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PONASTERONE F

Year of first isolation: 2018
Formula:C27H44O5
Molecular weight:448
Occurence in plants:
 
Occurence in animals:
Alcyonidium gelatinosum [Alcyonidiidae] » Images of Alcyonidium gelatinosum Wikipedia: Alcyonidium gelatinosum [Alcyonidiidae]
PONASTERONE F

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=C1C2CC[C@]2(C1CC[C@@H]2[C@](C)([C@@H](CCC(C)C)O)O)C)C  » JSMol: View in 3D
C1[C@]2([C@@H](C[C@H]([C@H]1O)O)C(=O)C=C1C2CC[C@]2([C@H]1CC[C@@H]2[C@](C)([C@@H](CCC(C)C)O)O)C)C  » JSMol: View in 3D
C1[C@]2([C@@H](C[C@H]([C@H]1O)O)C(=O)C=C1C2CC[C@]2([C@@H]1CC[C@@H]2[C@](C)([C@@H](CCC(C)C)O)O)C)C » JSMol: View in 3D
IUPAC Name(2S,3R,5R,10R,13S,17S)-17-((2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl)-2,3-dihydroxy-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
[ ChemIDPlus: search ]
DSKLJQHZWCDCHW-NOBCXALXSA-N
InChIInChI=1S/C27H44O5/c1-15(2)6-9-24(31)27(5,32)23-8-7-17-16-12-20(28)19-13-21(29)22(30)14-26(19,4)18(16)10-11-25(17,23)3/h12,15,17-19,21-24,29-32H,6-11,13-14H2,1-5H3/t17?,18?,19-,21+,22-,23-,24+,25-,26+,27+/m0/s1

MASS SPECTRUM

CI-MS (NH3) m/z  
EI-MS m/z (relative intensity %)
HRESI-MS m/z (positive ion mode) m/z449.2682 [M+H] + , calc. for C27H45O5 449.2691

CARBON NMR

PROTON NMR

DMSO-d6
0136.6
0266.7
0366.7
0431.8
0550.1
06201.9
07120.7
08164.9
0937.5
1037.3
1121.4
1238.7
1345.0
1455.0
1522.0
1621.3
1754.4
1814.0
1924.1
2075.4
2120.8
2275.5
2329.0
2436.1
2527.4
2623.0
2722.3
DMSO-d6
01-Ha1.25 (dd, 13.3, 11.9)
01-Hb1.58 (dd, 13.3, 4.3)
02-H3.64 (dt, 11.7, 4.5)
03-He3.73 (d, 3.8)
04-Ha1.49 (m)
04-Hb1.49 (m)
05-H2.19 (dd, 11.9, 5.3)
07-H5.45 (s)
09-H2.59 (t, 7.7)
11-Ha1.75 (ddt, 13.4, 6.6, 3.1)
11-Hb1.59 (m)
12-Ha2.15 (td, 13.0, 4.5)
12-Hb1.49 (m)
15-Ha1.55 (m)
15-Hb1.44 (m)
16-Ha1.89 (m)
16-Hb1.51 (m)
17-H1.66 (t, 9.4)
18-Me0.71 (s)
19-Me0.83 (s)
21-Me1.08 (s)
22-H3.12 (dd, 10.0, 1.7)
23-Ha1.38 (m)
23-Hb1.09 (m)
24-Ha1.37 (m)
24-Hb1.13 (m)
25-H1.50 (m)
26-Me0.86 (d, 6.6)
27-Me0.85 (d, 6.6)

PHYSICAL PROPERTIES

M.P.- °C
[α]D20+15 ą 0.02 ° (c 0.2; MeOH)
UV λ max (log ε)- (-) ;
IR (KBr) ν max (cm-1)

CHROMATOGRAPHY

GLC
HPLC
TLC
HPTLC

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationHANSEN, K.O. et al. (2018) Molecules 23, article 1481 Search more

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