NP-MRD: Showing NP-Card for 6,14-dimethyl (5z,11z)-10-hydroxy-1-methoxy-3-(3-methylbut-2-en-1-yl)-8-oxo-15-oxabicyclo[10.2.1]pentadeca-5,11,13-triene-6,14-dicarboxylate (NP0263164)

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Record Information

Version

2.0

Created at

2022-09-08 06:15:27 UTC

Updated at

2022-09-08 06:15:27 UTC

NP-MRD ID

NP0263164

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6,14-dimethyl (5z,11z)-10-hydroxy-1-methoxy-3-(3-methylbut-2-en-1-yl)-8-oxo-15-oxabicyclo[10.2.1]pentadeca-5,11,13-triene-6,14-dicarboxylate

Description

Sethukarailin belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals. 6,14-dimethyl (5z,11z)-10-hydroxy-1-methoxy-3-(3-methylbut-2-en-1-yl)-8-oxo-15-oxabicyclo[10.2.1]pentadeca-5,11,13-triene-6,14-dicarboxylate is found in Sinularia maxima. 6,14-dimethyl (5z,11z)-10-hydroxy-1-methoxy-3-(3-methylbut-2-en-1-yl)-8-oxo-15-oxabicyclo[10.2.1]pentadeca-5,11,13-triene-6,14-dicarboxylate was first documented in 2002 (PMID: 12141876). Based on a literature review very few articles have been published on Sethukarailin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082208152D          

 32 33  0  0  0  0            999 V2000
    0.9304   -1.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5276   -0.5089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3191   -0.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5136   -1.5431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9162   -0.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8067    0.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5380    1.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8519    1.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6696    1.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9835    2.7312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1733    1.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9910    1.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3050    2.1874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4948    0.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1878   -0.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3628   -0.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7485   -0.6268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9518    0.6392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1678    0.8959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4650   -0.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8117   -1.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1307   -0.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9226   -1.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5099   -2.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3018   -3.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5063   -3.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8891   -3.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2315   -0.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7278   -0.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2983   -1.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6937   -1.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417    0.4424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 22 28  1  0  0  0  0
 28 29  1  0  0  0  0
  5 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
  7 32  1  0  0  0  0
M  END

     RDKit          3D

 64 65  0  0  0  0  0  0  0  0999 V2000
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   -0.4855    3.7033    2.4070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5614    3.5771    1.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5336    4.3107    1.7330 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5229    1.1575   -0.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2094    0.4174   -1.8334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2023   -1.0663   -1.7283 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4475   -1.5053   -2.2315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1262   -1.7239   -2.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6001   -2.9832   -1.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1051   -4.0347   -2.2512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4760   -2.9335   -0.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9026   -2.6949    0.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0167   -3.4787    0.9429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6324   -4.3329    0.3044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4003   -3.2217    2.2672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4607   -3.9032    2.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2446   -1.7872    1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0250   -1.1958    0.8488 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3129    0.0806    0.2409 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7822    0.3835    0.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6879   -0.6391    0.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6460   -0.3823   -0.8707 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5480   -1.4448   -1.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8549    1.0069   -1.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5574    1.2834    0.7463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5625    1.6942   -0.1314 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1186    2.1897   -1.3528 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7323    3.2725   -1.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4463    0.5758   -0.3527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6485    4.7789    3.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1767    5.6233    3.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2470   -1.0130   -2.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0003   -3.9173   -1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1410   -2.0918   -1.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4366   -3.3660    2.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5202   -4.9460    2.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2709   -3.9207    4.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7457   -1.4230    2.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6064   -1.2249    1.8043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5773   -1.9562    0.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3594    0.0785   -0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0708    1.4092    0.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9212    0.3436    1.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5843   -1.6631    0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5695   -1.0531   -1.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6297   -2.2717   -0.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1067   -1.8159   -2.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7433    1.0762   -2.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9734    1.2769   -1.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2528    4.1391   -0.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 28 29  1  0
 29 30  1  6
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 29 32  1  0
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 16 17  2  0
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 18 19  1  0
 29  5  1  0
 32  7  1  0
  1 33  1  0
  1 34  1  0
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  8 37  1  0
  9 38  1  1
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 11 40  1  0
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 31 62  1  0
 31 63  1  0
 31 64  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
M  END


