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Hericenone A

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Category Mycotoxins
Catalog number BBF-00947
CAS 126654-52-2
Molecular Weight 330.37
Molecular Formula C19H22O5

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Product Description

Hericenone A is a cytotoxic substance extracted from the fruiting bodies of Hericium erinaceum. It can activate nerve growth factor (NGF) synthesis.

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Synonyms (E)-5-(3,7-Dimethyl-5-oxoocta-2,6-dien-1-yl)-4-hydroxy-6-methoxyisobenzofuran-1(3H)-one
IUPAC Name 5-[(2E)-3,7-dimethyl-5-oxoocta-2,6-dienyl]-4-hydroxy-6-methoxy-3H-2-benzofuran-1-one
Canonical SMILES CC(=CC(=O)CC(=CCC1=C(C=C2C(=C1O)COC2=O)OC)C)C
InChI InChI=1S/C19H22O5/c1-11(2)7-13(20)8-12(3)5-6-14-17(23-4)9-15-16(18(14)21)10-24-19(15)22/h5,7,9,21H,6,8,10H2,1-4H3/b12-5+
InChI Key IDSCVDJWBRGNKG-LFYBBSHMSA-N
Appearance Crystal
Melting Point 100-102°C
1. New isoindolinones from the fruiting bodies of Hericium erinaceum
Xu-Li Wang, Kang-Ping Xu, Hong-Ping Long, Hui Zou, Xiao-Zheng Cao, Kai Zhang, Jian-Zhong Hu, Shu-Jin He, Gang-Zhi Zhu, Xiao-Ai He, Ping-Sheng Xu, Gui-Shan Tan Fitoterapia. 2016 Jun;111:58-65. doi: 10.1016/j.fitote.2016.04.010. Epub 2016 Apr 16.
Hericium erinaceus is a well-known medicinal and edible mushroom, which is considered as a potential source to obtain antitumor candidates. In this work, five new isoindolinones, named erinaceolactams A-E (1-5), along with five known compounds (6-10), were isolated from 70% ethanol extract of the fruiting bodies of H. erinaceus. The structures of new compounds were validated by HRESIMS and 1D, 2D NMR. It's worth mentioning that there are two pairs of isomers included in the new compounds. Moreover, their cytotoxicity against metastatic human hepatocellular carcinoma cell lines SMMC-7221 and MHCC-97H were evaluated. The results showed that compounds 6 and 7 exhibited promising inhibitory potency against the growth of two cell lines.
2. Two new aromatic compounds from Hericium erinaceum (BULL.: FR.) PERS(1)
Yasunori Yaoita, Kuniko Danbara, Masao Kikuchi Chem Pharm Bull (Tokyo). 2005 Sep;53(9):1202-3. doi: 10.1248/cpb.53.1202.
Two new aromatic compounds, erinacerins A (1) and B (2), were isolated from the fruiting bodies of Hericium erinaceum (BULL.: FR.) PERS. (Hericiaceae) together with a known compound, hericenone A (3). The structures of the new compounds were elucidated on the basis of their spectral data. It was found that 1 occurred as a racemate.

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