NP-MRD: Showing NP-Card for Crocetinsemialdehyde (NP0065892)

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Record Information

Version

2.0

Created at

2022-04-28 10:04:55 UTC

Updated at

2022-04-28 10:04:55 UTC

NP-MRD ID

NP0065892

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Crocetinsemialdehyde

Description

Crocetinaldehyde 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. Crocetinsemialdehyde is found in Jacquinia angustifolia. Based on a literature review very few articles have been published on Crocetinaldehyde.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 47 46  0  0  0  0  0  0  0  0999 V2000
    7.9569    1.5605    1.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0272    0.6273    0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2946    0.2311   -0.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3774    0.6759   -0.1273 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8877    0.1514   -0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5926    0.5224    0.1147 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4853    0.0444   -0.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1791    0.4092    0.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9779    1.3171    1.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0643   -0.1094   -0.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    0.2227    0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3619   -0.3003   -0.3574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6555    0.0548    0.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7427   -0.4909   -0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5323   -1.3994   -1.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0670   -0.1748    0.1302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1946   -0.6370   -0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4460   -0.2286    0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6134   -0.6936   -0.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6638   -1.6216   -1.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8559   -0.2708    0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9646   -0.6841    0.0481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8350    0.6107    1.5282 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9876    1.6945    1.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6082    2.5683    0.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3412    1.1343    2.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3123   -0.4388   -1.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8939   -0.5392   -1.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6013    1.2060    0.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5692   -0.6369   -1.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300    0.7472    2.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2578    2.1194    0.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8435    1.8419    1.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1162   -0.7891   -1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6262    0.9024    1.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1990   -0.9562   -1.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7805    0.7280    1.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4683   -1.6584   -2.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0118   -2.3200   -1.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8739   -0.9686   -2.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1368    0.5196    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1906   -1.3165   -1.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4559    0.4515    1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3292   -2.6407   -0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9926   -1.3331   -2.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6891   -1.7142   -1.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1176    1.5814    1.3971 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
  2  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 23  1  0
 21 22  2  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
  9 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 23 47  1  0
M  END


  Mrv1652304282212042D          

 23 22  0  0  0  0            999 V2000
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4875    5.0013    0.0000 O   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
    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    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    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
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500    5.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  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
 17 18  2  0  0  0  0
 16 19  1  0  0  0  0
 12 20  1  0  0  0  0
  7 21  1  0  0  0  0
  3 22  1  0  0  0  0
  1 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0065892

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O3/c1-16(11-7-13-18(3)15-21)9-5-6-10-17(2)12-8-14-19(4)20(22)23/h5-15H,1-4H3,(H,22,23)/b6-5+,11-7+,12-8+,16-9+,17-10+,18-13+,19-14+

> <INCHI_KEY>
PRGWFDRTQMPFHX-RRCIXFQBSA-N

> <FORMULA>
C20H24O3

> <MOLECULAR_WEIGHT>
312.409

> <EXACT_MASS>
312.172544633

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
37.056434880257385

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoic acid

> <ALOGPS_LOGP>
5.11

> <JCHEM_LOGP>
4.241586978333334

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.946209474353757

> <JCHEM_PKA_STRONGEST_BASIC>
-4.168847587692254

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
102.8714

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.96e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      16.170   9.336   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      17.710   9.336   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      15.400   8.002   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.860   8.002   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.090   6.668   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.780   5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.470   4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.850   4.001   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.550   4.001   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.170   6.668   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      15.400  10.669   0.000  0.00  0.00           O+0
CONECT    1    2    3   23                                                  
CONECT    2    1                                                            
CONECT    3    1    4   22                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   21                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   20                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16                                                            
CONECT   20   12                                                            
CONECT   21    7                                                            
CONECT   22    3                                                            
CONECT   23    1                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₄O₃

Average Mass

312.4090 Da

Monoisotopic Mass

312.17254 Da

IUPAC Name

(2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoic acid

Traditional Name

(2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethyl-16-oxohexadeca-2,4,6,8,10,12,14-heptaenoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H24O3/c1-16(11-7-13-18(3)15-21)9-5-6-10-17(2)12-8-14-19(4)20(22)23/h5-15H,1-4H3,(H,22,23)/b6-5+,11-7+,12-8+,16-9+,17-10+,18-13+,19-14+

InChI Key

PRGWFDRTQMPFHX-RRCIXFQBSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Jacquinia angustifolia	Plant	KNApSAcK

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
Unsaturated fatty acid
Fatty acyl
Enal
Alpha,beta-unsaturated aldehyde
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Aldehyde
Organooxygen compound
Organic oxide
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
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	5.11	ALOGPS
logP	4.24	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	102.87 m³·mol⁻¹	ChemAxon
Polarizability	37.06 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

C00023153

Chemspider ID

16736352

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20055194

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Crocetinsemialdehyde (NP0065892)

MOL for NP0065892 (Crocetinsemialdehyde)

3D MOL for NP0065892 (Crocetinsemialdehyde)

3D SDF for NP0065892 (Crocetinsemialdehyde)

3D-SDF for NP0065892 (Crocetinsemialdehyde)

PDB for NP0065892 (Crocetinsemialdehyde)

3D PDB for NP0065892 (Crocetinsemialdehyde)

SMILES for NP0065892 (Crocetinsemialdehyde)

INCHI for NP0065892 (Crocetinsemialdehyde)

Structure for NP0065892 (Crocetinsemialdehyde)

3D Structure for NP0065892 (Crocetinsemialdehyde)