  Mrv1652309082208152D          

 32 33  0  0  0  0            999 V2000
    0.9304   -1.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5276   -0.5089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3191   -0.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5136   -1.5431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9162   -0.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8067    0.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5380    1.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8519    1.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6696    1.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9835    2.7312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1733    1.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9910    1.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3050    2.1874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4948    0.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3628   -0.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7485   -0.6268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1678    0.8959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4650   -0.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8117   -1.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1307   -0.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9226   -1.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5099   -2.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3018   -3.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5063   -3.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8891   -3.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2315   -0.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7278   -0.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2983   -1.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6937   -1.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417    0.4424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
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  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
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  8  9  1  0  0  0  0
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  7 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0263164

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C\C2=C\C(O)CC(=O)C\C(=C\CC(CC=C(C)C)CC1(OC)O2)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O8/c1-15(2)6-7-16-8-9-17(22(27)29-3)10-18(25)11-19(26)12-20-13-21(23(28)30-4)24(14-16,31-5)32-20/h6,9,12-13,16,19,26H,7-8,10-11,14H2,1-5H3/b17-9-,20-12-

> <INCHI_KEY>
BPHHSKBMUAZYAR-PVPIGOEKSA-N

> <FORMULA>
C24H32O8

> <MOLECULAR_WEIGHT>
448.512

> <EXACT_MASS>
448.20971799

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
46.596743297265235

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,14-dimethyl (5Z)-10-hydroxy-1-methoxy-3-(3-methylbut-2-en-1-yl)-8-oxo-15-oxabicyclo[10.2.1]pentadeca-5,11,13-triene-6,14-dicarboxylate

> <JCHEM_LOGP>
2.969289722

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.659617218086058

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.70710939659999

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9754996848157083

> <JCHEM_POLAR_SURFACE_AREA>
108.36000000000001

> <JCHEM_REFRACTIVITY>
121.2801

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
6,14-dimethyl (5Z)-10-hydroxy-1-methoxy-3-(3-methylbut-2-en-1-yl)-8-oxo-15-oxabicyclo[10.2.1]pentadeca-5,11,13-triene-6,14-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       1.737  -2.013   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.851  -0.950   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.329  -1.384   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.692  -2.881   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.444  -0.321   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.239   1.205   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.604   2.045   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.190   3.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.717   3.674   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.303   5.098   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       9.657   2.454   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.183   2.659   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      11.769   4.083   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      12.124   1.439   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.551  -0.145   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.011  -0.142   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.864  -1.170   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       9.243   1.193   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.780   1.672   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.068  -1.596   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.848  -2.536   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.577  -1.667   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.189  -3.157   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.285  -4.239   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.897  -5.729   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.412  -6.137   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.993  -6.810   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.899  -1.818   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.959  -0.598   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.157  -1.913   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.895  -3.265   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       7.545   0.826   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   29                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   32                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18                                                            
CONECT   20   15   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   22   29                                                       
CONECT   29   28    5   30   32                                             
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29    7                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₂O₈

Average Mass

448.5120 Da

Monoisotopic Mass

448.20972 Da

IUPAC Name

6,14-dimethyl (5Z)-10-hydroxy-1-methoxy-3-(3-methylbut-2-en-1-yl)-8-oxo-15-oxabicyclo[10.2.1]pentadeca-5,11,13-triene-6,14-dicarboxylate

Traditional Name

6,14-dimethyl (5Z)-10-hydroxy-1-methoxy-3-(3-methylbut-2-en-1-yl)-8-oxo-15-oxabicyclo[10.2.1]pentadeca-5,11,13-triene-6,14-dicarboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C\C2=C\C(O)CC(=O)C\C(=C\CC(CC=C(C)C)CC1(OC)O2)C(=O)OC

