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

AERVECDYSTEROID A

Year of first isolation: 2013
Formula:C28H44O6
Molecular weight:476
Occurence in plants:
Aerva javanica [Amaranthaceae] » Images of Aerva javanica Wikipedia: Aerva javanica [Amaranthaceae]
Occurence in animals:
 
AERVECDYSTEROID A

STRUCTURE DESCRIPTORS

Canonical SMILESCC1CC(C(OC1(C)C)(C)C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O
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@H](C[C@H](C(O1)(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,3S,5R)-3-hydroxy-2,5,6,6-tetramethyloxan-2-yl]-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
CAS-RN 
PubChem CID72696238
InChiKey
[ ChemIDPlus: search ]
NDYZFUAVUBZOEK-TYNMLRKQSA-N
InChIInChI=1S/C28H44O6/c1-15-11-23(32)27(6,34-24(15,2)3)22-8-10-28(33)17-12-19(29)18-13-20(30)21(31)14-25(18,4)16(17)7-9-26(22,28)5/h12,15-16,18,20-23,30-33H,7-11,13-14H2,1-6H3/t15-,16+,18+,20-,21+,22+,23+,25-,26-,27-,28-/m1/s1

MASS SPECTRUM

EI-MS m/z (relative intensity %) 476 [M]+ (3), 458 [M-H2O]+ (5), 440 [M-2H2O]° (4), 422 [M-3H20]+ (2), 362 (30), 346 (62), 328 (65), 319 (60), 301 (100), 283 (5), 157 (4), 130 (3), 114 (4), 96 (7)
HREI-MS m/z 476.3132, calculated for C28H44O6 476.3138
CI-MS (NH3) m/z

CARBON NMR

PROTON NMR

CDCl3
0136.3
0267.4
0367.0
0431.5
0549.0
06204.5
07121.2
08166.0
0933.4
1038.0
1120.3
1230.9
1347.0
1484.2
1531.0
1620.5
1748.5
1817.2
1923.7
2074.7
2120.5
2277.0
2334.0
2442.1
2573.2
2624.6
2729.6
2816.1
CDCl3
01-Ha1.29 (m)
01-He1.70 (m)
02-Ha3.73 (d, 3.1)
03-He3.84 (dd, 11.3, 3.8)
04-Ha1.58 (m)
04-He1.65 (m)
05-H2.29 (dd, 11.3, 4.0)
07-H5.75 (s)
09-H2.95 (m)
11-Ha1.53 (m)
11-He1.66 (m)
12-Ha2.03 (m)
12-He1.80 (m)
15-Ha1.90 (m)
15-Hb1.47 (m)
16-Ha1.92 (m)
16-Hb1.73 (m)
17-H2.28 (t, 9.2)
18-Me0.75 (s)
19-Me0.86 (s)
21-Me1.12 (s)
22-H3.48 (br, d, 4.0)
23-Ha2.23 (m)
23-Hb2.12 (m)
24-H1.60 (m)
26-Me1.04 (s)
27-Me1.16 (s)
28-Me0.91 (d; 6.4)

PHYSICAL PROPERTIES

M.P.°C ;
[α]D26+ 22.5 ° (c 0.17; MeOH)
IR (KBr) ν max (cm-1)3470, 1651, 1630
UV (EtOH) λ max (log ε)243 (4.1) ;

CHROMATOGRAPHY

 

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationSALEEM, M. et al. (2013) Steroids 120, 1098-1102 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