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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).
Chemical compound
Gymnopusin is a phenanthrenediol produced by the orchid Bulbophyllum gymnopus [ 1] Bulbophyllum reptans [ 2] Maxillaria densa [ 3]
^ 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
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
