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NIUXIXINSTERONE A

Year of first isolation: 2011
Formula:C34H50O9
Molecular weight:602
Occurence in plants:
Achyranthes bidentata [Amaranthaceae] » Images of Achyranthes bidentata Wikipedia: Achyranthes bidentata [Amaranthaceae]
Occurence in animals:
 
NIUXIXINSTERONE A

STRUCTURE DESCRIPTORS

Canonical SMILES 
Isomeric SMILES
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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)c1oc(cc1)CO)C[C@@H](C(C)(C)O)C)O)C)C » JSMol: View in 3D
IUPAC Name(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-17-((2R,4R,5R)-5-((S)-3-hydroxy-2,3-dimethylbutyl)-2-(5-(hydroxymethyl)furan-2-yl)-4-methyl-1,3-dioxolan-4-yl)-10,13-dimethyl-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
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KPCQTDWWMAPJKX-BBEXEBBRSA-N
InChIInChI=1S/C34H50O9/c1-18(30(2,3)39)13-28-33(6,43-29(42-28)26-8-7-19(17-35)41-26)27-10-12-34(40)21-14-23(36)22-15-24(37)25(38)16-31(22,4)20(21)9-11-32(27,34)5/h7-8,14,18,20,22,24-25,27-29,35,37-40H,9-13,15-17H2,1-6H3/t18-,20-,22-,24+,25-,27-,28+,29+,31+,32+,33+,34+/m0/s1

MASS SPECTRUM

HRESI-MS 625.3359 [M+Na] + (calculated for C34H50O9Na, 625.3353)
EI-MS m/z (relative intensity %)
CI-MS (NH3) m/z

CARBON NMR

PROTON NMR

C5D5N
0137.9
0268.2
0368.1
0432.4
0551.4
06203.4
07121.7
08165.4
0934.7
1038.6
1121.0
1231.7
1347.7
1484.0
1531.5
1622.5
1750.6
1817.3
1924.4
2085.5
2122.6
2285.4
2331.3
2444.5
2572.1
2625.4
2728.9
2816.6
hmf-1'97.8
hmf-2'152.2
hmf-3'110.1
hmf-4'107.8
hmf-5' 157.4
hmf-6'57.2
C5D5N
01-Ha1.90 (m)
01-He2.12 (m)
02-Ha4.17 (d, 11.8)
03-He4.23 (br, s)
04-Ha1.70 (m)
04-He1.97 (m)
05-H2.98 (dd, 13.2, 3.6)
07-H6.24 (d, 2.0)
09-H3.52 (m)
11-Ha1,61 (m)
11-He1.78 (m)
12-Ha2.39 (m)
12-He1.86 (m)
15-Ha2.15 (m)
15-Hb1.86 (m)
16-Ha2.15 (m)
16-Hb2.15 (m)
17-H2.89 (t, 8.6)
18-Me1.00 (s)
19-Me1.00 (s)
21-Me1.53 (s)
22-H4.20 (dd, 10.4, 3.6)
23-Ha2.39 (m)
23-Hb1.86 (m)
24-H1.94 (m)
26-Me1.28 (s)
27-Me1.36 (s)
hmf-1'-H6.11 (s)
hmf-3'-H6.66 (d, 3.2)
hmf-4'-H6.44 (d, 3.2)
hmf-6'-H4.83 (2H, s)

PHYSICAL PROPERTIES

M.P.227-228 °C ;
[α]D20+ 55 ° (c 0.05 ; MeOH)
IR (KBr) ν max (cm-1)3460, 1660, 1454, 1380, 1062
UV ( MeOH) λ max (log ε)226 nm (4.10), 248 nm (3.20), 323 nm (1.35)

CHROMATOGRAPHY

HPLCRP-HPLC Column Pegasil ODS II (5 m, 10 x 250 mm), eluted with MeOH-H2O (9:20) (Ret. 27.8 min).
GLC
HPTLC
TLC

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationWANG, Q.H. et al. (2011) Molecules 16, 5989-5997 Search more

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