NP-MRD: Showing NP-Card for methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4,6(11),9,12-tetraen-19-yl]-2-methylbut-2-enoate (NP0199643)

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Record Information

Version

2.0

Created at

2022-09-04 18:19:39 UTC

Updated at

2022-09-04 18:19:39 UTC

NP-MRD ID

NP0199643

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4,6(11),9,12-tetraen-19-yl]-2-methylbut-2-enoate

Description

Methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]Docosa-4(13),5,9,11-tetraen-19-yl]-2-methylbut-2-enoate belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system. methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4,6(11),9,12-tetraen-19-yl]-2-methylbut-2-enoate is found in Garcinia hanburyi. Methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]Docosa-4(13),5,9,11-tetraen-19-yl]-2-methylbut-2-enoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171521152D          

 42 47  0  0  0  0            999 V2000
   -3.7531   -2.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0198   -1.8219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3258   -2.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3653   -3.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5925   -1.8902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8985   -2.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0981   -1.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4186   -1.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2901   -1.5210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5317   -1.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7277   -2.4589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3858   -1.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6832   -0.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1426   -0.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0145    0.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7707    0.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4955    0.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2929    0.8469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3307    1.6970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9801    0.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7440    0.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9386    1.5164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3958    0.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1597    0.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8115   -0.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6995   -0.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9357   -1.1424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1940   -3.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2475   -1.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8681   -0.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0966   -0.7553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -0.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3736   -0.4697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2628   -0.3556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5530   -1.0662    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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  4  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
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 29 30  1  0  0  0  0
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 33 34  2  0  0  0  0
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 31 37  2  0  0  0  0
 20 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
  8 39  1  0  0  0  0
 13 39  1  0  0  0  0
 17 39  1  0  0  0  0
 15 40  1  0  0  0  0
  8 40  1  0  0  0  0
 40 41  2  0  0  0  0
  5 42  1  0  0  0  0
M  END

     RDKit          3D

 82 87  0  0  0  0  0  0  0  0999 V2000
    5.5369    3.3282    3.7203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3924    2.9390    2.9861 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0522    1.5924    2.9862 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7773    0.7901    3.6377 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9106    1.0637    2.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0492    1.9848    1.5116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6348   -0.2130    2.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4734   -0.8177    1.6023 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8798   -1.8340    0.6011 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7188   -1.2989   -0.3926 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7251   -2.1702   -1.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4235    2.2641   -1.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5860    2.9248   -0.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1081    4.2891   -0.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3536    2.5615    0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2185   -0.8612   -0.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0878   -1.2151   -0.8058 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7334   -2.3171   -0.2596 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6158    1.7002   -1.7660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9229    2.1353   -1.6338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6030    2.2459   -3.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8374    3.5514   -1.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7426    1.3453   -0.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2509    0.3055   -0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5923   -3.0079    1.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6043   -2.8985    1.8180 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7973    4.4271   -1.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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M  END


  Mrv1533004171521152D          

 42 47  0  0  0  0            999 V2000
   -3.7531   -2.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0198   -1.8219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3258   -2.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3653   -3.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5925   -1.8902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8985   -2.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0981   -1.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4186   -1.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2901   -1.5210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5317   -1.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7277   -2.4589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3858   -1.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6832   -0.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1426   -0.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0145    0.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7707    0.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4955    0.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2929    0.8469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3307    1.6970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9801    0.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7440    0.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9386    1.5164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3958    0.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1597    0.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8115   -0.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6995   -0.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0507   -1.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5722   -0.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9357   -1.1424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2838   -0.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5200   -0.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5678   -1.8576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9841   -2.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8085   -2.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1940   -3.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2475   -1.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8681   -0.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0966   -0.7553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -0.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3736   -0.4697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2628   -0.3556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5530   -1.0662    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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  4  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 23 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 31 37  2  0  0  0  0
 20 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
  8 39  1  0  0  0  0
 13 39  1  0  0  0  0
 17 39  1  0  0  0  0
 15 40  1  0  0  0  0
  8 40  1  0  0  0  0
 40 41  2  0  0  0  0
  5 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0199643

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(C)=CCC12OC(C)(C)C3CC(CC4C(=O)C5=C(O)C6=C(OC(C)(C)C=C6)C(CC=C(C)C)=C5OC134)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C34H40O8/c1-17(2)9-10-21-27-20(12-13-31(4,5)40-27)25(35)24-26(36)22-15-19-16-23-32(6,7)42-33(29(19)37,34(22,23)41-28(21)24)14-11-18(3)30(38)39-8/h9,11-13,19,22-23,35H,10,14-16H2,1-8H3

> <INCHI_KEY>
JTEQWNATEJGXHW-UHFFFAOYSA-N

> <FORMULA>
C34H40O8

> <MOLECULAR_WEIGHT>
576.686

> <EXACT_MASS>
576.272318248

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
61.89372774098147

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4,6(11),9,12-tetraen-19-yl]-2-methylbut-2-enoate

