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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:01:06 UTC

Update Date

2022-03-07 02:54:21 UTC

HMDB ID

HMDB0035074

Secondary Accession Numbers

HMDB35074

Metabolite Identification

Common Name

beta-Bixin

Description

beta-Bixin is a constituent of the pigment annatto found in Bixa orellana (achiote). Annatto has been linked with many cases of food-related allergies, and is the only natural food coloring believed to cause as many allergic-type reactions as artificial food coloring. Because it is a natural colorant, companies using annatto may label their products "all natural" or "no artificial colors". Annatto, sometimes called Roucou, is a derivative of the achiote trees of tropical regions of the Americas, used to produce a red food coloring and also as a flavoring. Its scent is described as "slightly peppery with a hint of nutmeg" and flavor as "slightly sweet and peppery". It is a major ingredient in the popular spice blend "Sazn" made by Goya Foods

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 10291204352D          

 29 28  0  0  0  0            999 V2000
   -7.4471    3.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7327    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0182    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3037    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5893    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8748    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1603    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4458    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7314    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0169    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3024    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4120    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1265    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8410    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5555    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2699    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9844    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7327    1.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5893    3.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7314    3.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8410    1.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6989    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4133    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6989    1.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1278    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8422    3.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5567    2.5930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2712    3.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8422    3.8305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
  2 18  2  0  0  0  0
  5 19  1  0  0  0  0
  9 20  1  0  0  0  0
 14 21  1  0  0  0  0
 17 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
M  END

HMDB0035074
     RDKit          3D
beta-Bixin
 59 58  0  0  0  0  0  0  0  0999 V2000
  -12.0774   -1.1151   -1.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7300   -1.3511   -1.1302 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2622   -2.5622   -0.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2303   -3.4615   -0.5676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9704   -2.9094   -0.3357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8244   -2.5050   -0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4664   -2.2734   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5636   -3.4721    0.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8244   -1.1617   -0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3721   -1.2276    0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6367   -0.1437   -0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328   -0.3041    0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6538   -1.6243    0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4476    0.7385    0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0448    0.6147    0.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8448    1.5992    0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2342    1.3151    0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3267    1.8424    0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5190    3.4342   -0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5777    2.4480    0.4275 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6963    1.5660    0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9985    2.1924    0.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1192    1.5174    0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1096    0.0514    0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4342    2.2064    0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5236    1.4349    0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8310    2.0844    0.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8713    1.3678   -0.0799 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9797    3.4531    0.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6839   -1.4369   -0.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3868   -1.7010   -2.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2004   -0.0436   -1.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8240   -4.1342   -0.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8405   -3.0756    1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8221   -3.5744   -0.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2198   -4.3601    0.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1889   -3.3640    1.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3077   -0.2682   -0.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9389   -2.0908    0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1755    0.7235   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5976   -1.8513    1.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2223   -2.4943   -0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6254   -1.7750   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9135    1.7070   -0.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3547   -0.3344    0.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4439    2.5561   -0.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4182    0.2106    0.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9421    3.5544    0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4406    3.9632   -0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2096    2.9634   -1.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8973    3.4427    0.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4780    0.5664    0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0959    3.2795    0.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7064   -0.2615   -0.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6600   -0.4745    0.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1029   -0.3558    0.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4766    3.2668    0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4592    0.3597   -0.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5332    3.9978    0.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  6 34  1  0
  8 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
 29 59  1  0
M  END


  Mrv0541 10291204352D          

 29 28  0  0  0  0            999 V2000
   -7.4471    3.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7327    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0182    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3037    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5893    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8748    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1603    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4458    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7314    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0169    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3024    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4120    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1265    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8410    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5555    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2699    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9844    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7327    1.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5893    3.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7314    3.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8410    1.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6989    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4133    3.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6989    1.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1278    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8422    3.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5567    2.5930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2712    3.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8422    3.8305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
  2 18  2  0  0  0  0
  5 19  1  0  0  0  0
  9 20  1  0  0  0  0
 14 21  1  0  0  0  0
 17 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035074

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H30O4/c1-20(12-8-14-22(3)16-18-24(26)27)10-6-7-11-21(2)13-9-15-23(4)17-19-25(28)29-5/h6-19H,1-5H3,(H,26,27)/b7-6+,12-8+,13-9+,18-16+,19-17+,20-10+,21-11+,22-14+,23-15+

