beta-Sitosterol
NMRanalyst Sample Application
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Sample Description:

 Molecular Formula: C29H50O
Molecular Weight: 414.707 g/mol
InChI= 1S/C29H50O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23
(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h10,19-21,23-27,30H,7-9,
11-18H2,1-6H3/t20-,21-,23-,24-,25+,26-,27-,28-,29+/m0/s1
IUPAC Name:  (3S,8S,9S,10R,13R,14S,17R)-17-[(2S,5S)-5-ethyl-6-methylheptan-2-yl]-
10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-
cyclopenta[a]phenanthren-3-ol
CAS Number: 84249-61-6
PubChem: 6744
Spectrometer: 300 MHz
Solvent: CDCl3
Provided by:  Patricia Odumosu, University of Sunderland

*.fidnpntswrfp-rflnisw1rfp1-rfl1time
proton65536166172.84?1 m 41 s
carbon65536102417985.6?1 h 5 m


1D Proton Spectrum:

1D Proton Spectrum


1D Carbon Spectrum (Deuterated Solvent Resonances Subtracted):

1D Carbon Spectrum


Automated VerifyIt Proton Assignments:

Proton Assignments

Automated VerifyIt Carbon Assignments:

Carbon Assignments

Top 10 FindIt Molecular Structures Consistent With Molecular Formula and Proton Resonances:

The correct structure is at position 22.

FindIt Structures

 Best 25 structures in decreasing rating (structure ID shown in parentheses):
    1: 0.964130 (23616313)    2: 0.962873 (  280427)    3: 0.962844 (21140214)
    4: 0.962737 (23428318)    5: 0.962176 (25201167)    6: 0.961867 (  165582)
    7: 0.961636 (  584538)    8: 0.961567 ( 4482424)    9: 0.961474 (13847199)
   10: 0.961392 (  584563)   11: 0.961377 (18770277)   12: 0.961318 (  194497)
   13: 0.961060 (18770284)   14: 0.961017 (10319644)   15: 0.960889 (  440375)
   16: 0.960721 (10905771)   17: 0.960698 (21761952)   18: 0.960673 (  627304)
   19: 0.960628 ( 5320201)   20: 0.960589 (18770293)   21: 0.960483 (21982969)
   22: 0.960411 (    6744)   23: 0.960213 ( 5316882)   24: 0.960108 (23425927)
   25: 0.960093 (  536947)
			

Top 10 FindIt Molecular Structures Consistent With Proton and Carbon Resonances:

The correct structure is at position 3.

FindIt Structures

 Best 10 structures in decreasing rating (structure ID shown in parentheses):
    1: 0.964617 (20847471)    2: 0.957838 (11475885)    3: 0.954707 (    6744)
    4: 0.948639 (14079080)    5: 0.946503 (  313841)    6: 0.945111 ( 3035603)
    7: 0.944896 (  541368)    8: 0.944816 (21121934)    9: 0.943182 ( 9547209)
   10: 0.942035 (  296867)
			

Comments:

When using the molecular formula plus the proton and carbon 1D spectral information, beta-Sitosterol is identified at the top position. Wikipedia describes beta-Sitosterol as one of several phytosterols (plant sterols) with chemical structures similar to that of cholesterol. It inhibits cholesterol adsorption in the intestine and decreases the levels of LDL and serum total cholesterol.


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