Welcome to online ecdysteroids database ! . .
Access data · History · Contact

5β,11α,20-TRIHYDROXYECDYSONE

Year of first isolation: 2008
Formula:C27H44O9
Molecular weight:512
Occurence in plants:
Dioscorea dumetorum [Dioscoreaceae] » Images of Dioscorea dumetorum Wikipedia: Dioscorea dumetorum [Dioscoreaceae]
Occurence in animals:
 
5β,11α,20-TRIHYDROXYECDYSONE

STRUCTURE DESCRIPTORS

Canonical SMILES 
Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ]
C1[C@]2([C@@](C[C@H]([C@H]1O)O)(C(=O)C=C1[C@@H]2[C@@H](C[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)(C)O)O)O)O)C)O)O)C » JSMol: View in 3D
IUPAC Name(2S,3R,5S,9R,10R,11R,13R,14S,17S)-2,3,5,11,14-pentahydroxy-10,13-dimethyl-17-((2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl)-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta[a]phenanthren-6-one
CAS-RN 
PubChem CID 
InChiKey
[ ChemIDPlus: search ]
BTGMYEUBROEELM-LFRFUCKDSA-N
InChIInChI=1S/C27H44O9/c1-22(2,33)8-7-19(31)25(5,34)18-6-9-26(35)14-10-20(32)27(36)13-16(29)15(28)11-24(27,4)21(14)17(30)12-23(18,26)3/h10,15-19,21,28-31,33-36H,6-9,11-13H2,1-5H3/t15-,16+,17+,18-,19+,21+,23+,24+,25+,26+,27+/m0/s1

MASS SPECTRUM

HRESI-MS m/z (positive ion mode) m/z535.6231 [M+Na] + , calc. 535.6226 for C27H44O9Na
FAB-MS m/z511 [M - H]-

CARBON NMR

PROTON NMR

C5D5N
0134.7
0267.5
0369.0
0441.5
0579.6
06201.0
07120.2
08164.1
0945.3
1045.0
1169.0
1243.0
1347.5
1483.7
1530.8
1620.7
1749.2
1818.3
1923.8
2076.7
2120.6
2277.1
2335.5
2441.5
2569.8
2629.1
2729.1
C5D5N
01-Ha2.17
01-He3.14
02-Ha4.60 (m)
03-He4.60 (m)
04-Ha1.70
04-He2.18
07-H6.12 (s)
09-H3.78 (m)
11-He4.43 (m)
12-Ha2.76 (t)
12-He2.51 (m)
15-Ha1.90
15-Hb1.98
16-Ha1.98
16-Hb2.23
17-H2.84 (t)
18-Me1.00 (s)
19-Me2.10 (s)
21-Me1.43 (s)
22-H3.74 (m)
23-Ha1.92
23-Hb2.13
24-Ha2.18
24-Hb1.70
26-Me1.26 (s)
27-Me1.30 (s)

PHYSICAL PROPERTIES

M.P.°C ;
[α]D20- 55.6 ° (c = 0.048; MeOH)
IR (CHCl3) ν max (cm-1)3373, 3055, 2371, 1683, 1227
UV (EtOH) λ max (log ε)() ;

CHROMATOGRAPHY

HPLC
GLC
HPTLC
TLC

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationSAUTOUR, M. et al. (2008) Biochem. Syst. Ecol. 36, 559-563 Search more

see Important notice
© Université Pierre & Marie Curie, Paris 6, France
© Institute of Organic Chemistry and Biochemistry, Academy of Sciences, Prague, Czech Republic
© Institut National de la Recherche Agronomique, Versailles, France
designed by Cybersales a.s.
Powered by Cybersales
PRINTER READY | MEDIUM | WIDE