellin A induces production of reactive oxygen species and apoptosis and reduces cell viability of A549 cancer cells.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ma, G., Khan, S.I., Jacob, M.R., et al. Antimicrobial and antileishmanial activities of hypocrellins A and B. Antimicrob. Agents Chemother. 48(11), 4450-4452 (2004).

    2. Qi, S., Guo, L., Yan, S., et al. Hypocrellin A-based photodynamic action induces apoptosis in A549 cells through ROS-mediated mitochondrial signaling pathway. Acta Pharm. Sin. B. 9(2), 279-293 (2019).