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

PUNICESTERONE C

Year of first isolation: 2022
Formula:C31H50O6
Molecular weight:518
Occurence in plants:
Aspergillus puniceus [Fungi] » Images of Aspergillus puniceus Wikipedia: Aspergillus puniceus [Fungi]
Occurence in animals:
 
PUNICESTERONE C

STRUCTURE DESCRIPTORS

Canonical SMILES 
Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ]
C[C@@]12[C@@](C(C=C3C2CC[C@@]4(C)[C@@]3(O)CC[C@@]4([C@@]5(C)OC(C)(C)O[C@@H]5C[C@H](C)C(C)C)[H])=O)([H])C[C@@H](O)[C@@H](O)C1 » JSMol: View in 3D
IUPAC Name(2S,3R,5R,10R,13R,14S,17S)-17-((4R,5R)-5-((S)-2,3-dimethylbutyl)-2,2,4-trimethyl-1,3-dioxolan-4-yl)-2,3,14-trihydroxy-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 ]
OHZSMTMLHURXAU-WWZSBJRBSA-N
InChIInChI=1S/C31H50O6/c1-17(2)18(3)13-26-30(8,37-27(4,5)36-26)25-10-12-31(35)20-14-22(32)21-15-23(33)24(34)16-28(21,6)19(20)9-11-29(25,31)7/h14,17-19,21,23-26,33-35H,9-13,15-16H2,1-8H3/t18-,19?,21-,23+,24-,25-,26+,28+,29+,30+,31+/m0/s1

MASS SPECTRUM

HRESIMS (positive ion mode) m/z 519.3679 (M+H)+, calculated for C31H51O6 519.3680

CARBON NMR

PROTON NMR

DMSO-d6
0136.6
0266.8
0366.6
0431.6
0550.1
06202.7
07120.5
08164.6
0933.2
1037.5
1120.0
1230.6
1346.7
1483.0
1530.2
1621.0
1748.6
1816.7
1923.9
2084.1
2121.6
2279.2
2332.7
2436.2
2530.5
2616.9
2720.4
2815.6
29106.0
3026.7
3128.9
DMSO-d6
01-Ha1.26
01-Hb1.58
02-Ha3.60 (m)
03-He3.76 (br, s)
04-Ha1.46
04-Hb1.58
05-H2.20 (dd, 12.9, 3.9)
07-H5.63 (d, 2.1)
09-H3.00 (t, 8.3)
11-Ha1.50 (m)
11-Hb1.64 (m)
12-Ha1.68 (m)
12-Hb2.01 (td, 12.8, 4.4)
15-Ha1.53
15-Hb1.80 (dd)
16-Ha1.71 (m)
16-Hb1.88 (dd, 19.9, 10.5)
17-H2.18 (t, 8.5)
18-Me0.69 (s)
19-Me0.82 (s)
21-Me1.06 (s)
22-H3.67 (dd, 9.0, 2.4)
23-Ha1.25
23-Hb1.32
24-H1.48
25-H1.63
26-Me0.77 (d, 6.8)
27-Me0.83 (d, 6.7)
28-Me0.83 (d, 6.7)
30-Me1.25 (s)
31-Me1.32 (s)
[02-OH]4.44 (d, 5.8)
[03-OH]4.36 (d, 2.7)
[14-OH]4.75 (s)

PHYSICAL PROPERTIES

M.P.220-222 °C ;
[α]D25+44° (c 0.1 ; MeOH)
IR (film) ν max (cm-1)3333, 2945, 2833, 1651, 1448, 1414, 1111, 1022, 667
UV (MeOH) λ max (log ε)242 nm (3.96)

CHROMATOGRAPHY

HPTLC
TLC
HPLC
GLC

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationHUANG, Z.-H. et al. (2022) Phytochemistry 205, 113511 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