> <INCHI_KEY>
RAFGELQLHMBRHD-IFNPSABLSA-N

> <FORMULA>
C25H30O4

> <MOLECULAR_WEIGHT>
394.5033

> <EXACT_MASS>
394.214409448

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
47.526811168768646

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4E,6E,8E,10E,12E,14E,16E,18E)-20-methoxy-4,8,13,17-tetramethyl-20-oxoicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid

> <ALOGPS_LOGP>
6.00

> <JCHEM_LOGP>
5.529483531333334

> <ALOGPS_LOGS>
-5.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.006181302265473

> <JCHEM_PKA_STRONGEST_BASIC>
-6.799704490920508

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
129.0529

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.44e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bixin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035074
     RDKit          3D
beta-Bixin
 59 58  0  0  0  0  0  0  0  0999 V2000
  -12.0774   -1.1151   -1.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7300   -1.3511   -1.1302 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2622   -2.5622   -0.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2303   -3.4615   -0.5676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9704   -2.9094   -0.3357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8244   -2.5050   -0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4664   -2.2734   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5636   -3.4721    0.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8244   -1.1617   -0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3721   -1.2276    0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6367   -0.1437   -0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328   -0.3041    0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6538   -1.6243    0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4476    0.7385    0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0448    0.6147    0.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8448    1.5992    0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2342    1.3151    0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3267    1.8424    0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5190    3.4342   -0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5777    2.4480    0.4275 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6963    1.5660    0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9985    2.1924    0.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1192    1.5174    0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1096    0.0514    0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4342    2.2064    0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5236    1.4349    0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8310    2.0844    0.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8713    1.3678   -0.0799 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9797    3.4531    0.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6839   -1.4369   -0.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3868   -1.7010   -2.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2004   -0.0436   -1.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8240   -4.1342   -0.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8405   -3.0756    1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8221   -3.5744   -0.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2198   -4.3601    0.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1889   -3.3640    1.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3077   -0.2682   -0.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9389   -2.0908    0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1755    0.7235   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5976   -1.8513    1.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2223   -2.4943   -0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6254   -1.7750   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9135    1.7070   -0.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3547   -0.3344    0.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4439    2.5561   -0.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4182    0.2106    0.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9421    3.5544    0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4406    3.9632   -0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2096    2.9634   -1.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8973    3.4427    0.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4780    0.5664    0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0959    3.2795    0.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7064   -0.2615   -0.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6600   -0.4745    0.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1029   -0.3558    0.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4766    3.2668    0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4592    0.3597   -0.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5332    3.9978    0.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  6 34  1  0
  8 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
 29 59  1  0
M  END

HEADER    PROTEIN                                 29-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-OCT-12         0                                  
HETATM    1  O   UNK     0     -13.901   5.610   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0     -12.568   4.840   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -11.234   5.610   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.900   4.840   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.567   5.610   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.233   4.840   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.899   5.610   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.565   4.840   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.232   5.610   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.898   4.840   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.564   5.610   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.769   4.840   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.103   5.610   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.437   4.840   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.770   5.610   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.104   4.840   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.438   5.610   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0     -12.568   3.300   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -8.567   7.150   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.232   7.150   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.437   3.300   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.771   4.840   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.105   5.610   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.771   3.300   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.439   4.840   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.772   5.610   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      14.106   4.840   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      15.440   5.610   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      12.772   7.150   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   20                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   22                                                       
CONECT   18    2                                                            
CONECT   19    5                                                            
CONECT   20    9                                                            
CONECT   21   14                                                            
CONECT   22   17   23   24                                                  
CONECT   23   22   25                                                       
CONECT   24   22                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   56    0
END

