Np mrd loader

Showing NP-Card for sitosteryl-16:0 (NP0050063)

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Record Information
Version2.0
Created at2022-03-17 21:22:37 UTC
Updated at2022-03-17 21:22:37 UTC
NP-MRD IDNP0050063
Secondary Accession NumbersNone
Natural Product Identification
Common Namesitosteryl-16:0
Description18:1 Stigmasterol ester belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Thus, 18:1 Stigmasterol ester is considered to be a sterol lipid molecule. 18:1 Stigmasterol ester is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0050063 (sitosteryl-16:0)


  Mrv1652308141918282D          

 60 63  0  0  1  0            999 V2000
  -12.1460    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5560   12.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9769   11.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6798   10.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9618    9.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0405    9.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3630   12.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2589   10.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0659   10.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5644   11.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7439   11.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4249   11.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7069   10.2805    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6179   11.3352    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.8375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    9.9000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8999   10.4520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   10.3125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    9.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    8.6625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868    9.9000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    6.1875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0040   11.6782    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3208    9.9375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5139   10.1090    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8110   11.5067    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    8.2500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   10.7250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4191   11.0932    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    9.4875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    9.4875    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  2  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
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 26 25  2  0  0  0  0
 28 27  1  0  0  0  0
 30 29  1  0  0  0  0
 33 31  1  0  0  0  0
 34 32  1  0  0  0  0
 36  3  1  0  0  0  0
 36  4  1  0  0  0  0
 37  5  1  0  0  0  0
 37 25  1  0  0  0  0
 38  9  1  0  0  0  0
 38 26  1  0  0  0  0
 38 36  1  0  0  0  0
 39 27  2  0  0  0  0
 39 35  1  0  0  0  0
 40 31  1  0  0  0  0
 40 35  1  0  0  0  0
 41 28  1  0  0  0  0
 42 29  1  0  0  0  0
 42 37  1  6  0  0  0
 43 30  1  0  0  0  0
 41 43  1  0  0  0  0
 44 32  1  0  0  0  0
 41 44  1  0  0  0  0
 45 24  1  0  0  0  0
 46  6  1  6  0  0  0
 46 33  1  0  0  0  0
 46 39  1  0  0  0  0
 44 46  1  0  0  0  0
 47  7  1  6  0  0  0
 47 34  1  0  0  0  0
 47 42  1  0  0  0  0
 43 47  1  0  0  0  0
 48 45  2  0  0  0  0
 40 49  1  0  0  0  0
 49 45  1  0  0  0  0
 50 16  1  0  0  0  0
 51 17  1  0  0  0  0
 52 25  1  0  0  0  0
 53 26  1  0  0  0  0
 37 54  1  6  0  0  0
 38 55  1  6  0  0  0
 40 56  1  1  0  0  0
 41 57  1  6  0  0  0
 42 58  1  1  0  0  0
 43 59  1  1  0  0  0
 44 60  1  1  0  0  0
M  END
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3D MOL for NP0050063 (sitosteryl-16:0)

Download
3D SDF for NP0050063 (sitosteryl-16:0)

