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AERVECDYSTEROID D

Year of first isolation: 2013
Formula:C28H44O7
Molecular weight:492
Occurence in plants:
Aerva javanica [Amaranthaceae] » Images of Aerva javanica Wikipedia: Aerva javanica [Amaranthaceae]
Occurence in animals:
 
AERVECDYSTEROID D

STRUCTURE DESCRIPTORS

Canonical SMILESCC12CCC3C(=CC(=O)C4C3(C(CC(C4)O)O)C)C1(CCC2C(C)(C(CC(=C)C(C)(C)O)O)O)O
Isomeric SMILES
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[C@@H]1([C@]2([C@@H](C[C@H](C1)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CC(=C)C(C)(C)O)O)O)O)C)C)O » JSMol: View in 3D
IUPAC Name(1R,3R,5R,9R,10R,13R,14S,17S)-1,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methyl-5-methylideneheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
CAS-RN 
PubChem CID102100307
InChiKey
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ZAXACXOLXRMCOS-LISIASKVSA-N
InChIInChI=1S/C28H44O7/c1-15(24(2,3)33)11-23(32)27(6,34)21-8-10-28(35)18-14-20(30)19-12-16(29)13-22(31)26(19,5)17(18)7-9-25(21,28)4/h14,16-17,19,21-23,29,31-35H,1,7-13H2,2-6H3/t16-,17+,19+,21+,22-,23-,25-,26-,27-,28-/m1/s1

MASS SPECTRUM

EI-MS m/z (relative intensity %) 492 [M]+ , 474 [M-H2O]+ (4), 456 [M-2H2O]+ (3), 438 [M-3H2O]+ (2), 363 (75), 345 (100), 327 (63), 319 (65), 301 (9), 283 (5), 173 (12), 129 (11), 111 (15), 93 (13), 68 (22)
HREI-MS m/z 492.3082, calculated for C28H46O7 492.3087
CI-MS (NH3) m/z

CARBON NMR

PROTON NMR

DMSO
0166.9
0237.0
0366.3
0432.0
0549.9
06203.0
07121.4
08165.2
0933.1
1037.5
1120.3
1230.8
1346.8
1483.1
1531.0
1620.4
1748.6
1817.1
1924.0
2075.6
2120.5
2276.1
2333.9
24154.4
2571.3
2629.8
2729.5
28108.1
DMSO
'1-OH4.47 (d)
'14-OH4.67 (s),
'20-OH3.63
'22-OH4.57 (d, 4.7)
'25-OH4.75 (s)
'3-OH4.36 (br, s)
01-Ha3.60 (dd, 10.2, 4.3)
02-Ha1.56 (m), 1.22 (m)
03-He3.77 (br, s)
04-Ha1.45 (m)
04-He1.56 (m)
05-H2.19 (m)
07-H5.63 (s)
09-H2.97 (m)
11-Ha1.52 (m)
11-He1.65 (m)
12-Ha1.97 (m)
12-He1.70 (m)
15-Ha1.75 (m)
15-Hb1.48 (m)
16-Ha1.90 (m)
16-Hb1.63 (m)
17-H2.29 (t, 9.4)
18-Me0.76 (s)
19-Me0.82 (s)
21-Me1.03 (s)
22-H3.43 (m)
23-Ha2.25 (m)
23-Hb1.90 (m)
26-Me1.22 (s)
27-Me1.19 (s)
28-CH2=5.01 (s), 4.82 (s)

PHYSICAL PROPERTIES

M.P.°C ;
[α]D26+ 13.0 ° (c 0.0187; MeOH)
IR (KBr) ν max (cm-1)3460, 1645, 1620
UV (EtOH) λ max (log ε)244 (4.07) ;

CHROMATOGRAPHY

HPLC
GLC
HPTLC
TLC

BIOLOGICAL ACTIVITIES

 

REFERENCES

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

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