Phillyrin

Phillyrin
Names
	IUPAC name (7α,7′β,8α,8′α)-3,3′,4′-Trimethoxy-7,9′:7′,9-diepoxylignan-4-yl β-D-glucopyranoside
	Systematic IUPAC name (2S,3R,4S,5S,6R)-2-{4-[(1R,3aR,4S,6aR)-4-(3,4-Dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
	Other names Forsythin
Identifiers
CAS Number	487-41-2 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:80888;
ChEMBL	ChEMBL462767;
ChemSpider	91900;
KEGG	C17048;
PubChem CID	44584288;
UNII	VE9P4964MG ;
	InChI InChI=1S/C27H34O11/c1-32-17-6-4-13(8-19(17)33-2)25-15-11-36-26(16(15)12-35-25)14-5-7-18(20(9-14)34-3)37-27-24(31)23(30)22(29)21(10-28)38-27/h4-9,15-16,21-31H,10-12H2,1-3H3/t15-,16-,21+,22+,23-,24+,25+,26-,27+/m0/s1 Key: KFFCKOBAHMGTMW-GBRPDIMTSA-N;
	SMILES COC1=C(C=C(C=C1)[C@@H]2[C@H]3CO[C@H]([C@H]3CO2)C4=CC(=C(C=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC)OC;
Properties
Chemical formula	C27H34O11
Molar mass	534.55 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Phillyrin is an endophytic fungal isolate with anti-obesity activity. It can be produced by Colletotrichum gloeosporioides, an endophytic fungus isolated from Forsythia suspensa. It can also be prepared directly from Forsythia suspensa.^[1]

Notes

^ Su, Hai-xia; Yao, Sheng; Zhao, Wen-Feng; Li, Min-jun; Liu, Jia; Shang, Wei-Juan; Xie, Hang; Ke, Chang-Qiang; Hu, Hang-Chen; Gao, Mei-na; Yu, Kun-Qian; Liu, Hong; Shen, Jing-Shan; Tang, Wei; Zhang, Lei-ke; Xiao, Geng-fu; Ni, Li; Wang, Dao-wen; Zuo, Jian-Ping; Jiang, Hua-Liang; Bai, Fang; Wu, Yan; Ye, Yang; Xu, Ye-Chun (2020). "Anti-SARS-CoV-2 activities in vitro of Shuanghuanglian preparations and bioactive ingredients". Acta Pharmacologica Sinica. 41 (9): 1167–1177. doi:10.1038/s41401-020-0483-6. PMC 7393338. PMID 32737471.

Zhang Q, Wei X, Wang J (December 2012). "Phillyrin produced by Colletotrichum gloeosporioides, an endophytic fungus isolated from Forsythia suspensa". Fitoterapia. 83 (8): 1500–5. doi:10.1016/j.fitote.2012.08.017. PMID 22960349.
Zhao Y, Li F, Yang J, An X, Zhou M (February 2005). "[Effect of phillyrin on the anti-obesity in nutritive obesity mice]". Zhong Yao Cai (in Chinese). 28 (2): 123–4. PMID 15981888.
Preparative isolation and purification of phillyrin from the medicinal plant Forsythia suspensa by high-speed counter-current chromatography

HB Li, F Chen - Journal of Chromatography A, 2005.

Ultrasound-assisted extraction of phillyrin from Forsythia suspensa. EQ Xia, XX Ai, SY Zang, TT Guan, XR Xu, HB Li - Ultrasonics Sonochemistry, 2011

]

[su20-1] Su, Hai-xia; Yao, Sheng; Zhao, Wen-Feng; Li, Min-jun; Liu, Jia; Shang, Wei-Juan; Xie, Hang; Ke, Chang-Qiang; Hu, Hang-Chen; Gao, Mei-na; Yu, Kun-Qian; Liu, Hong; Shen, Jing-Shan; Tang, Wei; Zhang, Lei-ke; Xiao, Geng-fu; Ni, Li; Wang, Dao-wen; Zuo, Jian-Ping; Jiang, Hua-Liang; Bai, Fang; Wu, Yan; Ye, Yang; Xu, Ye-Chun (2020). "Anti-SARS-CoV-2 activities in vitro of Shuanghuanglian preparations and bioactive ingredients". Acta Pharmacologica Sinica. 41 (9): 1167–1177. doi:10.1038/s41401-020-0483-6. PMC 7393338. PMID 32737471.

[1]

Names

IUPAC name (7α,7′β,8α,8′α)-3,3′,4′-Trimethoxy-7,9′:7′,9-diepoxylignan-4-yl β-D-glucopyranoside
Systematic IUPAC name (2S,3R,4S,5S,6R)-2-{4-[(1R,3aR,4S,6aR)-4-(3,4-Dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
Other names Forsythin
Identifiers
CAS Number	487-41-2^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:80888
ChEMBL	ChEMBL462767
ChemSpider	91900
KEGG	C17048
PubChem CID	44584288
UNII	VE9P4964MG^Y
InChI InChI=1S/C27H34O11/c1-32-17-6-4-13(8-19(17)33-2)25-15-11-36-26(16(15)12-35-25)14-5-7-18(20(9-14)34-3)37-27-24(31)23(30)22(29)21(10-28)38-27/h4-9,15-16,21-31H,10-12H2,1-3H3/t15-,16-,21+,22+,23-,24+,25+,26-,27+/m0/s1 Key: KFFCKOBAHMGTMW-GBRPDIMTSA-N
SMILES COC1=C(C=C(C=C1)[C@@H]2[C@H]3CO[C@H]([C@H]3CO2)C4=CC(=C(C=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC)OC
Properties
Chemical formula	C₂₇H₃₄O₁₁
Molar mass	534.55 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references