  Mrv1652308141918282D          

 60 63  0  0  1  0            999 V2000
  -12.1460    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5560   12.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9769   11.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6798   10.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9618    9.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0405    9.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3630   12.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2589   10.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0659   10.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5644   11.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7439   11.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4249   11.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7069   10.2805    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6179   11.3352    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.8375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    9.9000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8999   10.4520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   10.3125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    9.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    8.6625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868    9.9000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    6.1875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0040   11.6782    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3208    9.9375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5139   10.1090    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8110   11.5067    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    8.2500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   10.7250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4191   11.0932    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    9.4875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    9.4875    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  2  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
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 26 25  2  0  0  0  0
 28 27  1  0  0  0  0
 30 29  1  0  0  0  0
 33 31  1  0  0  0  0
 34 32  1  0  0  0  0
 36  3  1  0  0  0  0
 36  4  1  0  0  0  0
 37  5  1  0  0  0  0
 37 25  1  0  0  0  0
 38  9  1  0  0  0  0
 38 26  1  0  0  0  0
 38 36  1  0  0  0  0
 39 27  2  0  0  0  0
 39 35  1  0  0  0  0
 40 31  1  0  0  0  0
 40 35  1  0  0  0  0
 41 28  1  0  0  0  0
 42 29  1  0  0  0  0
 42 37  1  6  0  0  0
 43 30  1  0  0  0  0
 41 43  1  0  0  0  0
 44 32  1  0  0  0  0
 41 44  1  0  0  0  0
 45 24  1  0  0  0  0
 46  6  1  6  0  0  0
 46 33  1  0  0  0  0
 46 39  1  0  0  0  0
 44 46  1  0  0  0  0
 47  7  1  6  0  0  0
 47 34  1  0  0  0  0
 47 42  1  0  0  0  0
 43 47  1  0  0  0  0
 48 45  2  0  0  0  0
 40 49  1  0  0  0  0
 49 45  1  0  0  0  0
 50 16  1  0  0  0  0
 51 17  1  0  0  0  0
 52 25  1  0  0  0  0
 53 26  1  0  0  0  0
 37 54  1  6  0  0  0
 38 55  1  6  0  0  0
 40 56  1  1  0  0  0
 41 57  1  6  0  0  0
 42 58  1  1  0  0  0
 43 59  1  1  0  0  0
 44 60  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0050063

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)O[C@@]1([H])CC[C@@]2(C)C(C1)=CC[C@@]1([H])[C@]3([H])CC[C@]([H])([C@]([H])(C)C(\[H])=C(/[H])[C@@]([H])(CC)C(C)C)[C@@]3(C)CC[C@]21[H]

> <INCHI_IDENTIFIER>
InChI=1S/C47H80O2/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-45(48)49-40-31-33-46(6)39(35-40)27-28-41-43-30-29-42(47(43,7)34-32-44(41)46)37(5)25-26-38(9-2)36(3)4/h16-17,25-27,36-38,40-44H,8-15,18-24,28-35H2,1-7H3/b17-16-,26-25+/t37-,38-,40+,41+,42-,43+,44+,46+,47-/m1/s1

> <INCHI_KEY>
FBQNVDGEJMFTTK-FPTIKDCHSA-N

> <FORMULA>
C47H80O2

> <MOLECULAR_WEIGHT>
677.155

> <EXACT_MASS>
676.615831816

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
129

> <JCHEM_AVERAGE_POLARIZABILITY>
89.55389673282465

> <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,3E,5S)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl (9Z)-octadec-9-enoate

