NP-MRD: Showing NP-Card for (+)-Gaudichaudianic acid (NP0073875)

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Record Information

Version

1.0

Created at

2022-04-28 19:05:39 UTC

Updated at

2022-04-28 19:05:39 UTC

NP-MRD ID

NP0073875

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Gaudichaudianic acid

Description

Gaudichaudianic Acid, also known as gaudichaudianate, belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position. (+)-Gaudichaudianic acid is found in Piper gaudichaudianum Kunth. It was first documented in 2004 (PMID: 15568762). Based on a literature review a significant number of articles have been published on Gaudichaudianic Acid (PMID: 25041698) (PMID: 22017282) (PMID: 21506530) (PMID: 17574633).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 53 54  0  0  0  0  0  0  0  0999 V2000
    4.0218   -2.6573    0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2270   -3.0933   -0.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6293   -4.2841   -1.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1474   -2.4195   -1.1728 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7279   -1.2130   -0.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7202   -0.0081   -1.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3137    1.2220   -0.4660 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3383    1.3919    0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4372    2.4303   -1.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4337    3.2527   -1.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8749    3.0465   -0.8232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9068    3.9189   -0.9958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1029    3.6706   -0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2238    4.5965   -0.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0693    5.6019   -1.2662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4531    4.4107    0.0371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2616    2.5637    0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2114    1.6603    0.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4485    0.5011    1.4712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6216   -0.7531    0.7085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9241   -1.8285    1.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1191   -3.0791    0.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9832   -1.8264    2.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0124    1.9042   -0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0681    1.0685    0.0970 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4245   -1.6212    0.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8950   -3.3490    0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4396   -2.6961    1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7266   -4.3122   -1.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1728   -4.2234   -2.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2676   -5.2438   -1.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5581   -2.7246   -2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4122   -1.1231    0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6721   -1.4109   -0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9927   -0.1736   -2.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7164    0.1525   -1.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513    1.1637    0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2991    2.4541    0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0766    0.7794    1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3717    2.6849   -1.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5128    4.1500   -2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7322    4.7909   -1.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7482    3.6531    0.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2177    2.3488    0.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3664    0.6656    2.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6045    0.3920    2.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3271   -0.7971   -0.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7176   -3.9736    0.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2138   -3.1717    0.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6264   -2.9179   -0.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5352   -1.6970    3.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2017   -1.0646    2.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4497   -2.8128    2.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  7  6  1  6
  7  8  1  0
  7 25  1  0
 25 24  1  0
 24 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  3
 21 22  1  0
 21 23  1  0
 18 17  1  0
 17 13  2  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10  9  2  0
 13 14  1  0
 14 16  1  0
 14 15  2  0
  9  7  1  0
 11 24  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
 17 44  1  0
 12 42  1  0
 10 41  1  0
  9 40  1  0
 16 43  1  0
M  END


  Mrv1652304282221052D          

 25 26  0  0  1  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5806    0.2871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4051    0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8423    0.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6668    0.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1040    1.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0541    0.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9679   -0.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  4 15  1  0  0  0  0
 13 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 13 22  1  6  0  0  0
  2 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0073875

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC[C@]1(C)OC2=C(CC=C(C)C)C=C(C=C2C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O3/c1-15(2)7-6-11-22(5)12-10-18-14-19(21(23)24)13-17(20(18)25-22)9-8-16(3)4/h7-8,10,12-14H,6,9,11H2,1-5H3,(H,23,24)/t22-/m0/s1

> <INCHI_KEY>
TXHBNVYFCZMCPB-QFIPXVFZSA-N

> <FORMULA>
C22H28O3

> <MOLECULAR_WEIGHT>
340.463

> <EXACT_MASS>
340.203844762

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
39.21163470794584

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-methyl-8-(3-methylbut-2-en-1-yl)-2-(4-methylpent-3-en-1-yl)-2H-chromene-6-carboxylic acid

> <ALOGPS_LOGP>
6.18

> <JCHEM_LOGP>
5.997687130333333

> <ALOGPS_LOGS>
-5.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.266718198169565

> <JCHEM_PKA_STRONGEST_BASIC>
-4.936509213864495

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
105.67599999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.38e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-methyl-8-(3-methylbut-2-en-1-yl)-2-(4-methylpent-3-en-1-yl)chromene-6-carboxylic 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      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.817   0.536   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.356   0.482   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.172   1.788   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.711   1.734   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.527   3.040   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.434   0.375   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.540  -0.716   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   15                                                  
CONECT    5    4    6   12                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    5   13                                                       
CONECT   13   12   14   16   22                                             
CONECT   14   13   15                                                       
CONECT   15   14    4                                                       
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   13                                                            
CONECT   23    2   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Value	Source
Gaudichaudianate	Generator

