NP-MRD: Showing NP-Card for caffeoyl pentose (NP0050055)

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Record Information

Version

2.0

Created at

2022-03-17 21:22:30 UTC

Updated at

2022-03-17 21:22:30 UTC

NP-MRD ID

NP0050055

Secondary Accession Numbers

None

Natural Product Identification

Common Name

caffeoyl pentose

Description

16:0 Sitosterol ester, also known as beta-sitosterol palmitate, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Thus, 16:0 Sitosterol ester is considered to be a sterol lipid molecule. caffeoyl pentose is found in Acacia pennatula, Angelica archangelica, Astilbe chinensis, Boerhavia diffusa, Citrus trifoliata, Crescentia alata, Nymphaea caerulea, Piper betle , Piptadenia macrocarpa, Pteris wallichiana , Serenoa repens and Zanthoxylum leprieurii. 16:0 Sitosterol ester is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652308141918282D          

 54 57  0  0  1  0            999 V2000
   -9.2881   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1203   15.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6994   16.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0584   16.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1052   13.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1839   13.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5683   14.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4023   14.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2093   14.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7078   14.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8873   14.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5064   15.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8503   13.9930    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7613   15.0477    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   11.5500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   13.6125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0433   14.1645    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   14.0250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   12.7875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   12.3750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302   13.6125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6573   13.8215    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0163   14.2630    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   11.9625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   14.4375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5625   14.8057    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   13.2000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   13.2000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
  9  2  1  0  0  0  0
 10  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 24 23  1  0  0  0  0
 26 25  1  0  0  0  0
 28 27  1  0  0  0  0
 31 29  1  0  0  0  0
 32 30  1  0  0  0  0
 34  3  1  0  0  0  0
 34  4  1  0  0  0  0
 35  5  1  0  0  0  0
 35 23  1  0  0  0  0
 36  9  1  0  0  0  0
 36 24  1  0  0  0  0
 36 34  1  0  0  0  0
 37 25  2  0  0  0  0
 37 33  1  0  0  0  0
 38 29  1  0  0  0  0
 38 33  1  0  0  0  0
 39 26  1  0  0  0  0
 40 27  1  0  0  0  0
 40 35  1  6  0  0  0
 41 28  1  0  0  0  0
 39 41  1  0  0  0  0
 42 30  1  0  0  0  0
 39 42  1  0  0  0  0
 43 22  1  0  0  0  0
 44  6  1  6  0  0  0
 44 31  1  0  0  0  0
 44 37  1  0  0  0  0
 42 44  1  0  0  0  0
 45  7  1  6  0  0  0
 45 32  1  0  0  0  0
 45 40  1  0  0  0  0
 41 45  1  0  0  0  0
 46 43  2  0  0  0  0
 38 47  1  0  0  0  0
 47 43  1  0  0  0  0
 35 48  1  6  0  0  0
 36 49  1  1  0  0  0
 38 50  1  1  0  0  0
 39 51  1  6  0  0  0
 40 52  1  1  0  0  0
 41 53  1  1  0  0  0
 42 54  1  1  0  0  0
M  END


  Mrv1652308141918282D          

 54 57  0  0  1  0            999 V2000
   -9.2881   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1203   15.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6994   16.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0584   16.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1052   13.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1839   13.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5683   14.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4023   14.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2093   14.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7078   14.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8873   14.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5064   15.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8503   13.9930    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7613   15.0477    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   11.5500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   13.6125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0433   14.1645    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   14.0250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   12.7875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   12.3750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302   13.6125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6573   13.8215    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0163   14.2630    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   11.9625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   14.4375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5625   14.8057    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   13.2000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   13.2000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
  9  2  1  0  0  0  0
 10  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 24 23  1  0  0  0  0
 26 25  1  0  0  0  0
 28 27  1  0  0  0  0
 31 29  1  0  0  0  0
 32 30  1  0  0  0  0
 34  3  1  0  0  0  0
 34  4  1  0  0  0  0
 35  5  1  0  0  0  0
 35 23  1  0  0  0  0
 36  9  1  0  0  0  0
 36 24  1  0  0  0  0
 36 34  1  0  0  0  0
 37 25  2  0  0  0  0
 37 33  1  0  0  0  0
 38 29  1  0  0  0  0
 38 33  1  0  0  0  0
 39 26  1  0  0  0  0
 40 27  1  0  0  0  0
 40 35  1  6  0  0  0
 41 28  1  0  0  0  0
 39 41  1  0  0  0  0
 42 30  1  0  0  0  0
 39 42  1  0  0  0  0
 43 22  1  0  0  0  0
 44  6  1  6  0  0  0
 44 31  1  0  0  0  0
 44 37  1  0  0  0  0
 42 44  1  0  0  0  0
 45  7  1  6  0  0  0
 45 32  1  0  0  0  0
 45 40  1  0  0  0  0
 41 45  1  0  0  0  0
 46 43  2  0  0  0  0
 38 47  1  0  0  0  0
 47 43  1  0  0  0  0
 35 48  1  6  0  0  0
 36 49  1  1  0  0  0
 38 50  1  1  0  0  0
 39 51  1  6  0  0  0
 40 52  1  1  0  0  0
 41 53  1  1  0  0  0
 42 54  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0050055

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@](CC)(CC[C@@]([H])(C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC(=O)CCCCCCCCCCCCCCC)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C45H80O2/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-43(46)47-38-29-31-44(6)37(33-38)25-26-39-41-28-27-40(45(41,7)32-30-42(39)44)35(5)23-24-36(9-2)34(3)4/h25,34-36,38-42H,8-24,26-33H2,1-7H3/t35-,36-,38+,39+,40-,41+,42+,44+,45-/m1/s1

> <INCHI_KEY>
IWTJDVBNIUPPPB-FPNUYMRSSA-N

> <FORMULA>
C45H80O2

> <MOLECULAR_WEIGHT>
653.133

> <EXACT_MASS>
652.615831816

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
127

> <JCHEM_AVERAGE_POLARIZABILITY>
88.82072148161427

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl hexadecanoate

> <ALOGPS_LOGP>
10.56

> <JCHEM_LOGP>
14.765530694333336

> <ALOGPS_LOGS>
-8.04

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0421985486871135

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
203.35750000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.92e-06 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl hexadecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-AUG-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-AUG-19         0                                  
HETATM    1  C   UNK     0     -17.338  20.790   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.758  28.913   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.239  29.874   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.776  30.698   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.130  24.656   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336  22.330   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.410  24.784   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -16.004  21.560   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.727  27.769   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -14.671  20.790   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -13.337  21.560   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -12.003  20.790   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -10.669  21.560   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -9.336  20.790   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.002  21.560   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.668  20.790   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.335  21.560   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001  20.790   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667  21.560   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334  20.790   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000  21.560   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334  20.790   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.684  27.265   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.191  26.945   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668  25.410   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.002  26.180   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.521  27.847   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.990  27.686   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.668  20.790   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.669  23.100   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.002  21.560   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      12.003  23.870   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.335  23.100   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      17.745  29.554   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      14.654  26.120   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      18.221  28.089   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.668  23.870   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.335  21.560   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.336  25.410   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      13.147  26.440   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      10.669  26.180   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.336  23.870   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.667  21.560   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       8.002  23.100   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      12.003  25.410   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       2.667  23.100   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       4.001  20.790   0.000  0.00  0.00           O+0
HETATM   48  H   UNK     0      16.160  25.800   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      18.697  26.624   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       4.001  22.330   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0       9.336  26.950   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      14.117  27.637   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      10.669  24.640   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0       8.002  24.640   0.000  0.00  0.00           H+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   34                                                            
CONECT    4   34                                                            
CONECT    5   35                                                            
CONECT    6   44                                                            
CONECT    7   45                                                            
CONECT    8    1   10                                                       
CONECT    9    2   36                                                       
CONECT   10    8   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                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   43                                                       
CONECT   23   24   35                                                       
CONECT   24   23   36                                                       
CONECT   25   26   37                                                       
CONECT   26   25   39                                                       
CONECT   27   28   40                                                       
CONECT   28   27   41                                                       
CONECT   29   31   38                                                       
CONECT   30   32   42                                                       
CONECT   31   29   44                                                       
CONECT   32   30   45                                                       
CONECT   33   37   38                                                       
CONECT   34    3    4   36                                                  
CONECT   35    5   23   40   48                                             
CONECT   36    9   24   34   49                                             
CONECT   37   25   33   44                                                  
CONECT   38   29   33   47   50                                             
CONECT   39   26   41   42   51                                             
CONECT   40   27   35   45   52                                             
CONECT   41   28   39   45   53                                             
CONECT   42   30   39   44   54                                             
CONECT   43   22   46   47                                                  
CONECT   44    6   31   37   42                                             
CONECT   45    7   32   40   41                                             
CONECT   46   43                                                            
CONECT   47   38   43                                                       
CONECT   48   35                                                            
CONECT   49   36                                                            
CONECT   50   38                                                            
CONECT   51   39                                                            
CONECT   52   40                                                            
CONECT   53   41                                                            
CONECT   54   42                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  114    0
END

