NP-MRD: Showing NP-Card for methyl 4-hydroxy-3-(2'-hydroperoxy-3'-methyl-3'-butenyl)benzoate (NP0038366)

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Record Information

Version

1.0

Created at

2021-06-20 21:04:34 UTC

Updated at

2021-06-30 00:11:07 UTC

NP-MRD ID

NP0038366

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 4-hydroxy-3-(2'-hydroperoxy-3'-methyl-3'-butenyl)benzoate

Provided By

JEOL Database JEOL Logo

Description

methyl 4-hydroxy-3-(2'-hydroperoxy-3'-methyl-3'-butenyl)benzoate is found in Piper aduncum L. and. It was first documented in 2009 (Lago, J. H. G., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123043D          

 34 34  0  0  0  0            999 V2000
   -3.6118   -2.3499    1.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6597   -3.0538    1.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0210   -4.0737   -0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1837   -2.8576    1.3139 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3967   -2.3342    0.0990 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8812   -1.6143    0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9323   -0.2117    0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1109    0.4948    0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884    1.9783    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0932    2.6123    0.2396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3067    2.5034    0.8367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3626    3.9268    0.7353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560   -0.2092    1.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2153   -1.5999    1.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0353   -2.2872    0.8959 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0733   -3.6425    1.0487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6531   -4.1467    1.6809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0230   -3.9956    2.9834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3671   -1.6104    2.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6667   -2.4915    1.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1044   -4.1437   -0.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5778   -3.8105   -1.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6651   -5.0676    0.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0776   -2.1571    2.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0216   -1.6431   -0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1346   -3.1556   -0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0488    0.3419    0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803    4.2440    0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6748    4.3895    1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1353    4.2479   -0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1849    0.3072    1.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1010   -2.1503    1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2298   -3.9223    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7339   -4.4208    3.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  7  6  2  0  0  0  0
  2  3  1  0  0  0  0
 13  8  2  0  0  0  0
  2  1  2  3  0  0  0
  6 15  1  0  0  0  0
  4 17  1  0  0  0  0
 15 14  2  0  0  0  0
 17 18  1  0  0  0  0
 14 13  1  0  0  0  0
 15 16  1  0  0  0  0
  6  5  1  0  0  0  0
  8  9  1  0  0  0  0
  8  7  1  0  0  0  0
  9 10  2  0  0  0  0
  5  4  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 14 32  1  0  0  0  0
 13 31  1  0  0  0  0
  7 27  1  0  0  0  0
  5 25  1  0  0  0  0
  5 26  1  0  0  0  0
  4 24  1  1  0  0  0
  3 21  1  0  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 18 34  1  0  0  0  0
 16 33  1  0  0  0  0
 12 28  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
M  END

     RDKit          3D

 34 34  0  0  0  0  0  0  0  0999 V2000
   -3.6118   -2.3499    1.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6597   -3.0538    1.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0210   -4.0737   -0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1837   -2.8576    1.3139 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3967   -2.3342    0.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8812   -1.6143    0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9323   -0.2117    0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1109    0.4948    0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884    1.9783    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0932    2.6123    0.2396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3067    2.5034    0.8367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3626    3.9268    0.7353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560   -0.2092    1.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2153   -1.5999    1.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0353   -2.2872    0.8959 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0733   -3.6425    1.0487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6531   -4.1467    1.6809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0230   -3.9956    2.9834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3671   -1.6104    2.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6667   -2.4915    1.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1044   -4.1437   -0.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5778   -3.8105   -1.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6651   -5.0676    0.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0776   -2.1571    2.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0216   -1.6431   -0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1346   -3.1556   -0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0488    0.3419    0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803    4.2440    0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6748    4.3895    1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1353    4.2479   -0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1849    0.3072    1.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1010   -2.1503    1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2298   -3.9223    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7339   -4.4208    3.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0
  7  6  2  0
  2  3  1  0
 13  8  2  0
  2  1  2  3
  6 15  1  0
  4 17  1  0
 15 14  2  0
 17 18  1  0
 14 13  1  0
 15 16  1  0
  6  5  1  0
  8  9  1  0
  8  7  1  0
  9 10  2  0
  5  4  1  0
  9 11  1  0
 11 12  1  0
 14 32  1  0
 13 31  1  0
  7 27  1  0
  5 25  1  0
  5 26  1  0
  4 24  1  1
  3 21  1  0
  3 22  1  0
  3 23  1  0
  1 19  1  0
  1 20  1  0
 18 34  1  0
 16 33  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
M  END


  Mrv1652306202123043D          

 34 34  0  0  0  0            999 V2000
   -3.6118   -2.3499    1.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6597   -3.0538    1.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0210   -4.0737   -0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1837   -2.8576    1.3139 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3967   -2.3342    0.0990 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8812   -1.6143    0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9323   -0.2117    0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1109    0.4948    0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884    1.9783    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0932    2.6123    0.2396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3067    2.5034    0.8367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3626    3.9268    0.7353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560   -0.2092    1.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2153   -1.5999    1.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0353   -2.2872    0.8959 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0733   -3.6425    1.0487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6531   -4.1467    1.6809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0230   -3.9956    2.9834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3671   -1.6104    2.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6667   -2.4915    1.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1044   -4.1437   -0.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5778   -3.8105   -1.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6651   -5.0676    0.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0776   -2.1571    2.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0216   -1.6431   -0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1346   -3.1556   -0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0488    0.3419    0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803    4.2440    0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6748    4.3895    1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1353    4.2479   -0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1849    0.3072    1.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1010   -2.1503    1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2298   -3.9223    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7339   -4.4208    3.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  7  6  2  0  0  0  0
  2  3  1  0  0  0  0
 13  8  2  0  0  0  0
  2  1  2  3  0  0  0
  6 15  1  0  0  0  0
  4 17  1  0  0  0  0
 15 14  2  0  0  0  0
 17 18  1  0  0  0  0
 14 13  1  0  0  0  0
 15 16  1  0  0  0  0
  6  5  1  0  0  0  0
  8  9  1  0  0  0  0
  8  7  1  0  0  0  0
  9 10  2  0  0  0  0
  5  4  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 14 32  1  0  0  0  0
 13 31  1  0  0  0  0
  7 27  1  0  0  0  0
  5 25  1  0  0  0  0
  5 26  1  0  0  0  0
  4 24  1  1  0  0  0
  3 21  1  0  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 18 34  1  0  0  0  0
 16 33  1  0  0  0  0
 12 28  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0038366

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OO[C@]([H])(C(=C([H])[H])C([H])([H])[H])C([H])([H])C1=C([H])C(=C([H])C([H])=C1O[H])C(=O)OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H16O5/c1-8(2)12(18-16)7-10-6-9(13(15)17-3)4-5-11(10)14/h4-6,12,14,16H,1,7H2,2-3H3/t12-/m0/s1

> <INCHI_KEY>
HMNNJYGHTOTCQI-LBPRGKRZSA-N

> <FORMULA>
C13H16O5

> <MOLECULAR_WEIGHT>
252.266

> <EXACT_MASS>
252.099773615

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
26.3697122012491

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3-[(2S)-2-hydroperoxy-3-methylbut-3-en-1-yl]-4-hydroxybenzoate

> <ALOGPS_LOGP>
1.50

> <JCHEM_LOGP>
2.678182438333333

> <ALOGPS_LOGS>
-2.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.710336194465198

