NP-MRD: Showing NP-Card for 6-{7-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-11-methoxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-3-methylideneheptanoic acid (NP0224324)

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Record Information

Version

2.0

Created at

2022-09-06 02:39:15 UTC

Updated at

2022-09-06 02:39:15 UTC

NP-MRD ID

NP0224324

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-{7-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-11-methoxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-3-methylideneheptanoic acid

Description

6-{5-[(3-Hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-16-methoxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadeca-1(17),9-dien-14-yl}-2-methyl-3-methylideneheptanoic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 6-{7-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-11-methoxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-3-methylideneheptanoic acid is found in Fomitopsis betulina. Based on a literature review very few articles have been published on 6-{5-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-16-methoxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadeca-1(17),9-dien-14-yl}-2-methyl-3-methylideneheptanoic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062204392D          

 47 50  0  0  0  0            999 V2000
   -2.6866   -3.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6866   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4010   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1155   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8300   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5445   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8300   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1625   -0.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4175    0.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2425    0.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9069    1.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7945    0.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5396    1.6737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0916    2.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8986    2.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1535    1.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4085    0.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9605    1.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5125    1.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2576    2.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8096    3.1699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6166    2.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8715    2.2137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1686    3.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9756    3.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8041    2.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1471    4.2469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7826    3.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3346    3.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0797    4.6661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1416    3.7100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6936    4.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4506    2.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5939    3.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8572    3.3014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6015    0.7175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8564   -0.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3044   -0.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5593   -1.4648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0073   -2.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4974   -0.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6689   -1.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9721   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9721   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2576   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5432   -1.8186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2576   -3.0561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  5  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
 10 12  1  0  0  0  0
 12 13  2  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  1  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  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 20 33  1  0  0  0  0
 15 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 16 36  1  0  0  0  0
 12 36  1  0  0  0  0
 36 37  2  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
 38 41  1  0  0  0  0
  7 41  1  0  0  0  0
 10 41  1  0  0  0  0
 41 42  1  0  0  0  0
  2 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  2  0  0  0  0
 45 47  1  0  0  0  0
M  END


  Mrv1652309062204392D          

 47 50  0  0  0  0            999 V2000
   -2.6866   -3.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6866   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4010   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1155   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8300   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5445   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8300   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1625   -0.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4175    0.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2425    0.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9069    1.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7945    0.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5396    1.6737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0916    2.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8986    2.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1535    1.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4085    0.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9605    1.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5125    1.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2576    2.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8096    3.1699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6166    2.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8715    2.2137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1686    3.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9756    3.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8041    2.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1471    4.2469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7826    3.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3346    3.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0797    4.6661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1416    3.7100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6936    4.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4506    2.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5939    3.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8572    3.3014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6015    0.7175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8564   -0.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3044   -0.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5593   -1.4648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0073   -2.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4974   -0.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6689   -1.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9721   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9721   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2576   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5432   -1.8186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2576   -3.0561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  5  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
 10 12  1  0  0  0  0
 12 13  2  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  1  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  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 20 33  1  0  0  0  0
 15 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 16 36  1  0  0  0  0
 12 36  1  0  0  0  0
 36 37  2  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
 38 41  1  0  0  0  0
  7 41  1  0  0  0  0
 10 41  1  0  0  0  0
 41 42  1  0  0  0  0
  2 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  2  0  0  0  0
 45 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0224324

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1C=C2C(=CCC3C(C)(C)C(CCC23C)OC(=O)CC(C)(O)CC(=O)OC)C2(C)CCC(C(C)CCC(=C)C(C)C(O)=O)C12C

> <INCHI_IDENTIFIER>
InChI=1S/C39H60O8/c1-23(25(3)34(42)43)12-13-24(2)26-16-19-38(8)27-14-15-29-35(4,5)30(47-33(41)22-36(6,44)21-32(40)46-11)17-18-37(29,7)28(27)20-31(45-10)39(26,38)9/h14,20,24-26,29-31,44H,1,12-13,15-19,21-22H2,2-11H3,(H,42,43)

> <INCHI_KEY>
HDEYPWNVBOCOQU-UHFFFAOYSA-N

> <FORMULA>
C39H60O8

> <MOLECULAR_WEIGHT>
656.901

> <EXACT_MASS>
656.428818892

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
107

> <JCHEM_AVERAGE_POLARIZABILITY>
75.57110148540755

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-{5-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-16-methoxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(17),9-dien-14-yl}-2-methyl-3-methylideneheptanoic acid

