NP-MRD: Showing NP-Card for Nocarasin B (NP0043933)

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Record Information

Version

2.0

Created at

2021-06-22 17:41:33 UTC

Updated at

2021-06-22 17:41:34 UTC

NP-MRD ID

NP0043933

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Nocarasin B

Description

Nocarasin B belongs to the class of organic compounds known as m-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is meta-substituted with a hydroxy group. Nocarasin B is found in Nocardia brasiliensis IFM 0667. Nocarasin B was first documented in 1999 (Tsuda, et al.). Based on a literature review very few articles have been published on Nocarasin B.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

NP0043933
     RDKit          3D

 45 45  0  0  0  0  0  0  0  0999 V2000
    7.6343    0.4354    2.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4368    0.6221    2.0715 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8174   -0.3068    1.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3587   -1.4381    1.1707 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5710   -0.0329    0.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9240    1.1750    0.6501 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7496    1.4197   -0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1676    0.4428   -0.7982 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8761    0.8050   -1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2510    0.2330   -0.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2179   -0.5188   -1.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2843   -0.8959   -2.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2697   -0.9977   -0.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5895   -0.4755   -0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7315   -0.8626    0.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4886    0.0381    0.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6580   -0.2978    1.5031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1726    1.4798    0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7809   -0.7660   -0.8921 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2451   -1.7665   -1.6537 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9834   -1.0034   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9061   -0.6343    2.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5249    0.9608    3.7487 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4468    0.9805    2.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3850    1.9579    1.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2975    2.4016    0.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9225    0.5996   -2.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7689    1.9291   -1.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2727    0.4775    0.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4395   -0.6310   -3.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2636   -0.5742   -3.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3156   -2.0306   -2.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0668   -0.6521    0.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2218   -2.1254   -0.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7759   -0.9433   -1.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212    0.6155   -0.8315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9627   -1.9153    0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8607    0.5693    2.1604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4949   -1.2124    2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5505   -0.4011    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1386    1.6385    0.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8567    2.1429    1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2251    1.7149   -0.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4017   -1.6605   -2.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4314   -1.9760   -0.3077 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
  8 19  1  0
 19 20  1  0
 19 21  2  0
 21  5  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 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
 20 44  1  0
 21 45  1  0
M  END


  Mrv1652306222119412D          

 21 21  0  0  0  0            999 V2000
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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
    0.7145    2.0625    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    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
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 O   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
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 10 19  1  0  0  0  0
  6 20  1  0  0  0  0
  2 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043933

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=CC(O)=C(C\C=C(/C)CCC=C(C)C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H24O3/c1-13(2)6-5-7-14(3)8-9-15-10-11-16(12-17(15)19)18(20)21-4/h6,8,10-12,19H,5,7,9H2,1-4H3/b14-8+

> <INCHI_KEY>
UYVXZGCZHSASOX-RIYZIHGNSA-N

> <FORMULA>
C18H24O3

> <MOLECULAR_WEIGHT>
288.387

> <EXACT_MASS>
288.172544633

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
33.93514996981065

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 4-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3-hydroxybenzoate

> <ALOGPS_LOGP>
4.82

> <JCHEM_LOGP>
5.061438732666668

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.939309321206856

> <JCHEM_PKA_STRONGEST_BASIC>
-5.559281634334973

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
88.10959999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.42e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3-hydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043933
     RDKit          3D

 45 45  0  0  0  0  0  0  0  0999 V2000
    7.6343    0.4354    2.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4368    0.6221    2.0715 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8174   -0.3068    1.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3587   -1.4381    1.1707 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5710   -0.0329    0.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9240    1.1750    0.6501 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7496    1.4197   -0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1676    0.4428   -0.7982 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8761    0.8050   -1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2510    0.2330   -0.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2179   -0.5188   -1.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2843   -0.8959   -2.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2697   -0.9977   -0.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5895   -0.4755   -0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7315   -0.8626    0.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4886    0.0381    0.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6580   -0.2978    1.5031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1726    1.4798    0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7809   -0.7660   -0.8921 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2451   -1.7665   -1.6537 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9834   -1.0034   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9061   -0.6343    2.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5249    0.9608    3.7487 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4468    0.9805    2.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3850    1.9579    1.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2975    2.4016    0.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9225    0.5996   -2.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7689    1.9291   -1.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2727    0.4775    0.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4395   -0.6310   -3.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2636   -0.5742   -3.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3156   -2.0306   -2.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0668   -0.6521    0.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2218   -2.1254   -0.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7759   -0.9433   -1.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212    0.6155   -0.8315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9627   -1.9153    0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8607    0.5693    2.1604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4949   -1.2124    2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5505   -0.4011    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1386    1.6385    0.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8567    2.1429    1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2251    1.7149   -0.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4017   -1.6605   -2.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4314   -1.9760   -0.3077 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
  8 19  1  0
 19 20  1  0
 19 21  2  0
 21  5  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 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
 20 44  1  0
 21 45  1  0
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   20                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19   10                                                            
CONECT   20    6                                                            
CONECT   21    2                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    NP0043933
HETATM    1  C1  UNL     1       7.634   0.435   2.779  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.437   0.622   2.071  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.817  -0.307   1.283  1.00  0.00           C  
HETATM    4  O2  UNL     1       6.359  -1.438   1.171  1.00  0.00           O  
HETATM    5  C3  UNL     1       4.571  -0.033   0.579  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.924   1.175   0.650  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.750   1.420  -0.018  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.168   0.443  -0.798  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.876   0.805  -1.476  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.251   0.233  -0.744  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.218  -0.519  -1.217  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.284  -0.896  -2.635  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.270  -0.998  -0.284  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.590  -0.475  -0.768  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.732  -0.863   0.067  1.00  0.00           C  
HETATM   16  C14 UNL     1      -5.489   0.038   0.647  1.00  0.00           C  
HETATM   17  C15 UNL     1      -6.658  -0.298   1.503  1.00  0.00           C  
HETATM   18  C16 UNL     1      -5.173   1.480   0.447  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.781  -0.766  -0.892  1.00  0.00           C  
HETATM   20  O3  UNL     1       2.245  -1.766  -1.654  1.00  0.00           O  
HETATM   21  C18 UNL     1       3.983  -1.003  -0.202  1.00  0.00           C  
HETATM   22  H1  UNL     1       7.906  -0.634   2.920  1.00  0.00           H  
HETATM   23  H2  UNL     1       7.525   0.961   3.749  1.00  0.00           H  
HETATM   24  H3  UNL     1       8.447   0.981   2.225  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.385   1.958   1.272  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.297   2.402   0.088  1.00  0.00           H  
HETATM   27  H6  UNL     1       0.922   0.600  -2.549  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.769   1.929  -1.412  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.273   0.477   0.343  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.439  -0.631  -3.262  1.00  0.00           H  
HETATM   31  H10 UNL     1      -2.264  -0.574  -3.068  1.00  0.00           H  
HETATM   32  H11 UNL     1      -1.316  -2.031  -2.649  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.067  -0.652   0.753  1.00  0.00           H  
HETATM   34  H13 UNL     1      -2.222  -2.125  -0.326  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.776  -0.943  -1.779  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.521   0.616  -0.831  1.00  0.00           H  
HETATM   37  H16 UNL     1      -4.963  -1.915   0.212  1.00  0.00           H  
HETATM   38  H17 UNL     1      -6.861   0.569   2.160  1.00  0.00           H  
HETATM   39  H18 UNL     1      -6.495  -1.212   2.109  1.00  0.00           H  
HETATM   40  H19 UNL     1      -7.551  -0.401   0.836  1.00  0.00           H  
HETATM   41  H20 UNL     1      -4.139   1.639   0.817  1.00  0.00           H  
HETATM   42  H21 UNL     1      -5.857   2.143   1.013  1.00  0.00           H  
HETATM   43  H22 UNL     1      -5.225   1.715  -0.652  1.00  0.00           H  
HETATM   44  H23 UNL     1       1.402  -1.660  -2.170  1.00  0.00           H  
HETATM   45  H24 UNL     1       4.431  -1.976  -0.308  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   21
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9   19
CONECT    9   10   27   28
CONECT   10   11   11   29
CONECT   11   12   13
CONECT   12   30   31   32
CONECT   13   14   33   34
CONECT   14   15   35   36
CONECT   15   16   16   37
CONECT   16   17   18
CONECT   17   38   39   40
CONECT   18   41   42   43
CONECT   19   20   21   21
CONECT   20   44
CONECT   21   45
END

NP0043933
     RDKit          3D

45 45  0  0  0  0  0  0  0  0999 V2000
    7.6343    0.4354    2.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4368    0.6221    2.0715 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8174   -0.3068    1.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3587   -1.4381    1.1707 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5710   -0.0329    0.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9240    1.1750    0.6501 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7496    1.4197   -0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1676    0.4428   -0.7982 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8761    0.8050   -1.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2510    0.2330   -0.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2179   -0.5188   -1.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2843   -0.8959   -2.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2697   -0.9977   -0.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5895   -0.4755   -0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7315   -0.8626    0.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4886    0.0381    0.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6580   -0.2978    1.5031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1726    1.4798    0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7809   -0.7660   -0.8921 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2451   -1.7665   -1.6537 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9834   -1.0034   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9061   -0.6343    2.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5249    0.9608    3.7487 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4468    0.9805    2.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3850    1.9579    1.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2975    2.4016    0.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9225    0.5996   -2.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7689    1.9291   -1.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2727    0.4775    0.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4395   -0.6310   -3.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2636   -0.5742   -3.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3156   -2.0306   -2.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0668   -0.6521    0.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2218   -2.1254   -0.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7759   -0.9433   -1.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212    0.6155   -0.8315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9627   -1.9153    0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8607    0.5693    2.1604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4949   -1.2124    2.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5505   -0.4011    0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1386    1.6385    0.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8567    2.1429    1.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2251    1.7149   -0.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4017   -1.6605   -2.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4314   -1.9760   -0.3077 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
  8 19  1  0
 19 20  1  0
 19 21  2  0
 21  5  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 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
 20 44  1  0
 21 45  1  0
M  END

View in JSmol

Synonyms

Value	Source
Methyl 4-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3-hydroxybenzoic acid	Generator

Chemical Formula

C₁₈H₂₄O₃

Average Mass

288.3870 Da

Monoisotopic Mass

288.17254 Da

IUPAC Name

methyl 4-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3-hydroxybenzoate

Traditional Name

methyl 4-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3-hydroxybenzoate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CC(O)=C(C\C=C(/C)CCC=C(C)C)C=C1

InChI Identifier

InChI=1S/C18H24O3/c1-13(2)6-5-7-14(3)8-9-15-10-11-16(12-17(15)19)18(20)21-4/h6,8,10-12,19H,5,7,9H2,1-4H3/b14-8+

InChI Key

UYVXZGCZHSASOX-RIYZIHGNSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Nocardia brasiliensis IFM 0667	Linigton's dataset	Masashi Tsuda, Akira Nemoto, Hisayuki Komaki, Yasushi Tanaka, Katsukiyo Yazawa, Yuzuru Mikami, an...

Species Where Detected

Species Name	Source	Reference
Nocardia brasiliensis IFM0667	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as m-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is meta-substituted with a hydroxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

m-Hydroxybenzoic acid esters

Alternative Parents

Substituents

M-hydroxybenzoic acid ester
Aromatic monoterpenoid
Monocyclic monoterpenoid
Monoterpenoid
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Methyl ester
Carboxylic acid ester
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	4.82	ALOGPS
logP	5.06	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	8.94	ChemAxon
pKa (Strongest Basic)	-5.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	88.11 m³·mol⁻¹	ChemAxon
Polarizability	33.94 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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

C00049736

Chemspider ID

7993164

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9817414

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Masashi Tsuda, Akira Nemoto, Hisayuki Komaki, Yasushi Tanaka, Katsukiyo Yazawa, Yuzuru Mikami, and Jun'ichi Kobayashi (1999). Masashi Tsuda, Akira Nemoto, Hisayuki Komaki, Yasushi Tanaka, Katsukiyo Yazawa, Yuzuru Mikami, and Jun'ichi Kobayashi. Nocarasins A−C and Brasiliquinone D, New Metabolites from the Actinomycete Nocardiabrasiliensis. J. Nat. Prod. 1999, 62, 12, 1640–1642 DOI: 10.1021/np990265v. J. Nat. Prod..

Showing NP-Card for Nocarasin B (NP0043933)

MOL for NP0043933 (Nocarasin B)

3D MOL for NP0043933 (Nocarasin B)

3D SDF for NP0043933 (Nocarasin B)

3D-SDF for NP0043933 (Nocarasin B)

PDB for NP0043933 (Nocarasin B)

3D PDB for NP0043933 (Nocarasin B)

SMILES for NP0043933 (Nocarasin B)

INCHI for NP0043933 (Nocarasin B)

Structure for NP0043933 (Nocarasin B)

3D Structure for NP0043933 (Nocarasin B)