NP-MRD: Showing NP-Card for 5-{[8a-(5,7-dihydroxy-4-oxochromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-4,4a-dihydro-1h-naphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde (NP0212580)

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Record Information

Version

2.0

Created at

2022-09-05 11:17:11 UTC

Updated at

2022-09-05 11:17:11 UTC

NP-MRD ID

NP0212580

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-{[8a-(5,7-dihydroxy-4-oxochromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-4,4a-dihydro-1h-naphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde

Description

5-{[8A-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-1,4,4a,5,8,8a-hexahydronaphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-decahydronaphthalene-1-carbaldehyde belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 5-{[8a-(5,7-dihydroxy-4-oxochromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-4,4a-dihydro-1h-naphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde is found in Dichrostachys cinerea. 5-{[8A-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-1,4,4a,5,8,8a-hexahydronaphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-decahydronaphthalene-1-carbaldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171520112D          

 45 50  0  0  0  0            999 V2000
   -1.4012    0.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6561    0.1893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1041   -0.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2971   -0.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2549   -0.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5905   -0.1117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5520   -2.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3590   -2.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9110   -2.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7180   -2.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2029   -1.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2700   -3.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0770   -2.9747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0151   -3.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2081   -4.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9532   -4.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1462   -5.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942   -4.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8491   -3.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6561   -3.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7104   -6.0988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
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  7 29  1  0  0  0  0
 29 30  1  0  0  0  0
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 30 31  2  0  0  0  0
 26 32  1  0  0  0  0
  7 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
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 41 43  1  0  0  0  0
 43 44  2  0  0  0  0
 37 44  1  0  0  0  0
 44 45  1  0  0  0  0
 33 45  1  0  0  0  0
M  END

     RDKit          3D

 85 90  0  0  0  0  0  0  0  0999 V2000
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   -2.3238   -0.4041    1.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7735   -0.7359    1.4748 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -4.4844    1.8976   -1.0905 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.6536    0.0254   -1.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0730    1.3283   -1.6688 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3537    1.6806   -2.8293 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1573    2.2038   -0.6041 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5666    3.4976   -0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8740    3.8569   -2.1822 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6672    4.4099    0.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3459    3.9788    1.4412 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3455    2.5193    0.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3930    3.1666   -2.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5852   -0.6551   -2.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9897    5.4209   -0.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
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 39 82  1  0
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 43 85  1  0
M  END


  Mrv1533004171520112D          

 45 50  0  0  0  0            999 V2000
   -1.4012    0.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6561    0.1893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1041   -0.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2971   -0.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2549   -0.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5905   -0.1117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5520   -2.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3590   -2.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9110   -2.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7180   -2.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2029   -1.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2700   -3.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0770   -2.9747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0151   -3.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2081   -4.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9532   -4.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7702   -5.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1462   -5.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942   -4.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8491   -3.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6561   -3.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1041   -2.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9820   -5.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7104   -6.0988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2971   -3.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5099   -3.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619   -2.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8070   -1.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3590   -1.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1660   -1.3800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3833   -3.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
  4  5  1  0  0  0  0
  5  6  2  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
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 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
 10 22  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  2  0  0  0  0
  8 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
  7 29  1  0  0  0  0
 29 30  1  0  0  0  0
  3 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 32  1  0  0  0  0
  7 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  2  0  0  0  0
 37 44  1  0  0  0  0
 44 45  1  0  0  0  0
 33 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0212580

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=O)C2(C(CC3C(=C)C(O)CC4C(C)(CCCC34C)C=O)C(C)=CCC2C1=O)C1=CC(=O)C2=C(O)C=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C36H40O9/c1-18-7-8-21-33(43)28(44-5)16-30(42)36(21,31-15-26(41)32-25(40)11-20(38)12-27(32)45-31)22(18)13-23-19(2)24(39)14-29-34(3,17-37)9-6-10-35(23,29)4/h7,11-12,15-17,21-24,29,38-40H,2,6,8-10,13-14H2,1,3-5H3

> <INCHI_KEY>
AXSSBKMBBDXDQZ-UHFFFAOYSA-N

> <FORMULA>
C36H40O9

> <MOLECULAR_WEIGHT>
616.707

> <EXACT_MASS>
616.267232868

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
64.72068377310651

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-{[8a-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-1,4,4a,5,8,8a-hexahydronaphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-decahydronaphthalene-1-carbaldehyde

> <ALOGPS_LOGP>
4.44

> <JCHEM_LOGP>
4.966330504

> <ALOGPS_LOGS>
-5.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.191379750376075

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.588591416186515

> <JCHEM_PKA_STRONGEST_BASIC>
-1.247089017349809

> <JCHEM_POLAR_SURFACE_AREA>
147.43

> <JCHEM_REFRACTIVITY>
169.8888

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.54e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-{[8a-(5,7-dihydroxy-4-oxochromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-4,4a-dihydro-1H-naphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-hexahydro-2H-naphthalene-1-carbaldehyde

> <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      -2.615   1.818   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.091   0.353   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.061  -0.791   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.555  -0.471   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.476  -1.615   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.102  -0.209   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.030  -4.224   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.537  -3.904   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.567  -5.049   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.074  -4.729   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.979  -3.483   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.104  -5.873   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.610  -5.553   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.628  -7.338   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.122  -7.658   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.646  -9.122   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.171  -9.337   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.140  -9.443   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.109  -8.298   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.585  -6.834   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.091  -6.513   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.061  -5.369   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.700 -10.661   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.059 -11.384   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.555  -5.689   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.952  -6.009   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.982  -4.865   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.506  -3.400   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.537  -2.256   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -4.043  -2.576   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       0.716  -7.221   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   30                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   29   33                                             
CONECT    8    7    9   26                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   22                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   22                                                  
CONECT   17   16   18   19   24                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   10   16   23                                             
CONECT   23   22                                                            
CONECT   24   17   25                                                       
CONECT   25   24                                                            
CONECT   26    8   27   32                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28    7   30                                                  
CONECT   30   29    3   31                                                  
CONECT   31   30                                                            
CONECT   32   26                                                            
CONECT   33    7   34   45                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   44                                                  
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43   37   45                                                  
CONECT   45   44   33                                                       
MASTER        0    0    0    0    0    0    0    0   45    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₄₀O₉

Average Mass

616.7070 Da

Monoisotopic Mass

616.26723 Da

IUPAC Name

5-{[8a-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-1,4,4a,5,8,8a-hexahydronaphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-decahydronaphthalene-1-carbaldehyde

Traditional Name

5-{[8a-(5,7-dihydroxy-4-oxochromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-4,4a-dihydro-1H-naphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-hexahydro-2H-naphthalene-1-carbaldehyde

CAS Registry Number

Not Available

SMILES

COC1=CC(=O)C2(C(CC3C(=C)C(O)CC4C(C)(CCCC34C)C=O)C(C)=CCC2C1=O)C1=CC(=O)C2=C(O)C=C(O)C=C2O1

InChI Identifier

InChI=1S/C36H40O9/c1-18-7-8-21-33(43)28(44-5)16-30(42)36(21,31-15-26(41)32-25(40)11-20(38)12-27(32)45-31)22(18)13-23-19(2)24(39)14-29-34(3,17-37)9-6-10-35(23,29)4/h7,11-12,15-17,21-24,29,38-40H,2,6,8-10,13-14H2,1,3-5H3

InChI Key

AXSSBKMBBDXDQZ-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
Dichrostachys cinerea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Labdane diterpenoid
Diterpenoid
Chromone
Benzopyran
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Cyclohexenone
Pyranone
Benzenoid
Pyran
Cyclic alcohol
Heteroaromatic compound
Vinylogous ester
Vinylogous acid
Ketone
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aldehyde
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	4.44	ALOGPS
logP	4.97	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	6.59	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	147.43 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	169.89 m³·mol⁻¹	ChemAxon
Polarizability	64.72 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

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PubChem Compound

75068824

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References

General References

LOTUS database [Link]

Showing NP-Card for 5-{[8a-(5,7-dihydroxy-4-oxochromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-4,4a-dihydro-1h-naphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde (NP0212580)

MOL for NP0212580 (5-{[8a-(5,7-dihydroxy-4-oxochromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-4,4a-dihydro-1h-naphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde)

3D MOL for NP0212580 (5-{[8a-(5,7-dihydroxy-4-oxochromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-4,4a-dihydro-1h-naphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde)

3D SDF for NP0212580 (5-{[8a-(5,7-dihydroxy-4-oxochromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-4,4a-dihydro-1h-naphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde)

3D-SDF for NP0212580 (5-{[8a-(5,7-dihydroxy-4-oxochromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-4,4a-dihydro-1h-naphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde)

PDB for NP0212580 (5-{[8a-(5,7-dihydroxy-4-oxochromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-4,4a-dihydro-1h-naphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde)

3D PDB for NP0212580 (5-{[8a-(5,7-dihydroxy-4-oxochromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-4,4a-dihydro-1h-naphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde)

SMILES for NP0212580 (5-{[8a-(5,7-dihydroxy-4-oxochromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-4,4a-dihydro-1h-naphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde)

INCHI for NP0212580 (5-{[8a-(5,7-dihydroxy-4-oxochromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-4,4a-dihydro-1h-naphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde)

Structure for NP0212580 (5-{[8a-(5,7-dihydroxy-4-oxochromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-4,4a-dihydro-1h-naphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde)

3D Structure for NP0212580 (5-{[8a-(5,7-dihydroxy-4-oxochromen-2-yl)-6-methoxy-2-methyl-5,8-dioxo-4,4a-dihydro-1h-naphthalen-1-yl]methyl}-7-hydroxy-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carbaldehyde)