NP-MRD: Showing NP-Card for (1s,5r,6s,7s,8s)-6-(3,4-dimethoxyphenyl)-1-methoxy-7-methyl-4-oxo-3-(prop-2-en-1-yl)bicyclo[3.2.1]oct-2-en-8-yl acetate (NP0286517)

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Record Information

Version

2.0

Created at

2022-09-09 15:07:36 UTC

Updated at

2022-09-09 15:07:36 UTC

NP-MRD ID

NP0286517

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,5r,6s,7s,8s)-6-(3,4-dimethoxyphenyl)-1-methoxy-7-methyl-4-oxo-3-(prop-2-en-1-yl)bicyclo[3.2.1]oct-2-en-8-yl acetate

Description

Puberulin A, also known as piperulin a, belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups. (1s,5r,6s,7s,8s)-6-(3,4-dimethoxyphenyl)-1-methoxy-7-methyl-4-oxo-3-(prop-2-en-1-yl)bicyclo[3.2.1]oct-2-en-8-yl acetate is found in Piper puberulum. Based on a literature review very few articles have been published on puberulin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092217072D          

 29 31  0  0  1  0            999 V2000
    5.0439    1.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2414    1.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6594    0.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    1.5632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5405    2.4553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0385    3.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    1.0488    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7433    1.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    0.2238    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2374   -0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4442    0.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1875   -0.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2492   -0.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9925   -1.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6741   -0.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5675   -1.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6292   -2.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0525   -2.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758   -0.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257   -0.2905    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4300   -0.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8416   -0.8476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3940    0.6363    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3892    0.8524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0064    1.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8159    1.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4747    2.3372    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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  2  0  0  0  0
 12 21  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  6  0  0  0
  4 23  1  0  0  0  0
 23 24  2  0  0  0  0
 22 25  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
   -5.5335   -2.9251    0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2129   -3.0528    0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3867   -2.6536   -0.9004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4368   -1.5880   -0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3719   -1.0980    0.7304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6176    0.1632    1.0619 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3022    0.7600    2.0849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5809    1.1289    1.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2227   -0.2428    1.3983 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2685   -1.3463    2.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779   -0.7416    0.0388 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7213   -0.5815   -0.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5706   -1.6878   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9312   -1.5691   -0.4342 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5145   -0.3258   -0.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8972   -0.2364   -0.6592 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6867   -1.3923   -0.7774 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7166    0.7696   -0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2916    2.0267   -0.4205 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4859    3.1877   -0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3462    0.6486   -0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5692   -0.0260   -0.9884 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5273   -1.0609   -1.5254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5590   -1.4372   -2.6988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4772    0.9286   -0.1854 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9155    2.1539   -0.2174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3490    3.3328   -0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6440    4.6213   -0.7086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4762    3.2598   -1.2726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9964   -2.5238   -0.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1671   -3.2026    1.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7740   -3.4600    1.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9986   -2.3700   -1.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8378   -3.5846   -1.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8953   -1.6559    1.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6509    1.8534    0.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0257    1.6336    2.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1817    0.2181    1.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4438    0.5728    1.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9995   -1.0547    3.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6991   -1.5510    2.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6959   -2.2458    1.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640   -1.8506    0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1215   -2.6683   -0.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5425   -2.4617   -0.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5910   -2.0845    0.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5032   -1.9051   -1.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7602   -1.0502   -0.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0487    4.1052   -0.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0195    3.2603    0.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6699    3.0901   -1.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7511    1.5342   -0.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0137    0.4826   -1.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4792    0.9677   -0.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4003    5.4316   -0.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0569    4.6794    0.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0306    4.8238   -1.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 13 12  2  0
 12 21  1  0
 21 18  2  0
 18 19  1  0
 19 20  1  0
 12 11  1  0
 11  9  1  0
  9 10  1  0
  9  6  1  0
  6  7  1  1
  7  8  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  4 23  1  0
 23 24  2  0
 23 22  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 18 15  1  0
 22 11  1  0
 25  6  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 14 45  1  0
 13 44  1  0
 21 52  1  0
 20 49  1  0
 20 50  1  0
 20 51  1  0
 11 43  1  1
  9 39  1  1
 10 40  1  0
 10 41  1  0
 10 42  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
  5 35  1  0
  3 33  1  0
  3 34  1  0
  2 32  1  0
  1 30  1  0
  1 31  1  0
 22 53  1  6
 25 54  1  6
 28 55  1  0
 28 56  1  0
 28 57  1  0
M  END


