NP-MRD: Showing NP-Card for (6-{[1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate (NP0230991)

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Record Information

Version

2.0

Created at

2022-09-06 11:38:01 UTC

Updated at

2022-09-06 11:38:01 UTC

NP-MRD ID

NP0230991

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(6-{[1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate

Description

(6-{[14-(5-Ethyl-6-methylhept-3-en-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-9-en-5-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate belongs to the class of organic compounds known as stigmastanes and derivatives. (6-{[1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate is found in Phytolacca americana. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24 (6-{[14-(5-ethyl-6-methylhept-3-en-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-9-en-5-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171519532D          

 58 62  0  0  0  0            999 V2000
   17.8618   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7210   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4354   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1499   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8644   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5788   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5788   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2933   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0078   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7223   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4367   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1512   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8657   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5801   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5801   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2946   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0091   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0091   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0091   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7235   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4380   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4380   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1525   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9371   -3.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4220   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9371   -4.3799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1921   -5.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6400   -5.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9990   -5.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2540   -6.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0609   -6.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3159   -7.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1228   -7.2484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6130   -5.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4199   -5.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3580   -4.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1525   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2387   -4.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4380   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7235   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7235   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2946   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1512   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8657   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4367   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4367   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7223   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0078   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  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
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 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
 27 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
 32 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
 39 37  1  4  0  0  0
 39 40  2  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
 41 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 36 47  1  0  0  0  0
 33 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 27 51  1  0  0  0  0
 32 51  1  0  0  0  0
 29 52  1  0  0  0  0
 24 52  1  0  0  0  0
 22 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 57  1  0  0  0  0
 20 57  1  0  0  0  0
 57 58  1  0  0  0  0
M  END

     RDKit          3D

146150  0  0  0  0  0  0  0  0999 V2000
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   15.2203   -0.9145   -0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7070    0.2540   -0.9438 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3825   -0.0985   -1.6442 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3433   -0.5178   -0.6566 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0517    0.5754    0.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0296    0.1567    1.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7089   -0.2451    0.8149 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9530    0.7686    0.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5927    2.0198    0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8151    2.9186   -0.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5562    2.2570   -0.6705 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6044    1.9018    0.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7561    2.3320    1.5565 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5133    1.0789    0.1327 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914    0.7344    1.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5547   -0.2548    0.6332 C   0  0  1  0  0  0  0  0  0  0  0  0
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    0.7965   -0.5807   -0.8685 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -3.0799   -1.0925    0.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2017   -0.0959    0.5591 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -8.1283   -1.2824   -0.7132 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -9.5563   -1.4186   -0.2802 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.5835   -0.6808   -1.0245 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004171519532D          

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M  END
> <DATABASE_ID>
NP0230991

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCC(=O)OCC1OC(OC2CCC3(C)C(CC=C4C5CCC(C(C)C=CC(CC)C(C)C)C5(C)CCC34)C2)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C51H88O7/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-45(52)56-34-44-46(53)47(54)48(55)49(58-44)57-39-29-31-50(6)38(33-39)25-26-40-42-28-27-41(51(42,7)32-30-43(40)50)36(5)23-24-37(9-2)35(3)4/h23-24,26,35-39,41-44,46-49,53-55H,8-22,25,27-34H2,1-7H3

> <INCHI_KEY>
MHTLMDOOOKZQCO-UHFFFAOYSA-N

> <FORMULA>
C51H88O7

> <MOLECULAR_WEIGHT>
813.258

> <EXACT_MASS>
812.653005174

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
146

> <JCHEM_AVERAGE_POLARIZABILITY>
100.4693285361221

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6-{[14-(5-ethyl-6-methylhept-3-en-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate

> <ALOGPS_LOGP>
9.75

> <JCHEM_LOGP>
12.632773392000004

> <ALOGPS_LOGS>
-6.90

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.214814078140709

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.212181523246203

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6490850956842786

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
236.8874000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.02e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6-{[14-(5-ethyl-6-methylhept-3-en-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      33.342  -3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      34.676  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      36.009  -3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      37.343  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      38.677  -3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      40.010  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      41.344  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      42.678  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      44.011  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      45.345  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      46.679  -3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      48.012  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      49.346  -3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      50.680  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      52.013  -3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      53.347  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      53.347  -1.540   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      54.681  -3.850   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      56.015  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      57.348  -3.850   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      58.682  -3.080   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      60.016  -3.850   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      61.349  -3.080   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      62.683  -3.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      62.683  -5.390   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      64.017  -6.160   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      65.350  -5.390   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      65.350  -6.930   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      65.350  -3.850   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      66.684  -3.080   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      68.018  -3.850   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      68.018  -5.390   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      69.351  -6.160   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      70.816  -5.684   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      71.721  -6.930   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      70.816  -8.176   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      71.292  -9.641   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      70.261 -10.785   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      72.798  -9.961   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      73.274 -11.425   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      74.780 -11.746   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      75.256 -13.210   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      76.763 -13.530   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      75.811 -10.601   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      77.317 -10.921   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      75.335  -9.136   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      69.351  -7.700   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      69.512  -9.232   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      68.018  -8.470   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      66.684  -7.700   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      66.684  -6.160   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      64.017  -3.080   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      60.016  -5.390   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      61.349  -6.160   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      58.682  -6.160   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      58.682  -7.700   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      57.348  -5.390   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      56.015  -6.160   0.000  0.00  0.00           O+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                                                       
CONECT   20   19   21   57                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   53                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   52                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29   51                                             
CONECT   28   27                                                            
CONECT   29   27   30   52                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   51                                                  
CONECT   33   32   34   47                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   47                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   44                                                  
CONECT   42   41   43                                                       
CONECT   43   42                                                            
CONECT   44   41   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44                                                            
CONECT   47   36   33   48   49                                             
CONECT   48   47                                                            
CONECT   49   47   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   27   32                                                  
CONECT   52   29   24                                                       
CONECT   53   22   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   56   57                                                  
CONECT   56   55                                                            
CONECT   57   55   20   58                                                  
CONECT   58   57                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  124    0
END

View in JSmol

Synonyms

Value	Source
(6-{[14-(5-ethyl-6-methylhept-3-en-2-yl)-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadec-9-en-5-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoic acid	Generator
(6-{[14-(5-ethyl-6-methylhept-3-en-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoic acid	Generator

Chemical Formula

C₅₁H₈₈O₇

Average Mass

813.2580 Da

Monoisotopic Mass

812.65301 Da

IUPAC Name

(6-{[14-(5-ethyl-6-methylhept-3-en-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate

Traditional Name

(6-{[14-(5-ethyl-6-methylhept-3-en-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCC(=O)OCC1OC(OC2CCC3(C)C(CC=C4C5CCC(C(C)C=CC(CC)C(C)C)C5(C)CCC34)C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C51H88O7/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-45(52)56-34-44-46(53)47(54)48(55)49(58-44)57-39-29-31-50(6)38(33-39)25-26-40-42-28-27-41(51(42,7)32-30-43(40)50)36(5)23-24-37(9-2)35(3)4/h23-24,26,35-39,41-44,46-49,53-55H,8-22,25,27-34H2,1-7H3

InChI Key

MHTLMDOOOKZQCO-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Phytolacca americana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents

Substituents

Stigmastane-skeleton
Triterpenoid
Steroidal glycoside
Saccharolipid
Delta-7-steroid
Glycosyl compound
O-glycosyl compound
Monosaccharide
Oxane
Secondary alcohol
Carboxylic acid ester
Polyol
Acetal
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
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	9.75	ALOGPS
logP	12.63	ChemAxon
logS	-6.9	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	236.89 m³·mol⁻¹	ChemAxon
Polarizability	100.47 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 (6-{[1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate (NP0230991)

MOL for NP0230991 ((6-{[1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate)

3D MOL for NP0230991 ((6-{[1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate)

3D SDF for NP0230991 ((6-{[1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate)

3D-SDF for NP0230991 ((6-{[1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate)

PDB for NP0230991 ((6-{[1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate)

3D PDB for NP0230991 ((6-{[1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate)

SMILES for NP0230991 ((6-{[1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate)

INCHI for NP0230991 ((6-{[1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate)

Structure for NP0230991 ((6-{[1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate)

3D Structure for NP0230991 ((6-{[1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methyl hexadecanoate)