View in JSmol

Synonyms

Value	Source
beta-Sitosterol palmitate	MeSH
Sitosterol palmitate	MeSH

Chemical Formula

C₄₅H₈₀O₂

Average Mass

653.1330 Da

Monoisotopic Mass

652.61583 Da

IUPAC Name

(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl hexadecanoate

Traditional Name

(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl hexadecanoate

CAS Registry Number

Not Available

SMILES

[H][C@@](CC)(CC[C@@]([H])(C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@]([H])(CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC(=O)CCCCCCCCCCCCCCC)C(C)C

InChI Identifier

InChI=1S/C45H80O2/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-43(46)47-38-29-31-44(6)37(33-38)25-26-39-41-28-27-40(45(41,7)32-30-42(39)44)35(5)23-24-36(9-2)34(3)4/h25,34-36,38-42H,8-24,26-33H2,1-7H3/t35-,36-,38+,39+,40-,41+,42+,44+,45-/m1/s1

InChI Key

IWTJDVBNIUPPPB-FPNUYMRSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Acacia pennatula	Plant	KNApSAcK
Angelica archangelica	LOTUS Database	35616633
Astilbe chinensis	LOTUS Database	35616633
Boerhavia diffusa	LOTUS Database	35616633
Citrus trifoliata	LOTUS Database	35616633
Crescentia alata	LOTUS Database	35616633
Nymphaea caerulea	Plant	KNApSAcK
Piper betle	Plant	KNApSAcK
Piptadenia macrocarpa	Plant	KNApSAcK
Pteris wallichiana	Plant	KNApSAcK
Serenoa repens	LOTUS Database	35616633
Zanthoxylum leprieurii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
C24-propyl-sterol-skeleton
Steroid ester
Steroid
Delta-5-steroid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Steryl esters (LMST01020047 )

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	10.56	ALOGPS
logP	14.77	ChemAxon
logS	-8	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	203.36 m³·mol⁻¹	ChemAxon
Polarizability	88.82 Å³	ChemAxon
Number of Rings	4	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

8028281

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9852570

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for caffeoyl pentose (NP0050055)

MOL for NP0050055 (caffeoyl pentose )

3D MOL for NP0050055 (caffeoyl pentose )

3D SDF for NP0050055 (caffeoyl pentose )

3D-SDF for NP0050055 (caffeoyl pentose )

PDB for NP0050055 (caffeoyl pentose )

3D PDB for NP0050055 (caffeoyl pentose )

SMILES for NP0050055 (caffeoyl pentose )

INCHI for NP0050055 (caffeoyl pentose )

Structure for NP0050055 (caffeoyl pentose )

3D Structure for NP0050055 (caffeoyl pentose )