NP-MRD: Showing NP-Card for 4-oxotridecyl 6-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate (NP0265393)

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Record Information

Version

2.0

Created at

2022-09-08 09:21:22 UTC

Updated at

2022-09-08 09:21:22 UTC

NP-MRD ID

NP0265393

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-oxotridecyl 6-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate

Description

4-Oxotridecyl 6-{[14-(5-ethyl-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-5-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton. 4-oxotridecyl 6-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate is found in Tectona grandis. 4-Oxotridecyl 6-{[14-(5-ethyl-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-5-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004251523472D          

 75 79  0  0  0  0            999 V2000
    5.0013  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
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 20 51  1  0  0  0  0
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 18 55  1  0  0  0  0
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 57 58  2  0  0  0  0
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 72 71  1  4  0  0  0
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 73 74  1  0  0  0  0
 74 75  1  0  0  0  0
M  END


  Mrv1533004251523472D          

 75 79  0  0  0  0            999 V2000
    5.0013  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.1460  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.2894  -14.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328  -13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618  -13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.4341  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.7197  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052  -16.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.5687  -16.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8236  -15.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1207  -17.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9277  -16.9096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4797  -17.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2867  -17.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8387  -17.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2248  -18.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7768  -18.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4178  -18.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.7184  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.7184  -16.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894  -16.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894  -17.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -17.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.8605  -18.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.1460  -17.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -17.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -16.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -16.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5737  -17.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -17.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -18.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -18.9750    0.0000 C   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  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
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 35 36  1  0  0  0  0
 27 36  1  0  0  0  0
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 37 38  1  0  0  0  0
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 22 40  1  0  0  0  0
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 45 46  1  0  0  0  0
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 20 51  1  0  0  0  0
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 51 53  1  0  0  0  0
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 74 75  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0265393

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCC(=O)CCCOC(=O)C1OC(OC2CCC3(C)C4CCC5(C)C(CCC5C4CC=C3C2)C(C)CCC(CC)C(C)C)C(O)C(O)C1OC(=O)CCCCCCCC=CCC=CCC=CCC

> <INCHI_IDENTIFIER>
InChI=1S/C66H110O9/c1-9-12-14-16-18-19-20-21-22-23-24-25-27-29-31-35-58(68)74-61-59(69)60(70)64(75-62(61)63(71)72-46-32-34-52(67)33-30-28-26-17-15-13-10-2)73-53-42-44-65(7)51(47-53)38-39-54-56-41-40-55(66(56,8)45-43-57(54)65)49(6)36-37-50(11-3)48(4)5/h12,14,18-19,21-22,38,48-50,53-57,59-62,64,69-70H,9-11,13,15-17,20,23-37,39-47H2,1-8H3

> <INCHI_KEY>
QPDKKGPZUXYIAC-UHFFFAOYSA-N

> <FORMULA>
C66H110O9

> <MOLECULAR_WEIGHT>
1047.597

> <EXACT_MASS>
1046.814985122

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
185

> <JCHEM_AVERAGE_POLARIZABILITY>
131.39217580313098

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-oxotridecyl 6-{[14-(5-ethyl-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate

> <ALOGPS_LOGP>
9.70

> <JCHEM_LOGP>
17.410035277000006

> <ALOGPS_LOGS>
-7.47

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.864596052240298

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.266024706666473

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7013043514552217

> <JCHEM_POLAR_SURFACE_AREA>
128.59000000000003

> <JCHEM_REFRACTIVITY>
308.8830999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
37

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.56e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-oxotridecyl 6-{[14-(5-ethyl-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
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HETATM    2  C   UNK     0      10.669 -26.180   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003 -25.410   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.337 -26.180   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.670 -25.410   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.004 -26.180   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.338 -25.410   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.672 -26.180   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.005 -25.410   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.339 -26.180   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      21.339 -27.720   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      22.673 -25.410   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.006 -26.180   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.340 -25.410   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      26.674 -26.180   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      28.007 -25.410   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      28.007 -23.870   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      29.341 -26.180   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      30.675 -25.410   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      32.008 -26.180   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      33.342 -25.410   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      34.676 -26.180   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      36.009 -25.410   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      37.343 -26.180   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      37.343 -27.720   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      38.677 -26.950   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      38.677 -28.490   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      40.010 -27.720   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      41.344 -28.490   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      41.344 -30.030   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      42.751 -29.404   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      42.488 -31.060   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      41.862 -32.467   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      40.331 -32.306   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      40.010 -30.800   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      38.677 -30.030   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      37.343 -30.800   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      36.009 -30.030   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      36.009 -28.490   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      34.676 -27.720   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      43.995 -30.740   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      44.471 -29.276   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      45.025 -31.885   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      46.532 -31.565   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      47.562 -32.709   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      49.068 -32.389   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      50.099 -33.533   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      47.086 -34.174   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      48.117 -35.318   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      45.580 -34.494   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      32.008 -27.720   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      33.342 -28.490   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      30.675 -28.490   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      30.675 -30.030   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      29.341 -27.720   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      28.007 -28.490   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      28.007 -30.030   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      29.341 -30.800   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      26.674 -30.800   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      26.674 -32.340   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      25.340 -33.110   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      25.340 -34.650   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      24.006 -35.420   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      22.673 -34.650   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      22.673 -33.110   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      21.339 -32.340   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      21.339 -30.800   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      20.005 -30.030   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      18.672 -30.800   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      17.338 -30.030   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      16.004 -30.800   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      16.004 -32.340   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      14.670 -33.110   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0      14.670 -34.650   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0      13.337 -35.420   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   55                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   51                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   40                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   39                                             
CONECT   26   25                                                            
CONECT   27   25   28   36                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32   35                                             
CONECT   31   30                                                            
CONECT   32   30   33   41                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   30   36                                                  
CONECT   36   35   27   37                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   25   40                                                  
CONECT   40   39   22                                                       
CONECT   41   32   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46   48                                                  
CONECT   46   45   47                                                       
CONECT   47   46                                                            
CONECT   48   45   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48                                                            
CONECT   51   20   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   18   56                                                  
CONECT   56   55   57                                                       
CONECT   57   56   58   59                                                  
CONECT   58   57                                                            
CONECT   59   57   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62   64                                                       
CONECT   64   63   65                                                       
CONECT   65   64   66                                                       
CONECT   66   65   67                                                       
CONECT   67   66   68                                                       
CONECT   68   67   69                                                       
CONECT   69   68   70                                                       
CONECT   70   69   71                                                       
CONECT   71   70   72                                                       
CONECT   72   71   73                                                       
CONECT   73   72   74                                                       
CONECT   74   73   75                                                       
CONECT   75   74                                                            
MASTER        0    0    0    0    0    0    0    0   75    0  158    0
END

View in JSmol

Synonyms

Value	Source
4-Oxotridecyl 6-{[14-(5-ethyl-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadec-7-en-5-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylic acid	Generator
4-Oxotridecyl 6-{[14-(5-ethyl-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylic acid	Generator

Chemical Formula

C₆₆H₁₁₀O₉

Average Mass

1047.5970 Da

Monoisotopic Mass

1046.81499 Da

IUPAC Name

4-oxotridecyl 6-{[14-(5-ethyl-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate

Traditional Name

4-oxotridecyl 6-{[14-(5-ethyl-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate

CAS Registry Number

Not Available

SMILES

CCCCCCCCCC(=O)CCCOC(=O)C1OC(OC2CCC3(C)C4CCC5(C)C(CCC5C4CC=C3C2)C(C)CCC(CC)C(C)C)C(O)C(O)C1OC(=O)CCCCCCCC=CCC=CCC=CCC

InChI Identifier

InChI=1S/C66H110O9/c1-9-12-14-16-18-19-20-21-22-23-24-25-27-29-31-35-58(68)74-61-59(69)60(70)64(75-62(61)63(71)72-46-32-34-52(67)33-30-28-26-17-15-13-10-2)73-53-42-44-65(7)51(47-53)38-39-54-56-41-40-55(66(56,8)45-43-57(54)65)49(6)36-37-50(11-3)48(4)5/h12,14,18-19,21-22,38,48-50,53-57,59-62,64,69-70H,9-11,13,15-17,20,23-37,39-47H2,1-8H3

InChI Key

QPDKKGPZUXYIAC-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Tectona grandis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroid glucuronide conjugates

Alternative Parents

Substituents

C24-propyl-sterol-skeleton
Steroid-glucuronide-skeleton
Stigmastane-skeleton
Triterpenoid
Delta-5-steroid
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Fatty alcohol ester
Glycosyl compound
O-glycosyl compound
Dicarboxylic acid or derivatives
Pyran
Oxane
Monosaccharide
Carboxylic acid ester
1,2-diol
Secondary alcohol
Ketone
Organoheterocyclic compound
Carboxylic acid derivative
Acetal
Oxacycle
Alcohol
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
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	9.7	ALOGPS
logP	17.41	ChemAxon
logS	-7.5	ALOGPS
pKa (Strongest Acidic)	12.27	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	128.59 Å²	ChemAxon
Rotatable Bond Count	37	ChemAxon
Refractivity	308.88 m³·mol⁻¹	ChemAxon
Polarizability	131.39 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-oxotridecyl 6-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate (NP0265393)

MOL for NP0265393 (4-oxotridecyl 6-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate)

3D MOL for NP0265393 (4-oxotridecyl 6-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate)

3D SDF for NP0265393 (4-oxotridecyl 6-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate)

3D-SDF for NP0265393 (4-oxotridecyl 6-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate)

PDB for NP0265393 (4-oxotridecyl 6-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate)

3D PDB for NP0265393 (4-oxotridecyl 6-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate)

SMILES for NP0265393 (4-oxotridecyl 6-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate)

INCHI for NP0265393 (4-oxotridecyl 6-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate)

Structure for NP0265393 (4-oxotridecyl 6-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate)

3D Structure for NP0265393 (4-oxotridecyl 6-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-4,5-dihydroxy-3-(octadeca-9,12,15-trienoyloxy)oxane-2-carboxylate)