Chemical Formula

C₂₂H₂₈O₃

Average Mass

340.4630 Da

Monoisotopic Mass

340.20384 Da

IUPAC Name

(2S)-2-methyl-8-(3-methylbut-2-en-1-yl)-2-(4-methylpent-3-en-1-yl)-2H-chromene-6-carboxylic acid

Traditional Name

(2S)-2-methyl-8-(3-methylbut-2-en-1-yl)-2-(4-methylpent-3-en-1-yl)chromene-6-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCC[C@]1(C)OC2=C(CC=C(C)C)C=C(C=C2C=C1)C(O)=O

InChI Identifier

InChI=1S/C22H28O3/c1-15(2)7-6-11-22(5)12-10-18-14-19(21(23)24)13-17(20(18)25-22)9-8-16(3)4/h7-8,10,12-14H,6,9,11H2,1-5H3,(H,23,24)/t22-/m0/s1

InChI Key

TXHBNVYFCZMCPB-QFIPXVFZSA-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
Piper gaudichaudianum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

1-benzopyrans

Alternative Parents

Substituents

1-benzopyran
Alkyl aryl ether
Benzenoid
Oxacycle
Ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	6.18	ALOGPS
logP	6	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	4.27	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	105.68 m³·mol⁻¹	ChemAxon
Polarizability	39.21 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

C00034523

Chemspider ID

9396559

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11221505

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lago JH, Ramos CS, Casanova DC, Morandim Ade A, Bergamo DC, Cavalheiro AJ, Bolzani Vda S, Furlan M, Guimaraes EF, Young MC, Kato MJ: Benzoic acid derivatives from Piper species and their fungitoxic activity against Cladosporium cladosporioides and C. sphaerospermum. J Nat Prod. 2004 Nov;67(11):1783-8. doi: 10.1021/np030530j. [PubMed:15568762 ]
Gaia AM, Yamaguchi LF, Jeffrey CS, Kato MJ: Age-dependent changes from allylphenol to prenylated benzoic acid production in Piper gaudichaudianum Kunth. Phytochemistry. 2014 Oct;106:86-93. doi: 10.1016/j.phytochem.2014.06.013. Epub 2014 Jul 17. [PubMed:25041698 ]
Lago JH, Ito AT, Fernandes CM, Young MC, Kato MJ: Secondary metabolites isolated from Piper chimonantifolium and their antifungal activity. Nat Prod Res. 2012;26(8):770-3. doi: 10.1080/14786419.2011.561435. Epub 2011 Oct 24. [PubMed:22017282 ]
Batista JM, Batista AN, Rinaldo D, Vilegas W, Ambrosio DL, Cicarelli RM, Bolzani VS, Kato MJ, Nafie LA, Lopez SN, Furlan M: Absolute configuration and selective trypanocidal activity of gaudichaudianic acid enantiomers. J Nat Prod. 2011 May 27;74(5):1154-60. doi: 10.1021/np200085h. Epub 2011 Apr 20. [PubMed:21506530 ]
Lopes AA, Baldoqui DC, Lopez SN, Kato MJ, Bolzani Vda S, Furlan M: Biosynthetic origins of the isoprene units of gaudichaudianic acid in Piper gaudichaudianum (Piperaceae). Phytochemistry. 2007 Aug;68(15):2053-8. doi: 10.1016/j.phytochem.2007.04.025. Epub 2007 Jun 14. [PubMed:17574633 ]

Showing NP-Card for (+)-Gaudichaudianic acid (NP0073875)

MOL for NP0073875 ((+)-Gaudichaudianic acid)

3D MOL for NP0073875 ((+)-Gaudichaudianic acid)

3D SDF for NP0073875 ((+)-Gaudichaudianic acid)

3D-SDF for NP0073875 ((+)-Gaudichaudianic acid)

PDB for NP0073875 ((+)-Gaudichaudianic acid)

3D PDB for NP0073875 ((+)-Gaudichaudianic acid)

SMILES for NP0073875 ((+)-Gaudichaudianic acid)

INCHI for NP0073875 ((+)-Gaudichaudianic acid)

Structure for NP0073875 ((+)-Gaudichaudianic acid)

3D Structure for NP0073875 ((+)-Gaudichaudianic acid)