COMPND    HMDB0035074
HETATM    1  C1  UNL     1     -12.077  -1.115  -1.448  1.00  0.00           C  
HETATM    2  O1  UNL     1     -10.730  -1.351  -1.130  1.00  0.00           O  
HETATM    3  C2  UNL     1     -10.262  -2.562  -0.671  1.00  0.00           C  
HETATM    4  O2  UNL     1     -11.230  -3.462  -0.568  1.00  0.00           O  
HETATM    5  C3  UNL     1      -8.970  -2.909  -0.336  1.00  0.00           C  
HETATM    6  C4  UNL     1      -7.824  -2.505  -0.239  1.00  0.00           C  
HETATM    7  C5  UNL     1      -6.466  -2.273  -0.049  1.00  0.00           C  
HETATM    8  C6  UNL     1      -5.564  -3.472   0.347  1.00  0.00           C  
HETATM    9  C7  UNL     1      -5.824  -1.162  -0.237  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.372  -1.228   0.045  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.637  -0.144  -0.143  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.233  -0.304   0.126  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.654  -1.624   0.442  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.448   0.738   0.003  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.045   0.615   0.257  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.845   1.599   0.133  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.234   1.315   0.417  1.00  0.00           C  
HETATM   18  C16 UNL     1       3.327   1.842   0.422  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.519   3.434  -0.147  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.578   2.448   0.428  1.00  0.00           C  
HETATM   21  C19 UNL     1       5.696   1.566   0.335  1.00  0.00           C  
HETATM   22  C20 UNL     1       6.998   2.192   0.341  1.00  0.00           C  
HETATM   23  C21 UNL     1       8.119   1.517   0.228  1.00  0.00           C  
HETATM   24  C22 UNL     1       8.110   0.051   0.085  1.00  0.00           C  
HETATM   25  C23 UNL     1       9.434   2.206   0.196  1.00  0.00           C  
HETATM   26  C24 UNL     1      10.524   1.435   0.063  1.00  0.00           C  
HETATM   27  C25 UNL     1      11.831   2.084   0.033  1.00  0.00           C  
HETATM   28  O3  UNL     1      12.871   1.368  -0.080  1.00  0.00           O  
HETATM   29  O4  UNL     1      11.980   3.453   0.121  1.00  0.00           O  
HETATM   30  H1  UNL     1     -12.684  -1.437  -0.598  1.00  0.00           H  
HETATM   31  H2  UNL     1     -12.387  -1.701  -2.362  1.00  0.00           H  
HETATM   32  H3  UNL     1     -12.200  -0.044  -1.684  1.00  0.00           H  
HETATM   33  H4  UNL     1      -8.824  -4.134  -0.284  1.00  0.00           H  
HETATM   34  H5  UNL     1      -7.841  -3.076   1.095  1.00  0.00           H  
HETATM   35  H6  UNL     1      -4.822  -3.574  -0.470  1.00  0.00           H  
HETATM   36  H7  UNL     1      -6.220  -4.360   0.261  1.00  0.00           H  
HETATM   37  H8  UNL     1      -5.189  -3.364   1.348  1.00  0.00           H  
HETATM   38  H9  UNL     1      -6.308  -0.268  -0.572  1.00  0.00           H  
HETATM   39  H10 UNL     1      -3.939  -2.091   0.444  1.00  0.00           H  
HETATM   40  H11 UNL     1      -4.176   0.723  -0.482  1.00  0.00           H  
HETATM   41  H12 UNL     1      -1.598  -1.851   1.522  1.00  0.00           H  
HETATM   42  H13 UNL     1      -2.222  -2.494  -0.020  1.00  0.00           H  
HETATM   43  H14 UNL     1      -0.625  -1.775  -0.038  1.00  0.00           H  
HETATM   44  H15 UNL     1      -1.913   1.707  -0.289  1.00  0.00           H  
HETATM   45  H16 UNL     1       0.355  -0.334   0.598  1.00  0.00           H  
HETATM   46  H17 UNL     1       0.444   2.556  -0.157  1.00  0.00           H  
HETATM   47  H18 UNL     1       2.418   0.211   0.814  1.00  0.00           H  
HETATM   48  H19 UNL     1       1.942   3.554   0.714  1.00  0.00           H  
HETATM   49  H20 UNL     1       3.441   3.963  -0.201  1.00  0.00           H  
HETATM   50  H21 UNL     1       2.210   2.963  -1.042  1.00  0.00           H  
HETATM   51  H22 UNL     1       4.897   3.443   0.506  1.00  0.00           H  
HETATM   52  H23 UNL     1       5.478   0.566   0.270  1.00  0.00           H  
HETATM   53  H24 UNL     1       7.096   3.279   0.446  1.00  0.00           H  
HETATM   54  H25 UNL     1       8.706  -0.262  -0.844  1.00  0.00           H  
HETATM   55  H26 UNL     1       8.660  -0.474   0.895  1.00  0.00           H  
HETATM   56  H27 UNL     1       7.103  -0.356   0.031  1.00  0.00           H  
HETATM   57  H28 UNL     1       9.477   3.267   0.267  1.00  0.00           H  
HETATM   58  H29 UNL     1      10.459   0.360  -0.017  1.00  0.00           H  
HETATM   59  H30 UNL     1      11.533   3.998   0.873  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   33
CONECT    6    7   34
CONECT    7    8    9    9
CONECT    8   35   36   37
CONECT    9   10   38
CONECT   10   11   11   39
CONECT   11   12   40
CONECT   12   13   14   14
CONECT   13   41   42   43
CONECT   14   15   44
CONECT   15   16   16   45
CONECT   16   17   46
CONECT   17   18   18   47
CONECT   18   19   20
CONECT   19   48   49   50
CONECT   20   21   21   51
CONECT   21   22   52
CONECT   22   23   23   53
CONECT   23   24   25
CONECT   24   54   55   56
CONECT   25   26   26   57
CONECT   26   27   58
CONECT   27   28   28   29
CONECT   29   59
END

