2880-49-1
Chemical Structure
Heraclenin
- CAS No.: 2880-49-1
- Formula:C16H14O5
- Molecular Weight:286.28
IUPAC Name: (R)-9-((3,3-dimethyloxiran-2-yl)methoxy)-7H-furo[3,2-g]chromen-7-one
InChIKey: CTJZWFCPUDPLME-LLVKDONJSA-N
SMILES: CC1(C)[C@H](O1)COC2=C(OC=C3)C3=CC(C=C4)=C2OC4=O
Biological Activity: Heraclenin is a linear furanocoumarin natural product. Heraclenin binds to the type III effector protein XopQ and chitin deacetylase, exhibits antibacterial activity against Xanthomonas oryzae pv. oryzae, and displays antifungal activity against Colletotrichum lindemuthianum. Heraclenin stimulates Runx2 mRNA expression, induces osteoblast differentiation and mineralization. Heraclenin induces Chk1 phosphorylation, G2/M cell cycle arrest, DNA fragmentation, apoptosis, chromosomal aberrations, sister chromatid exchange, and inhibits proliferation. Heraclenin can be used for research on osteoporosis, melanoma, T-cell lymphoma, and leukemia[1][2][3][4][5][6].
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Heraclenin | Heraclenin is a linear furanocoumarin natural product. Heraclenin binds to the type III effector protein XopQ and chitin deacetylase, exhibits antibacterial activity against Xanthomonas oryzae pv. oryzae, and displays antifungal activity against Colletotrichum lindemuthianum. Heraclenin stimulates Runx2 mRNA expression, induces osteoblast differentiation and mineralization. Heraclenin induces Chk1 phosphorylation, G2/M cell cycle arrest, DNA fragmentation, apoptosis, chromosomal aberrations, sister chromatid exchange, and inhibits proliferation. Heraclenin can be used for research on osteoporosis, melanoma, T-cell lymphoma, and leukemia. | |||||||||||||||||||||
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References
- [1]. Wu H, et al. Mechanism-based inactivation of CYP2D6 by imperatorin and drug-drug interaction in vitro and in vivo. Arch Toxicol. 2026 Jul;100(7):2885-2897. [Content Brief]
- [2]. Santhana Krishnan VP, et al. Isolation of Heraclenin from Aegle marmelos correa and Screening for its Antimicrobial Activity Through in vitro & in silico Studies. Nat Prod J. 2016 Jun;6(2):134-141.
- [3]. Shanmugam H, et al. Osteogenic stimulatory effect of heraclenin purified from bael in mouse mesenchymal stem cells in vitro. Chemico-biological interactions. 2019 Sep 01;310:108750. [Content Brief]
- [4]. Kimura Y, et al. In vitro and in vivo antiproliferative effect of a combination of ultraviolet-A and alkoxy furocoumarins isolated from Umbelliferae medicinal plants, in melanoma cells. Photochemistry and photobiology. 2013;89(5):1216-25. [Content Brief]
- [5]. Mottaghipisheh J, et al. Antiproliferative and cytotoxic activities of furocoumarins of Ducrosia anethifolia. Pharmaceutical biology. 2018 Dec;56(1):658-664. [Content Brief]
- [6]. Appendino G, et al. Coumarins from Opopanax chironium. New dihydrofuranocoumarins and differential induction of apoptosis by imperatorin and heraclenin. Journal of natural products. 2004 Apr;67(4):532-6. [Content Brief]
