NP-MRD: Showing NP-Card for 2a-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1h,2h,4ah,5h,6h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate (NP0303310)

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Record Information

Version

2.0

Created at

2022-09-10 17:33:46 UTC

Updated at

2022-09-10 17:33:46 UTC

NP-MRD ID

NP0303310

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2a-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1h,2h,4ah,5h,6h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate

Description

2A-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate belongs to the class of organic compounds known as p-hydroxybenzoic acid alkyl esters. These are aromatic compounds containing a benzoic acid, which is esterified with an alkyl group and para-substituted with a hydroxyl group. 2a-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1h,2h,4ah,5h,6h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate is found in Desarmillaria tabescens. Based on a literature review very few articles have been published on 2a-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102219332D          

 28 31  0  0  0  0            999 V2000
   -1.1423   -1.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036   -1.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5079   -1.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0691   -0.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8734   -1.0075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8261   -0.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0218    0.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7788    0.9368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4606   -0.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6563   -0.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4133    0.5159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0950   -0.8772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092   -0.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480    0.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8467   -0.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0897    0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711   -0.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2455    0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9862   -0.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7155    0.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8695   -1.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0567   -1.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6180   -1.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7935   -1.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3548   -2.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -2.5295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4079   -1.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8032   -1.6935    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
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  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
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 13 27  1  0  0  0  0
 15 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 56 59  0  0  0  0  0  0  0  0999 V2000
    2.7395   -1.5399   -1.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9947   -0.9324   -0.9478 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1924   -1.5515   -1.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3567   -0.9944   -0.8312 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5427   -1.6340   -1.1817 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3459    0.1339   -0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1509    0.7132    0.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1728    1.8639    1.0113 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9312    0.2107   -0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7076    0.8996    0.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8010    1.9536    0.8873 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4230    0.5602   -0.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2766    1.2653    0.2461 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6802    1.6575   -0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7782    1.3861    0.1904 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2566    2.6493    0.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9255    0.6366   -0.3933 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0022    0.3370    0.5904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9172   -0.5669   -0.2144 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7420    0.3663   -1.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9711   -1.3659   -1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5897   -0.7344   -0.9161 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7512   -1.4889    0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9420   -0.8671    0.9115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1344   -1.6964    1.8417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2257   -1.5272    1.7252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8075    0.6035    0.9987 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9151    0.9804    2.3504 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9958   -2.2247   -2.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0386   -0.7854   -1.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2442   -2.1706   -0.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2161   -2.4558   -1.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4070   -1.2442   -0.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2770    0.5705    0.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9996    2.2965    1.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6176    2.1749    0.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8045    0.9866   -1.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5857    2.7420   -1.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1176    2.4981    1.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5635    3.4957    0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2833    2.8918    0.5918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3442    1.2233   -1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6280   -0.1862    1.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5222    1.2845    0.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5876   -1.1666    0.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8473    1.3614   -0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2490    0.4898   -2.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7525   -0.0525   -1.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3268   -1.3630   -2.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9828   -2.4042   -0.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1473   -0.6784   -1.9128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8025   -2.5692    0.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4879   -1.4959    2.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3391   -2.7903    1.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6734   -2.1742    2.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5451    0.4283    2.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  1
 27 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 13 12  1  0
 12 10  1  0
 10 11  2  0
 10  9  1  0
  9  7  2  0
  7  8  1  0
  7  6  1  0
  6  4  2  0
  4  5  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
 18 19  1  0
  2  9  1  0
 17 22  1  0
 15 27  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 19 45  1  1
 21 49  1  0
 21 50  1  0
 22 51  1  6
 23 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  0
 28 56  1  0
 13 36  1  1
 14 37  1  0
 14 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  6
 18 43  1  0
 18 44  1  0
  8 35  1  0
  6 34  1  0
  5 33  1  0
  3 32  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
M  END


  Mrv1652309102219332D          

 28 31  0  0  0  0            999 V2000
   -1.1423   -1.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036   -1.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5079   -1.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0691   -0.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8734   -1.0075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8261   -0.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0218    0.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7788    0.9368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4606   -0.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6563   -0.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4133    0.5159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0950   -0.8772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092   -0.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480    0.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8467   -0.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0897    0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711   -0.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2455    0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9862   -0.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7155    0.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8695   -1.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0567   -1.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6180   -1.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7935   -1.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3548   -2.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -2.5295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4079   -1.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8032   -1.6935    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
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  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
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 13 27  1  0  0  0  0
 15 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0303310

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CC2C=C(CO)C3(O)C(CC3(C)C2C1)OC(=O)C1=C(O)C=C(O)C=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O6/c1-11-4-13-7-14(10-23)22(27)18(9-21(22,3)16(13)5-11)28-20(26)19-12(2)6-15(24)8-17(19)25/h6-8,11,13,16,18,23-25,27H,4-5,9-10H2,1-3H3

> <INCHI_KEY>
REHNZVPVFKWZNO-UHFFFAOYSA-N

> <FORMULA>
C22H28O6

> <MOLECULAR_WEIGHT>
388.46

> <EXACT_MASS>
388.188588622

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
41.74062109901165

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2a-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate

> <JCHEM_LOGP>
3.4936345923333336

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.554231296443795

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.69752185472834

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7659289245123277

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
104.55459999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2a-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1H,2H,4aH,5H,6H,7H,7aH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.132  -3.452   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.180  -2.323   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.681  -2.666   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.729  -1.538   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -7.230  -1.881   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -5.275  -0.066   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.774   0.277   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.321   1.749   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.726  -0.852   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.225  -0.509   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.771   0.963   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -0.177  -1.637   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.324  -1.294   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.143   0.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.447  -0.809   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.901   0.662   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.986  -0.867   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.058   0.239   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.441  -0.439   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.802   0.280   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.223  -1.964   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.706  -2.228   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.887  -3.532   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.348  -3.475   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.529  -4.779   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.990  -4.722   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       2.628  -2.113   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.499  -3.161   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    2   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   27                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17   27                                             
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   17   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   13   15   28                                             
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Value	Source
2a-Hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoic acid	Generator

Chemical Formula

C₂₂H₂₈O₆

Average Mass

388.4600 Da

Monoisotopic Mass

388.18859 Da

IUPAC Name

2a-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate

Traditional Name

2a-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1H,2H,4aH,5H,6H,7H,7aH-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate

CAS Registry Number

Not Available

SMILES

CC1CC2C=C(CO)C3(O)C(CC3(C)C2C1)OC(=O)C1=C(O)C=C(O)C=C1C

InChI Identifier

InChI=1S/C22H28O6/c1-11-4-13-7-14(10-23)22(27)18(9-21(22,3)16(13)5-11)28-20(26)19-12(2)6-15(24)8-17(19)25/h6-8,11,13,16,18,23-25,27H,4-5,9-10H2,1-3H3

InChI Key

REHNZVPVFKWZNO-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

Species Name	Source	Reference
Desarmillaria tabescens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-hydroxybenzoic acid alkyl esters. These are aromatic compounds containing a benzoic acid, which is esterified with an alkyl group and para-substituted with a hydroxyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

p-Hydroxybenzoic acid alkyl esters

Alternative Parents

Substituents

P-hydroxybenzoic acid alkyl ester
O-hydroxybenzoic acid ester
Dihydroxybenzoic acid
Salicylic acid or derivatives
Resorcinol
M-cresol
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Toluene
Phenol
Vinylogous acid
Tertiary alcohol
Cyclobutanol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.49	ChemAxon
pKa (Strongest Acidic)	8.7	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	104.55 m³·mol⁻¹	ChemAxon
Polarizability	41.74 Å³	ChemAxon
Number of Rings	4	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

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

163065763

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2a-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1h,2h,4ah,5h,6h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate (NP0303310)

MOL for NP0303310 (2a-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1h,2h,4ah,5h,6h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)

3D MOL for NP0303310 (2a-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1h,2h,4ah,5h,6h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)

3D SDF for NP0303310 (2a-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1h,2h,4ah,5h,6h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)

3D-SDF for NP0303310 (2a-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1h,2h,4ah,5h,6h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)

PDB for NP0303310 (2a-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1h,2h,4ah,5h,6h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)

3D PDB for NP0303310 (2a-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1h,2h,4ah,5h,6h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)

SMILES for NP0303310 (2a-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1h,2h,4ah,5h,6h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)

INCHI for NP0303310 (2a-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1h,2h,4ah,5h,6h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)

Structure for NP0303310 (2a-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1h,2h,4ah,5h,6h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)

3D Structure for NP0303310 (2a-hydroxy-3-(hydroxymethyl)-6,7b-dimethyl-1h,2h,4ah,5h,6h,7h,7ah-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate)