NP-MRD: Showing NP-Card for 4-[(dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]hexadec-8-en-14-yl hexadecanoate (NP0252153)

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Record Information

Version

2.0

Created at

2022-09-07 15:34:41 UTC

Updated at

2022-09-07 15:34:42 UTC

NP-MRD ID

NP0252153

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-[(dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]hexadec-8-en-14-yl hexadecanoate

Description

4-[(Dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]Hexadec-8-en-14-yl hexadecanoate belongs to the class of organic compounds known as glycidol esters. Glycidol esters are compounds containing an ester derivative of glycidol (2,3-Epoxy-1-propanol). 4-[(Dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]Hexadec-8-en-14-yl hexadecanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004161513542D          

 57 61  0  0  0  0            999 V2000
    4.9861   -7.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7006   -7.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4150   -7.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1295   -7.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8440   -7.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5584   -7.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2729   -7.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9874   -7.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7019   -7.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4163   -7.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1308   -7.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8453   -7.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5597   -7.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2742   -7.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9887   -7.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7032   -7.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7032   -6.7612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4176   -7.9987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4176   -8.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5926   -8.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1801   -9.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3551   -9.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5926  -10.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7699  -10.1910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4176  -10.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9320  -10.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5368  -11.4588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7484  -11.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0498  -12.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8656  -12.5929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1670  -13.3609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6526  -14.0059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9828  -13.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2842  -14.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1000  -14.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4014  -15.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2172  -15.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5186  -16.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3344  -16.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6358  -16.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4516  -17.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7530  -17.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2386  -18.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0051  -12.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0051  -12.8849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2618  -11.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2988  -12.5262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0782  -10.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2566  -10.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9323  -11.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1280  -11.7659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5536  -12.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4797  -12.9468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8301   -9.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2426   -8.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0645   -8.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5913   -8.0760    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  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 28 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 23 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 46 52  1  0  0  0  0
 52 53  2  0  0  0  0
 25 54  1  0  0  0  0
 19 54  1  0  0  0  0
 54 55  1  0  0  0  0
 19 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 57  1  0  0  0  0
M  END


  Mrv1533004161513542D          

 57 61  0  0  0  0            999 V2000
    4.9861   -7.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7006   -7.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4150   -7.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1295   -7.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8440   -7.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5584   -7.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2729   -7.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9874   -7.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7019   -7.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4163   -7.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1308   -7.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8453   -7.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5597   -7.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2742   -7.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9887   -7.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7032   -7.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7032   -6.7612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4176   -7.9987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4176   -8.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5926   -8.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1801   -9.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3551   -9.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5926  -10.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7699  -10.1910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4176  -10.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9320  -10.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5368  -11.4588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7484  -11.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0498  -12.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8656  -12.5929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1670  -13.3609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6526  -14.0059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9828  -13.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2842  -14.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1000  -14.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4014  -15.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2172  -15.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5186  -16.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3344  -16.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6358  -16.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4516  -17.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7530  -17.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2386  -18.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0051  -12.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0051  -12.8849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2618  -11.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2988  -12.5262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0782  -10.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2566  -10.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9323  -11.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1280  -11.7659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5536  -12.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4797  -12.9468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8301   -9.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2426   -8.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0645   -8.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5913   -8.0760    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  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 28 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 23 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 46 52  1  0  0  0  0
 52 53  2  0  0  0  0
 25 54  1  0  0  0  0
 19 54  1  0  0  0  0
 54 55  1  0  0  0  0
 19 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 57  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0252153

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCC(=O)OC12CC(C)C3(O)C4C=C(C)C(=O)C4(O)C(O)C4(COC(=O)CCCCCCCCCCC)OC4C3C1C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C48H80O9/c1-7-9-11-13-15-17-18-19-20-22-24-26-28-30-38(50)56-46-32-35(4)47(53)36-31-34(3)41(51)48(36,54)43(52)45(42(57-45)39(47)40(46)44(46,5)6)33-55-37(49)29-27-25-23-21-16-14-12-10-8-2/h31,35-36,39-40,42-43,52-54H,7-30,32-33H2,1-6H3

> <INCHI_KEY>
LSQKNKNMVDKKQS-UHFFFAOYSA-N

> <FORMULA>
C48H80O9

> <MOLECULAR_WEIGHT>
801.159

> <EXACT_MASS>
800.580234156

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
137

> <JCHEM_AVERAGE_POLARIZABILITY>
99.41339133014444

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]hexadec-8-en-14-yl hexadecanoate

> <ALOGPS_LOGP>
8.22

> <JCHEM_LOGP>
10.927845001999998

> <ALOGPS_LOGS>
-6.86

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.290257091157507

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.645865295795977

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2818293222958674

> <JCHEM_POLAR_SURFACE_AREA>
142.89000000000001

> <JCHEM_REFRACTIVITY>
222.77770000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
29

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.10e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]hexadec-8-en-14-yl hexadecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       9.307 -14.931   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.641 -14.161   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.975 -14.931   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.308 -14.161   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.642 -14.931   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.976 -14.161   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.309 -14.931   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.643 -14.161   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.977 -14.931   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.310 -14.161   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.644 -14.931   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.978 -14.161   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.312 -14.931   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.645 -14.161   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.979 -14.931   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.313 -14.161   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      29.313 -12.621   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      30.646 -14.931   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      30.646 -16.471   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      29.106 -16.471   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      28.336 -17.805   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      26.796 -17.805   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      29.106 -19.138   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      27.571 -19.023   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      30.646 -19.138   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      31.606 -20.342   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      32.735 -21.390   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      31.264 -21.844   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      31.826 -23.277   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      33.349 -23.507   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      33.912 -24.940   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      32.952 -26.144   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      35.435 -25.170   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      35.997 -26.603   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      37.520 -26.833   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      38.083 -28.266   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      39.605 -28.496   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      40.168 -29.930   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      41.691 -30.159   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      42.253 -31.593   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      43.776 -31.822   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      44.339 -33.256   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      43.379 -34.460   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      29.876 -22.512   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      29.876 -24.052   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      28.489 -21.844   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      28.558 -23.382   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      28.146 -20.342   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      26.612 -20.204   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      26.007 -21.620   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      24.506 -21.963   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      27.167 -22.634   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      27.029 -24.167   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      31.416 -17.805   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      32.186 -16.471   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      33.720 -16.605   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      32.837 -15.075   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                                                       
CONECT   11   10   12                                                       
CONECT   12   11   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                                                       
CONECT   19   18   20   54   55                                             
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25   48                                             
CONECT   24   23                                                            
CONECT   25   23   26   54                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26   28                                                       
CONECT   28   27   26   29   44                                             
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42                                                            
CONECT   44   28   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47   48   52                                             
CONECT   47   46                                                            
CONECT   48   46   23   49                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50   46   53                                                  
CONECT   53   52                                                            
CONECT   54   25   19   55                                                  
CONECT   55   54   19   56   57                                             
CONECT   56   55                                                            
CONECT   57   55                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  122    0
END

View in JSmol

Synonyms

Value	Source
4-[(Dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0,.0,.0,]hexadec-8-en-14-yl hexadecanoic acid	Generator
4-[(Dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]hexadec-8-en-14-yl hexadecanoic acid	Generator

Chemical Formula

C₄₈H₈₀O₉

Average Mass

801.1590 Da

Monoisotopic Mass

800.58023 Da

IUPAC Name

4-[(dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]hexadec-8-en-14-yl hexadecanoate

Traditional Name

4-[(dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]hexadec-8-en-14-yl hexadecanoate

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCC(=O)OC12CC(C)C3(O)C4C=C(C)C(=O)C4(O)C(O)C4(COC(=O)CCCCCCCCCCC)OC4C3C1C2(C)C

InChI Identifier

InChI=1S/C48H80O9/c1-7-9-11-13-15-17-18-19-20-22-24-26-28-30-38(50)56-46-32-35(4)47(53)36-31-34(3)41(51)48(36,54)43(52)45(42(57-45)39(47)40(46)44(46,5)6)33-55-37(49)29-27-25-23-21-16-14-12-10-8-2/h31,35-36,39-40,42-43,52-54H,7-30,32-33H2,1-6H3

InChI Key

LSQKNKNMVDKKQS-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycidol esters. Glycidol esters are compounds containing an ester derivative of glycidol (2,3-Epoxy-1-propanol).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Glycidol esters

Alternative Parents

Substituents

Glycidol ester
Carane monoterpenoid
Monoterpenoid
Dicarboxylic acid or derivatives
Cyclic alcohol
Tertiary alcohol
Carboxylic acid ester
Ketone
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Polyol
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organooxygen compound
Organic oxygen 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	8.22	ALOGPS
logP	10.93	ChemAxon
logS	-6.9	ALOGPS
pKa (Strongest Acidic)	11.65	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	142.89 Å²	ChemAxon
Rotatable Bond Count	29	ChemAxon
Refractivity	222.78 m³·mol⁻¹	ChemAxon
Polarizability	99.41 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

73307173

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-[(dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]hexadec-8-en-14-yl hexadecanoate (NP0252153)

MOL for NP0252153 (4-[(dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]hexadec-8-en-14-yl hexadecanoate)

3D MOL for NP0252153 (4-[(dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]hexadec-8-en-14-yl hexadecanoate)

3D SDF for NP0252153 (4-[(dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]hexadec-8-en-14-yl hexadecanoate)

3D-SDF for NP0252153 (4-[(dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]hexadec-8-en-14-yl hexadecanoate)

PDB for NP0252153 (4-[(dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]hexadec-8-en-14-yl hexadecanoate)

3D PDB for NP0252153 (4-[(dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]hexadec-8-en-14-yl hexadecanoate)

SMILES for NP0252153 (4-[(dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]hexadec-8-en-14-yl hexadecanoate)

INCHI for NP0252153 (4-[(dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]hexadec-8-en-14-yl hexadecanoate)

Structure for NP0252153 (4-[(dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]hexadec-8-en-14-yl hexadecanoate)

3D Structure for NP0252153 (4-[(dodecanoyloxy)methyl]-5,6,11-trihydroxy-8,12,15,15-tetramethyl-7-oxo-3-oxapentacyclo[9.5.0.0²,⁴.0⁶,¹⁰.0¹⁴,¹⁶]hexadec-8-en-14-yl hexadecanoate)