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Showing NP-Card for Colubrinic acid (NP0048604)

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Record Information
Version2.0
Created at2022-03-17 20:59:06 UTC
Updated at2022-03-17 20:59:06 UTC
NP-MRD IDNP0048604
Secondary Accession NumbersNone
Natural Product Identification
Common NameColubrinic acid
DescriptionColubrinic acid, also known as colubrinate, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Colubrinic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, colubrinic acid has been detected, but not quantified in, fruits. Colubrinic acid is found in Colubrina granulosa, Paliurus hemsleyanus, Zizyphus jujuba and Zizphus cambodiana. This could make colubrinic acid a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0048604 (Colubrinic acid)


  Mrv0541 05061309222D          

 34 38  0  0  0  0            999 V2000
    6.4586   -0.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8176    0.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3007    0.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0711   -0.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1813    1.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4741    1.5412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7806   -0.9179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2566   -0.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5421   -0.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2406    1.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3987    0.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1132    1.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7556    2.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5421    2.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2566    2.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4937   -1.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0106    0.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7557    0.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2566    0.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9416   -1.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3987   -0.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8277   -0.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9711    1.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1212   -1.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0573    2.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7856   -0.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5421    1.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8277    0.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1132   -0.4330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9711    2.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2388   -2.6377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7087   -2.0406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3898    3.3474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8110    3.1981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 15 14  1  0  0  0  0
 17  1  2  0  0  0  0
 17  2  1  0  0  0  0
 18 10  1  0  0  0  0
 18 17  1  0  0  0  0
 19  8  1  0  0  0  0
 20 16  1  0  0  0  0
 21 11  1  0  0  0  0
 22  9  1  0  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24 20  1  0  0  0  0
 26  3  1  0  0  0  0
 26  4  1  0  0  0  0
 26 21  1  0  0  0  0
 26 24  1  0  0  0  0
 27  5  1  0  0  0  0
 27 14  1  0  0  0  0
 27 19  1  0  0  0  0
 28  6  1  0  0  0  0
 28 12  1  0  0  0  0
 28 22  1  0  0  0  0
 28 27  1  0  0  0  0
 29  7  1  0  0  0  0
 29 20  1  0  0  0  0
 29 21  1  0  0  0  0
 29 22  1  0  0  0  0
 30 13  1  0  0  0  0
 30 15  1  0  0  0  0
 30 23  1  0  0  0  0
 30 25  1  0  0  0  0
 31 16  2  0  0  0  0
 32 24  1  0  0  0  0
 33 25  2  0  0  0  0
 34 25  1  0  0  0  0
M  END
Download

3D MOL for NP0048604 (Colubrinic acid)

Download
3D SDF for NP0048604 (Colubrinic acid)

  Mrv0541 05061309222D          

 34 38  0  0  0  0            999 V2000
    6.4586   -0.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8176    0.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3007    0.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0711   -0.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1813    1.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4741    1.5412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7806   -0.9179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2566   -0.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5421   -0.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2406    1.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3987    0.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1132    1.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7556    2.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5421    2.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2566    2.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4937   -1.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0106    0.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7557    0.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2566    0.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9416   -1.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3987   -0.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8277   -0.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9711    1.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1212   -1.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0573    2.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7856   -0.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5421    1.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8277    0.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1132   -0.4330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9711    2.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2388   -2.6377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7087   -2.0406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3898    3.3474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8110    3.1981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 15 14  1  0  0  0  0
 17  1  2  0  0  0  0
 17  2  1  0  0  0  0
 18 10  1  0  0  0  0
 18 17  1  0  0  0  0
 19  8  1  0  0  0  0
 20 16  1  0  0  0  0
 21 11  1  0  0  0  0
 22  9  1  0  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24 20  1  0  0  0  0
 26  3  1  0  0  0  0
 26  4  1  0  0  0  0
 26 21  1  0  0  0  0
 26 24  1  0  0  0  0
 27  5  1  0  0  0  0
 27 14  1  0  0  0  0
 27 19  1  0  0  0  0
 28  6  1  0  0  0  0
 28 12  1  0  0  0  0
 28 22  1  0  0  0  0
 28 27  1  0  0  0  0
 29  7  1  0  0  0  0
 29 20  1  0  0  0  0
 29 21  1  0  0  0  0
 29 22  1  0  0  0  0
 30 13  1  0  0  0  0
 30 15  1  0  0  0  0
 30 23  1  0  0  0  0
 30 25  1  0  0  0  0
 31 16  2  0  0  0  0
 32 24  1  0  0  0  0
 33 25  2  0  0  0  0
 34 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048604

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)C1CCC2(CCC3(C)C(CCC4C5(C)C(C=O)C(O)C(C)(C)C5CCC34C)C12)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H46O4/c1-17(2)18-10-13-30(25(33)34)15-14-27(5)19(23(18)30)8-9-22-28(27,6)12-11-21-26(3,4)24(32)20(16-31)29(21,22)7/h16,18-24,32H,1,8-15H2,2-7H3,(H,33,34)

> <INCHI_KEY>
SLWJVQQNDGLXTK-UHFFFAOYSA-N

> <FORMULA>
C30H46O4

> <MOLECULAR_WEIGHT>
470.6838

> <EXACT_MASS>
470.33960996

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
54.68059813575138

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15-formyl-16-hydroxy-1,2,14,17,17-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosane-5-carboxylic acid

> <ALOGPS_LOGP>
5.08

> <JCHEM_LOGP>
5.415206136000002

> <ALOGPS_LOGS>
-5.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.1039869900054

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.682465638913675

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1018548035078792

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
133.18499999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.96e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-formyl-16-hydroxy-1,2,14,17,17-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosane-5-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0048604 (Colubrinic acid)
Download
PDB for NP0048604 (Colubrinic acid)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      12.056  -0.813   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.593   0.011   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.428   0.177   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.999  -1.839   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.805   3.592   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.485   2.877   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.057  -1.713   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.812  -0.038   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.479  -0.808   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.516   3.042   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.478   1.502   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.811   2.272   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.610   4.288   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.479   3.812   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.812   4.582   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.522  -3.459   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.086   0.331   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.611   1.796   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.812   1.502   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.491  -2.315   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.478  -0.038   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.145  -0.038   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.146   2.272   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.960  -2.475   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.307   5.344   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.333  -1.069   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.479   2.272   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.145   1.502   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.811  -0.808   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.146   3.812   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.046  -4.924   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       3.190  -3.809   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      10.061   6.248   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      12.714   5.970   0.000  0.00  0.00           O+0
CONECT    1   17                                                            
CONECT    2   17                                                            
CONECT    3   26                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7   29                                                            
CONECT    8    9   19                                                       
CONECT    9    8   22                                                       
CONECT   10   13   18                                                       
CONECT   11   12   21                                                       
CONECT   12   11   28                                                       
CONECT   13   10   30                                                       
CONECT   14   15   27                                                       
CONECT   15   14   30                                                       
CONECT   16   20   31                                                       
CONECT   17    1    2   18                                                  
CONECT   18   10   17   23                                                  
CONECT   19    8   23   27                                                  
CONECT   20   16   24   29                                                  
CONECT   21   11   26   29                                                  
CONECT   22    9   28   29                                                  
CONECT   23   18   19   30                                                  
CONECT   24   20   26   32                                                  
CONECT   25   30   33   34                                                  
CONECT   26    3    4   21   24                                             
CONECT   27    5   14   19   28                                             
CONECT   28    6   12   22   27                                             
CONECT   29    7   20   21   22                                             
CONECT   30   13   15   23   25                                             
CONECT   31   16                                                            
CONECT   32   24                                                            
CONECT   33   25                                                            
CONECT   34   25                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

Download
3D PDB for NP0048604 (Colubrinic acid)
Download
SMILES for NP0048604 (Colubrinic acid)
CC(=C)C1CCC2(CCC3(C)C(CCC4C5(C)C(C=O)C(O)C(C)(C)C5CCC34C)C12)C(O)=O
Download
INCHI for NP0048604 (Colubrinic acid)
InChI=1S/C30H46O4/c1-17(2)18-10-13-30(25(33)34)15-14-27(5)19(23(18)30)8-9-22-28(27,6)12-11-21-26(3,4)24(32)20(16-31)29(21,22)7/h16,18-24,32H,1,8-15H2,2-7H3,(H,33,34)
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View in JSmol
Synonyms
ValueSource
ColubrinateGenerator
Zizyberanalic acidHMDB
15-Formyl-16-hydroxy-1,2,14,17,17-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosane-5-carboxylateGenerator
Chemical FormulaC30H46O4
Average Mass470.6838 Da
Monoisotopic Mass470.33961 Da
IUPAC Name15-formyl-16-hydroxy-1,2,14,17,17-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosane-5-carboxylic acid
Traditional Name15-formyl-16-hydroxy-1,2,14,17,17-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosane-5-carboxylic acid
CAS Registry Number67594-73-4
SMILES
CC(=C)C1CCC2(CCC3(C)C(CCC4C5(C)C(C=O)C(O)C(C)(C)C5CCC34C)C12)C(O)=O
InChI Identifier
InChI=1S/C30H46O4/c1-17(2)18-10-13-30(25(33)34)15-14-27(5)19(23(18)30)8-9-22-28(27,6)12-11-21-26(3,4)24(32)20(16-31)29(21,22)7/h16,18-24,32H,1,8-15H2,2-7H3,(H,33,34)
InChI KeySLWJVQQNDGLXTK-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Colubrina granulosaPlant
Paliurus hemsleyanusLOTUS Database
Ziziphus jujubaPlant
Ziziphus zizyphusFooDB
Zizphus cambodiana-
Chemical Taxonomy
Description Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTriterpenoids  
Direct ParentTriterpenoids  
Alternative Parents
Substituents
  • Triterpenoid
    • 

  • Steroid acid
    • 

  • 3-carboxy steroid
    • 

  • 18-oxosteroid
    • 

  • 18-hydroxysteroid
    • 

  • Hydroxysteroid
    • 

  • Oxosteroid
    • 

  • 16-hydroxysteroid
    • 

  • Steroid
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Aldehyde
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Carbonyl group
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.08ALOGPS
logP5.42ChemAxon
logS-5.9ALOGPS
pKa (Strongest Acidic)4.68ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity133.18 m³·mol⁻¹ChemAxon
Polarizability54.68 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0036847  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB015799  
KNApSAcK IDC00032552  
Chemspider ID22370281  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14137704  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References