NP-MRD: Showing NP-Card for [(1s,2s,3r)-2-[(2r)-8-bromo-4-hydroxy-2,7-dimethyl-2h-1,3-benzoxazin-5-yl]-3-isopropyl-1-methylcyclopentyl]acetic acid (NP0278750)

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Record Information

Version

1.0

Created at

2022-09-09 03:53:38 UTC

Updated at

2022-09-09 03:53:38 UTC

NP-MRD ID

NP0278750

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1s,2s,3r)-2-[(2r)-8-bromo-4-hydroxy-2,7-dimethyl-2h-1,3-benzoxazin-5-yl]-3-isopropyl-1-methylcyclopentyl]acetic acid

Description

CHEMBL520118 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 CHEMBL520118.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092205532D          

 27 29  0  0  1  0            999 V2000
   -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
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6674   -2.9599    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4521   -2.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0652   -3.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6236   -1.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674   -2.9599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2259   -2.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4762   -3.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7393   -3.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5480   -4.0680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1937   -4.5237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6839   -2.4346    0.0000 O   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
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  4 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 18 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

     RDKit          3D

 55 57  0  0  0  0  0  0  0  0999 V2000
    0.4427    1.2336    4.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9649    0.8988    2.7023 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0976    0.7151    1.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4589    0.4027    0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4843    0.1493   -0.6784 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8958   -1.1642   -1.1593 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2182   -2.2922   -0.2774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0221   -2.6495    0.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4162   -3.5504   -1.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1283   -0.8371   -2.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2955    0.6547   -1.9962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8252    0.8720   -0.5218 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5496    2.3725   -0.3448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9003    0.4680    0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0706    1.3986   -0.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0213    1.0193   -0.7942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1320    2.7017    0.3668 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8468    0.2758    0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7532    0.4590    1.2223 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3001    0.7680    2.4780 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5846    1.0065    3.8665 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.1080    0.3235    0.9572 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6642    0.0065   -0.2769 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6959    0.9940   -0.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6760   -0.1530   -1.3106 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3929   -0.0356   -1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5685   -0.2072   -2.2045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5578    1.7186    3.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1260    1.9330    4.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2656    0.2995    4.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9323    0.8201    1.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1991    0.7508   -1.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2438   -1.6795   -1.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1521   -2.2997    0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9001   -2.3428    0.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1694   -2.2251    1.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0820   -3.7805    0.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5984   -3.6267   -1.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4419   -4.4238   -0.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4225   -3.5244   -1.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0084   -1.3954   -1.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9388   -1.0742   -3.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6022    1.1874   -2.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2889    0.9836   -2.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8598    2.6241    0.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1999    2.9533   -1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4750    2.6116   -0.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9673    0.4339    1.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3878   -0.5222   -0.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2756    2.8636    1.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2198   -0.9830   -0.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1050    0.5665   -1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5082    1.1774   -0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1731    1.9372   -1.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7464   -0.8134   -2.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  9  1  0
  7  6  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 15 17  1  0
 15 16  2  0
 12  5  1  0
  5  4  1  0
  4 18  2  0
 18 26  1  0
 26 27  1  0
 26 25  2  0
 25 23  1  0
 23 24  1  0
 23 22  1  0
 22 19  1  0
 19 20  2  0
 20 21  1  0
 20  2  1  0
  2  1  1  0
  2  3  2  0
  5  6  1  0
  3  4  1  0
 19 18  1  0
  8 35  1  0
  8 36  1  0
  8 37  1  0
  7 34  1  0
  9 38  1  0
  9 39  1  0
  9 40  1  0
  6 33  1  6
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 13 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 17 50  1  0
  5 32  1  6
 27 55  1  0
 23 51  1  1
 24 52  1  0
 24 53  1  0
 24 54  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
M  END


  Mrv1652309092205532D          

 27 29  0  0  1  0            999 V2000
   -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
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6674   -2.9599    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4521   -2.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0652   -3.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6236   -1.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674   -2.9599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2259   -2.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4762   -3.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7393   -3.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5480   -4.0680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1937   -4.5237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6839   -2.4346    0.0000 O   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
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  4 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 18 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0278750

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H28BrNO4/c1-10(2)13-6-7-21(5,9-15(24)25)17(13)14-8-11(3)18(22)19-16(14)20(26)23-12(4)27-19/h8,10,12-13,17H,6-7,9H2,1-5H3,(H,23,26)(H,24,25)/t12-,13-,17-,21+/m1/s1

> <INCHI_KEY>
VXOZBGHKRBOOAB-APVNGSAXSA-N

> <FORMULA>
C21H28BrNO4

> <MOLECULAR_WEIGHT>
438.362

> <EXACT_MASS>
437.120171

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
43.043959119332456

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1S,2S,3R)-2-[(2R)-8-bromo-4-hydroxy-2,7-dimethyl-2H-1,3-benzoxazin-5-yl]-1-methyl-3-(propan-2-yl)cyclopentyl]acetic acid

> <JCHEM_LOGP>
5.560198486666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.331501807309463

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6418302104270293

> <JCHEM_PKA_STRONGEST_BASIC>
-0.24686944074933315

> <JCHEM_POLAR_SURFACE_AREA>
79.12

> <JCHEM_REFRACTIVITY>
107.94369999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,2S,3R)-2-[(2R)-8-bromo-4-hydroxy-2,7-dimethyl-2H-1,3-benzoxazin-5-yl]-3-isopropyl-1-methylcyclopentyl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.246  -5.525   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.711  -5.049   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.855  -6.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.031  -3.543   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.770  -6.990   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.770  -6.990   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.246  -5.525   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.288  -4.392   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.756  -5.830   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.247  -7.289   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.756  -7.594   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.228  -8.444   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   21 Br   UNK     0       0.000   1.540   0.000  0.00  0.00          Br+0
HETATM   22  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       4.001  -2.310   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.143  -4.545   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6   12                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    6   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    5   13   14                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    4   19   26                                                  
CONECT   19   18   20   22                                                  
CONECT   20   19    2   21                                                  
CONECT   21   20                                                            
CONECT   22   19   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   18   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₈BrNO₄

Average Mass

438.3620 Da

Monoisotopic Mass

437.12017 Da

IUPAC Name

2-[(1S,2S,3R)-2-[(2R)-8-bromo-4-hydroxy-2,7-dimethyl-2H-1,3-benzoxazin-5-yl]-1-methyl-3-(propan-2-yl)cyclopentyl]acetic acid

Traditional Name

[(1S,2S,3R)-2-[(2R)-8-bromo-4-hydroxy-2,7-dimethyl-2H-1,3-benzoxazin-5-yl]-3-isopropyl-1-methylcyclopentyl]acetic acid

CAS Registry Number

Not Available

SMILES

CC(C)[C@H]1CC[C@@](C)(CC(O)=O)[C@H]1C1=C2C(O)=N[C@@H](C)OC2=C(Br)C(C)=C1

InChI Identifier

InChI=1S/C21H28BrNO4/c1-10(2)13-6-7-21(5,9-15(24)25)17(13)14-8-11(3)18(22)19-16(14)20(26)23-12(4)27-19/h8,10,12-13,17H,6-7,9H2,1-5H3,(H,23,26)(H,24,25)/t12-,13-,17-,21+/m1/s1

InChI Key

VXOZBGHKRBOOAB-APVNGSAXSA-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
Benzoxazine
Bicyclic monoterpenoid
11-noriridane monoterpenoid
Aryl bromide
Aryl halide
Benzenoid
Secondary carboxylic acid amide
Carboxamide group
Lactam
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organohalogen compound
Organobromide
Organonitrogen compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.56	ChemAxon
pKa (Strongest Acidic)	3.64	ChemAxon
pKa (Strongest Basic)	-0.25	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	79.12 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	107.94 m³·mol⁻¹	ChemAxon
Polarizability	43.04 Å³	ChemAxon
Number of Rings	3	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

Not Available

Chemspider ID

8653682

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10478273

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1s,2s,3r)-2-[(2r)-8-bromo-4-hydroxy-2,7-dimethyl-2h-1,3-benzoxazin-5-yl]-3-isopropyl-1-methylcyclopentyl]acetic acid (NP0278750)

MOL for NP0278750 ([(1s,2s,3r)-2-[(2r)-8-bromo-4-hydroxy-2,7-dimethyl-2h-1,3-benzoxazin-5-yl]-3-isopropyl-1-methylcyclopentyl]acetic acid)

3D MOL for NP0278750 ([(1s,2s,3r)-2-[(2r)-8-bromo-4-hydroxy-2,7-dimethyl-2h-1,3-benzoxazin-5-yl]-3-isopropyl-1-methylcyclopentyl]acetic acid)

3D SDF for NP0278750 ([(1s,2s,3r)-2-[(2r)-8-bromo-4-hydroxy-2,7-dimethyl-2h-1,3-benzoxazin-5-yl]-3-isopropyl-1-methylcyclopentyl]acetic acid)

3D-SDF for NP0278750 ([(1s,2s,3r)-2-[(2r)-8-bromo-4-hydroxy-2,7-dimethyl-2h-1,3-benzoxazin-5-yl]-3-isopropyl-1-methylcyclopentyl]acetic acid)

PDB for NP0278750 ([(1s,2s,3r)-2-[(2r)-8-bromo-4-hydroxy-2,7-dimethyl-2h-1,3-benzoxazin-5-yl]-3-isopropyl-1-methylcyclopentyl]acetic acid)

3D PDB for NP0278750 ([(1s,2s,3r)-2-[(2r)-8-bromo-4-hydroxy-2,7-dimethyl-2h-1,3-benzoxazin-5-yl]-3-isopropyl-1-methylcyclopentyl]acetic acid)

SMILES for NP0278750 ([(1s,2s,3r)-2-[(2r)-8-bromo-4-hydroxy-2,7-dimethyl-2h-1,3-benzoxazin-5-yl]-3-isopropyl-1-methylcyclopentyl]acetic acid)

INCHI for NP0278750 ([(1s,2s,3r)-2-[(2r)-8-bromo-4-hydroxy-2,7-dimethyl-2h-1,3-benzoxazin-5-yl]-3-isopropyl-1-methylcyclopentyl]acetic acid)

Structure for NP0278750 ([(1s,2s,3r)-2-[(2r)-8-bromo-4-hydroxy-2,7-dimethyl-2h-1,3-benzoxazin-5-yl]-3-isopropyl-1-methylcyclopentyl]acetic acid)

3D Structure for NP0278750 ([(1s,2s,3r)-2-[(2r)-8-bromo-4-hydroxy-2,7-dimethyl-2h-1,3-benzoxazin-5-yl]-3-isopropyl-1-methylcyclopentyl]acetic acid)