Hinokinin information

Hinokinin
Names
	Preferred IUPAC name (3R,4R)-3,4-Bis[(2H-1,3-benzodioxol-5-yl)methyl]oxolan-2-one
	Other names (3R,4R)-3,4-Bis(1,3-benzodioxol-5-ylmethyl)dihydro-2(3H)-furanone
Identifiers
CAS Number	26543-89-5 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL242011 ;
ChemSpider	391188 ;
PubChem CID	442879;
CompTox Dashboard (EPA)	DTXSID70949391 ;
	InChI InChI=1S/C20H18O6/c21-20-15(6-13-2-4-17-19(8-13)26-11-24-17)14(9-22-20)5-12-1-3-16-18(7-12)25-10-23-16/h1-4,7-8,14-15H,5-6,9-11H2/t14-,15+/m0/s1 Key: DDWGQGZPYDSYEL-LSDHHAIUSA-N ; InChI=1S/C20H18O6/c21-20-15(6-13-2-4-17-19(8-13)26-11-24-17)14(9-22-20)5-12-1-3-16-18(7-12)25-10-23-16/h1-4,7-8,14-15H,5-6,9-11H2/t14-,15+/m0/s1 Key: DDWGQGZPYDSYEL-LSDHHAIUSA-N;
	SMILES C1C(C(C(=O)O1)CC2=CC3=C(C=C2)OCO3)CC4=CC5=C(C=C4)OCO5;
Properties
Chemical formula	C20H18O6
Molar mass	354.358 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Hinokinin is a dibenzylbutyrolactone lignan, derived from various species of plants. It is a potential antichagonistic agent.^[1] In vitro, it has been shown to have potential neuroprotective effects^[2] as well as anti-inflammatory, anti-tumor, antiviral and antifungal properties.^[3]

Hinokinin was isolated for the first time by Yoshiki and Ishiguro in 1933 from hinoki wood.^[4]

^ Marcotullio, Maria; Pelosi, Azzurra; Curini, Massimo (2014-09-17). "Hinokinin, an Emerging Bioactive Lignan". Molecules. 19 (9): 14862–14878. doi:10.3390/molecules190914862. ISSN 1420-3049. PMC 6271885. PMID 25232707.
^ Timple, Julie Marie V.; Magalhães, Lizandra Guidi; Souza Rezende, Karen Cristina; Pereira, Ana Carolina; Cunha, Wilson Roberto; Andrade e Silva, Márcio Luis; Mortensen, Ole Valente; Fontana, Andréia C. K. (2013-10-10). "The Lignan (−)-Hinokinin Displays Modulatory Effects on Human Monoamine and GABA Transporter Activities". Journal of Natural Products. 76 (10): 1889–1895. doi:10.1021/np400452n. ISSN 0163-3864. PMID 24112084.
^ Zhou, Qi-Long; Wang, Hui-Jing; Tang, Pei; Song, Hao; Qin, Yong (October 2015). "Total Synthesis of Lignan Lactone (–)-Hinokinin". Natural Products and Bioprospecting. 5 (5): 255–261. doi:10.1007/s13659-015-0073-3. ISSN 2192-2195. PMC 4607678. PMID 26458924.
^ Yoshiki, Y.; Ishiguro, T. (1933). "Ueber die kristallisierten Bestandteile des Hinokiöls". Yakugaku Zasshi. 53 (2): 73–151. doi:10.1248/yakushi1881.53.2_73. ISSN 0031-6903.

[:0-1] Marcotullio, Maria; Pelosi, Azzurra; Curini, Massimo (2014-09-17). "Hinokinin, an Emerging Bioactive Lignan". Molecules. 19 (9): 14862–14878. doi:10.3390/molecules190914862. ISSN 1420-3049. PMC 6271885. PMID 25232707.

[2] Timple, Julie Marie V.; Magalhães, Lizandra Guidi; Souza Rezende, Karen Cristina; Pereira, Ana Carolina; Cunha, Wilson Roberto; Andrade e Silva, Márcio Luis; Mortensen, Ole Valente; Fontana, Andréia C. K. (2013-10-10). "The Lignan (−)-Hinokinin Displays Modulatory Effects on Human Monoamine and GABA Transporter Activities". Journal of Natural Products. 76 (10): 1889–1895. doi:10.1021/np400452n. ISSN 0163-3864. PMID 24112084.

[3] Zhou, Qi-Long; Wang, Hui-Jing; Tang, Pei; Song, Hao; Qin, Yong (October 2015). "Total Synthesis of Lignan Lactone (–)-Hinokinin". Natural Products and Bioprospecting. 5 (5): 255–261. doi:10.1007/s13659-015-0073-3. ISSN 2192-2195. PMC 4607678. PMID 26458924.

[4] Yoshiki, Y.; Ishiguro, T. (1933). "Ueber die kristallisierten Bestandteile des Hinokiöls". Yakugaku Zasshi. 53 (2): 73–151. doi:10.1248/yakushi1881.53.2_73. ISSN 0031-6903.

Hinokinin information

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Hinokinin

Chamaecyparis obtusa

Dimanganese decacarbonyl