> <ALOGPS_LOGP>
4.97

> <JCHEM_LOGP>
6.574928832333335

> <ALOGPS_LOGS>
-5.55

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.63120212533788

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.542613862942963

> <JCHEM_PKA_STRONGEST_BASIC>
-4.129762331466975

> <JCHEM_POLAR_SURFACE_AREA>
108.36000000000001

> <JCHEM_REFRACTIVITY>
159.32920000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.64e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4,6(11),9,12-tetraen-19-yl]-2-methylbut-2-enoate

> <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      -7.006  -4.106   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.637  -3.401   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.342  -4.234   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -4.415  -5.772   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.973  -3.528   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.677  -4.361   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.183  -3.591   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.781  -1.917   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.408  -2.839   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.993  -2.952   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.358  -4.590   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.720  -2.462   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.275  -1.134   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.266  -0.036   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.027   1.036   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.439   1.776   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.792   0.912   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.280   1.581   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.351   3.168   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.563   0.699   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.989   1.281   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.352   2.831   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.206   0.337   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.631   0.919   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.848  -0.025   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.639  -1.551   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.295  -3.049   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.268  -1.520   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.213  -2.132   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       7.996  -1.189   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.571  -1.770   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.660  -3.468   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.437  -4.938   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.976  -4.996   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.695  -6.357   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.795  -3.692   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.354  -0.826   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       3.914  -1.410   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       2.432  -0.713   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.697  -0.877   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -2.357  -0.664   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -2.899  -1.990   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   42                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   39   40                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14   39                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   40                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   39                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   37                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   30                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30                                                       
CONECT   30   29   23   31                                                  
CONECT   31   30   32   37                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   31   20   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38    8   13   17                                             
CONECT   40   15    8   41                                                  
CONECT   41   40                                                            
CONECT   42    5                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   94    0
END

View in JSmol

Synonyms

Value	Source
Methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0,.0,.0,.0,]docosa-4(13),5,9,11-tetraen-19-yl]-2-methylbut-2-enoic acid	Generator
Methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4(13),5,9,11-tetraen-19-yl]-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₃₄H₄₀O₈

Average Mass

576.6860 Da

Monoisotopic Mass

576.27232 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

COC(=O)C(C)=CCC12OC(C)(C)C3CC(CC4C(=O)C5=C(O)C6=C(OC(C)(C)C=C6)C(CC=C(C)C)=C5OC134)C2=O

InChI Identifier

InChI=1S/C34H40O8/c1-17(2)9-10-21-27-20(12-13-31(4,5)40-27)25(35)24-26(36)22-15-19-16-23-32(6,7)42-33(29(19)37,34(22,23)41-28(21)24)14-11-18(3)30(38)39-8/h9,11-13,19,22-23,35H,10,14-16H2,1-8H3

InChI Key

JTEQWNATEJGXHW-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
Garcinia hanburyi	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Pyranoxanthones

Alternative Parents

Substituents

Pyranoxanthone
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Aromatic monoterpenoid
Monoterpenoid
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Fatty acid ester
Oxepane
Phenol
Fatty acyl
Benzenoid
Methyl ester
Alpha,beta-unsaturated carboxylic ester
Oxolane
Enoate ester
Vinylogous acid
Carboxylic acid ester
Ketone
Ether
Dialkyl ether
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxide
Organooxygen compound
Organic oxygen 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	4.97	ALOGPS
logP	6.57	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	8.54	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	108.36 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	159.33 m³·mol⁻¹	ChemAxon
Polarizability	61.89 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74429382

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4,6(11),9,12-tetraen-19-yl]-2-methylbut-2-enoate (NP0199643)

MOL for NP0199643 (methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4,6(11),9,12-tetraen-19-yl]-2-methylbut-2-enoate)

3D MOL for NP0199643 (methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4,6(11),9,12-tetraen-19-yl]-2-methylbut-2-enoate)

3D SDF for NP0199643 (methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4,6(11),9,12-tetraen-19-yl]-2-methylbut-2-enoate)

3D-SDF for NP0199643 (methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4,6(11),9,12-tetraen-19-yl]-2-methylbut-2-enoate)

PDB for NP0199643 (methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4,6(11),9,12-tetraen-19-yl]-2-methylbut-2-enoate)

3D PDB for NP0199643 (methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4,6(11),9,12-tetraen-19-yl]-2-methylbut-2-enoate)

SMILES for NP0199643 (methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4,6(11),9,12-tetraen-19-yl]-2-methylbut-2-enoate)

INCHI for NP0199643 (methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4,6(11),9,12-tetraen-19-yl]-2-methylbut-2-enoate)

Structure for NP0199643 (methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4,6(11),9,12-tetraen-19-yl]-2-methylbut-2-enoate)

3D Structure for NP0199643 (methyl 4-[12-hydroxy-8,8,21,21-tetramethyl-5-(3-methylbut-2-en-1-yl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.0²,¹⁵.0²,¹⁹.0⁴,¹³.0⁶,¹¹]docosa-4,6(11),9,12-tetraen-19-yl]-2-methylbut-2-enoate)