  Mrv1652309092217072D          

 29 31  0  0  1  0            999 V2000
    5.0439    1.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2414    1.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6594    0.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    1.5632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5405    2.4553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0385    3.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    1.0488    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7433    1.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    0.2238    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2374   -0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4442    0.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1875   -0.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2492   -0.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9925   -1.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6741   -0.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5675   -1.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6292   -2.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0525   -2.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758   -0.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257   -0.2905    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4300   -0.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8416   -0.8476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3940    0.6363    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3892    0.8524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0064    1.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8159    1.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4747    2.3372    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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  2  0  0  0  0
 12 21  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  6  0  0  0
  4 23  1  0  0  0  0
 23 24  2  0  0  0  0
 22 25  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0286517

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1OC)[C@H]1[C@H](C)[C@]2(OC)C=C(CC=C)C(=O)[C@H]1[C@@H]2OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H28O6/c1-7-8-16-12-23(28-6)13(2)19(20(21(16)25)22(23)29-14(3)24)15-9-10-17(26-4)18(11-15)27-5/h7,9-13,19-20,22H,1,8H2,2-6H3/t13-,19+,20-,22-,23+/m0/s1

> <INCHI_KEY>
TVDQUJSTRADHSU-VNTFTLRASA-N

> <FORMULA>
C23H28O6

> <MOLECULAR_WEIGHT>
400.471

> <EXACT_MASS>
400.188588622

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
43.436128210006736

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5R,6S,7S,8S)-6-(3,4-dimethoxyphenyl)-1-methoxy-7-methyl-4-oxo-3-(prop-2-en-1-yl)bicyclo[3.2.1]oct-2-en-8-yl acetate

> <JCHEM_LOGP>
3.309406425333334

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.03530146551554

> <JCHEM_PKA_STRONGEST_BASIC>
-4.044871360229814

> <JCHEM_POLAR_SURFACE_AREA>
71.06

> <JCHEM_REFRACTIVITY>
108.94469999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,5R,6S,7S,8S)-6-(3,4-dimethoxyphenyl)-1-methoxy-7-methyl-4-oxo-3-(prop-2-en-1-yl)bicyclo[3.2.1]oct-2-en-8-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       9.415   2.038   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.917   2.395   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.831   1.246   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.204   1.188   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.536   2.575   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.035   2.918   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.876   4.583   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.805   5.863   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.831   1.958   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.387   3.608   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.831   0.418   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.443  -0.250   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.829   0.617   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.217  -0.051   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.332  -1.587   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.719  -2.255   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -4.992  -1.387   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.059  -2.454   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.174  -3.990   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.098  -4.857   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.328  -1.786   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.035  -0.542   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.536  -0.200   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.304  -1.582   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.602   1.188   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.727   1.591   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.012   3.095   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.523   3.218   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.886   4.363   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   23                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    9   25                                             
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   22                                                  
CONECT   12   11   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   12                                                       
CONECT   22   11   23   25                                                  
CONECT   23   22    4   24                                                  
CONECT   24   23                                                            
CONECT   25   22    6   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Value	Source
Piperulin a	MeSH

Chemical Formula

C₂₃H₂₈O₆

Average Mass

400.4710 Da

Monoisotopic Mass

400.18859 Da

IUPAC Name

(1S,5R,6S,7S,8S)-6-(3,4-dimethoxyphenyl)-1-methoxy-7-methyl-4-oxo-3-(prop-2-en-1-yl)bicyclo[3.2.1]oct-2-en-8-yl acetate

Traditional Name

(1S,5R,6S,7S,8S)-6-(3,4-dimethoxyphenyl)-1-methoxy-7-methyl-4-oxo-3-(prop-2-en-1-yl)bicyclo[3.2.1]oct-2-en-8-yl acetate

