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

(25S)-20,22-O-(R-ETHYLIDENE) INOKOSTERONE

Year of first isolation: 2012
Formula:C29H46O7
Molecular weight:506
Occurence in plants:
Achyranthes bidentata [Amaranthaceae] » Images of Achyranthes bidentata Wikipedia: Achyranthes bidentata [Amaranthaceae]
Occurence in animals:
 
(25S)-20,22-O-(R-ETHYLIDENE) INOKOSTERONE

STRUCTURE DESCRIPTORS

Canonical SMILES 
Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ]
C1[C@]2([C@@H](C[C@H]([C@H]1O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@]1(C)[C@H](O[C@H](O1)C)CC[C@@H](CO)C)O)C)C » JSMol: View in 3D
IUPAC Name 
CAS-RN 
PubChem CID 
InChiKey
[ ChemIDPlus: search ]
FRNFZGBSUYJCLB-CFVUGUEQSA-N
InChIInChI=1S/C29H46O7/c1-16(15-30)6-7-25-28(5,36-17(2)35-25)24-9-11-29(34)19-12-21(31)20-13-22(32)23(33)14-26(20,3)18(19)8-10-27(24,29)4/h12,16-18,20,22-25,30,32-34H,6-11,13-15H2,1-5H3/t16-,17+,18-,20-,22+,23-,24-,25+,26+,27+,28+,29+/m0/s1

MASS SPECTRUM

EIS-MS (-) m/z 505 [M-H]-
ESI-MS (+) m/z 529 [M+Na]+, 507 [M+H]+
CI-MS (NH3) m/z  
HREI-MS m/z505.3173 [M-H]- (calcd. for C29H45O7 , 505.3160)

CARBON NMR

PROTON NMR

CD3OD
0137.3 (t)
0268.7 (d)
0368.5 (d)
0432.9 (t)
0551.8 (d)
06206.4 (s)
07122.2 (d)
08167.5 (s)
0935.1 (d)
1039.2 (s)
1121.5 (t)
1232.2 (t)
1349.0 (s)*
1485.2 (s)
1531.7 (t)
1622.6 (t)
1751.3 (d)
1817.6 (q)
1924.4 (q)
2085.3 (s)
2123.6 (q)
2285.5 (d)
2327.3 (t)
2432.0 (t)
2537.0 (d)
2668.2 (t)
2717.0 (q)
eth-1'102.3 (d)
eth-2'22.0 (q)
CD3OD
01-Ha1.41 (m)
01-He1.77 (m)
02-Ha3.82 (m)
03-He3.94 (m)
04-Ha1.73 (m)
04-He1.69 (m)
05-H2.38 (m)
07-H5.80 (d, 2.0)
09-H3.13 m)
11-Ha1.67 (m)
11-He1.79 (m)
12-Ha2.09 (m)
12-He1.82 (m)
15-Ha1.60 (m)
15-Hb1.94 (m)
16-Ha1.92 (m)
16-Hb1.87 (m)
17-H2.32 (m)
18-Me0.85 (s)
19-Me0.95 (s)
21-Me1.13 (s)
22-H3.65 (dd, 8.8, 3.6)
23-Ha1.49 (m)
23-Hb1.49 (m)
24-Ha1.68 (m)
24-Hb1.15 (m)
25-H1.61 (m)
26-CH2OH3.34 (dd, 10.4, 6.4), 3.42 (dd, 10.4, 5.6)
27-Me0.93 (d, 6.8)
eth-H1'5.05 (q, 4.8)
eth-H2'1.29 (d, 4.8)

PHYSICAL PROPERTIES

M.P.°C ;
[α]D20+ 26.8 ° (c = 0.35 ; MeOH)
IR (KBr) ν max (cm-1)3419, 2934, 1654, 1450, 1139, 1156
UV (MeOH) λ max (log ε) nm242 (4.14) ;

CHROMATOGRAPHY

RP-HPLCColumn Fuji-C18 10 m, mobile phase MeOH-H20 (70:30 v/v), flow rate 10 mL/min, Ret 65 min
GLC
HPTLC
TLC

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationZHANG, M. et al. (2012) Molecules 17, 3324-3332 Search more
GeneralZHANG, M. et al. (2012) Personal communication to Ecdybase editors 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