NP-MRD: Showing NP-Card for methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1h,2h,3h,4h,7h,8h-cyclopenta[a]naphthalen-6-yl}propanoate (NP0298358)

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Record Information

Version

2.0

Created at

2022-09-10 09:33:28 UTC

Updated at

2022-09-10 09:33:28 UTC

NP-MRD ID

NP0298358

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1h,2h,3h,4h,7h,8h-cyclopenta[a]naphthalen-6-yl}propanoate

Description

Methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1H,2H,3H,3aH,4H,6H,7H,8H,9bH-cyclopenta[a]naphthalen-6-yl}propanoate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review very few articles have been published on methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1H,2H,3H,3aH,4H,6H,7H,8H,9bH-cyclopenta[a]naphthalen-6-yl}propanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102211332D          

 41 44  0  0  0  0            999 V2000
    0.3144    3.4243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1458    2.6168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7610    2.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5446    2.3248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5924    1.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2075    0.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2729    0.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1551    1.0248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6110    1.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2592    0.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7288    2.1476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -0.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0183    0.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140   -0.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7978    0.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3503    0.4140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1266    0.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7566    0.6673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7192   -1.6194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -1.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -1.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0449   -0.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1945    0.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2460   -1.5981    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  2  0  0  0  0
  3  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
 10 12  2  0  0  0  0
  7 13  1  0  0  0  0
 13 14  2  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
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 18 30  1  0  0  0  0
 30 31  1  0  0  0  0
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 16 32  1  0  0  0  0
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 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
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  7 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
M  END

     RDKit          3D

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   -3.2527   -0.9965   -1.4245 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -3.7484   -3.2455   -2.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
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 39 83  1  0
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 40 86  1  0
 40 87  1  0
 40 88  1  0
 41 89  1  0
M  END


  Mrv1652309102211332D          

 41 44  0  0  0  0            999 V2000
    0.3144    3.4243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1458    2.6168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7610    2.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5446    2.3248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5924    1.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2075    0.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2729    0.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1551    1.0248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6110    1.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2592    0.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7288    2.1476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -0.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0183    0.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140   -0.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9440    0.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7978    0.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7203   -0.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3503    0.4140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1266    0.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7566    0.6673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2728   -0.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0491   -0.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6428   -1.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8665   -0.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2365   -1.4632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -1.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108   -1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -0.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7192   -1.6194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -1.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -1.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0449   -0.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1945    0.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2460   -1.5981    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  2  0  0  0  0
  3  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
 10 12  2  0  0  0  0
  7 13  1  0  0  0  0
 13 14  2  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
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 27 28  1  0  0  0  0
 21 28  1  0  0  0  0
 28 29  1  0  0  0  0
 18 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 16 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 13 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
  7 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0298358

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CCC1(COC(C)=O)C(CC=C2C1=CCC1(C)C(CCC21C)C(C)C1OC(=O)C(C)=CC1O)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C33H48O8/c1-19-17-25(35)28(41-29(19)37)20(2)22-11-14-32(7)23-9-10-26(30(4,5)38)33(18-40-21(3)34,16-13-27(36)39-8)24(23)12-15-31(22,32)6/h9,12,17,20,22,25-26,28,35,38H,10-11,13-16,18H2,1-8H3

> <INCHI_KEY>
MLFKTFLFHVRFER-UHFFFAOYSA-N

> <FORMULA>
C33H48O8

> <MOLECULAR_WEIGHT>
572.739

> <EXACT_MASS>
572.334918506

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
63.99877021743089

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1H,2H,3H,3aH,4H,6H,7H,8H,9bH-cyclopenta[a]naphthalen-6-yl}propanoate