> <ALOGPS_LOGP>
10.68

> <JCHEM_LOGP>
14.930824711000003

> <ALOGPS_LOGS>
-8.09

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.042198548687182

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
214.79270000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.48e-06 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,3E,5S)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl (9Z)-octadec-9-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0050063 (sitosteryl-16:0)
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PDB for NP0050063 (sitosteryl-16:0)
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     -22.673  11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.238  22.944   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.757  21.983   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.202  19.374   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.129  17.726   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  15.400   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.409  17.854   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -21.339  12.320   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.744  22.624   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -20.005  11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -18.672  12.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -17.338  11.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -16.004  12.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -14.671  11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -13.337  12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -12.003  11.550   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.669  12.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -10.669  13.860   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -9.336  14.630   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -8.002  13.860   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.668  14.630   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.335  13.860   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.001  14.630   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.683  20.335   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.190  20.015   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.667  18.480   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.001  19.250   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.520  20.917   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.989  20.756   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.667  13.860   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.668  16.170   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.001  14.630   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.002  16.940   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.334  16.170   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      15.726  20.839   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      10.653  19.190   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      14.220  21.159   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.667  16.940   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.334  14.630   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       5.335  18.480   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.146  19.510   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       6.668  19.250   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       5.335  16.940   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -1.334  14.630   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       4.001  16.170   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       8.002  18.480   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -1.334  16.170   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       0.000  13.860   0.000  0.00  0.00           O+0
HETATM   50  H   UNK     0     -12.003  10.010   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      -9.336  11.550   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      11.207  21.799   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      13.665  18.550   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      12.159  18.870   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      12.714  21.479   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.000  15.400   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0       5.335  20.020   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0      10.116  20.707   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0       6.668  17.710   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0       4.001  17.710   0.000  0.00  0.00           H+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   36                                                            
CONECT    4   36                                                            
CONECT    5   37                                                            
CONECT    6   46                                                            
CONECT    7   47                                                            
CONECT    8    1   10                                                       
CONECT    9    2   38                                                       
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   50                                                  
CONECT   17   16   18   51                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   45                                                       
CONECT   25   26   37   52                                                  
CONECT   26   25   38   53                                                  
CONECT   27   28   39                                                       
CONECT   28   27   41                                                       
CONECT   29   30   42                                                       
CONECT   30   29   43                                                       
CONECT   31   33   40                                                       
CONECT   32   34   44                                                       
CONECT   33   31   46                                                       
CONECT   34   32   47                                                       
CONECT   35   39   40                                                       
CONECT   36    3    4   38                                                  
CONECT   37    5   25   42   54                                             
CONECT   38    9   26   36   55                                             
CONECT   39   27   35   46                                                  
CONECT   40   31   35   49   56                                             
CONECT   41   28   43   44   57                                             
CONECT   42   29   37   47   58                                             
CONECT   43   30   41   47   59                                             
CONECT   44   32   41   46   60                                             
CONECT   45   24   48   49                                                  
CONECT   46    6   33   39   44                                             
CONECT   47    7   34   42   43                                             
CONECT   48   45                                                            
CONECT   49   40   45                                                       
CONECT   50   16                                                            
CONECT   51   17                                                            
CONECT   52   25                                                            
CONECT   53   26                                                            
CONECT   54   37                                                            
CONECT   55   38                                                            
CONECT   56   40                                                            
CONECT   57   41                                                            
CONECT   58   42                                                            
CONECT   59   43                                                            
CONECT   60   44                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  126    0
END

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3D PDB for NP0050063 (sitosteryl-16:0)
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SMILES for NP0050063 (sitosteryl-16:0)
[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)O[C@@]1([H])CC[C@@]2(C)C(C1)=CC[C@@]1([H])[C@]3([H])CC[C@]([H])([C@]([H])(C)C(\[H])=C(/[H])[C@@]([H])(CC)C(C)C)[C@@]3(C)CC[C@]21[H]
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INCHI for NP0050063 (sitosteryl-16:0)
InChI=1S/C47H80O2/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-45(48)49-40-31-33-46(6)39(35-40)27-28-41-43-30-29-42(47(43,7)34-32-44(41)46)37(5)25-26-38(9-2)36(3)4/h16-17,25-27,36-38,40-44H,8-15,18-24,28-35H2,1-7H3/b17-16-,26-25+/t37-,38-,40+,41+,42-,43+,44+,46+,47-/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC47H80O2
Average Mass677.1550 Da
Monoisotopic Mass676.61583 Da
IUPAC Name(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,3E,5S)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl (9Z)-octadec-9-enoate
Traditional Name(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,3E,5S)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl (9Z)-octadec-9-enoate
CAS Registry NumberNot Available
SMILES
[H]\C(CCCCCCCC)=C(/[H])CCCCCCCC(=O)O[C@@]1([H])CC[C@@]2(C)C(C1)=CC[C@@]1([H])[C@]3([H])CC[C@]([H])([C@]([H])(C)C(\[H])=C(/[H])[C@@]([H])(CC)C(C)C)[C@@]3(C)CC[C@]21[H]
InChI Identifier
InChI=1S/C47H80O2/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-45(48)49-40-31-33-46(6)39(35-40)27-28-41-43-30-29-42(47(43,7)34-32-44(41)46)37(5)25-26-38(9-2)36(3)4/h16-17,25-27,36-38,40-44H,8-15,18-24,28-35H2,1-7H3/b17-16-,26-25+/t37-,38-,40+,41+,42-,43+,44+,46+,47-/m1/s1
InChI KeyFBQNVDGEJMFTTK-FPTIKDCHSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTriterpenoids  
Direct ParentTriterpenoids  
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 FrameworkAliphatic homopolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP10.68ALOGPS
logP14.93ChemAxon
logS-8.1ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count22ChemAxon
Refractivity214.79 m³·mol⁻¹ChemAxon
Polarizability89.55 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID58828384  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound68531691  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available