Gymnopusin - Misplaced Pages

Gymnopusin
Names
Chemical structure of gymnopusin
Preferred IUPAC name 3,4,9-Trimethoxyphenanthrene-2,7-diol
Identifiers
CAS Number	113476-61-2
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL2208383
ChemSpider	28648972
PubChem CID	14505894
UNII	U8AQ3SG7TD
CompTox Dashboard (EPA)	DTXSID501031827
InChI 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,1-3H3Key: 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,1-3H3Key: GIVSZLKTIBWYRM-UHFFFAOYAJ
SMILES COC1=CC2=CC(=C(C(=C2C3=C1C=C(C=C3)O)OC)OC)O
Properties
Chemical formula	C₁₇H₁₆O₅
Molar mass	300.310 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Chemical compound

Gymnopusin is a phenanthrenediol produced by the orchid Bulbophyllum gymnopus. It is also found in Bulbophyllum reptans and Maxillaria densa.

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

Phenanthrenoids and their glycosides (molecules with a C6-C2-C6 backbone)

Phenanthrols

polyhydroxylated phenanthrenes

9,10-dihydrophenanthrene derivatives

glycosides

Phenanthrene glycosides	denneanoside A, B, C, D and E
9,10-dihydrophenanthrene glycoside	denneanoside F

dimeric phenanthrenes

Cyclic bibenzyl-dihydrophenanthrene derivative

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