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.628160022642078

> <JCHEM_PKA_STRONGEST_BASIC>
-4.2378602858018075

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
66.10020000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.53e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-[(2S)-2-hydroperoxy-3-methylbut-3-en-1-yl]-4-hydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 34 34  0  0  0  0  0  0  0  0999 V2000
   -3.6118   -2.3499    1.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6597   -3.0538    1.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0210   -4.0737   -0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1837   -2.8576    1.3139 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3967   -2.3342    0.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8812   -1.6143    0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9323   -0.2117    0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1109    0.4948    0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884    1.9783    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0932    2.6123    0.2396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3067    2.5034    0.8367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3626    3.9268    0.7353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560   -0.2092    1.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2153   -1.5999    1.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0353   -2.2872    0.8959 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0733   -3.6425    1.0487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6531   -4.1467    1.6809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0230   -3.9956    2.9834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3671   -1.6104    2.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6667   -2.4915    1.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1044   -4.1437   -0.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5778   -3.8105   -1.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6651   -5.0676    0.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0776   -2.1571    2.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0216   -1.6431   -0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1346   -3.1556   -0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0488    0.3419    0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803    4.2440    0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6748    4.3895    1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1353    4.2479   -0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1849    0.3072    1.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1010   -2.1503    1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2298   -3.9223    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7339   -4.4208    3.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0
  7  6  2  0
  2  3  1  0
 13  8  2  0
  2  1  2  3
  6 15  1  0
  4 17  1  0
 15 14  2  0
 17 18  1  0
 14 13  1  0
 15 16  1  0
  6  5  1  0
  8  9  1  0
  8  7  1  0
  9 10  2  0
  5  4  1  0
  9 11  1  0
 11 12  1  0
 14 32  1  0
 13 31  1  0
  7 27  1  0
  5 25  1  0
  5 26  1  0
  4 24  1  1
  3 21  1  0
  3 22  1  0
  3 23  1  0
  1 19  1  0
  1 20  1  0
 18 34  1  0
 16 33  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.612  -2.350   1.647  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.660  -3.054   1.009  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.021  -4.074  -0.038  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.184  -2.858   1.314  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.397  -2.334   0.099  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.881  -1.614   0.481  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.932  -0.212   0.385  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.111   0.495   0.678  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.088   1.978   0.554  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.093   2.612   0.240  0.00  0.00           O+0
HETATM   11  O   UNK     0       3.307   2.503   0.837  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.363   3.927   0.735  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.256  -0.209   1.067  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.215  -1.600   1.171  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.035  -2.287   0.896  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.073  -3.643   1.049  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.653  -4.147   1.681  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.023  -3.996   2.983  0.00  0.00           O+0
HETATM   19  H   UNK     0      -3.367  -1.610   2.404  0.00  0.00           H+0
HETATM   20  H   UNK     0      -4.667  -2.491   1.429  0.00  0.00           H+0
HETATM   21  H   UNK     0      -4.104  -4.144  -0.184  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.578  -3.811  -1.003  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.665  -5.068   0.251  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.078  -2.157   2.154  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.022  -1.643  -0.482  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.135  -3.156  -0.581  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.049   0.342   0.068  0.00  0.00           H+0
HETATM   28  H   UNK     0       4.380   4.244   0.979  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.675   4.389   1.450  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.135   4.248  -0.286  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.185   0.307   1.293  0.00  0.00           H+0
HETATM   32  H   UNK     0       4.101  -2.150   1.478  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.230  -3.922   1.463  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.734  -4.421   3.501  0.00  0.00           H+0
CONECT    1    2   19   20                                                  
CONECT    2    4    3    1                                                  
CONECT    3    2   21   22   23                                             
CONECT    4    2   17    5   24                                             
CONECT    5    6    4   25   26                                             
CONECT    6    7   15    5                                                  
CONECT    7    6    8   27                                                  
CONECT    8   13    9    7                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   28   29   30                                             
CONECT   13    8   14   31                                                  
CONECT   14   15   13   32                                                  
CONECT   15    6   14   16                                                  
CONECT   16   15   33                                                       
CONECT   17    4   18                                                       
CONECT   18   17   34                                                       
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    3                                                            
CONECT   22    3                                                            
CONECT   23    3                                                            
CONECT   24    4                                                            
CONECT   25    5                                                            
CONECT   26    5                                                            
CONECT   27    7                                                            
CONECT   28   12                                                            
CONECT   29   12                                                            
CONECT   30   12                                                            
CONECT   31   13                                                            
CONECT   32   14                                                            
CONECT   33   16                                                            
CONECT   34   18                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   68    0
END

RDKit          3D

34 34  0  0  0  0  0  0  0  0999 V2000
   -3.6118   -2.3499    1.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6597   -3.0538    1.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0210   -4.0737   -0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1837   -2.8576    1.3139 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3967   -2.3342    0.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8812   -1.6143    0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9323   -0.2117    0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1109    0.4948    0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884    1.9783    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0932    2.6123    0.2396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3067    2.5034    0.8367 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3626    3.9268    0.7353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560   -0.2092    1.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2153   -1.5999    1.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0353   -2.2872    0.8959 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0733   -3.6425    1.0487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6531   -4.1467    1.6809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0230   -3.9956    2.9834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3671   -1.6104    2.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6667   -2.4915    1.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1044   -4.1437   -0.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5778   -3.8105   -1.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6651   -5.0676    0.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0776   -2.1571    2.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0216   -1.6431   -0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1346   -3.1556   -0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0488    0.3419    0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803    4.2440    0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6748    4.3895    1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1353    4.2479   -0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1849    0.3072    1.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1010   -2.1503    1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2298   -3.9223    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7339   -4.4208    3.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0
  7  6  2  0
  2  3  1  0
 13  8  2  0
  2  1  2  3
  6 15  1  0
  4 17  1  0
 15 14  2  0
 17 18  1  0
 14 13  1  0
 15 16  1  0
  6  5  1  0
  8  9  1  0
  8  7  1  0
  9 10  2  0
  5  4  1  0
  9 11  1  0
 11 12  1  0
 14 32  1  0
 13 31  1  0
  7 27  1  0
  5 25  1  0
  5 26  1  0
  4 24  1  1
  3 21  1  0
  3 22  1  0
  3 23  1  0
  1 19  1  0
  1 20  1  0
 18 34  1  0
 16 33  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₆O₅

Average Mass

252.2660 Da

Monoisotopic Mass

252.09977 Da

IUPAC Name

methyl 3-[(2S)-2-hydroperoxy-3-methylbut-3-en-1-yl]-4-hydroxybenzoate

Traditional Name

methyl 3-[(2S)-2-hydroperoxy-3-methylbut-3-en-1-yl]-4-hydroxybenzoate

CAS Registry Number

Not Available

SMILES

[H]OO[C@]([H])(C(=C([H])[H])C([H])([H])[H])C([H])([H])C1=C([H])C(=C([H])C([H])=C1O[H])C(=O)OC([H])([H])[H]

InChI Identifier

InChI=1S/C13H16O5/c1-8(2)12(18-16)7-10-6-9(13(15)17-3)4-5-11(10)14/h4-6,12,14,16H,1,7H2,2-3H3/t12-/m0/s1

InChI Key

HMNNJYGHTOTCQI-LBPRGKRZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Piper aduncum	JEOL database	Lago, J. H. G., et al, Phytochem. Lett. 2, 96 (2009)

Chemical Taxonomy

Classification

Not classified

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	1.5	ALOGPS
logP	2.68	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	8.63	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	66.1 m³·mol⁻¹	ChemAxon
Polarizability	26.37 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Lago, J. H. G., et al. (2009). Lago, J. H. G., et al, Phytochem. Lett. 2, 96 (2009). Phytochem..

Showing NP-Card for methyl 4-hydroxy-3-(2'-hydroperoxy-3'-methyl-3'-butenyl)benzoate (NP0038366)

MOL for NP0038366 (methyl 4-hydroxy-3-(2'-hydroperoxy-3'-methyl-3'-butenyl)benzoate)

3D MOL for NP0038366 (methyl 4-hydroxy-3-(2'-hydroperoxy-3'-methyl-3'-butenyl)benzoate)

3D SDF for NP0038366 (methyl 4-hydroxy-3-(2'-hydroperoxy-3'-methyl-3'-butenyl)benzoate)

3D-SDF for NP0038366 (methyl 4-hydroxy-3-(2'-hydroperoxy-3'-methyl-3'-butenyl)benzoate)

PDB for NP0038366 (methyl 4-hydroxy-3-(2'-hydroperoxy-3'-methyl-3'-butenyl)benzoate)

3D PDB for NP0038366 (methyl 4-hydroxy-3-(2'-hydroperoxy-3'-methyl-3'-butenyl)benzoate)

SMILES for NP0038366 (methyl 4-hydroxy-3-(2'-hydroperoxy-3'-methyl-3'-butenyl)benzoate)

INCHI for NP0038366 (methyl 4-hydroxy-3-(2'-hydroperoxy-3'-methyl-3'-butenyl)benzoate)

Structure for NP0038366 (methyl 4-hydroxy-3-(2'-hydroperoxy-3'-methyl-3'-butenyl)benzoate)

3D Structure for NP0038366 (methyl 4-hydroxy-3-(2'-hydroperoxy-3'-methyl-3'-butenyl)benzoate)