Coeloginanthrin

Coeloginanthrin
Names
Chemical structure of coeloginanthrin
IUPAC name 7,8-dimethoxyphenanthrene-2,4,6-triol
Other names 3,5,7-trihydroxy-1,2-dimethoxyphenanthrene
Identifiers
ChemSpider	9088385
Jmol interactive 3D	Image
PubChem	10913128
InChI InChI=1S/C16H14O5/c1-20-15-10-4-3-8-5-9(17)6-12(18)14(8)11(10)7-13(19)16(15)21-2/h3-7,17-19H,1-2H3 Key: RPXPLEKXBFYMQL-UHFFFAOYSA-N InChI=1/C16H14O5/c1-20-15-10-4-3-8-5-9(17)6-12(18)14(8)11(10)7-13(19)16(15)21-2/h3-7,17-19H,1-2H3 Key: RPXPLEKXBFYMQL-UHFFFAOYAE
SMILES Oc3cc(O)c2c1c(c(OC)c(OC)c(O)c1)ccc2c3
Properties
Chemical formula	C₁₆H₁₄O₅
Molar mass	286.28 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Coeloginanthrin is a phrenathrenoid found in the orchid Coelogyne cristata.^[1]

References

↑ Phenanthrene derivatives from the orchid Coelogyne cristata. Majumder PL1, Sen S and Majumder S, Phytochemistry, October 2001, volume 58, issue 4, pages 581-586, PubMed

External links

Coeloginanthrin at kanaya.naist.jp/knapsack_jsp

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

Phenanthrols

1-Phenanthrol
2-Phenanthrol
3-Phenanthrol
4-Phenanthrol
9-Phenanthrol

polyhydroxylated phenanthrenes

coeloginanthrin (3,5,7-trihydroxy-1,2-dimethoxyphenanthrene)
confusaridin (2,6-dihydroxy-3,4,7,8-tetramethoxyphenanthrene)
confusarin (2,7-dihydroxy-3,4,8-trimethoxyphenanthrene)
dehydroeffusol
dehydrojuncusol (1,6-dimethyl-5-vinyl-8-phenanthrene-2,7-diol)
flavanthrinin (2,7-dihydroxy-4-methoxyphenanthrene)
gymnopusin (2,7-dihydroxy-3,4,9-trimethoxyphenanthrene)
Nudol (2,7-dihydroxy-3,4-dimethoxyphenanthrene)
Perakensol (7-hydroxy-2,3,6-trimethoxyphenanthrene)
plicatol A (2,5-dihydroxy-4,9,10-trimethoxyphenanthrene)
Plicatol B (2,5-dihydroxy-4-methoxyphenanthrene)

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 (2,6-Dihydroxy-7,8-dimethoxy-9,10-dihydro-5H-phenanthro[4,5-bcd]pyran)
coeloginin (2,6-Dihydroxy-7,8-dimethoxy-9,1O-dihydro-5H-phenanthro[4,5-bcd]pyran-5-one)
coeloginanthridin (3,5,7-trihydroxy-1,2-dimethoxy-9,10-dihydrophenanthrene)
coelonin (9,10-dihydro-2,7-dihydroxy-4-methoxyphenanthrene)
effusol (5-ethenyl-1-methyl-9,10-dihydrophenanthrene-2,7-diol)
hircinol (9,10-dihydro-4-methoxyphenanthrene-2,5-diol)
juncusol (1,6-Dimethyl-5-vinyl-9,10-dihydro-2,7-phenanthrenediol)
loroglossol (5-hydroxy-2,4-dimethyoxy-9,10-dihydrophenanthrene)
orchinol (9,10-Dihydro-5,7-dimethoxyphenanthren-2-ol)
Plicatol C (2,5,9-trihydroxy-4-methoxy-9,10-dihydrophenanthrene)
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	denneanoside F

dimeric phenanthrenes

cirrhopetalanthrin (2,2′,7,7′-tetrahydroxy-4,4′-dimethoxy-1,1′-biphenanthryl)
flavanthrin (9,9′,10,10′-tetrahydro-2,2′,7,7′-tetrahydroxy-4,4′-dimethoxy-1,1′-biphenanthryl)
reptanthrin
isoreptanthrin
8,8'-bidehydrojuncusol (1,1',6,6'-tetramethyl-5,5'-divinyl-8,8'-biphenanthrene-2,2',7,7'-tetraol)

Cyclic bibenzyl-dihydrophenanthrene derivative

Cavicularin

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Coeloginanthrin

See also

References

External links