HMDB0035074
     RDKit          3D
beta-Bixin
 59 58  0  0  0  0  0  0  0  0999 V2000
  -12.0774   -1.1151   -1.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7300   -1.3511   -1.1302 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2622   -2.5622   -0.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2303   -3.4615   -0.5676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9704   -2.9094   -0.3357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8244   -2.5050   -0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4664   -2.2734   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5636   -3.4721    0.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8244   -1.1617   -0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3721   -1.2276    0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6367   -0.1437   -0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2328   -0.3041    0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6538   -1.6243    0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4476    0.7385    0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0448    0.6147    0.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8448    1.5992    0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2342    1.3151    0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3267    1.8424    0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5190    3.4342   -0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5777    2.4480    0.4275 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6963    1.5660    0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9985    2.1924    0.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1192    1.5174    0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1096    0.0514    0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4342    2.2064    0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5236    1.4349    0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8310    2.0844    0.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8713    1.3678   -0.0799 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9797    3.4531    0.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6839   -1.4369   -0.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3868   -1.7010   -2.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2004   -0.0436   -1.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8240   -4.1342   -0.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8405   -3.0756    1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8221   -3.5744   -0.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2198   -4.3601    0.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1889   -3.3640    1.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3077   -0.2682   -0.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9389   -2.0908    0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1755    0.7235   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5976   -1.8513    1.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2223   -2.4943   -0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6254   -1.7750   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9135    1.7070   -0.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3547   -0.3344    0.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4439    2.5561   -0.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4182    0.2106    0.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9421    3.5544    0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4406    3.9632   -0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2096    2.9634   -1.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8973    3.4427    0.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4780    0.5664    0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0959    3.2795    0.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7064   -0.2615   -0.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6600   -0.4745    0.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1029   -0.3558    0.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4766    3.2668    0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4592    0.3597   -0.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5332    3.9978    0.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  6 34  1  0
  8 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
 29 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b-Bixin	Generator
Β-bixin	Generator
Bixin	HMDB
Labile bixin	HMDB
6'-Methyl hydrogen 9'-cis-6,6'-diapocarotene-6,6'-dioate	ChEBI
6'-Methyl hydrogen 9'-Z-6,6'-diapocarotene-6,6'-dioate	ChEBI
Methyl (9-cis)-hydrogen-6,6'-diapo-psi,psi-carotenedioate	ChEBI
6'-Methyl hydrogen 9'-cis-6,6'-diapocarotene-6,6'-dioic acid	Generator
6'-Methyl hydrogen 9'-Z-6,6'-diapocarotene-6,6'-dioic acid	Generator
Methyl (9-cis)-hydrogen-6,6'-diapo-psi,psi-carotenedioic acid	Generator

Chemical Formula

C₂₅H₃₀O₄

Average Molecular Weight

394.5033

Monoisotopic Molecular Weight

394.214409448

IUPAC Name

(2E,4E,6E,8E,10E,12E,14E,16E,18E)-20-methoxy-4,8,13,17-tetramethyl-20-oxoicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid

Traditional Name

bixin

CAS Registry Number

39937-23-0

SMILES

COC(=O)\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C(O)=O

InChI Identifier

InChI=1S/C25H30O4/c1-20(12-8-14-22(3)16-18-24(26)27)10-6-7-11-21(2)13-9-15-23(4)17-19-25(28)29-5/h6-19H,1-5H3,(H,26,27)/b7-6+,12-8+,13-9+,18-16+,19-17+,20-10+,21-11+,22-14+,23-15+

InChI Key

RAFGELQLHMBRHD-IFNPSABLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Acyclic diterpenoids

Alternative Parents

Substituents

Acyclic diterpenoid
Long-chain fatty acid
Branched fatty acid
Methyl-branched fatty acid
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Unsaturated fatty acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

C40 isoprenoids (tetraterpenes) (LMPR01070210 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035074)

Source

Endogenous

Endogenous (HMDB: HMDB0035074)

Animal

Animal (HMDB: HMDB0035074)

Exogenous

Food

Food (HMDB: HMDB0035074)

