NP-MRD: Showing NP-Card for 3-bromo-2-hydroxy-6-[5-isopropyl-2-(2-methoxy-2-oxoethyl)-2-methylcyclopentyl]-4-methylbenzoic acid (NP0194723)

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Record Information

Version

2.0

Created at

2022-09-04 12:26:18 UTC

Updated at

2022-09-04 12:26:18 UTC

NP-MRD ID

NP0194723

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-bromo-2-hydroxy-6-[5-isopropyl-2-(2-methoxy-2-oxoethyl)-2-methylcyclopentyl]-4-methylbenzoic acid

Description

3-Bromo-2-hydroxy-6-[2-(2-methoxy-2-oxoethyl)-2-methyl-5-(propan-2-yl)cyclopentyl]-4-methylbenzoic acid belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open. Based on a literature review very few articles have been published on 3-bromo-2-hydroxy-6-[2-(2-methoxy-2-oxoethyl)-2-methyl-5-(propan-2-yl)cyclopentyl]-4-methylbenzoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042214262D          

 26 27  0  0  0  0            999 V2000
    3.4325   -0.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6255   -0.1828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0735   -0.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284   -1.5806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.6244    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
    0.1624   -0.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3507   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353   -1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7484   -2.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -0.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915   -0.7027    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6937   -0.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8653    0.4014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2960   -0.1085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4886   -0.3634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4675    0.6985    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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 10 14  1  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END

     RDKit          3D

 53 54  0  0  0  0  0  0  0  0999 V2000
    4.0982   -3.1706   -0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9532   -2.3774   -0.3092 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6482   -2.7931   -0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4647   -4.0208   -0.5955 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5537   -1.8281   -0.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0116   -0.4477   -0.4739 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4530   -0.4095   -1.9259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2709   -0.1236    0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    1.4018    0.4959 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6219    1.2706    1.0819 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0731    2.6485    1.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0605    3.4406    0.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0470    3.4682    2.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333    0.6080   -0.1371 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3404    0.0470    0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5893   -0.4451    1.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7698   -1.0794    1.7722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9825   -1.5968    3.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7559   -1.2532    0.8394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4190   -2.1293    1.2393 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.5592   -0.7738   -0.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5506   -0.9625   -1.3609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3562   -0.1304   -0.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2517    0.4118   -2.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2422    0.2674   -2.9275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1671    1.0739   -2.5979 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9544   -2.6553   -0.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9042   -4.1132   -1.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5151   -3.4543    0.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2183   -1.9802    0.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2587   -2.1608   -0.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5114   -0.7580   -2.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5118    0.6850   -2.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7552   -0.9318   -2.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3366   -0.6363    1.2817 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1807   -0.1704   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9968    1.7806   -0.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7458    1.8452    1.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6465    0.7118    1.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8941    2.6586    1.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1265    4.5069    0.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0241    3.2068   -0.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015    3.3508   -0.6553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5517    4.4615    2.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2510    3.0021    3.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9417    3.7336    1.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0366    1.3537   -0.9172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8742   -0.3512    2.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0059   -1.8236    3.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6015   -0.9181    3.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5259   -2.5856    3.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8818   -0.8589   -2.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7478    1.0044   -3.4949 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
  6  5  1  1
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 26  1  0
 24 25  2  0
 14  6  1  0
 23 15  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  1
 11 40  1  0
 12 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  6
 16 48  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 22 52  1  0
 26 53  1  0
M  END


  Mrv1652309042214262D          

 26 27  0  0  0  0            999 V2000
    3.4325   -0.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6255   -0.1828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0735   -0.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284   -1.5806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.6244    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
    0.1624   -0.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3507   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353   -1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7484   -2.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -0.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915   -0.7027    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6937   -0.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8653    0.4014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2960   -0.1085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4886   -0.3634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4675    0.6985    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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 10 14  1  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0194723

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC1(C)CCC(C(C)C)C1C1=CC(C)=C(Br)C(O)=C1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H27BrO5/c1-10(2)12-6-7-20(4,9-14(22)26-5)16(12)13-8-11(3)17(21)18(23)15(13)19(24)25/h8,10,12,16,23H,6-7,9H2,1-5H3,(H,24,25)

> <INCHI_KEY>
PFHVKHJUCDAVBU-UHFFFAOYSA-N

> <FORMULA>
C20H27BrO5

> <MOLECULAR_WEIGHT>
427.335

> <EXACT_MASS>
426.104187

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
41.463599867639715

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-bromo-2-hydroxy-6-[2-(2-methoxy-2-oxoethyl)-2-methyl-5-(propan-2-yl)cyclopentyl]-4-methylbenzoic acid

> <JCHEM_LOGP>
5.8057520249999985

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.892214686745683

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.6715386701152086

> <JCHEM_PKA_STRONGEST_BASIC>
-7.016644204515125

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
103.30709999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-bromo-2-hydroxy-6-[5-isopropyl-2-(2-methoxy-2-oxoethyl)-2-methylcyclopentyl]-4-methylbenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       6.407  -0.661   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.901  -0.341   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.870  -1.486   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.346  -2.950   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.364  -1.166   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.303  -1.166   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.580  -3.215   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.564  -4.680   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.342  -5.926   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.873  -5.765   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.285  -7.333   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.088  -3.215   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.377  -2.739   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.521  -3.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.986  -3.294   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.130  -4.324   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.306  -1.788   0.000  0.00  0.00           C+0
HETATM   20 Br   UNK     0      -5.771  -1.312   0.000  0.00  0.00          Br+0
HETATM   21  C   UNK     0      -3.162  -0.757   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.482   0.749   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.697  -1.233   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.553  -0.202   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.912  -0.678   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.873   1.304   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8   14                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   10    6   15                                                  
CONECT   15   14   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   15   24                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Value	Source
3-Bromo-2-hydroxy-6-[2-(2-methoxy-2-oxoethyl)-2-methyl-5-(propan-2-yl)cyclopentyl]-4-methylbenzoate	Generator

Chemical Formula

C₂₀H₂₇BrO₅

Average Mass

427.3350 Da

Monoisotopic Mass

426.10419 Da

IUPAC Name

3-bromo-2-hydroxy-6-[2-(2-methoxy-2-oxoethyl)-2-methyl-5-(propan-2-yl)cyclopentyl]-4-methylbenzoic acid

Traditional Name

3-bromo-2-hydroxy-6-[5-isopropyl-2-(2-methoxy-2-oxoethyl)-2-methylcyclopentyl]-4-methylbenzoic acid

CAS Registry Number

Not Available

SMILES

COC(=O)CC1(C)CCC(C(C)C)C1C1=CC(C)=C(Br)C(O)=C1C(O)=O

InChI Identifier

InChI=1S/C20H27BrO5/c1-10(2)12-6-7-20(4,9-14(22)26-5)16(12)13-8-11(3)17(21)18(23)15(13)19(24)25/h8,10,12,16,23H,6-7,9H2,1-5H3,(H,24,25)

InChI Key

PFHVKHJUCDAVBU-UHFFFAOYSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Iridoids and derivatives

Alternative Parents

Substituents

Aromatic monoterpenoid
Hydroxybenzoic acid
11-noriridane monoterpenoid
Monocyclic monoterpenoid
Salicylic acid or derivatives
Salicylic acid
3-halobenzoic acid or derivatives
Halobenzoic acid or derivatives
3-halobenzoic acid
Halobenzoic acid
Benzoic acid
Benzoic acid or derivatives
Benzoyl
2-halophenol
2-bromophenol
M-cresol
Toluene
Fatty acid ester
Phenol
1-hydroxy-4-unsubstituted benzenoid
Halobenzene
Bromobenzene
Aryl bromide
Aryl halide
Benzenoid
Fatty acyl
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Vinylogous acid
Methyl ester
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Carbonyl group
Organic oxygen compound
Organohalogen compound
Organooxygen compound
Organobromide
Hydrocarbon derivative
Organic oxide
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	5.81	ChemAxon
pKa (Strongest Acidic)	2.67	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	103.31 m³·mol⁻¹	ChemAxon
Polarizability	41.46 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

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

162860999

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-bromo-2-hydroxy-6-[5-isopropyl-2-(2-methoxy-2-oxoethyl)-2-methylcyclopentyl]-4-methylbenzoic acid (NP0194723)

MOL for NP0194723 (3-bromo-2-hydroxy-6-[5-isopropyl-2-(2-methoxy-2-oxoethyl)-2-methylcyclopentyl]-4-methylbenzoic acid)

3D MOL for NP0194723 (3-bromo-2-hydroxy-6-[5-isopropyl-2-(2-methoxy-2-oxoethyl)-2-methylcyclopentyl]-4-methylbenzoic acid)

3D SDF for NP0194723 (3-bromo-2-hydroxy-6-[5-isopropyl-2-(2-methoxy-2-oxoethyl)-2-methylcyclopentyl]-4-methylbenzoic acid)

3D-SDF for NP0194723 (3-bromo-2-hydroxy-6-[5-isopropyl-2-(2-methoxy-2-oxoethyl)-2-methylcyclopentyl]-4-methylbenzoic acid)

PDB for NP0194723 (3-bromo-2-hydroxy-6-[5-isopropyl-2-(2-methoxy-2-oxoethyl)-2-methylcyclopentyl]-4-methylbenzoic acid)

3D PDB for NP0194723 (3-bromo-2-hydroxy-6-[5-isopropyl-2-(2-methoxy-2-oxoethyl)-2-methylcyclopentyl]-4-methylbenzoic acid)

SMILES for NP0194723 (3-bromo-2-hydroxy-6-[5-isopropyl-2-(2-methoxy-2-oxoethyl)-2-methylcyclopentyl]-4-methylbenzoic acid)

INCHI for NP0194723 (3-bromo-2-hydroxy-6-[5-isopropyl-2-(2-methoxy-2-oxoethyl)-2-methylcyclopentyl]-4-methylbenzoic acid)

Structure for NP0194723 (3-bromo-2-hydroxy-6-[5-isopropyl-2-(2-methoxy-2-oxoethyl)-2-methylcyclopentyl]-4-methylbenzoic acid)

3D Structure for NP0194723 (3-bromo-2-hydroxy-6-[5-isopropyl-2-(2-methoxy-2-oxoethyl)-2-methylcyclopentyl]-4-methylbenzoic acid)