> <JCHEM_LOGP>
6.2557758843333335

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.52045112275611

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.517311479636446

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0085546789253366

> <JCHEM_POLAR_SURFACE_AREA>
119.36

> <JCHEM_REFRACTIVITY>
182.35600000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
6-{5-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-16-methoxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(17),9-dien-14-yl}-2-methyl-3-methylideneheptanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.015  -5.705   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.015  -4.165   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.349  -3.395   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.682  -4.165   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.016  -3.395   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -10.350  -4.165   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.016  -1.855   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -7.770  -0.950   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.246   0.515   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.786   0.515   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.160   1.922   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -10.816   1.660   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -10.341   3.124   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -11.371   4.269   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -12.877   3.948   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -13.353   2.484   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -13.829   1.019   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -14.860   2.164   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -15.890   3.308   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -15.414   4.773   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0     -16.445   5.917   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0     -17.951   5.597   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0     -18.427   4.132   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0     -18.981   6.741   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -20.488   6.421   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -20.168   4.915   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -20.808   7.928   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0     -21.994   6.101   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -23.025   7.245   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0     -22.549   8.710   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0     -24.531   6.925   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0     -25.561   8.070   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -13.908   5.093   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -14.175   6.609   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -12.800   6.163   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -12.323   1.339   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -12.799  -0.125   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -11.768  -1.270   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0     -12.244  -2.734   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0     -11.214  -3.879   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -10.262  -0.950   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -10.582  -2.456   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -3.681  -3.395   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -3.681  -1.855   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -2.348  -4.165   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -1.014  -3.395   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -2.348  -5.705   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   43                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   41                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   41                                             
CONECT   11   10                                                            
CONECT   12   10   13   36                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   33                                                  
CONECT   16   15   17   18   36                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   33                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31                                                            
CONECT   33   20   15   34   35                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   16   12   37                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   41                                                  
CONECT   39   38   40                                                       
CONECT   40   39                                                            
CONECT   41   38    7   10   42                                             
CONECT   42   41                                                            
CONECT   43    2   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  100    0
END

View in JSmol

Synonyms

Value	Source
6-{5-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-16-methoxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0,.0,]heptadeca-1(17),9-dien-14-yl}-2-methyl-3-methylideneheptanoate	Generator

Chemical Formula

C₃₉H₆₀O₈

Average Mass

656.9010 Da

Monoisotopic Mass

656.42882 Da

IUPAC Name

6-{5-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-16-methoxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(17),9-dien-14-yl}-2-methyl-3-methylideneheptanoic acid

Traditional Name

6-{5-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-16-methoxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(17),9-dien-14-yl}-2-methyl-3-methylideneheptanoic acid

CAS Registry Number

Not Available

SMILES

COC1C=C2C(=CCC3C(C)(C)C(CCC23C)OC(=O)CC(C)(O)CC(=O)OC)C2(C)CCC(C(C)CCC(=C)C(C)C(O)=O)C12C

InChI Identifier

InChI=1S/C39H60O8/c1-23(25(3)34(42)43)12-13-24(2)26-16-19-38(8)27-14-15-29-35(4,5)30(47-33(41)22-36(6,44)21-32(40)46-11)17-18-37(29,7)28(27)20-31(45-10)39(26,38)9/h14,20,24-26,29-31,44H,1,12-13,15-19,21-22H2,2-11H3,(H,42,43)

InChI Key

HDEYPWNVBOCOQU-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
Fomitopsis betulina	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
Ergostane-skeleton
Cholane-skeleton
Bile acid, alcohol, or derivatives
Steroid ester
Steroid acid
Steroid
Delta-7-steroid
Tricarboxylic acid or derivatives
Fatty acid methyl ester
Fatty acid ester
Fatty acyl
Methyl ester
Tertiary alcohol
Carboxylic acid ester
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	6.26	ChemAxon
pKa (Strongest Acidic)	4.52	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	119.36 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	182.36 m³·mol⁻¹	ChemAxon
Polarizability	75.57 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

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

162815141

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-{7-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-11-methoxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-3-methylideneheptanoic acid (NP0224324)

MOL for NP0224324 (6-{7-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-11-methoxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-3-methylideneheptanoic acid)

3D MOL for NP0224324 (6-{7-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-11-methoxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-3-methylideneheptanoic acid)

3D SDF for NP0224324 (6-{7-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-11-methoxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-3-methylideneheptanoic acid)

3D-SDF for NP0224324 (6-{7-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-11-methoxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-3-methylideneheptanoic acid)

PDB for NP0224324 (6-{7-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-11-methoxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-3-methylideneheptanoic acid)

3D PDB for NP0224324 (6-{7-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-11-methoxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-3-methylideneheptanoic acid)

SMILES for NP0224324 (6-{7-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-11-methoxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-3-methylideneheptanoic acid)

INCHI for NP0224324 (6-{7-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-11-methoxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-3-methylideneheptanoic acid)

Structure for NP0224324 (6-{7-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-11-methoxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-3-methylideneheptanoic acid)

3D Structure for NP0224324 (6-{7-[(3-hydroxy-5-methoxy-3-methyl-5-oxopentanoyl)oxy]-11-methoxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-3-methylideneheptanoic acid)