Exogenous (HMDB: HMDB0035074)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035074)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035074)

Lipid metabolism pathway (HMDB: HMDB0035074)

Cellular process

Cell signaling (HMDB: HMDB0035074)

Biochemical process

Lipid transport (HMDB: HMDB0035074)

Role

Biological role

Energy source (HMDB: HMDB0035074)

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Dye (HMDB: HMDB0035074)

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035074)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	204 - 206 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0014 g/L	ALOGPS
logP	6	ALOGPS
logP	5.53	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	5.01	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	129.05 m³·mol⁻¹	ChemAxon
Polarizability	47.53 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	209.329	31661259
DarkChem	[M-H]-	210.493	31661259
DeepCCS	[M+H]+	209.777	30932474
DeepCCS	[M-H]-	207.419	30932474
DeepCCS	[M-2H]-	240.377	30932474
DeepCCS	[M+Na]+	215.87	30932474
AllCCS	[M+H]+	206.5	32859911
AllCCS	[M+H-H2O]+	203.8	32859911
AllCCS	[M+NH4]+	209.0	32859911
AllCCS	[M+Na]+	209.7	32859911
AllCCS	[M-H]-	190.6	32859911
AllCCS	[M+Na-2H]-	192.0	32859911
AllCCS	[M+HCOO]-	193.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter)). Predicted by Afia on May 17, 2022.	5.58 minutes	32390414
Predicted by Siyang on May 30, 2022	29.8869 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.82 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	38.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	4093.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	786.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	300.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	548.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	293.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1077.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	723.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	99.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2682.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	916.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1675.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	954.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	630.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	473.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	729.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Bixin	COC(=O)\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C(O)=O	5707.9	Standard polar	33892256
beta-Bixin	COC(=O)\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C(O)=O	3316.8	Standard non polar	33892256
beta-Bixin	COC(=O)\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C(O)=O	3578.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
beta-Bixin,1TMS,isomer #1	COC(=O)/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C(=O)O[Si](C)(C)C	3502.0	Semi standard non polar	33892256
beta-Bixin,1TBDMS,isomer #1	COC(=O)/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C(=O)O[Si](C)(C)C(C)(C)C	3704.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Bixin GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-0329000000-4df19b811a15fe42f248	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Bixin GC-MS (1 TMS) - 70eV, Positive	splash10-0udi-4114900000-ee8fbc6ef75ce2439c91	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Bixin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bixin 10V, Positive-QTOF	splash10-0002-0109000000-5c422928e89256a05ae4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bixin 20V, Positive-QTOF	splash10-014s-0669000000-5e07666a82b6b7454eed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bixin 40V, Positive-QTOF	splash10-0r01-5951000000-6325f3b9011cd6981db4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bixin 10V, Negative-QTOF	splash10-0006-0009000000-c4ce0b9da065aa5ffc36	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bixin 20V, Negative-QTOF	splash10-01ox-1009000000-52d5a9deb379ba21cb8c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bixin 40V, Negative-QTOF	splash10-0a4l-9018000000-74943b731b9485514781	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bixin 10V, Negative-QTOF	splash10-00ke-0029000000-9d444e97172202412650	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bixin 20V, Negative-QTOF	splash10-0ab9-6059000000-c32a898c36431399c867	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bixin 40V, Negative-QTOF	splash10-0296-2095000000-e2e7d0c73c13e98a85c6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bixin 10V, Positive-QTOF	splash10-02i2-0069000000-0e02593a769ab2fae3a9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bixin 20V, Positive-QTOF	splash10-08gr-2096000000-2feaaace65be9aa5c43b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Bixin 40V, Positive-QTOF	splash10-0pc0-3691000000-98c1007a360d276c80e2	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013698

KNApSAcK ID

C00054627

Chemspider ID

4901302

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bixin

METLIN ID

Not Available

PubChem Compound

6376436

PDB ID

Not Available

ChEBI ID

3136

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for beta-Bixin (HMDB0035074)

MOL for HMDB0035074 (beta-Bixin)

3D MOL for HMDB0035074 (beta-Bixin)

3D SDF for HMDB0035074 (beta-Bixin)

3D-SDF for HMDB0035074 (beta-Bixin)

PDB for HMDB0035074 (beta-Bixin)

3D PDB for HMDB0035074 (beta-Bixin)

SMILES for HMDB0035074 (beta-Bixin)

INCHI for HMDB0035074 (beta-Bixin)

Structure for HMDB0035074 (beta-Bixin)

3D Structure for HMDB0035074 (beta-Bixin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra