NP-MRD: Showing NP-Card for (18e)-20-methoxy-4,8,13,17-tetramethyl-20-oxoicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid (NP0184619)

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Record Information

Version

2.0

Created at

2022-09-03 23:47:01 UTC

Updated at

2022-09-03 23:47:01 UTC

NP-MRD ID

NP0184619

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

Bixin 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. (18e)-20-methoxy-4,8,13,17-tetramethyl-20-oxoicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid is found in Bixa orellana. (18e)-20-methoxy-4,8,13,17-tetramethyl-20-oxoicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid was first documented in 2022 (PMID: 36057364). Based on a literature review a small amount of articles have been published on Bixin (PMID: 36014427) (PMID: 35883784) (PMID: 35820304) (PMID: 35592485).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042201472D          

 29 28  0  0  0  0            999 V2000
   12.3750    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625    6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7250    7.1447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7250    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4875    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    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
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  4  0  0  0
 17 18  2  0  0  0  0
 18 19  1  4  0  0  0
 20 18  1  4  0  0  0
 20 21  2  0  0  0  0
 22 21  1  4  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 25 23  1  4  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END

     RDKit          3D

 59 58  0  0  0  0  0  0  0  0999 V2000
   -8.3769    5.2256    1.9811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9611    3.8647    1.8123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8331    2.8189    1.9073 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0462    3.1155    2.1952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5191    1.4255    1.7097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3360    0.9535    1.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1099   -0.4931    1.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2712   -1.4125    1.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9265   -0.9975    0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8747   -1.7180    0.5616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6511   -1.1326    0.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5013   -0.5246    0.3329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2744    0.9849    0.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3299   -1.2369    0.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1514   -0.5068   -0.0346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0811   -0.5397   -0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9625   -1.5975   -0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2773   -1.3624   -0.8387 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0709   -2.5410   -1.2739 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8673   -0.1031   -0.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0403    0.3684   -0.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3687   -0.0211   -0.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5388   -0.3528   -1.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8049   -1.8008   -1.5847 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6877    0.4925   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9525    0.3895   -1.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9824   -0.5141   -1.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2172    0.0037   -1.3830 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9495   -1.8431   -1.7542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8885    5.8142    1.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4722    5.3074    1.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0548    5.6287    2.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3122    0.6747    1.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5221    1.6550    1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8217   -1.1144    2.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8217   -1.5063    0.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7820   -2.4133    1.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7576   -2.1887    0.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7472   -2.8106    0.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2913    0.0934    0.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8517    1.4082   -0.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3416    1.3986    0.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8577    1.2759    1.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4777   -2.2683   -0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3790    0.6013    0.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6076    0.5005   -0.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5665   -2.5986   -0.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3840   -3.2189   -0.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3945   -3.1658   -1.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8446   -2.1129   -1.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0887    0.7263   -0.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9395    1.5266   -0.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8406    1.2846   -0.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0104   -2.4678   -0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9252   -2.0835   -2.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6231   -1.7144   -2.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3565    1.5730   -0.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4757    1.4473   -0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6841   -2.1972   -2.4403 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 29  1  0
 27 28  2  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


  Mrv1652309042201472D          

 29 28  0  0  0  0            999 V2000
   12.3750    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625    6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7250    7.1447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7250    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4875    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    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
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  4  0  0  0
 17 18  2  0  0  0  0
 18 19  1  4  0  0  0
 20 18  1  4  0  0  0
 20 21  2  0  0  0  0
 22 21  1  4  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 25 23  1  4  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0184619

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)\C=C\C(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC(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-BLOCSRKMSA-N

> <FORMULA>
C25H30O4

> <MOLECULAR_WEIGHT>
394.511

> <EXACT_MASS>
394.214409446

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
46.618387194824834

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <JCHEM_LOGP>
5.529483531333334

> <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>
63.60000000000001

> <JCHEM_REFRACTIVITY>
129.0529

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      23.100  13.337   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      22.330  12.003   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      20.790  12.003   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      20.020  13.337   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      20.020  10.669   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.480  10.669   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.710   9.336   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.480   8.002   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.170   9.336   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.400   8.002   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.860   8.002   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.090   6.668   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.860   5.335   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.780   5.335   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.470   4.001   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.160   5.335   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₀O₄

Average Mass

394.5110 Da

Monoisotopic Mass

394.21441 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC(=O)\C=C\C(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC(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-BLOCSRKMSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bixa orellana	LOTUS Database	35616633

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

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	5.53	ChemAxon
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	46.62 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00003762

Chemspider ID

78430787

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bixin

METLIN ID

Not Available

PubChem Compound

134688154

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pereira F, de Annunzio SR, Lopes TA, de Oliveira KT, Cilli EM, Barbugli PA, Fontana CR: Efficacy of the combination of P5 peptide and photodynamic therapy mediated by bixin and chlorin-e6 against Cutibacterium acnes biofilm. Photodiagnosis Photodyn Ther. 2022 Aug 31;40:103104. doi: 10.1016/j.pdpdt.2022.103104. [PubMed:36057364 ]
Oliveira SDSDC, Sarmento EDS, Marinho VH, Pereira RR, Fonseca LP, Ferreira IM: Green Extraction of Annatto Seed Oily Extract and Its Use as a Pharmaceutical Material for the Production of Lipid Nanoparticles. Molecules. 2022 Aug 15;27(16):5187. doi: 10.3390/molecules27165187. [PubMed:36014427 ]
Figueiredo-Junior AT, Valenca SS, Finotelli PV, Anjos FFD, de Brito-Gitirana L, Takiya CM, Lanzetti M: Treatment with Bixin-Loaded Polymeric Nanoparticles Prevents Cigarette Smoke-Induced Acute Lung Inflammation and Oxidative Stress in Mice. Antioxidants (Basel). 2022 Jun 29;11(7):1293. doi: 10.3390/antiox11071293. [PubMed:35883784 ]
Manochkumar J, Singh A, Efferth T, Ramamoorthy S: Untapping the protective role of carotenoids against respiratory diseases. Phytomedicine. 2022 Sep;104:154286. doi: 10.1016/j.phymed.2022.154286. Epub 2022 Jun 25. [PubMed:35820304 ]
Tamayo-Garcia R, Narvaez-Zapata JA, Ku-Gonzalez A, Aguilar-Espinosa M, Gutierrez-Pacheco LC, Rivera-Madrid R: Gene expression analysis during the fruit development in dehiscent and indehiscent Bixa orellana L. accessions. Physiol Mol Biol Plants. 2022 Apr;28(4):709-718. doi: 10.1007/s12298-022-01180-w. Epub 2022 May 6. [PubMed:35592485 ]
LOTUS database [Link]

Showing NP-Card for (18e)-20-methoxy-4,8,13,17-tetramethyl-20-oxoicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid (NP0184619)

MOL for NP0184619 ((18e)-20-methoxy-4,8,13,17-tetramethyl-20-oxoicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)

3D MOL for NP0184619 ((18e)-20-methoxy-4,8,13,17-tetramethyl-20-oxoicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)

3D SDF for NP0184619 ((18e)-20-methoxy-4,8,13,17-tetramethyl-20-oxoicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)

3D-SDF for NP0184619 ((18e)-20-methoxy-4,8,13,17-tetramethyl-20-oxoicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)

PDB for NP0184619 ((18e)-20-methoxy-4,8,13,17-tetramethyl-20-oxoicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)

3D PDB for NP0184619 ((18e)-20-methoxy-4,8,13,17-tetramethyl-20-oxoicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)

SMILES for NP0184619 ((18e)-20-methoxy-4,8,13,17-tetramethyl-20-oxoicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)

INCHI for NP0184619 ((18e)-20-methoxy-4,8,13,17-tetramethyl-20-oxoicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)

Structure for NP0184619 ((18e)-20-methoxy-4,8,13,17-tetramethyl-20-oxoicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)

3D Structure for NP0184619 ((18e)-20-methoxy-4,8,13,17-tetramethyl-20-oxoicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)