NP-MRD: Showing NP-Card for pinellic acid (NP0296165)

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Record Information

Version

2.0

Created at

2022-09-10 05:35:20 UTC

Updated at

2022-09-10 05:35:20 UTC

NP-MRD ID

NP0296165

Secondary Accession Numbers

None

Natural Product Identification

Common Name

pinellic acid

Description

9,12,13-TriHOME, also known as pinellic acid, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, 9,12,13-trihome is considered to be an octadecanoid lipid molecule. 9,12,13-TriHOME is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. pinellic acid is found in Bupleurum falcatum, Pinellia ternata, Rourea minor and Trypanosoma brucei. pinellic acid was first documented in 2002 (PMID: 12349955). A trihydroxyoctadecenoic acid with hydroxy groups at positions C-9, -12, and 13, and an E (cis) double bond at position 10 (PMID: 12617925) (PMID: 15313433).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 57 56  0  0  0  0  0  0  0  0999 V2000
    8.0726    2.0336   -0.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6866    1.4112    0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8482   -0.0899    0.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5085   -0.7958    0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6432   -0.5585   -0.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3455   -1.2809   -0.7065 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5138   -1.0769   -1.8222 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5350   -0.8375    0.4943 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1801    0.5143    0.3954 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2845   -1.6846    0.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437   -1.0971    0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1566   -1.8174    0.0966 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6353   -1.9490    1.3989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1268   -1.1445   -0.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4873    0.2468   -0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1167    0.4569    0.8516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3893   -0.2453    1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5000    0.1099    0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7788    1.5789    0.2420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9071    1.8770   -0.7362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0639    1.0705   -0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7459    1.4735    0.6725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3726   -0.0879   -0.9931 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7883    1.5821    0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9502    3.1159    0.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4141    1.9619   -1.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2255    1.8515    0.9965 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0895    1.7220   -0.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4451   -0.5079   -0.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3780   -0.2683    1.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7186   -1.8710    0.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0271   -0.4833    1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4642    0.5287   -1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1069   -0.9304   -1.8034 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4626   -2.3771   -0.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8277   -1.7855   -1.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1190   -1.0583    1.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6174    0.9866   -0.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3258   -2.7310    0.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1542   -0.0220   -0.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0257   -2.8585   -0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9484   -1.8468    2.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5836   -1.0794   -1.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0036   -1.7925   -1.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1334    0.6441   -1.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5748    0.8760   -0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998    0.2299    1.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3015    1.5593    0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7834    0.0287    2.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3256   -1.3482    1.1200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2170   -0.1955   -0.8738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4053   -0.4430    0.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9322    2.2147   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0979    1.8510    1.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6219    1.5835   -1.7623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1564    2.9575   -0.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0852   -0.2021   -1.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 23  1  0
 21 22  2  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  1
  7 36  1  0
  8 37  1  1
  9 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  6
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 23 57  1  0
M  END

  Mrv0541 02231219582D          

 23 22  0  0  1  0            999 V2000
   26.2070  -18.8494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9214  -20.9118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0648  -18.8494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.4945  -20.0869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7801  -18.8494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4936  -19.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2080  -20.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2070  -19.6743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   29.7791  -20.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9224  -19.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4927  -20.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7782  -19.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9214  -20.0869    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   29.0648  -19.6743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   32.6369  -20.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0638  -20.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3514  -19.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6360  -19.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3502  -20.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3493  -19.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0656  -20.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6348  -20.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7801  -19.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  6  0  0  0
 13  2  1  6  0  0  0
 14  3  1  1  0  0  0
  4 23  1  0  0  0  0
  5 23  2  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
  8 13  1  0  0  0  0
  9 14  1  0  0  0  0
 10 15  1  0  0  0  0
 11 12  1  0  0  0  0
 12 16  1  0  0  0  0
 13 18  1  0  0  0  0
 14 19  1  0  0  0  0
 15 17  1  0  0  0  0
 16 20  1  0  0  0  0
 17 21  1  0  0  0  0
 18 19  2  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0296165

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC[C@H](O)[C@@H](O)\C=C\[C@@H](O)CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H34O5/c1-2-3-7-11-16(20)17(21)14-13-15(19)10-8-5-4-6-9-12-18(22)23/h13-17,19-21H,2-12H2,1H3,(H,22,23)/b14-13+/t15-,16-,17-/m0/s1

> <INCHI_KEY>
MDIUMSLCYIJBQC-MVFSOIOZSA-N

> <FORMULA>
C18H34O5

> <MOLECULAR_WEIGHT>
330.4596

> <EXACT_MASS>
330.240624198

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
40.03819941809534

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9S,10E,12S,13S)-9,12,13-trihydroxyoctadec-10-enoic acid

> <ALOGPS_LOGP>
3.77

> <JCHEM_LOGP>
3.24727271

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.636226243564447

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.6767451828624695

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8471921473040265

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
91.79469999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.55e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9S,10E,12S,13S)-9,12,13-trihydroxyoctadec-10-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      48.920 -35.186   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      50.253 -39.035   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      54.254 -35.186   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      66.256 -37.496   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      64.923 -35.186   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      56.921 -36.725   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      58.255 -37.496   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      48.920 -36.725   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      55.588 -37.496   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      59.588 -36.725   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      47.586 -37.496   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      46.253 -36.725   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      50.253 -37.496   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      54.254 -36.725   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      60.922 -37.496   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      44.919 -37.496   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      62.256 -36.725   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      51.587 -36.725   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      52.920 -37.496   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      43.585 -36.725   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      63.589 -37.496   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      42.252 -37.496   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      64.923 -36.725   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   23                                                            
CONECT    5   23                                                            
CONECT    6    7    9                                                       
CONECT    7    6   10                                                       
CONECT    8    1   11   13                                                  
CONECT    9    6   14                                                       
CONECT   10    7   15                                                       
CONECT   11    8   12                                                       
CONECT   12   11   16                                                       
CONECT   13    2    8   18                                                  
CONECT   14    3    9   19                                                  
CONECT   15   10   17                                                       
CONECT   16   12   20                                                       
CONECT   17   15   21                                                       
CONECT   18   13   19                                                       
CONECT   19   14   18                                                       
CONECT   20   16   22                                                       
CONECT   21   17   23                                                       
CONECT   22   20                                                            
CONECT   23    4    5   21                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

View in JSmol

Synonyms

Value	Source
(10E)-(9S,12S,13S)-9,12,13-Trihydroxyoctadec-10-enoic acid	ChEBI
9(S),12(S),13(S)-Trihydroxy-10(e)-octadecenoic acid	ChEBI
9S,12S,13S-Trihydroxy-10E-octadecenoic acid	ChEBI
(10E)-(9S,12S,13S)-9,12,13-Trihydroxyoctadec-10-enoate	Generator
9(S),12(S),13(S)-Trihydroxy-10(e)-octadecenoate	Generator
9S,12S,13S-Trihydroxy-10E-octadecenoate	Generator
Pinellic acid	HMDB

Chemical Formula

C₁₈H₃₄O₅

Average Mass

330.4596 Da

Monoisotopic Mass

330.24062 Da

IUPAC Name

(9S,10E,12S,13S)-9,12,13-trihydroxyoctadec-10-enoic acid

Traditional Name

(9S,10E,12S,13S)-9,12,13-trihydroxyoctadec-10-enoic acid

CAS Registry Number

Not Available

SMILES

CCCCC[C@H](O)[C@@H](O)\C=C\[C@@H](O)CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H34O5/c1-2-3-7-11-16(20)17(21)14-13-15(19)10-8-5-4-6-9-12-18(22)23/h13-17,19-21H,2-12H2,1H3,(H,22,23)/b14-13+/t15-,16-,17-/m0/s1

InChI Key

MDIUMSLCYIJBQC-MVFSOIOZSA-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
Bupleurum falcatum	LOTUS Database	35616633
Pinellia ternata	LOTUS Database	35616633
Rourea minor	LOTUS Database	35616633
Trypanosoma brucei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Hydroxy fatty acid
Unsaturated fatty acid
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

TriHOME (CHEBI:34506 )
Other Octadecanoids (C14833 )
Other Octadecanoids (LMFA02000014 )

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	3.77	ALOGPS
logP	3.25	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	4.68	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	91.79 m³·mol⁻¹	ChemAxon
Polarizability	40.04 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

HMDB0004708

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023418

KNApSAcK ID

Not Available

Chemspider ID

8034429

KEGG Compound ID

C14833

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9858729

PDB ID

Not Available

ChEBI ID

34506

Good Scents ID

Not Available

References

General References

Nagai T, Kiyohara H, Munakata K, Shirahata T, Sunazuka T, Harigaya Y, Yamada H: Pinellic acid from the tuber of Pinellia ternata Breitenbach as an effective oral adjuvant for nasal influenza vaccine. Int Immunopharmacol. 2002 Jul;2(8):1183-93. doi: 10.1016/s1567-5769(02)00086-3. [PubMed:12349955 ]
Shirahata T, Sunazuka T, Yoshida K, Yamamoto D, Harigaya Y, Nagai T, Kiyohara H, Yamada H, Kuwajima I, Omura S: Total synthesis and adjuvant activity of all stereoisomers of pinellic acid. Bioorg Med Chem Lett. 2003 Mar 10;13(5):937-41. doi: 10.1016/s0960-894x(02)01069-7. [PubMed:12617925 ]
Nagai T, Arai Y, Emori M, Nunome SY, Yabe T, Takeda T, Yamada H: Anti-allergic activity of a Kampo (Japanese herbal) medicine "Sho-seiryu-to (Xiao-Qing-Long-Tang)" on airway inflammation in a mouse model. Int Immunopharmacol. 2004 Oct;4(10-11):1353-65. doi: 10.1016/j.intimp.2004.05.021. [PubMed:15313433 ]
LOTUS database [Link]

Showing NP-Card for pinellic acid (NP0296165)

MOL for NP0296165 (pinellic acid)

3D MOL for NP0296165 (pinellic acid)

3D SDF for NP0296165 (pinellic acid)

3D-SDF for NP0296165 (pinellic acid)

PDB for NP0296165 (pinellic acid)

3D PDB for NP0296165 (pinellic acid)

SMILES for NP0296165 (pinellic acid)

INCHI for NP0296165 (pinellic acid)

Structure for NP0296165 (pinellic acid)

3D Structure for NP0296165 (pinellic acid)