Gymnopusin
 
Chemical structure of gymnopusin
 
Names
  
Preferred IUPAC name 
3,4,9-Trimethoxyphenanthrene-2,7-diol
 
Identifiers
  
 
  
 
  
ChEMBL 
  
ChemSpider 
  
 
  
UNII 
  
 
  
InChI=1S/C17H16O5/c1-20-14-7-9-6-13(19)16(21-2)17(22-3)15(9)11-5-4-10(18)8-12(11)14/h4-8,18-19H,1-3H3
Key: GIVSZLKTIBWYRM-UHFFFAOYSA-N
InChI=1/C17H16O5/c1-20-14-7-9-6-13(19)16(21-2)17(22-3)15(9)11-5-4-10(18)8-12(11)14/h4-8,18-19H,1-3H3
Key: GIVSZLKTIBWYRM-UHFFFAOYAJ
 
 
COC1=CC2=CC(=C(C(=C2C3=C1C=C(C=C3)O)OC)OC)O
 
 
Properties
  
 
C 17 H 16 O 5 
 
Molar mass 
−1   
 
Except where otherwise noted, data are given for materials in their 
standard state  (at 25 °C [77 °F], 100 kPa).
Infobox references
 
Gymnopusin  is a phenanthrenediol produced by the orchid Bulbophyllum gymnopus [ 1] Bulbophyllum reptans [ 2] Maxillaria densa [ 3] 
References 
^ Structure and synthesis of gymnopusin, a novel phenanthrenediol from the orchid Bulbophyllum gymnopus. Andrew B. Hughes and Melvyn V. Sargent, J. Chem. Soc., 1989, Perkin Trans. 1, pages 1787-1791, doi :10.1039/P19890001787  
^ Kovacs, Phytochemistry, 69, (2008), 1084 
^ Phytotoxicity and ultrastructural effects of gymnopusin from the orchid Maxillaria densa on duckweed (Lemna pausicostata) frond and root tissues. Valencia-Islas NA, Paul RN, Shier WT, Mata R and Abbas HK, Phytochemistry, 2002, volume 61, issue 2, pages 141-148, PMID  12169307 , doi :10.1016/S0031-9422(02)00220-0  
  
External links 
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 
denneanoside A, B, C, D and E  9,10-dihydrophenanthrene glycoside 
dimeric phenanthrenes 
cirrhopetalanthrin 
flavanthrin 
reptanthrin 
isoreptanthrin 
8,8'-bidehydrojuncusol  Cyclic bibenzyl -dihydrophenanthrene derivative