From Wikipedia, the free encyclopedia
Coeloginin
Chemical structure of coeloginin
Names
Preferred IUPAC name
2,6-Dihydroxy-7,8-dimethoxy-9,10-dihydro-5H -phenanthro[4,5-bcd ]pyran-5-one
Identifiers
ChemSpider
UNII
InChI=1S/C17H14O6/c1-21-15-9-4-3-7-5-8(18)6-10-11(7)12(9)13(17(20)23-10)14(19)16(15)22-2/h5-6,18-19H,3-4H2,1-2H3
Key: PHSQBKCKZRQIDM-UHFFFAOYSA-N
InChI=1/C17H14O6/c1-21-15-9-4-3-7-5-8(18)6-10-11(7)12(9)13(17(20)23-10)14(19)16(15)22-2/h5-6,18-19H,3-4H2,1-2H3
Key: PHSQBKCKZRQIDM-UHFFFAOYAJ
c4c1CCc3c2c1c(cc4O)oc(=O)c2c(O)c(OC)c3OC
Properties
C 17 H 14 O 6
Molar mass
314.293 g·mol−1
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Coeloginin is a phenanthrenoid found in the high altitude Himalayan orchid Coelogyne cristata . This molecule has a phenanthro[4,5-bcd ]pyrone structure.[ 1] [ 2]
^ Majumder, Priyalal; Bandyopadhyay, Debabrata; Joardar, Subhendu (1982). "Coelogin and coeloginin: Two novel 9,10-dihydrophenanthrene derivatives from the orchid Coelogyne cristata". Journal of the Chemical Society, Perkin Transactions 1 : 1131. doi :10.1039/P19820001131 .
^ Majumder, P. L.; Sen, S.; Majumder, S. (2001). "Phenanthrene derivatives from the orchid Coelogyne cristata". Phytochemistry . 58 (4): 581–6. doi :10.1016/S0031-9422(01)00287-4 . PMID 11576602 .
Phenanthrols polyhydroxylated phenanthrenes
2,3,4-trimethoxy-7,8-methylenedioxyphenanthrene
2,5-dihydroxy-3,4-dimethoxyphenanthrene
2,5-dihydroxy-3,4,9-trimethoxyphenanthrene
2,7-dihydroxy-3,4,6-trimethoxyphenanthrene
2,7-dihydroxy-3,4,9-trimethoxyphenanthrene
2,7-Dihydroxy-3,6-dimethoxyphenanthrene
3-hydroxy-2,4,-dimethoxy-7,8-methylenedioxyphenanthrene
2-hydroxy-3,5,7-trimethoxyphenanthrene
2-hydroxy-3,5,7-trimethoxy-9,10-dihydrophenanthrene
3,4,8-Trimethoxyphenanthrene-2,5-diol
4,6-dimethoxyphenanthrene-2,3,7-triol
4,9-dimethoxyphenanthrene-2,5-diol
7-Hydroxy-2,3,4,8-tetramethoxyphenanthrene
9,10-dihydrophenanthrene derivatives
coelogin
coeloginin
coeloginanthridin
coelonin
effusol
hircinol
juncusol
loroglossol
orchinol
Plicatol C
4-methoxy-9,10-dihydrophenanthrene-2,3,7-triol
4,6-dimethoxy-9,10-dihydrophenanthrene-2,3,7-triol
9,10-dihydro-2,7-dihydroxy-3,4-dimethoxyphenanthrene
9,10-dihydro-2,7-dihydroxy-3,4,6-trimethoxyphenanthrene
9,10-Dihydro-2,5-dimethoxyphenanthrene-1,7-diol
9,10-dihydro-2,5-dihydroxy-3,4-dimethoxyphenanthrene
glycosides
Phenanthrene glycosides 9,10-dihydrophenanthrene glycoside
dimeric phenanthrenes Cyclic bibenzyl -dihydrophenanthrene derivative