> <JCHEM_LOGP>
3.6383910816666662

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.046906929280848

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.698486146631843

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7874364933845808

> <JCHEM_POLAR_SURFACE_AREA>
119.36000000000001

> <JCHEM_REFRACTIVITY>
156.2187

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1H,2H,3H,4H,7H,8H-cyclopenta[a]naphthalen-6-yl}propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       0.587   6.392   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.272   4.885   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.420   3.858   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.883   4.340   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.106   2.351   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.254   1.325   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.939  -0.183   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.509   0.389   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.289   1.913   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.140   2.485   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.351   1.532   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.360   4.009   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.479  -0.231   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.290   1.078   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.829   1.030   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.557  -0.327   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.501   0.890   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.053  -0.694   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.229   0.300   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.956   1.816   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.678  -0.221   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      11.854   0.773   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      13.303   0.251   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      14.479   1.246   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      13.576  -1.264   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.025  -1.786   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.400  -2.258   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.951  -1.737   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.775  -2.731   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       8.166  -2.230   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.740  -2.812   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.746  -1.636   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.076  -3.023   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.207  -1.588   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.395  -2.897   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.856  -2.849   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.128  -1.492   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.411  -1.444   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.950  -1.396   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.363   0.095   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -0.459  -2.983   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   13   37                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    7   14   34                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18   32                                             
CONECT   17   16                                                            
CONECT   18   16   19   30                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   28                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   21   29                                                  
CONECT   29   28                                                            
CONECT   30   18   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   16   33   34                                             
CONECT   33   32                                                            
CONECT   34   32   13   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36    7   38                                                  
CONECT   38   37   39   40   41                                             
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   38                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

View in JSmol

Synonyms

Value	Source
Methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1H,2H,3H,3ah,4H,6H,7H,8H,9BH-cyclopenta[a]naphthalen-6-yl}propanoic acid	Generator

Chemical Formula

C₃₃H₄₈O₈

Average Mass

572.7390 Da

Monoisotopic Mass

572.33492 Da

IUPAC Name

methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1H,2H,3H,3aH,4H,6H,7H,8H,9bH-cyclopenta[a]naphthalen-6-yl}propanoate

Traditional Name

methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1H,2H,3H,4H,7H,8H-cyclopenta[a]naphthalen-6-yl}propanoate

CAS Registry Number

Not Available

SMILES

COC(=O)CCC1(COC(C)=O)C(CC=C2C1=CCC1(C)C(CCC21C)C(C)C1OC(=O)C(C)=CC1O)C(C)(C)O

InChI Identifier

InChI=1S/C33H48O8/c1-19-17-25(35)28(41-29(19)37)20(2)22-11-14-32(7)23-9-10-26(30(4,5)38)33(18-40-21(3)34,16-13-27(36)39-8)24(23)12-15-31(22,32)6/h9,12,17,20,22,25-26,28,35,38H,10-11,13-16,18H2,1-8H3

InChI Key

MLFKTFLFHVRFER-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

Not Available

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
Tricarboxylic acid or derivatives
Fatty acid ester
Dihydropyranone
Fatty acyl
Pyran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tertiary alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	3.64	ChemAxon
pKa (Strongest Acidic)	13.7	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	119.36 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	156.22 m³·mol⁻¹	ChemAxon
Polarizability	64 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	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

163064146

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1h,2h,3h,4h,7h,8h-cyclopenta[a]naphthalen-6-yl}propanoate (NP0298358)

MOL for NP0298358 (methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1h,2h,3h,4h,7h,8h-cyclopenta[a]naphthalen-6-yl}propanoate)

3D MOL for NP0298358 (methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1h,2h,3h,4h,7h,8h-cyclopenta[a]naphthalen-6-yl}propanoate)

3D SDF for NP0298358 (methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1h,2h,3h,4h,7h,8h-cyclopenta[a]naphthalen-6-yl}propanoate)

3D-SDF for NP0298358 (methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1h,2h,3h,4h,7h,8h-cyclopenta[a]naphthalen-6-yl}propanoate)

PDB for NP0298358 (methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1h,2h,3h,4h,7h,8h-cyclopenta[a]naphthalen-6-yl}propanoate)

3D PDB for NP0298358 (methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1h,2h,3h,4h,7h,8h-cyclopenta[a]naphthalen-6-yl}propanoate)

SMILES for NP0298358 (methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1h,2h,3h,4h,7h,8h-cyclopenta[a]naphthalen-6-yl}propanoate)

INCHI for NP0298358 (methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1h,2h,3h,4h,7h,8h-cyclopenta[a]naphthalen-6-yl}propanoate)

Structure for NP0298358 (methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1h,2h,3h,4h,7h,8h-cyclopenta[a]naphthalen-6-yl}propanoate)

3D Structure for NP0298358 (methyl 3-{6-[(acetyloxy)methyl]-3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1h,2h,3h,4h,7h,8h-cyclopenta[a]naphthalen-6-yl}propanoate)