Yuanhunine

Yuanhunine
Names
	IUPAC name 2,3,9-Trimethoxy-13α-methyl-13aβ-berbin-10-ol
	Systematic IUPAC name (13S,13aR)-2,3,9-Trimethoxy-13-methyl-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinolin-10-ol
Identifiers
CAS Number	104387-15-7;
3D model (JSmol)	Interactive image;
ChemSpider	113944;
MeSH	C051427
PubChem CID	128558;
CompTox Dashboard (EPA)	DTXSID10146443 ;
	InChI InChI=1S/C21H25NO4/c1-12-14-5-6-17(23)21(26-4)16(14)11-22-8-7-13-9-18(24-2)19(25-3)10-15(13)20(12)22/h5-6,9-10,12,20,23H,7-8,11H2,1-4H3/t12-,20+/m0/s1 Key: PVYYNJAXBCIMNG-FKIZINRSSA-N; InChI=1/C21H25NO4/c1-12-14-5-6-17(23)21(26-4)16(14)11-22-8-7-13-9-18(24-2)19(25-3)10-15(13)20(12)22/h5-6,9-10,12,20,23H,7-8,11H2,1-4H3/t12-,20+/m0/s1 Key: PVYYNJAXBCIMNG-FKIZINRSBB;
	SMILES O(c1c4c(ccc1O)[C@@H]([C@@H]3c2c(cc(OC)c(OC)c2)CCN3C4)C)C;
Properties
Chemical formula	C21H25NO4
Molar mass	355.434 g·mol−1
Solubility	Soluble in DMSO
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Yuanhunine is an anti-allergic^[1] alkaloid isolated from Corydalis.^[2]

References

^ Saito, S. Y.; Tanaka, M.; Matsunaga, K.; Li, Y.; Ohizumi, Y. (2004). "The combination of rat mast cell and rabbit aortic smooth muscle is the simple bioassay for the screening of anti-allergic ingredient from methanolic extract of Corydalis tuber". Biological & Pharmaceutical Bulletin. 27 (8): 1270–1274. doi:10.1248/bpb.27.1270. PMID 15305035.
^ "LOTUS: Natural Products Online". lotus.naturalproducts.net. Retrieved 2022-04-07.

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Names

IUPAC name 2,3,9-Trimethoxy-13α-methyl-13aβ-berbin-10-ol
Systematic IUPAC name (13S,13aR)-2,3,9-Trimethoxy-13-methyl-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinolin-10-ol
Identifiers
CAS Number	104387-15-7
3D model (JSmol)	Interactive image
ChemSpider	113944
MeSH	C051427
PubChem CID	128558
CompTox Dashboard (EPA)	DTXSID10146443
InChI InChI=1S/C21H25NO4/c1-12-14-5-6-17(23)21(26-4)16(14)11-22-8-7-13-9-18(24-2)19(25-3)10-15(13)20(12)22/h5-6,9-10,12,20,23H,7-8,11H2,1-4H3/t12-,20+/m0/s1 Key: PVYYNJAXBCIMNG-FKIZINRSSA-N InChI=1/C21H25NO4/c1-12-14-5-6-17(23)21(26-4)16(14)11-22-8-7-13-9-18(24-2)19(25-3)10-15(13)20(12)22/h5-6,9-10,12,20,23H,7-8,11H2,1-4H3/t12-,20+/m0/s1 Key: PVYYNJAXBCIMNG-FKIZINRSBB
SMILES O(c1c4c(ccc1O)[C@@H]([C@@H]3c2c(cc(OC)c(OC)c2)CCN3C4)C)C
Properties
Chemical formula	C₂₁H₂₅NO₄
Molar mass	355.434 g·mol⁻¹
Solubility	Soluble in DMSO
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references