NP-MRD: Showing NP-Card for Isofucosterol 3-O-[6-O-(9,12-Octadecadienoyl)-b-D-glucopyranoside] (NP0047482)

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Record Information

Version

2.0

Created at

2022-03-17 20:40:56 UTC

Updated at

2022-03-17 20:40:56 UTC

NP-MRD ID

NP0047482

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isofucosterol 3-O-[6-O-(9,12-Octadecadienoyl)-b-D-glucopyranoside]

Description

Allura red AC, also known as c.I. FOOD red 17 or FD & C red no. 40, Belongs to the class of organic compounds known as 2-naphthalene sulfonates. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group at the 2-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring. It is used as a food dye and has the E number E129. Although para-cresidine is an important reactant in the manufacture of Allura Red AC and is a known carcinogen, further studies conducted since have found no trace of para-cresidine to be present in food-grade Allura Red AC. Allura red AC is an extremely weak basic (essentially neutral) compound (based on its pKa). Allura red AC is a potentially toxic compound. Some manufacturers of Allura Red AC include: Asim Products, Sanchi Chemicals Pvt. Allura Red AC is one of many High Production Volume Chemicals. The initial reports of its consumption causing tumors have since been shown to have been caused by the presence of para-cresidine.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061306462D          

 60 64  0  0  0  0            999 V2000
  -17.8508    2.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3563    0.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616    3.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5221    2.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8353    1.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2147    2.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2459    2.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.2563    3.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7449    0.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4637    3.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.8692    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0766    3.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4821    4.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6894    3.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0950    4.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3023    4.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1042    3.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3115    3.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9244    3.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3300    4.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5373    3.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9428    4.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1502    4.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0485    2.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4844    1.5935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0165    5.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7761    4.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0984    3.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4673    4.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7999    3.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5780    2.6828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0073    3.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3706    2.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4036    4.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5649    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6975    2.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2239    2.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3089    1.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6110    4.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9981    4.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9743    4.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    2.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7669    3.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3798    3.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7723    3.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5557    4.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5741    2.6828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7815    2.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1870    3.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3852    3.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4128    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9651    3.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7539    5.5430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1686    2.1108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5834    1.6532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3944    2.7972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7631    4.5133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7907    4.3989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1778    4.0557    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  2  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  2  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
 23 22  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
 30 29  1  0  0  0  0
 33 31  1  0  0  0  0
 34 32  1  0  0  0  0
 37  3  1  0  0  0  0
 37  4  1  0  0  0  0
 38  5  1  0  0  0  0
 38 25  1  0  0  0  0
 39  9  2  0  0  0  0
 39 26  1  0  0  0  0
 39 37  1  0  0  0  0
 40 27  2  0  0  0  0
 40 35  1  0  0  0  0
 41 31  1  0  0  0  0
 41 35  1  0  0  0  0
 42 28  1  0  0  0  0
 43 29  1  0  0  0  0
 43 38  1  0  0  0  0
 44 30  1  0  0  0  0
 44 42  1  0  0  0  0
 45 32  1  0  0  0  0
 45 42  1  0  0  0  0
 46 36  1  0  0  0  0
 47 24  1  0  0  0  0
 48 46  1  0  0  0  0
 49 48  1  0  0  0  0
 50 49  1  0  0  0  0
 51 50  1  0  0  0  0
 52  6  1  0  0  0  0
 52 33  1  0  0  0  0
 52 40  1  0  0  0  0
 52 45  1  0  0  0  0
 53  7  1  0  0  0  0
 53 34  1  0  0  0  0
 53 43  1  0  0  0  0
 53 44  1  0  0  0  0
 54 47  2  0  0  0  0
 55 48  1  0  0  0  0
 56 49  1  0  0  0  0
 57 50  1  0  0  0  0
 58 36  1  0  0  0  0
 58 47  1  0  0  0  0
 59 41  1  0  0  0  0
 59 51  1  0  0  0  0
 60 46  1  0  0  0  0
 60 51  1  0  0  0  0
M  END


  Mrv0541 05061306462D          

 60 64  0  0  0  0            999 V2000
  -17.8508    2.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3563    0.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616    3.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5221    2.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8353    1.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2147    2.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2459    2.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.2563    3.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7449    0.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4637    3.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.8692    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0766    3.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4821    4.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6894    3.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0950    4.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3023    4.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1042    3.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3115    3.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9244    3.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3300    4.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5373    3.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9428    4.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1502    4.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0485    2.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4844    1.5935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0073    3.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3706    2.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.5649    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6975    2.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2239    2.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3089    1.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6110    4.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9743    4.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    2.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7669    3.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3798    3.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7723    3.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 10  8  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0047482

