NP-MRD: Showing NP-Card for 4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate (NP0197979)

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Record Information

Version

2.0

Created at

2022-09-04 16:20:44 UTC

Updated at

2022-09-04 16:20:44 UTC

NP-MRD ID

NP0197979

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate

Description

4,11-Dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]Nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane. 4,11-Dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]Nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171523452D          

 30 34  0  0  0  0            999 V2000
    0.0787   -2.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889   -2.3841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990   -0.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492   -0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193    0.2664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893   -1.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294   -1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -1.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8593   -2.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -2.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9395   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294    0.4223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4796   -0.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497    0.7341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0197   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8298   -0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2897   -2.0723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0197   -2.8518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5598   -3.4755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2096   -3.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5091   -2.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391   -2.8518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9690   -1.4486    0.0000 C   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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 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
 21 23  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 12 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
  3 30  1  0  0  0  0
  7 30  2  0  0  0  0
M  END

     RDKit          3D

 50 54  0  0  0  0  0  0  0  0999 V2000
    6.3059   -1.8504    1.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9341   -1.5457    1.1249 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5789   -0.6625    0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5266   -0.1095   -0.7261 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1663    0.7712   -1.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8363    1.0925   -1.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8646    0.5590   -1.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2434   -0.3126   -0.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2608   -0.9246    0.8071 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1541   -2.2713    0.4768 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9212   -0.2551    0.8338 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1284   -0.9708    1.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3913   -0.6423    1.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7734    0.4526    0.4538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8004    1.0865   -0.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1978    2.1847   -1.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4027    3.1234   -1.3581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5731    2.2503   -1.6040 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6193    1.5723   -2.8279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6151    1.7647   -0.6380 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7566    1.1929   -1.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2046    0.7322    0.3280 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8697   -0.5124    0.0855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7259   -1.1055    0.9977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4119   -2.3925    0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9417   -0.5328    2.1041 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6173    0.7546   -0.0351 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1287    1.1659    1.2098 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4384    0.8774   -1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0496    1.2205   -2.3845 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8447   -0.8833    1.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5117   -2.5028    2.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6779   -2.3361    0.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5727   -0.3464   -0.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8808    1.2183   -2.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5149    1.7801   -2.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7183   -0.8907    1.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9926   -2.6507    0.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0765   -1.7960    2.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1693   -1.1924    1.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8050    3.3103   -1.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0048    0.7962   -2.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0926    2.6451   -0.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3882    0.3117   -2.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0436    1.9545   -2.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6339    0.9461   -0.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5483    1.0428    1.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4110   -3.0698    1.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8604   -2.9063   -0.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4470   -2.1432    0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 28  1  1
 27 28  1  1
 27 29  1  0
 29 30  2  0
 27 15  1  0
 15 14  2  0
 14 13  1  0
 13 12  2  0
 14 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 22 20  1  0
 20 21  1  0
 20 18  1  0
 18 19  1  0
 18 16  1  0
 16 17  2  0
  8  3  1  0
 27 11  1  0
 16 15  1  0
 29  7  1  0
 12 11  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
  9 37  1  1
 10 38  1  0
 13 40  1  0
 12 39  1  0
 22 47  1  1
 25 48  1  0
 25 49  1  0
 25 50  1  0
 20 43  1  1
 21 44  1  0
 21 45  1  0
 21 46  1  0
 18 41  1  6
 19 42  1  0
M  END


  Mrv1533004171523452D          

 30 34  0  0  0  0            999 V2000
    0.0787   -2.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889   -2.3841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990   -0.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492   -0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193    0.2664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893   -1.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294   -1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -1.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8593   -2.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -2.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9395   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294    0.4223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4796   -0.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497    0.7341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0197   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8298   -0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2897   -2.0723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0197   -2.8518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5598   -3.4755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2096   -3.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5091   -2.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391   -2.8518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9690   -1.4486    0.0000 C   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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 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
 21 23  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 12 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
  3 30  1  0  0  0  0
  7 30  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0197979

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=CC2=C1C(O)C13OC1(C2=O)C1=C(C=C3)C(OC(C)=O)C(C)C(O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H20O8/c1-9-16(24)17(25)15-12(18(9)29-10(2)23)7-8-21-20(27)14-11(5-4-6-13(14)28-3)19(26)22(15,21)30-21/h4-9,16,18,20,24,27H,1-3H3

> <INCHI_KEY>
NONBUEJWSJNYAK-UHFFFAOYSA-N

> <FORMULA>
C22H20O8

> <MOLECULAR_WEIGHT>
412.394

> <EXACT_MASS>
412.115817604

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
40.75737787881857

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate

> <ALOGPS_LOGP>
1.30

> <JCHEM_LOGP>
0.29345293400000083

> <ALOGPS_LOGS>
-2.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.209619116304271

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.537597134194012

> <JCHEM_PKA_STRONGEST_BASIC>
-3.65161134612646

> <JCHEM_POLAR_SURFACE_AREA>
122.66000000000001

> <JCHEM_REFRACTIVITY>
103.05250000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.88e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate

> <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       0.147  -4.741   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.659  -4.450   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.163  -2.995   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.155  -1.831   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.659  -0.376   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.171  -0.085   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.180  -1.249   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.692  -0.958   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.196   0.497   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.700  -2.122   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.708  -3.286   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.196  -3.577   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.204  -4.741   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.716  -4.450   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.220  -2.995   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.212  -1.831   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.716  -0.376   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       7.708   0.788   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      10.229  -0.085   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.733   1.370   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      11.237  -1.249   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.749  -0.958   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.733  -2.704   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      11.741  -3.868   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      11.237  -5.323   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      12.245  -6.488   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       9.725  -5.614   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.684  -3.868   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.180  -5.323   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.676  -2.704   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   30                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   30                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12   16                                             
CONECT   11   10   12                                                       
CONECT   12   11   10   13   28                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   10   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   15   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   12   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28    3    7                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

View in JSmol

Synonyms

Value	Source
4,11-Dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0,.0,.0,]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetic acid	Generator
4,11-Dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetic acid	Generator

Chemical Formula

C₂₂H₂₀O₈

Average Mass

412.3940 Da

Monoisotopic Mass

412.11582 Da

IUPAC Name

4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate

Traditional Name

4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate

CAS Registry Number

Not Available

SMILES

COC1=CC=CC2=C1C(O)C13OC1(C2=O)C1=C(C=C3)C(OC(C)=O)C(C)C(O)C1=O

InChI Identifier

InChI=1S/C22H20O8/c1-9-16(24)17(25)15-12(18(9)29-10(2)23)7-8-21-20(27)14-11(5-4-6-13(14)28-3)19(26)22(15,21)30-21/h4-9,16,18,20,24,27H,1-3H3

InChI Key

NONBUEJWSJNYAK-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 tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Tetralins

Sub Class

Not Available

Direct Parent

Tetralins

Alternative Parents

Substituents

Tetralin
Anisole
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Cyclohexenone
Carboxylic acid ester
Ketone
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Carbonyl group
Alcohol
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	1.3	ALOGPS
logP	0.29	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	12.54	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	122.66 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	103.05 m³·mol⁻¹	ChemAxon
Polarizability	40.76 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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 4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate (NP0197979)

MOL for NP0197979 (4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate)

3D MOL for NP0197979 (4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate)

3D SDF for NP0197979 (4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate)

3D-SDF for NP0197979 (4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate)

PDB for NP0197979 (4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate)

3D PDB for NP0197979 (4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate)

SMILES for NP0197979 (4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate)

INCHI for NP0197979 (4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate)

Structure for NP0197979 (4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate)

3D Structure for NP0197979 (4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate)