NP-MRD: Showing NP-Card for (1s,2r,4s)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate (NP0236328)

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Record Information

Version

2.0

Created at

2022-09-06 19:11:59 UTC

Updated at

2022-09-06 19:11:59 UTC

NP-MRD ID

NP0236328

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,4s)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate

Description

Tschimganine belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group. Tschimganine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. (1s,2r,4s)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate is found in Ferula dissecta, Ferula karatavica, Ferula pallida, Ferula persica and Ferula stylosa. (1s,2r,4s)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate was first documented in 2009 (PMID: 21589808). Based on a literature review a small amount of articles have been published on tschimganine (PMID: 35416247) (PMID: 29900664) (PMID: 23521895) (PMID: 20350297).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 46 48  0  0  0  0  0  0  0  0999 V2000
    6.2627    1.5717   -0.8458 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1798    0.3612   -0.1241 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9566   -0.1972    0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7663    0.4184   -0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5427   -0.1103    0.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2836    0.5443   -0.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3500    1.6228   -0.7229 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0493    0.0581    0.2473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1733    0.6471   -0.0646 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9657    0.9774    1.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3463    0.4082    0.9985 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2624   -1.0780    1.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3427   -1.4890    0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1217   -0.2440   -0.7999 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8449   -0.4579   -2.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4483    0.4930   -0.5340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3971    1.9092   -1.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6092   -0.2815   -1.0616 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5576   -1.3029    0.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7414   -1.9182    1.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9572   -1.3819    0.9496 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1627   -2.0239    1.2933 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8048    2.4298   -0.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7100    1.4802   -1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3449    1.7790   -1.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7410    1.3624   -0.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0866    1.5932   -0.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9530    2.0440    1.4334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4879    0.4468    2.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1429    0.9099    1.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2959   -1.4839    0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8769   -1.4024    2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4030   -1.8502    0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7579   -2.3307   -0.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7824   -0.3453   -2.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2115   -1.4742   -2.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4213    0.2656   -2.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7005    2.0530   -1.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3945    2.2247   -1.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0478    2.5983   -0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4104   -1.3504   -1.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8582    0.1479   -2.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5342   -0.1728   -0.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5856   -1.7156    1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7377   -2.8471    1.8581 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1427   -2.8889    1.8078 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
  4  5  1  0
  5 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  6
 14 16  1  0
 16 17  1  0
 16 18  1  0
 21  3  1  0
 14  9  1  0
 16 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
 19 44  1  0
 20 45  1  0
 22 46  1  0
  9 27  1  6
 10 28  1  0
 10 29  1  0
 11 30  1  1
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
M  END


  Mrv1652309062221122D          

 22 24  0  0  1  0            999 V2000
   -3.3724    4.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5776    4.0443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3718    3.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5770    3.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3711    2.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5763    2.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0126    2.5819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3626    1.1747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2733    0.5639    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2543   -0.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8472   -0.6569    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5709   -0.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5899    0.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8850    0.9927    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0356    1.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6599    0.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3097    0.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3384    0.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9600    1.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7548    1.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9607    2.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7555    2.8889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  5 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
  3 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0236328

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC=C1O)C(=O)O[C@@H]1C[C@@H]2CC[C@@]1(C)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C18H24O4/c1-17(2)12-7-8-18(17,3)15(10-12)22-16(20)11-5-6-13(19)14(9-11)21-4/h5-6,9,12,15,19H,7-8,10H2,1-4H3/t12-,15+,18+/m0/s1

> <INCHI_KEY>
KTOAGBIQQPGNIR-WBHUJUFNSA-N

> <FORMULA>
C18H24O4

> <MOLECULAR_WEIGHT>
304.386

> <EXACT_MASS>
304.167459253

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
33.89405538950487

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate

> <JCHEM_LOGP>
4.023521145666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.990443040030693

> <JCHEM_PKA_STRONGEST_BASIC>
-4.897100148540351

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
83.58039999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -6.295   7.962   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.812   7.549   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.427   6.058   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.944   5.645   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.559   4.154   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.076   3.741   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.024   4.820   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -0.677   2.193   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.510   1.053   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.475  -0.487   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.581  -1.226   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.932  -0.487   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.968   1.053   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.652   1.853   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.933   3.446   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.232   0.322   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.578   0.822   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.632   0.010   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.659   3.076   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.142   3.488   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.527   4.980   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -7.010   5.393   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15   16                                             
CONECT   15   14                                                            
CONECT   16   14   11   17   18                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    5   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    3   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Value	Source
Chimganin	ChEBI
Tschimganin	ChEBI