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1OC)[C@H]1[C@H](C)[C@]2(OC)C=C(CC=C)C(=O)[C@H]1[C@@H]2OC(C)=O

InChI Identifier

InChI=1S/C23H28O6/c1-7-8-16-12-23(28-6)13(2)19(20(21(16)25)22(23)29-14(3)24)15-9-10-17(26-4)18(11-15)27-5/h7,9-13,19-20,22H,1,8H2,2-6H3/t13-,19+,20-,22-,23+/m0/s1

InChI Key

TVDQUJSTRADHSU-VNTFTLRASA-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
Piper puberulum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Methoxybenzenes

Direct Parent

Dimethoxybenzenes

Alternative Parents

Substituents

O-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Anisole
Phenol ether
Alkyl aryl ether
Cyclohexenone
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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	3.31	ChemAxon
pKa (Strongest Acidic)	17.04	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	71.06 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	108.94 m³·mol⁻¹	ChemAxon
Polarizability	43.44 Å³	ChemAxon
Number of Rings	3	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

8267923

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10092387

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,5r,6s,7s,8s)-6-(3,4-dimethoxyphenyl)-1-methoxy-7-methyl-4-oxo-3-(prop-2-en-1-yl)bicyclo[3.2.1]oct-2-en-8-yl acetate (NP0286517)

MOL for NP0286517 ((1s,5r,6s,7s,8s)-6-(3,4-dimethoxyphenyl)-1-methoxy-7-methyl-4-oxo-3-(prop-2-en-1-yl)bicyclo[3.2.1]oct-2-en-8-yl acetate)

3D MOL for NP0286517 ((1s,5r,6s,7s,8s)-6-(3,4-dimethoxyphenyl)-1-methoxy-7-methyl-4-oxo-3-(prop-2-en-1-yl)bicyclo[3.2.1]oct-2-en-8-yl acetate)

3D SDF for NP0286517 ((1s,5r,6s,7s,8s)-6-(3,4-dimethoxyphenyl)-1-methoxy-7-methyl-4-oxo-3-(prop-2-en-1-yl)bicyclo[3.2.1]oct-2-en-8-yl acetate)

3D-SDF for NP0286517 ((1s,5r,6s,7s,8s)-6-(3,4-dimethoxyphenyl)-1-methoxy-7-methyl-4-oxo-3-(prop-2-en-1-yl)bicyclo[3.2.1]oct-2-en-8-yl acetate)

PDB for NP0286517 ((1s,5r,6s,7s,8s)-6-(3,4-dimethoxyphenyl)-1-methoxy-7-methyl-4-oxo-3-(prop-2-en-1-yl)bicyclo[3.2.1]oct-2-en-8-yl acetate)

3D PDB for NP0286517 ((1s,5r,6s,7s,8s)-6-(3,4-dimethoxyphenyl)-1-methoxy-7-methyl-4-oxo-3-(prop-2-en-1-yl)bicyclo[3.2.1]oct-2-en-8-yl acetate)

SMILES for NP0286517 ((1s,5r,6s,7s,8s)-6-(3,4-dimethoxyphenyl)-1-methoxy-7-methyl-4-oxo-3-(prop-2-en-1-yl)bicyclo[3.2.1]oct-2-en-8-yl acetate)

INCHI for NP0286517 ((1s,5r,6s,7s,8s)-6-(3,4-dimethoxyphenyl)-1-methoxy-7-methyl-4-oxo-3-(prop-2-en-1-yl)bicyclo[3.2.1]oct-2-en-8-yl acetate)

Structure for NP0286517 ((1s,5r,6s,7s,8s)-6-(3,4-dimethoxyphenyl)-1-methoxy-7-methyl-4-oxo-3-(prop-2-en-1-yl)bicyclo[3.2.1]oct-2-en-8-yl acetate)

3D Structure for NP0286517 ((1s,5r,6s,7s,8s)-6-(3,4-dimethoxyphenyl)-1-methoxy-7-methyl-4-oxo-3-(prop-2-en-1-yl)bicyclo[3.2.1]oct-2-en-8-yl acetate)