NP-MRD: Showing NP-Card for 14-carbonyl-2,7-dihydroxycadalene methyl ester (NP0043453)

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Record Information

Version

1.0

Created at

2021-06-21 00:51:20 UTC

Updated at

2021-06-30 00:19:08 UTC

NP-MRD ID

NP0043453

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14-carbonyl-2,7-dihydroxycadalene methyl ester

Provided By

JEOL Database JEOL Logo

Description

CHEMBL2386316 belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 14-carbonyl-2,7-dihydroxycadalene methyl ester is found in Alangium chinense. It was first documented in 2013 (Zhang, Y., et al.). Based on a literature review very few articles have been published on CHEMBL2386316.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102513D          

 38 39  0  0  0  0            999 V2000
   -0.7660    2.4995    1.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5432    1.1578    1.0915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5989    0.9980   -0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8359    1.8718   -1.0749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4917   -0.4307   -0.6278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4085   -0.8813   -1.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3021   -0.0627   -2.2255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4592   -2.2209   -1.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -3.1551   -1.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7042   -4.6271   -1.7654 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1406   -5.1026   -2.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1768   -4.9116   -2.9847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4231   -2.6977   -0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4025   -3.5625    0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4015   -3.1262    0.9932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -4.0903    1.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4447   -1.7810    1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4275   -1.3391    2.1588 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5095   -0.8929    0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4735   -1.3190   -0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880    2.5177    2.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7700    2.8318    1.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049    3.1685    1.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0203    0.8702   -2.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1947   -2.5221   -2.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3661   -5.2537   -0.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8026   -4.8437   -1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5581   -4.6742   -2.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1627   -6.1921   -2.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2240   -4.6563   -2.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1376   -5.9729   -3.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1481   -4.3322   -3.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4142   -4.6167   -0.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4425   -4.0385    2.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1742   -5.1234    1.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4077   -3.8594    1.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3073   -0.3888    2.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6036    0.1564    1.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  0  0  0  0
  6  5  2  0  0  0  0
 20 13  2  0  0  0  0
  6  7  1  0  0  0  0
  9 10  1  0  0  0  0
 17 15  1  0  0  0  0
 10 11  1  0  0  0  0
 17 19  2  0  0  0  0
 10 12  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
 20 19  1  0  0  0  0
  5  3  1  0  0  0  0
 20  5  1  0  0  0  0
  3  4  2  0  0  0  0
 13  9  1  0  0  0  0
  3  2  1  0  0  0  0
  9  8  2  0  0  0  0
  2  1  1  0  0  0  0
 14 33  1  0  0  0  0
 19 38  1  0  0  0  0
  8 25  1  0  0  0  0
  7 24  1  0  0  0  0
 10 26  1  0  0  0  0
 11 27  1  0  0  0  0
 11 28  1  0  0  0  0
 11 29  1  0  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 12 32  1  0  0  0  0
 18 37  1  0  0  0  0
 16 34  1  0  0  0  0
 16 35  1  0  0  0  0
 16 36  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
M  END

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
   -0.7660    2.4995    1.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5432    1.1578    1.0915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5989    0.9980   -0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8359    1.8718   -1.0749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4917   -0.4307   -0.6278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4085   -0.8813   -1.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3021   -0.0627   -2.2255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4592   -2.2209   -1.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -3.1551   -1.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7042   -4.6271   -1.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1406   -5.1026   -2.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1768   -4.9116   -2.9847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4231   -2.6977   -0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4025   -3.5625    0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4015   -3.1262    0.9932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -4.0903    1.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4447   -1.7810    1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4275   -1.3391    2.1588 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5095   -0.8929    0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4735   -1.3190   -0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880    2.5177    2.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7700    2.8318    1.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049    3.1685    1.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0203    0.8702   -2.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1947   -2.5221   -2.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3661   -5.2537   -0.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8026   -4.8437   -1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5581   -4.6742   -2.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1627   -6.1921   -2.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2240   -4.6563   -2.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1376   -5.9729   -3.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1481   -4.3322   -3.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4142   -4.6167   -0.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4425   -4.0385    2.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1742   -5.1234    1.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4077   -3.8594    1.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3073   -0.3888    2.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6036    0.1564    1.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  0
  6  5  2  0
 20 13  2  0
  6  7  1  0
  9 10  1  0
 17 15  1  0
 10 11  1  0
 17 19  2  0
 10 12  1  0
 15 14  2  0
 17 18  1  0
 14 13  1  0
 15 16  1  0
 20 19  1  0
  5  3  1  0
 20  5  1  0
  3  4  2  0
 13  9  1  0
  3  2  1  0
  9  8  2  0
  2  1  1  0
 14 33  1  0
 19 38  1  0
  8 25  1  0
  7 24  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 18 37  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
M  END