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C\C\C=C\CCCCCCCC(=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/C53H88O7/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-47(54)58-36-46-48(55)49(56)50(57)51(60-46)59-41-31-33-52(6)40(35-41)27-28-42-44-30-29-43(53(44,7)34-32-45(42)52)38(5)25-26-39(9-2)37(3)4/h9,13-14,16-17,27,37-38,41-46,48-51,55-57H,8,10-12,15,18-26,28-36H2,1-7H3/b14-13+,17-16+,39-9+

> <INCHI_KEY>
UOFFWDCBMQQKOS-FFDOWZJQSA-N

> <FORMULA>
C53H88O7

> <MOLECULAR_WEIGHT>
837.2616

> <EXACT_MASS>
836.65300517

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
102.71394981087418

> <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 (9E,12E)-octadeca-9,12-dienoate

> <ALOGPS_LOGP>
9.50

> <JCHEM_LOGP>
12.754409584000001

> <ALOGPS_LOGS>
-6.81

> <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>
248.05600000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.30e-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 (9E,12E)-octadeca-9,12-dienoate

> <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     -33.321   5.221   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.998   0.360   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.822   5.691   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.175   4.435   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.293   2.873   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.401   5.435   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.192   4.201   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -32.212   6.289   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.724   1.718   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -30.732   5.862   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -29.623   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -28.143   6.503   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -27.033   7.571   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -25.554   7.144   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -24.444   8.211   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -22.964   7.784   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -22.595   6.289   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -21.115   5.862   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -20.005   6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -18.526   6.503   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -17.416   7.571   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -15.936   7.144   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -14.827   8.211   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -13.347   7.784   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.557   4.282   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.371   2.975   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.031   9.493   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.449   9.066   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.784   6.965   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.606   7.957   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.360   6.289   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.079   5.008   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.880   5.862   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.558   4.581   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.620   8.852   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -10.388   6.930   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      10.635   4.384   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.018   4.231   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.910   3.026   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -1.141   8.425   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -3.730   7.784   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.819   7.571   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       5.204   5.538   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       3.298   7.144   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       0.709   6.503   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -8.908   6.503   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -12.237   8.852   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -8.538   5.008   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -7.059   4.581   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -5.949   5.649   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -6.319   7.144   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -0.771   6.930   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       3.668   5.649   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0     -12.607  10.347   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      -9.648   3.940   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      -6.689   3.086   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      -4.470   5.221   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0     -10.758   8.425   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      -5.209   8.211   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      -7.799   7.571   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   37                                                            
CONECT    4   37                                                            
CONECT    5   38                                                            
CONECT    6   52                                                            
CONECT    7   53                                                            
CONECT    8    1   10                                                       
CONECT    9    2   39                                                       
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   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   47                                                       
CONECT   25   26   38                                                       
CONECT   26   25   39                                                       
CONECT   27   28   40                                                       
CONECT   28   27   42                                                       
CONECT   29   30   43                                                       
CONECT   30   29   44                                                       
CONECT   31   33   41                                                       
CONECT   32   34   45                                                       
CONECT   33   31   52                                                       
CONECT   34   32   53                                                       
CONECT   35   40   41                                                       
CONECT   36   46   58                                                       
CONECT   37    3    4   39                                                  
CONECT   38    5   25   43                                                  
CONECT   39    9   26   37                                                  
CONECT   40   27   35   52                                                  
CONECT   41   31   35   59                                                  
CONECT   42   28   44   45                                                  
CONECT   43   29   38   53                                                  
CONECT   44   30   42   53                                                  
CONECT   45   32   42   52                                                  
CONECT   46   36   48   60                                                  
CONECT   47   24   54   58                                                  
CONECT   48   46   49   55                                                  
CONECT   49   48   50   56                                                  
CONECT   50   49   51   57                                                  
CONECT   51   50   59   60                                                  
CONECT   52    6   33   40   45                                             
CONECT   53    7   34   43   44                                             
CONECT   54   47                                                            
CONECT   55   48                                                            
CONECT   56   49                                                            
CONECT   57   50                                                            
CONECT   58   36   47                                                       
CONECT   59   41   51                                                       
CONECT   60   46   51                                                       
MASTER        0    0    0    0    0    0    0    0   60    0  128    0
END

