NP-MRD: Showing NP-Card for Isofucosterol 3-O-[6-O-Hexadecanoyl-b-D-glucopyranoside] (NP0047468)

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Record Information

Version

2.0

Created at

2022-03-17 20:40:42 UTC

Updated at

2022-03-17 20:40:43 UTC

NP-MRD ID

NP0047468

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isofucosterol 3-O-[6-O-Hexadecanoyl-b-D-glucopyranoside]

Description

Isofucosterol 3-O-[6-O-Hexadecanoyl-b-D-glucopyranoside] belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Isofucosterol 3-O-[6-O-Hexadecanoyl-b-D-glucopyranoside] is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, isofucosterol 3-O-[6-O-hexadecanoyl-b-D-glucopyranoside] has been detected, but not quantified in, garden tomato. This could make isofucosterol 3-O-[6-O-hexadecanoyl-b-D-glucopyranoside] a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061306422D          

 58 62  0  0  0  0            999 V2000
  -17.8618    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0403   -3.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6345   -0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6964   -1.7257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5152   -0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.1473    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4328    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7184    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0039    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2894    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5749    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8605    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2755   -1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6985    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8894   -1.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4685   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3374   -2.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
  9  2  1  0  0  0  0
 10  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 24 23  1  0  0  0  0
 26 25  1  0  0  0  0
 28 27  1  0  0  0  0
 31 29  1  0  0  0  0
 32 30  1  0  0  0  0
 35  3  1  0  0  0  0
 35  4  1  0  0  0  0
 36  5  1  0  0  0  0
 36 23  1  0  0  0  0
 37  9  2  0  0  0  0
 37 24  1  0  0  0  0
 37 35  1  0  0  0  0
 38 25  2  0  0  0  0
 38 33  1  0  0  0  0
 39 29  1  0  0  0  0
 39 33  1  0  0  0  0
 40 26  1  0  0  0  0
 41 27  1  0  0  0  0
 41 36  1  0  0  0  0
 42 28  1  0  0  0  0
 42 40  1  0  0  0  0
 43 30  1  0  0  0  0
 43 40  1  0  0  0  0
 44 34  1  0  0  0  0
 45 22  1  0  0  0  0
 46 44  1  0  0  0  0
 47 46  1  0  0  0  0
 48 47  1  0  0  0  0
 49 48  1  0  0  0  0
 50  6  1  0  0  0  0
 50 31  1  0  0  0  0
 50 38  1  0  0  0  0
 50 43  1  0  0  0  0
 51  7  1  0  0  0  0
 51 32  1  0  0  0  0
 51 41  1  0  0  0  0
 51 42  1  0  0  0  0
 52 45  2  0  0  0  0
 53 46  1  0  0  0  0
 54 47  1  0  0  0  0
 55 48  1  0  0  0  0
 56 34  1  0  0  0  0
 56 45  1  0  0  0  0
 57 39  1  0  0  0  0
 57 49  1  0  0  0  0
 58 44  1  0  0  0  0
 58 49  1  0  0  0  0
M  END


  Mrv0541 05061306422D          

 58 62  0  0  0  0            999 V2000
  -17.8618    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0403   -3.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6345   -0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6964   -1.7257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5152   -0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.1473    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4328    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7184    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0039    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2894    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5749    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8605    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2755   -1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6985    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8894   -1.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4685   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  8  1  1  0  0  0  0
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 31 29  1  0  0  0  0
 32 30  1  0  0  0  0
 35  3  1  0  0  0  0
 35  4  1  0  0  0  0
 36  5  1  0  0  0  0
 36 23  1  0  0  0  0
 37  9  2  0  0  0  0
 37 24  1  0  0  0  0
 37 35  1  0  0  0  0
 38 25  2  0  0  0  0
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 44 34  1  0  0  0  0
 45 22  1  0  0  0  0
 46 44  1  0  0  0  0
 47 46  1  0  0  0  0
 48 47  1  0  0  0  0
 49 48  1  0  0  0  0
 50  6  1  0  0  0  0
 50 31  1  0  0  0  0
 50 38  1  0  0  0  0
 50 43  1  0  0  0  0
 51  7  1  0  0  0  0
 51 32  1  0  0  0  0
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 51 42  1  0  0  0  0
 52 45  2  0  0  0  0
 53 46  1  0  0  0  0
 54 47  1  0  0  0  0
 55 48  1  0  0  0  0
 56 34  1  0  0  0  0
 56 45  1  0  0  0  0
 57 39  1  0  0  0  0
 57 49  1  0  0  0  0
 58 44  1  0  0  0  0
 58 49  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047468

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCC(=O)OCC1OC(OC2CCC3(C)C4CCC5(C)C(CCC5C4CC=C3C2)C(C)CC\C(=C/C)C(C)C)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C51H88O7/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-45(52)56-34-44-46(53)47(54)48(55)49(58-44)57-39-29-31-50(6)38(33-39)25-26-40-42-28-27-41(51(42,7)32-30-43(40)50)36(5)23-24-37(9-2)35(3)4/h9,25,35-36,39-44,46-49,53-55H,8,10-24,26-34H2,1-7H3/b37-9+

> <INCHI_KEY>
MDOIIJYPVORHPW-ILPJYELKSA-N

> <FORMULA>
C51H88O7

> <MOLECULAR_WEIGHT>
813.2402

> <EXACT_MASS>
812.65300517

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
101.9948659833957

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[6-({2,15-dimethyl-14-[(5E)-5-(propan-2-yl)hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl hexadecanoate

> <ALOGPS_LOGP>
9.74

> <JCHEM_LOGP>
12.589115567333334

> <ALOGPS_LOGS>
-6.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.21480817275626

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.212166672319515

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6490850980813834

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
236.62080000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.98e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[3,4,5-trihydroxy-6-({14-[(5E)-5-isopropylhept-5-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl}oxy)oxan-2-yl]methyl hexadecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0     -33.342   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.542  -6.655   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.651  -1.436   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.633  -3.221   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.577  -3.085   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.828  -1.532   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -32.008   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.572  -5.510   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -30.675   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -29.341   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -28.007   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -26.674   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -25.340   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -24.006   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -22.673   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -21.339   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -20.005   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -18.672   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -17.338   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -16.004   4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -14.671   3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.114  -2.261   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.590  -3.725   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.037   0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.132   2.016   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -10.669   4.620   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.127  -2.901   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.608  -1.941   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.096  -4.045   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.132  -0.476   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -9.336   3.850   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -13.337   4.620   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0     -13.337   6.160   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0     -10.669   1.540   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      -8.002   0.000   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0     -12.003   3.850   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      -5.335   4.620   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      -8.002   4.620   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   35                                                            
CONECT    4   35                                                            
CONECT    5   36                                                            
CONECT    6   50                                                            
CONECT    7   51                                                            
CONECT    8    1   10                                                       
CONECT    9    2   37                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   45                                                       
CONECT   23   24   36                                                       
CONECT   24   23   37                                                       
CONECT   25   26   38                                                       
CONECT   26   25   40                                                       
CONECT   27   28   41                                                       
CONECT   28   27   42                                                       
CONECT   29   31   39                                                       
CONECT   30   32   43                                                       
CONECT   31   29   50                                                       
CONECT   32   30   51                                                       
CONECT   33   38   39                                                       
CONECT   34   44   56                                                       
CONECT   35    3    4   37                                                  
CONECT   36    5   23   41                                                  
CONECT   37    9   24   35                                                  
CONECT   38   25   33   50                                                  
CONECT   39   29   33   57                                                  
CONECT   40   26   42   43                                                  
CONECT   41   27   36   51                                                  
CONECT   42   28   40   51                                                  
CONECT   43   30   40   50                                                  
CONECT   44   34   46   58                                                  
CONECT   45   22   52   56                                                  
CONECT   46   44   47   53                                                  
CONECT   47   46   48   54                                                  
CONECT   48   47   49   55                                                  
CONECT   49   48   57   58                                                  
CONECT   50    6   31   38   43                                             
CONECT   51    7   32   41   42                                             
CONECT   52   45                                                            
CONECT   53   46                                                            
CONECT   54   47                                                            
CONECT   55   48                                                            
CONECT   56   34   45                                                       
CONECT   57   39   49                                                       
CONECT   58   44   49                                                       
MASTER        0    0    0    0    0    0    0    0   58    0  124    0
END

View in JSmol

Synonyms

Value	Source
[6-({2,15-dimethyl-14-[(5E)-5-(propan-2-yl)hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl hexadecanoic acid	Generator

Chemical Formula

C₅₁H₈₈O₇

Average Mass

813.2402 Da

Monoisotopic Mass

812.65301 Da

IUPAC Name

[6-({2,15-dimethyl-14-[(5E)-5-(propan-2-yl)hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl hexadecanoate

Traditional Name

[3,4,5-trihydroxy-6-({14-[(5E)-5-isopropylhept-5-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl}oxy)oxan-2-yl]methyl hexadecanoate

CAS Registry Number

209903-43-5

SMILES

CCCCCCCCCCCCCCCC(=O)OCC1OC(OC2CCC3(C)C4CCC5(C)C(CCC5C4CC=C3C2)C(C)CC\C(=C/C)C(C)C)C(O)C(O)C1O

InChI Identifier

InChI=1S/C51H88O7/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-45(52)56-34-44-46(53)47(54)48(55)49(58-44)57-39-29-31-50(6)38(33-39)25-26-40-42-28-27-41(51(42,7)32-30-43(40)50)36(5)23-24-37(9-2)35(3)4/h9,25,35-36,39-44,46-49,53-55H,8,10-24,26-34H2,1-7H3/b37-9+

InChI Key

MDOIIJYPVORHPW-ILPJYELKSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Solanum lycopersicum	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	9.74	ALOGPS
logP	12.59	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	236.62 m³·mol⁻¹	ChemAxon
Polarizability	101.99 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0032811

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB010785

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751317

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Isofucosterol 3-O-[6-O-Hexadecanoyl-b-D-glucopyranoside] (NP0047468)

MOL for NP0047468 (Isofucosterol 3-O-[6-O-Hexadecanoyl-b-D-glucopyranoside])

3D MOL for NP0047468 (Isofucosterol 3-O-[6-O-Hexadecanoyl-b-D-glucopyranoside])

3D SDF for NP0047468 (Isofucosterol 3-O-[6-O-Hexadecanoyl-b-D-glucopyranoside])

3D-SDF for NP0047468 (Isofucosterol 3-O-[6-O-Hexadecanoyl-b-D-glucopyranoside])

PDB for NP0047468 (Isofucosterol 3-O-[6-O-Hexadecanoyl-b-D-glucopyranoside])

3D PDB for NP0047468 (Isofucosterol 3-O-[6-O-Hexadecanoyl-b-D-glucopyranoside])

SMILES for NP0047468 (Isofucosterol 3-O-[6-O-Hexadecanoyl-b-D-glucopyranoside])

INCHI for NP0047468 (Isofucosterol 3-O-[6-O-Hexadecanoyl-b-D-glucopyranoside])

Structure for NP0047468 (Isofucosterol 3-O-[6-O-Hexadecanoyl-b-D-glucopyranoside])

3D Structure for NP0047468 (Isofucosterol 3-O-[6-O-Hexadecanoyl-b-D-glucopyranoside])