NP-MRD: Showing NP-Card for methyl 5-{[(1s,2s,4as,8ar)-1-(hydroxymethyl)-2,4a-dimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl]methyl}-2,4-dihydroxy-3-methoxybenzoate (NP0220348)

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Record Information

Version

2.0

Created at

2022-09-05 21:38:13 UTC

Updated at

2022-09-05 21:38:14 UTC

NP-MRD ID

NP0220348

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 5-{[(1s,2s,4as,8ar)-1-(hydroxymethyl)-2,4a-dimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl]methyl}-2,4-dihydroxy-3-methoxybenzoate

Description

CHEMBL4090078 belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group. methyl 5-{[(1s,2s,4as,8ar)-1-(hydroxymethyl)-2,4a-dimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl]methyl}-2,4-dihydroxy-3-methoxybenzoate is found in Dysidea arenaria. Based on a literature review very few articles have been published on CHEMBL4090078.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052223382D          

 30 32  0  0  1  0            999 V2000
    0.0000    0.8250    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
   -0.7145   -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
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  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
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8163   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6408   -2.4072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4788   -3.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3033   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7405   -3.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5650   -3.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9523   -2.9917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0022   -4.4198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8267   -4.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3532   -4.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7904   -5.1770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5287   -4.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1414   -5.2346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3169   -5.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0915   -3.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2670   -3.8353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 13 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
 17 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 64 66  0  0  0  0  0  0  0  0999 V2000
   -4.5397   -0.1999    2.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3351   -0.0048    2.5424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2393    0.3859    3.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9971   -0.4509    3.2386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8445   -0.8839    1.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5549    0.0725    0.9173 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0113   -0.1760    1.0732 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4250   -1.6056    0.8341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9353    0.7236    0.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2986    1.5772   -0.7336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8505    1.7262   -0.6795 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3096    2.6179   -1.7139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0975    0.3624   -0.4960 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7320   -0.4743   -1.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7035    0.1535   -2.8069 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2578    0.7022   -0.7024 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4661   -0.0218   -0.8437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6589    0.7363   -1.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8677    0.1930   -1.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1022    0.9431   -1.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1888    0.3595   -1.5365 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0675    2.3170   -1.4408 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1915    3.1459   -1.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0152   -1.2067   -1.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1941   -1.7955   -1.3214 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8831   -1.9687   -0.9819 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9943   -3.3447   -0.9514 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2278   -4.0497    0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6625   -1.3500   -0.8270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6181   -2.2212   -0.6470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3446   -0.4886    2.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7531   -0.0736    4.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5575    0.2513    4.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9885    1.4833    3.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9711   -1.3352    3.9049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1542    0.1953    3.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1949   -1.9372    1.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2560   -0.9235    1.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3395    1.0667    1.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7092   -2.1729    1.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3216   -1.5939    0.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6761   -2.2067    0.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7873    0.1080   -0.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4584    1.3829    1.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6671    1.2631   -1.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7204    2.6336   -0.6523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6108    2.2576    0.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1285    3.4145   -1.8500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4532    3.2608   -1.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1393    2.2710   -2.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8767   -0.5328   -1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4914   -1.5124   -1.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8574   -0.0568   -3.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5191    1.5255    0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2764    1.4317   -1.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5709    1.8175   -1.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5213    3.6520   -0.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0447    2.6241   -2.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8735    3.9405   -2.3489 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9927   -2.1294   -1.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3417   -3.3369    1.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2178   -4.5606    0.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4222   -4.7687    0.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6426   -3.2126   -0.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 20  1  0
 20 21  2  0
 20 19  1  0
 19 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  2  0
 29 30  1  0
 29 17  1  0
 17 16  1  0
 13 16  1  1
 13 14  1  0
 14 15  1  0
 13 11  1  0
 11 12  1  0
 11 10  1  0
 10  9  1  0
  9  7  1  0
  7  8  1  6
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
 17 18  2  0
 18 19  1  0
  6 13  1  0
  2  7  1  0
 23 57  1  0
 23 58  1  0
 23 59  1  0
 25 60  1  0
 28 61  1  0
 28 62  1  0
 28 63  1  0
 30 64  1  0
 16 54  1  0
 16 55  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 11 47  1  1
 12 48  1  0
 12 49  1  0
 12 50  1  0
 10 45  1  0
 10 46  1  0
  9 43  1  0
  9 44  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  6 39  1  1
  5 37  1  0
  5 38  1  0
  4 35  1  0
  4 36  1  0
  3 33  1  0
  3 34  1  0
  1 31  1  0
  1 32  1  0
 18 56  1  0
M  END


  Mrv1652309052223382D          

 30 32  0  0  1  0            999 V2000
    0.0000    0.8250    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
   -0.7145   -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
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  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
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8163   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6408   -2.4072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4788   -3.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3033   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7405   -3.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5650   -3.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9523   -2.9917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0022   -4.4198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8267   -4.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3532   -4.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7904   -5.1770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5287   -4.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1414   -5.2346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3169   -5.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0915   -3.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2670   -3.8353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 13 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
 17 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0220348

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C(O)C(OC)=C(O)C(C[C@]2(CO)[C@@H](C)CC[C@@]3(C)[C@H]2CCCC3=C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H34O6/c1-14-7-6-8-18-23(14,3)10-9-15(2)24(18,13-25)12-16-11-17(22(28)30-5)20(27)21(29-4)19(16)26/h11,15,18,25-27H,1,6-10,12-13H2,2-5H3/t15-,18+,23+,24-/m0/s1

> <INCHI_KEY>
OCWZNLRJXQMHGG-IWFYKTFHSA-N

> <FORMULA>
C24H34O6

> <MOLECULAR_WEIGHT>
418.53

> <EXACT_MASS>
418.235538815

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
45.23285765041965

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 5-{[(1S,2S,4aS,8aR)-1-(hydroxymethyl)-2,4a-dimethyl-5-methylidene-decahydronaphthalen-1-yl]methyl}-2,4-dihydroxy-3-methoxybenzoate

> <JCHEM_LOGP>
4.966643864000001

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.303361219106112

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.390290724603522

> <JCHEM_PKA_STRONGEST_BASIC>
-2.763258020979187

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
115.39749999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 5-{[(1S,2S,4aS,8aR)-1-(hydroxymethyl)-2,4a-dimethyl-5-methylidene-hexahydro-2H-naphthalen-1-yl]methyl}-2,4-dihydroxy-3-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.390  -4.440   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.929  -4.493   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.944  -4.440   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.760  -5.746   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.300  -5.692   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.116  -6.998   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.655  -6.944   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.378  -5.584   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       7.471  -8.250   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.010  -8.196   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.393  -8.358   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.209  -9.664   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.854  -8.411   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.131  -9.771   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.591  -9.825   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.037  -7.105   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.498  -7.159   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    2    8    9                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    6   14   16                                             
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18   29                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24   19   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   17   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₄O₆

Average Mass

418.5300 Da

Monoisotopic Mass

418.23554 Da

IUPAC Name

methyl 5-{[(1S,2S,4aS,8aR)-1-(hydroxymethyl)-2,4a-dimethyl-5-methylidene-decahydronaphthalen-1-yl]methyl}-2,4-dihydroxy-3-methoxybenzoate

Traditional Name

methyl 5-{[(1S,2S,4aS,8aR)-1-(hydroxymethyl)-2,4a-dimethyl-5-methylidene-hexahydro-2H-naphthalen-1-yl]methyl}-2,4-dihydroxy-3-methoxybenzoate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(O)C(OC)=C(O)C(C[C@]2(CO)[C@@H](C)CC[C@@]3(C)[C@H]2CCCC3=C)=C1

InChI Identifier

InChI=1S/C24H34O6/c1-14-7-6-8-18-23(14,3)10-9-15(2)24(18,13-25)12-16-11-17(22(28)30-5)20(27)21(29-4)19(16)26/h11,15,18,25-27H,1,6-10,12-13H2,2-5H3/t15-,18+,23+,24-/m0/s1

InChI Key

OCWZNLRJXQMHGG-IWFYKTFHSA-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
Dysidea arenaria	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

M-methoxybenzoic acids and derivatives

Alternative Parents

Substituents

P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
O-hydroxybenzoic acid ester
Dihydroxybenzoic acid
M-methoxybenzoic acid or derivatives
Benzoate ester
Methoxyphenol
Salicylic acid or derivatives
Anisole
Phenoxy compound
Benzoyl
Phenol ether
Resorcinol
Methoxybenzene
Phenol
Alkyl aryl ether
Methyl ester
Vinylogous acid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Primary alcohol
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	4.97	ChemAxon
pKa (Strongest Acidic)	9.39	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	115.4 m³·mol⁻¹	ChemAxon
Polarizability	45.23 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

27023700

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

137642162

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 5-{[(1s,2s,4as,8ar)-1-(hydroxymethyl)-2,4a-dimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl]methyl}-2,4-dihydroxy-3-methoxybenzoate (NP0220348)

MOL for NP0220348 (methyl 5-{[(1s,2s,4as,8ar)-1-(hydroxymethyl)-2,4a-dimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl]methyl}-2,4-dihydroxy-3-methoxybenzoate)

3D MOL for NP0220348 (methyl 5-{[(1s,2s,4as,8ar)-1-(hydroxymethyl)-2,4a-dimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl]methyl}-2,4-dihydroxy-3-methoxybenzoate)

3D SDF for NP0220348 (methyl 5-{[(1s,2s,4as,8ar)-1-(hydroxymethyl)-2,4a-dimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl]methyl}-2,4-dihydroxy-3-methoxybenzoate)

3D-SDF for NP0220348 (methyl 5-{[(1s,2s,4as,8ar)-1-(hydroxymethyl)-2,4a-dimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl]methyl}-2,4-dihydroxy-3-methoxybenzoate)

PDB for NP0220348 (methyl 5-{[(1s,2s,4as,8ar)-1-(hydroxymethyl)-2,4a-dimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl]methyl}-2,4-dihydroxy-3-methoxybenzoate)

3D PDB for NP0220348 (methyl 5-{[(1s,2s,4as,8ar)-1-(hydroxymethyl)-2,4a-dimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl]methyl}-2,4-dihydroxy-3-methoxybenzoate)

SMILES for NP0220348 (methyl 5-{[(1s,2s,4as,8ar)-1-(hydroxymethyl)-2,4a-dimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl]methyl}-2,4-dihydroxy-3-methoxybenzoate)

INCHI for NP0220348 (methyl 5-{[(1s,2s,4as,8ar)-1-(hydroxymethyl)-2,4a-dimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl]methyl}-2,4-dihydroxy-3-methoxybenzoate)

Structure for NP0220348 (methyl 5-{[(1s,2s,4as,8ar)-1-(hydroxymethyl)-2,4a-dimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl]methyl}-2,4-dihydroxy-3-methoxybenzoate)

3D Structure for NP0220348 (methyl 5-{[(1s,2s,4as,8ar)-1-(hydroxymethyl)-2,4a-dimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl]methyl}-2,4-dihydroxy-3-methoxybenzoate)