NP-MRD: Showing NP-Card for Cavipetin C (NP0045899)

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Record Information

Version

2.0

Created at

2022-03-17 19:45:04 UTC

Updated at

2022-03-17 19:45:04 UTC

NP-MRD ID

NP0045899

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cavipetin C

Description

Cavipetin C 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. Cavipetin C is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Cavipetin C has been detected, but not quantified in, mushrooms. Cavipetin C is found in Boletinus cavipes . This could make cavipetin C a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241209002D          

 28 27  0  0  0  0            999 V2000
   -7.5074    0.2031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7926   -0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0777    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3629   -0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6480    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9331   -0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2183    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5034   -0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7885    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0738   -0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560   -0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7857   -0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155   -0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9303    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6452   -0.2086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0777    1.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2183    1.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588    1.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005    1.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3601    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0763   -0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3601    1.0296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7911    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5074   -0.2086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0763   -1.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3 19  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 20  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 21  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 22  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  2  0  0  0  0
 24 28  1  0  0  0  0
 26 27  1  0  0  0  0
M  END


  Mrv0541 02241209002D          

 28 27  0  0  0  0            999 V2000
   -7.5074    0.2031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7926   -0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0777    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3629   -0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6480    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9331   -0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2183    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5034   -0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7885    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0738   -0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3560   -0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0709    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7857   -0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155   -0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9303    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6452   -0.2086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0777    1.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2183    1.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588    1.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005    1.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3601    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0763   -0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3601    1.0296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7911    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5074   -0.2086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0763   -1.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3 19  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 20  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 21  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 22  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  2  0  0  0  0
 24 28  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045899

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H36O4/c1-19(9-6-10-20(2)12-8-14-22(4)17-25)11-7-13-21(3)15-16-28-24(27)23(5)18-26/h10-11,14-15,17-18,26H,6-9,12-13,16H2,1-5H3/b19-11+,20-10+,21-15+,22-14+,23-18+

> <INCHI_KEY>
JYQVRBSGMTVCKG-JIDRUIINSA-N

> <FORMULA>
C24H36O4

> <MOLECULAR_WEIGHT>
388.5402

> <EXACT_MASS>
388.26135964

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
46.59357827634871

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,6E,10E,14E)-3,7,11,15-tetramethyl-16-oxohexadeca-2,6,10,14-tetraen-1-yl (2E)-3-hydroxy-2-methylprop-2-enoate

> <ALOGPS_LOGP>
5.97

> <JCHEM_LOGP>
6.090777961666667

> <ALOGPS_LOGS>
-5.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.291306712213991

> <JCHEM_PKA_STRONGEST_BASIC>
-4.172487967815679

> <JCHEM_POLAR_SURFACE_AREA>
63.60000000000001

> <JCHEM_REFRACTIVITY>
119.71309999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.66e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,6E,10E,14E)-3,7,11,15-tetramethyl-16-oxohexadeca-2,6,10,14-tetraen-1-yl (2E)-3-hydroxy-2-methylprop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0     -14.014   0.379   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0     -12.680  -0.389   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -11.345   0.379   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.011  -0.389   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.676   0.379   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.342  -0.389   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.007   0.379   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.673  -0.389   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.339   0.379   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.004  -0.389   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.670   0.379   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.665  -0.389   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.999   0.379   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.333  -0.389   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.668   0.379   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.002  -0.389   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.337   0.379   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.671  -0.389   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0     -11.345   1.922   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.007   1.922   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.670   1.922   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.668   1.922   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.006   0.379   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.342  -0.389   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.006   1.922   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      12.677   0.379   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      14.014  -0.389   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      11.342  -1.922   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   20                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   21                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   23                                                       
CONECT   19    3                                                            
CONECT   20    7                                                            
CONECT   21   11                                                            
CONECT   22   15                                                            
CONECT   23   18   24   25                                                  
CONECT   24   23   26   28                                                  
CONECT   25   23                                                            
CONECT   26   24   27                                                       
CONECT   27   26                                                            
CONECT   28   24                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   54    0
END

View in JSmol

Synonyms

Value	Source
(2E,6E,10E,14E)-3,7,11,15-Tetramethyl-16-oxohexadeca-2,6,10,14-tetraen-1-yl (2E)-3-hydroxy-2-methylprop-2-enoic acid	Generator

Chemical Formula

C₂₄H₃₆O₄

Average Mass

388.5402 Da

Monoisotopic Mass

388.26136 Da

IUPAC Name

(2E,6E,10E,14E)-3,7,11,15-tetramethyl-16-oxohexadeca-2,6,10,14-tetraen-1-yl (2E)-3-hydroxy-2-methylprop-2-enoate

Traditional Name

(2E,6E,10E,14E)-3,7,11,15-tetramethyl-16-oxohexadeca-2,6,10,14-tetraen-1-yl (2E)-3-hydroxy-2-methylprop-2-enoate

CAS Registry Number

128552-90-9

SMILES

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

InChI Identifier

InChI=1S/C24H36O4/c1-19(9-6-10-20(2)12-8-14-22(4)17-25)11-7-13-21(3)15-16-28-24(27)23(5)18-26/h10-11,14-15,17-18,26H,6-9,12-13,16H2,1-5H3/b19-11+,20-10+,21-15+,22-14+,23-18+

InChI Key

JYQVRBSGMTVCKG-JIDRUIINSA-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
Agaricus bisporus	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Boletinus cavipes	-	KNApSAcK
Pleurotus ostreatus	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 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
Fatty aldehyde
Fatty alcohol ester
Fatty acyl
Alpha,beta-unsaturated aldehyde
Enal
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous acid
Carboxylic acid ester
Enol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Aldehyde
Organooxygen compound
Organic oxygen compound
Carbonyl group
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	5.97	ALOGPS
logP	6.09	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	8.29	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	119.71 m³·mol⁻¹	ChemAxon
Polarizability	46.59 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0030366

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002212

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14527070

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Cavipetin C (NP0045899)

MOL for NP0045899 (Cavipetin C)

3D MOL for NP0045899 (Cavipetin C)

3D SDF for NP0045899 (Cavipetin C)

3D-SDF for NP0045899 (Cavipetin C)

PDB for NP0045899 (Cavipetin C)

3D PDB for NP0045899 (Cavipetin C)

SMILES for NP0045899 (Cavipetin C)

INCHI for NP0045899 (Cavipetin C)

Structure for NP0045899 (Cavipetin C)

3D Structure for NP0045899 (Cavipetin C)