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DIAULUSTEROL B

Year of first isolation: 1986
Formula:C27H42O4
Molecular weight:430
Occurence in plants:
 
Occurence in animals:
Diaulula sandiegensis [Mollusca] » Images of Diaulula sandiegensis Wikipedia: Diaulula sandiegensis [Mollusca]
DIAULUSTEROL B

STRUCTURE DESCRIPTORS

Canonical SMILESCC(CCCC(C)(C)O)C1CCC2C1(CCC3C2=CC(=O)C4=CC(C(CC34C)O)O)C
Isomeric SMILES
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C1[C@]2(C(=C[C@@H]([C@@H]1O)O)C(=O)C=C1[C@@H]2CC[C@]2(C1CC[C@@H]2[C@H](C)CCCC(C)(C)O)C)C  » JSMol: View in 3D
C1[C@]2(C(=C[C@@H]([C@@H]1O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@H](C)CCCC(C)(C)O)C)C  » JSMol: View in 3D
C1[C@]2(C(=C[C@@H]([C@@H]1O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@@H]1CC[C@@H]2[C@H](C)CCCC(C)(C)O)C)C » JSMol: View in 3D
IUPAC Name(2R,3S,9S,10R,13R,14R,17R)-2,3-dihydroxy-17-[(2R)-6-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-6-one
CAS-RN105317-87-1
PubChem CID44445498
InChiKey
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NKTPHQGGTBBIOB-LDEZCDJPSA-N
InChIInChI=1S/C27H42O4/c1-16(7-6-11-25(2,3)31)18-8-9-19-17-13-22(28)21-14-23(29)24(30)15-27(21,5)20(17)10-12-26(18,19)4/h13-14,16,18-20,23-24,29-31H,6-12,15H2,1-5H3/t16-,18-,19+,20+,23+,24-,26-,27-/m1/s1

MASS SPECTRUM

CI-MS (NH3) m/z 
EI-MS m/z (relative intensity %) 
HR-MS(M)+ 430.3055 (Calc. 430.3083)

CARBON NMR

PROTON NMR

C5D5N
01 
02 
03 
04 
05 
06 
07 
08 
09 
10 
11 
12 
13 
14 
15 
16 
17 
18 
19 
20 
21 
22 
23 
24 
25 
26 
27 
CDCl3
01-He 
02-Ha3.88 (m)
03-He4.27 (m)
04-Ha6.54 (d, 5)
04-He5.87 (bs)
05-H 
07-H 
09-Ha 
11-Ha 
11-He 
12-Ha 
12-He 
15-Ha 
15-Hb 
16-Ha 
16-Hb 
17-H 
18-Me0.65 (s)
19-Me1.17 (s)
20-H 
21-Me0.97 (d, 7)
22-H 
23-Ha 
23-Hb 
24-Ha 
24-Hb 
26-Me1.23 (s)
27-Me1.23 (s)

PHYSICAL PROPERTIES

M.P. 
[α]D20 
IR (KBr) ν max (cm-1) 
UV (EtOH) λ max (log ε) 

CHROMATOGRAPHY

HPTLC 
TLC(silica) Rf 0.15 (EtOAc)
GLC 
HPLCcolumn Whatman magnum ODS-3, solvent MeOH-H2O (7:3)

BIOLOGICAL ACTIVITIES

 

REFERENCES

First isolationWILLIAMS, D.E. et al. (1986) Can. J. Chem. 64, 1527-1529 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
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