  Mrv1652306212102513D          

 38 39  0  0  0  0            999 V2000
   -0.7660    2.4995    1.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5432    1.1578    1.0915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5989    0.9980   -0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8359    1.8718   -1.0749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4917   -0.4307   -0.6278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4085   -0.8813   -1.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3021   -0.0627   -2.2255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4592   -2.2209   -1.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -3.1551   -1.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7042   -4.6271   -1.7654 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1406   -5.1026   -2.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1768   -4.9116   -2.9847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4231   -2.6977   -0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4025   -3.5625    0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4015   -3.1262    0.9932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -4.0903    1.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4447   -1.7810    1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4275   -1.3391    2.1588 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5095   -0.8929    0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4735   -1.3190   -0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880    2.5177    2.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7700    2.8318    1.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049    3.1685    1.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0203    0.8702   -2.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1947   -2.5221   -2.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3661   -5.2537   -0.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8026   -4.8437   -1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5581   -4.6742   -2.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1627   -6.1921   -2.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2240   -4.6563   -2.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1376   -5.9729   -3.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1481   -4.3322   -3.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4142   -4.6167   -0.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4425   -4.0385    2.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1742   -5.1234    1.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4077   -3.8594    1.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3073   -0.3888    2.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6036    0.1564    1.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  0  0  0  0
  6  5  2  0  0  0  0
 20 13  2  0  0  0  0
  6  7  1  0  0  0  0
  9 10  1  0  0  0  0
 17 15  1  0  0  0  0
 10 11  1  0  0  0  0
 17 19  2  0  0  0  0
 10 12  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
 20 19  1  0  0  0  0
  5  3  1  0  0  0  0
 20  5  1  0  0  0  0
  3  4  2  0  0  0  0
 13  9  1  0  0  0  0
  3  2  1  0  0  0  0
  9  8  2  0  0  0  0
  2  1  1  0  0  0  0
 14 33  1  0  0  0  0
 19 38  1  0  0  0  0
  8 25  1  0  0  0  0
  7 24  1  0  0  0  0
 10 26  1  0  0  0  0
 11 27  1  0  0  0  0
 11 28  1  0  0  0  0
 11 29  1  0  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 12 32  1  0  0  0  0
 18 37  1  0  0  0  0
 16 34  1  0  0  0  0
 16 35  1  0  0  0  0
 16 36  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043453

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C([H])=C1C([H])([H])[H])C(=C([H])C(O[H])=C2C(=O)OC([H])([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H18O4/c1-8(2)10-6-14(18)15(16(19)20-4)12-7-13(17)9(3)5-11(10)12/h5-8,17-18H,1-4H3

> <INCHI_KEY>
FEOZGAGVOUZGSU-UHFFFAOYSA-N

> <FORMULA>
C16H18O4

> <MOLECULAR_WEIGHT>
274.316

> <EXACT_MASS>
274.12050906

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.005870235412353

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2,7-dihydroxy-6-methyl-4-(propan-2-yl)naphthalene-1-carboxylate

> <ALOGPS_LOGP>
3.57

> <JCHEM_LOGP>
4.767499433333334

> <ALOGPS_LOGS>
-3.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.185118445785877