Chemical Formula

C₁₈H₂₄O₄

Average Mass

304.3860 Da

Monoisotopic Mass

304.16746 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC=C1O)C(=O)O[C@@H]1C[C@@H]2CC[C@@]1(C)C2(C)C

InChI Identifier

InChI=1S/C18H24O4/c1-17(2)12-7-8-18(17,3)15(10-12)22-16(20)11-5-6-13(19)14(9-11)21-4/h5-6,9,12,15,19H,7-8,10H2,1-4H3/t12-,15+,18+/m0/s1

InChI Key

KTOAGBIQQPGNIR-WBHUJUFNSA-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
Ferula dissecta	LOTUS Database	35616633
Ferula karatavica	LOTUS Database	35616633
Ferula pallida	LOTUS Database	35616633
Ferula persica	LOTUS Database	35616633
Ferula stylosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

M-methoxybenzoic acids and derivatives

Alternative Parents

Substituents

M-methoxybenzoic acid or derivatives
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
Aromatic monoterpenoid
Benzoate ester
Bornane monoterpenoid
Bicyclic monoterpenoid
Methoxyphenol
Monoterpenoid
Norbornane monoterpenoid
Phenol ether
Benzoyl
Methoxybenzene
Anisole
Phenoxy compound
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

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

1294694

PDB ID

Not Available

ChEBI ID

142517

Good Scents ID

Not Available

References

General References

Ohtsuka H, Matsumoto T, Mochida T, Shimasaki T, Shibuya M, Yamamoto Y, Aiba H: Tschimganine has different targets for chronological lifespan extension and growth inhibition in fission yeast. Biosci Biotechnol Biochem. 2022 May 24;86(6):775-779. doi: 10.1093/bbb/zbac051. [PubMed:35416247 ]
Hibi T, Ohtsuka H, Shimasaki T, Inui S, Shibuya M, Tatsukawa H, Kanie K, Yamamoto Y, Aiba H: Tschimganine and its derivatives extend the chronological life span of yeast via activation of the Sty1 pathway. Genes Cells. 2018 Jun 14. doi: 10.1111/gtc.12604. [PubMed:29900664 ]
Stephan J, Franke J, Ehrenhofer-Murray AE: Chemical genetic screen in fission yeast reveals roles for vacuolar acidification, mitochondrial fission, and cellular GMP levels in lifespan extension. Aging Cell. 2013 Aug;12(4):574-83. doi: 10.1111/acel.12077. Epub 2013 Apr 23. [PubMed:23521895 ]
Trusheva B, Todorov I, Ninova M, Najdenski H, Daneshmand A, Bankova V: Antibacterial mono- and sesquiterpene esters of benzoic acids from Iranian propolis. Chem Cent J. 2010 Mar 29;4:8. doi: 10.1186/1752-153X-4-8. [PubMed:20350297 ]
Sahranavard S, Naghibi F, Mosaddegh M, Esmaeili S, Sarkhail P, Taghvaei M, Ghafari S: Cytotoxic activities of selected medicinal plants from Iran and phytochemical evaluation of the most potent extract. Res Pharm Sci. 2009 Jul;4(2):133-7. [PubMed:21589808 ]
LOTUS database [Link]

Showing NP-Card for (1s,2r,4s)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate (NP0236328)

MOL for NP0236328 ((1s,2r,4s)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate)

3D MOL for NP0236328 ((1s,2r,4s)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate)

3D SDF for NP0236328 ((1s,2r,4s)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate)

3D-SDF for NP0236328 ((1s,2r,4s)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate)

PDB for NP0236328 ((1s,2r,4s)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate)

3D PDB for NP0236328 ((1s,2r,4s)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate)

SMILES for NP0236328 ((1s,2r,4s)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate)

INCHI for NP0236328 ((1s,2r,4s)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate)

Structure for NP0236328 ((1s,2r,4s)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate)

3D Structure for NP0236328 ((1s,2r,4s)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 4-hydroxy-3-methoxybenzoate)