View in JSmol

Synonyms

Value	Source
6-Hydroxy-5-[(2-methoxy-5-methyl-4-sulfophenyl)azo]-2-naphthalenesulfonic acid, 9ci	HMDB
Allura red	HMDB
Allura red ac dye	HMDB
C.I. 16035	HMDB
C.I. FOOD red 17	HMDB
Curry red	HMDB
e129	HMDB
FD & C red no. 40	HMDB
FD And C red no. 40	HMDB
FD&C red no. 40	HMDB
FOOD Red 17	HMDB
FOOD Red no. 40	HMDB
Red no. 40	HMDB
[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 (9E,12E)-octadeca-9,12-dienoic acid	Generator

Chemical Formula

C₅₃H₈₈O₇

Average Mass

837.2616 Da

Monoisotopic Mass

836.65301 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 (9E,12E)-octadeca-9,12-dienoate

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 (9E,12E)-octadeca-9,12-dienoate

CAS Registry Number

209903-47-9

SMILES

CCCCC\C=C\C\C=C\CCCCCCCC(=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/C53H88O7/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-47(54)58-36-46-48(55)49(56)50(57)51(60-46)59-41-31-33-52(6)40(35-41)27-28-42-44-30-29-43(53(44,7)34-32-45(42)52)38(5)25-26-39(9-2)37(3)4/h9,13-14,16-17,27,37-38,41-46,48-51,55-57H,8,10-12,15,18-26,28-36H2,1-7H3/b14-13+,17-16+,39-9+

InChI Key

UOFFWDCBMQQKOS-FFDOWZJQSA-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 2-naphthalene sulfonates. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group at the 2-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthalene sulfonic acids and derivatives

Direct Parent

2-naphthalene sulfonates

Alternative Parents

Substituents

2-naphthalene sulfonic acid or derivatives
2-naphthalene sulfonate
2-naphthol
Benzenesulfonate
Arylsulfonic acid or derivatives
Benzenesulfonyl group
1-sulfo,2-unsubstituted aromatic compound
Methoxyaniline
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Toluene
Monocyclic benzene moiety
Organic sulfonic acid or derivatives
Sulfonyl
Organosulfonic acid
Organosulfonic acid or derivatives
Azo compound
Ether
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organopnictogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	9.5	ALOGPS
logP	12.75	ChemAxon
logS	-6.8	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	248.06 m³·mol⁻¹	ChemAxon
Polarizability	102.71 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

HMDB0032884

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB010866

KNApSAcK ID

Not Available

Chemspider ID

26351025

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Allura Red AC

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Isofucosterol 3-O-[6-O-(9,12-Octadecadienoyl)-b-D-glucopyranoside] (NP0047482)

MOL for NP0047482 (Isofucosterol 3-O-[6-O-(9,12-Octadecadienoyl)-b-D-glucopyranoside])

3D MOL for NP0047482 (Isofucosterol 3-O-[6-O-(9,12-Octadecadienoyl)-b-D-glucopyranoside])

3D SDF for NP0047482 (Isofucosterol 3-O-[6-O-(9,12-Octadecadienoyl)-b-D-glucopyranoside])

3D-SDF for NP0047482 (Isofucosterol 3-O-[6-O-(9,12-Octadecadienoyl)-b-D-glucopyranoside])

PDB for NP0047482 (Isofucosterol 3-O-[6-O-(9,12-Octadecadienoyl)-b-D-glucopyranoside])

3D PDB for NP0047482 (Isofucosterol 3-O-[6-O-(9,12-Octadecadienoyl)-b-D-glucopyranoside])

SMILES for NP0047482 (Isofucosterol 3-O-[6-O-(9,12-Octadecadienoyl)-b-D-glucopyranoside])

INCHI for NP0047482 (Isofucosterol 3-O-[6-O-(9,12-Octadecadienoyl)-b-D-glucopyranoside])

Structure for NP0047482 (Isofucosterol 3-O-[6-O-(9,12-Octadecadienoyl)-b-D-glucopyranoside])

3D Structure for NP0047482 (Isofucosterol 3-O-[6-O-(9,12-Octadecadienoyl)-b-D-glucopyranoside])