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.457227365419262

> <JCHEM_PKA_STRONGEST_BASIC>
-4.311365176143021

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
77.7273

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.62e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2,7-dihydroxy-4-isopropyl-6-methylnaphthalene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
   -0.7660    2.4995    1.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5432    1.1578    1.0915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5989    0.9980   -0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8359    1.8718   -1.0749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4917   -0.4307   -0.6278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4085   -0.8813   -1.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3021   -0.0627   -2.2255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4592   -2.2209   -1.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -3.1551   -1.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7042   -4.6271   -1.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1406   -5.1026   -2.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1768   -4.9116   -2.9847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4231   -2.6977   -0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4025   -3.5625    0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4015   -3.1262    0.9932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -4.0903    1.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4447   -1.7810    1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4275   -1.3391    2.1588 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5095   -0.8929    0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4735   -1.3190   -0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880    2.5177    2.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7700    2.8318    1.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049    3.1685    1.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0203    0.8702   -2.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1947   -2.5221   -2.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3661   -5.2537   -0.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8026   -4.8437   -1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5581   -4.6742   -2.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1627   -6.1921   -2.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2240   -4.6563   -2.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1376   -5.9729   -3.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1481   -4.3322   -3.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4142   -4.6167   -0.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4425   -4.0385    2.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4077   -3.8594    1.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3073   -0.3888    2.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6036    0.1564    1.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  0
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  1 21  1  0
  1 22  1  0
  1 23  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.766   2.499   1.529  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.543   1.158   1.091  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.599   0.998  -0.252  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.836   1.872  -1.075  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.492  -0.431  -0.628  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.409  -0.881  -1.583  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.302  -0.063  -2.225  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.459  -2.221  -1.934  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.584  -3.155  -1.355  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.704  -4.627  -1.765  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.141  -5.103  -2.032  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.177  -4.912  -2.985  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.423  -2.698  -0.444  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.403  -3.563   0.112  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.401  -3.126   0.993  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.415  -4.090   1.538  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.445  -1.781   1.320  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.428  -1.339   2.159  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.510  -0.893   0.795  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.474  -1.319  -0.077  0.00  0.00           C+0
HETATM   21  H   UNK     0      -0.688   2.518   2.619  0.00  0.00           H+0
HETATM   22  H   UNK     0      -1.770   2.832   1.246  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.005   3.168   1.115  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.020   0.870  -2.107  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.195  -2.522  -2.675  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.366  -5.254  -0.933  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.803  -4.844  -1.198  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.558  -4.674  -2.949  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.163  -6.192  -2.149  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.224  -4.656  -2.790  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.138  -5.973  -3.252  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.148  -4.332  -3.856  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.414  -4.617  -0.154  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.442  -4.038   2.631  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.174  -5.123   1.266  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.408  -3.859   1.139  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.307  -0.389   2.318  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.604   0.156   1.058  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    3    1                                                       
CONECT    3    5    4    2                                                  
CONECT    4    3                                                            
CONECT    5    6    3   20                                                  
CONECT    6    8    5    7                                                  
CONECT    7    6   24                                                       
CONECT    8    6    9   25                                                  
CONECT    9   10   13    8                                                  
CONECT   10    9   11   12   26                                             
CONECT   11   10   27   28   29                                             
CONECT   12   10   30   31   32                                             
CONECT   13   20   14    9                                                  
CONECT   14   15   13   33                                                  
CONECT   15   17   14   16                                                  
CONECT   16   15   34   35   36                                             
CONECT   17   15   19   18                                                  
CONECT   18   17   37                                                       
CONECT   19   17   20   38                                                  
CONECT   20   13   19    5                                                  
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    7                                                            
CONECT   25    8                                                            
CONECT   26   10                                                            
CONECT   27   11                                                            
CONECT   28   11                                                            
CONECT   29   11                                                            
CONECT   30   12                                                            
CONECT   31   12                                                            
CONECT   32   12                                                            
CONECT   33   14                                                            
CONECT   34   16                                                            
CONECT   35   16                                                            
CONECT   36   16                                                            
CONECT   37   18                                                            
CONECT   38   19                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   78    0
END

RDKit          3D

38 39  0  0  0  0  0  0  0  0999 V2000
   -0.7660    2.4995    1.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5432    1.1578    1.0915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5989    0.9980   -0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8359    1.8718   -1.0749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4917   -0.4307   -0.6278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4085   -0.8813   -1.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3021   -0.0627   -2.2255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4592   -2.2209   -1.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -3.1551   -1.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7042   -4.6271   -1.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1406   -5.1026   -2.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1768   -4.9116   -2.9847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4231   -2.6977   -0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4025   -3.5625    0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4015   -3.1262    0.9932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -4.0903    1.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4447   -1.7810    1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4275   -1.3391    2.1588 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5095   -0.8929    0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4735   -1.3190   -0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880    2.5177    2.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7700    2.8318    1.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049    3.1685    1.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0203    0.8702   -2.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1947   -2.5221   -2.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3661   -5.2537   -0.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8026   -4.8437   -1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5581   -4.6742   -2.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1627   -6.1921   -2.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2240   -4.6563   -2.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1376   -5.9729   -3.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1481   -4.3322   -3.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4142   -4.6167   -0.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4425   -4.0385    2.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1742   -5.1234    1.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4077   -3.8594    1.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3073   -0.3888    2.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6036    0.1564    1.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  0
  6  5  2  0
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  6  7  1  0
  9 10  1  0
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 13  9  1  0
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  2  1  1  0
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 19 38  1  0
  8 25  1  0
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 18 37  1  0
 16 34  1  0
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 16 36  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₈O₄

Average Mass

274.3160 Da

Monoisotopic Mass

274.12051 Da

IUPAC Name

methyl 2,7-dihydroxy-6-methyl-4-(propan-2-yl)naphthalene-1-carboxylate

Traditional Name

methyl 2,7-dihydroxy-4-isopropyl-6-methylnaphthalene-1-carboxylate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C([H])=C1C([H])([H])[H])C(=C([H])C(O[H])=C2C(=O)OC([H])([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C16H18O4/c1-8(2)10-6-14(18)15(16(19)20-4)12-7-13(17)9(3)5-11(10)12/h5-8,17-18H,1-4H3

InChI Key

FEOZGAGVOUZGSU-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, 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
Alangium chinense	JEOL database	Zhang, Y., et al, J. Nat. Prod. 76, 1058 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Cadinane sesquiterpenoid
Sesquiterpenoid
1-naphthalenecarboxylic acid or derivatives
2-naphthol
Naphthalene
Salicylic acid or derivatives
Cumene
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Methyl ester
Vinylogous acid
Carboxylic acid ester
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
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	3.57	ALOGPS
logP	4.77	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	9.46	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	77.73 m³·mol⁻¹	ChemAxon
Polarizability	30.01 Å³	ChemAxon
Number of Rings	2	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

30825520

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71726176

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang, Y., et al. (2013). Zhang, Y., et al, J. Nat. Prod. 76, 1058 (2013). J. Nat. Prod..

Showing NP-Card for 14-carbonyl-2,7-dihydroxycadalene methyl ester (NP0043453)

MOL for NP0043453 (14-carbonyl-2,7-dihydroxycadalene methyl ester)

3D MOL for NP0043453 (14-carbonyl-2,7-dihydroxycadalene methyl ester)

3D SDF for NP0043453 (14-carbonyl-2,7-dihydroxycadalene methyl ester)

3D-SDF for NP0043453 (14-carbonyl-2,7-dihydroxycadalene methyl ester)

PDB for NP0043453 (14-carbonyl-2,7-dihydroxycadalene methyl ester)

3D PDB for NP0043453 (14-carbonyl-2,7-dihydroxycadalene methyl ester)

SMILES for NP0043453 (14-carbonyl-2,7-dihydroxycadalene methyl ester)

INCHI for NP0043453 (14-carbonyl-2,7-dihydroxycadalene methyl ester)

Structure for NP0043453 (14-carbonyl-2,7-dihydroxycadalene methyl ester)

3D Structure for NP0043453 (14-carbonyl-2,7-dihydroxycadalene methyl ester)