InChI Identifier

InChI=1S/C24H32O8/c1-15(2)6-7-16-8-9-17(22(27)29-3)10-18(25)11-19(26)12-20-13-21(23(28)30-4)24(14-16,31-5)32-20/h6,9,12-13,16,19,26H,7-8,10-11,14H2,1-5H3/b17-9-,20-12-

InChI Key

BPHHSKBMUAZYAR-PVPIGOEKSA-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
Sinularia maxima	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Ketals

Alternative Parents

Substituents

Ketal
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Dihydrofuran
Cyclic ketone
Secondary alcohol
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.97	ChemAxon
pKa (Strongest Acidic)	11.71	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	108.36 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	121.28 m³·mol⁻¹	ChemAxon
Polarizability	46.6 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

C00049301

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

100964981

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Reddy NS, Goud TV, Venkateswarlu Y: Seco-sethukarailin, a novel diterpenoid from the soft coral Sinularia dissecta. J Nat Prod. 2002 Jul;65(7):1059-60. doi: 10.1021/np0105883. [PubMed:12141876 ]
LOTUS database [Link]

Showing NP-Card for 6,14-dimethyl (5z,11z)-10-hydroxy-1-methoxy-3-(3-methylbut-2-en-1-yl)-8-oxo-15-oxabicyclo[10.2.1]pentadeca-5,11,13-triene-6,14-dicarboxylate (NP0263164)

MOL for NP0263164 (6,14-dimethyl (5z,11z)-10-hydroxy-1-methoxy-3-(3-methylbut-2-en-1-yl)-8-oxo-15-oxabicyclo[10.2.1]pentadeca-5,11,13-triene-6,14-dicarboxylate)

3D MOL for NP0263164 (6,14-dimethyl (5z,11z)-10-hydroxy-1-methoxy-3-(3-methylbut-2-en-1-yl)-8-oxo-15-oxabicyclo[10.2.1]pentadeca-5,11,13-triene-6,14-dicarboxylate)

3D SDF for NP0263164 (6,14-dimethyl (5z,11z)-10-hydroxy-1-methoxy-3-(3-methylbut-2-en-1-yl)-8-oxo-15-oxabicyclo[10.2.1]pentadeca-5,11,13-triene-6,14-dicarboxylate)

3D-SDF for NP0263164 (6,14-dimethyl (5z,11z)-10-hydroxy-1-methoxy-3-(3-methylbut-2-en-1-yl)-8-oxo-15-oxabicyclo[10.2.1]pentadeca-5,11,13-triene-6,14-dicarboxylate)

PDB for NP0263164 (6,14-dimethyl (5z,11z)-10-hydroxy-1-methoxy-3-(3-methylbut-2-en-1-yl)-8-oxo-15-oxabicyclo[10.2.1]pentadeca-5,11,13-triene-6,14-dicarboxylate)

3D PDB for NP0263164 (6,14-dimethyl (5z,11z)-10-hydroxy-1-methoxy-3-(3-methylbut-2-en-1-yl)-8-oxo-15-oxabicyclo[10.2.1]pentadeca-5,11,13-triene-6,14-dicarboxylate)

SMILES for NP0263164 (6,14-dimethyl (5z,11z)-10-hydroxy-1-methoxy-3-(3-methylbut-2-en-1-yl)-8-oxo-15-oxabicyclo[10.2.1]pentadeca-5,11,13-triene-6,14-dicarboxylate)

INCHI for NP0263164 (6,14-dimethyl (5z,11z)-10-hydroxy-1-methoxy-3-(3-methylbut-2-en-1-yl)-8-oxo-15-oxabicyclo[10.2.1]pentadeca-5,11,13-triene-6,14-dicarboxylate)

Structure for NP0263164 (6,14-dimethyl (5z,11z)-10-hydroxy-1-methoxy-3-(3-methylbut-2-en-1-yl)-8-oxo-15-oxabicyclo[10.2.1]pentadeca-5,11,13-triene-6,14-dicarboxylate)

3D Structure for NP0263164 (6,14-dimethyl (5z,11z)-10-hydroxy-1-methoxy-3-(3-methylbut-2-en-1-yl)-8-oxo-15-oxabicyclo[10.2.1]pentadeca-5,11,13-triene-6,14-dicarboxylate)