NP-MRD: Showing NP-Card for dorstegin (NP0028610)

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Record Information

Version

2.0

Created at

2021-06-19 20:27:05 UTC

Updated at

2021-06-29 23:55:30 UTC

NP-MRD ID

NP0028610

Secondary Accession Numbers

None

Natural Product Identification

Common Name

dorstegin

Provided By

JEOL Database JEOL Logo

Description

dorstegin is found in Dorstenia gigas. dorstegin was first documented in 2001 (Franke, K., et al.). Based on a literature review very few articles have been published on 16,16-dimethyl-3,8,17-trioxatetracyclo[11.4.0.0²,⁶.0⁷,¹²]Heptadeca-1,4,6,10,12,14-hexaen-9-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122273D          

 32 35  0  0  0  0            999 V2000
    0.3785    2.0280   -2.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1175    0.9004   -1.5004 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3834   -0.3444   -2.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3944    0.5875   -0.7627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    0.4309    0.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2114    0.5386    1.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9306    1.0155    0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1065    1.1636    1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3036    1.6178    0.9284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1781    1.6054    1.9671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5641    1.1482    3.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2194    0.8595    2.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813    0.3748    3.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889    0.0627    4.7902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1223   -0.4188    5.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2073   -0.6845    6.7194 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1375   -0.6045    4.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2653   -0.3171    3.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1372    0.2088    2.7232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9461    1.3717   -0.6559 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1443    1.7546   -3.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5390    2.2880   -3.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7030    2.9420   -1.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3551   -0.7168   -2.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6167   -1.1541   -1.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3027    0.4763   -1.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3955    0.2180    1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1788    1.9444    1.7376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0230    1.0354    4.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9636   -0.9951    5.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2207   -0.4877    3.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  0  0  0  0
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  2  3  1  0  0  0  0
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  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
M  END

     RDKit          3D

 32 35  0  0  0  0  0  0  0  0999 V2000
    0.3785    2.0280   -2.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1175    0.9004   -1.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3834   -0.3444   -2.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3944    0.5875   -0.7627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    0.4309    0.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2114    0.5386    1.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1065    1.1636    1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3036    1.6178    0.9284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1781    1.6054    1.9671 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2194    0.8595    2.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813    0.3748    3.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2073   -0.6845    6.7194 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1375   -0.6045    4.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2653   -0.3171    3.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1372    0.2088    2.7232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9461    1.3717   -0.6559 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1443    1.7546   -3.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5390    2.2880   -3.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7030    2.9420   -1.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3551   -0.7168   -2.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6167   -1.1541   -1.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3128   -0.1284   -2.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3027    0.4763   -1.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3955    0.2180    1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1788    1.9444    1.7376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0230    1.0354    4.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9636   -0.9951    5.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2207   -0.4877    3.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
 19 18  1  0
 13 14  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7  6  2  0
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 17 18  2  0
  8  7  1  0
 19  6  1  0
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 12  8  2  0
  2  1  1  0
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  2  3  1  0
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 10 29  1  0
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  5 28  1  0
  4 27  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
M  END


  Mrv1652306192122273D          

 32 35  0  0  0  0            999 V2000
    0.3785    2.0280   -2.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1175    0.9004   -1.5004 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3834   -0.3444   -2.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3944    0.5875   -0.7627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    0.4309    0.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2114    0.5386    1.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9306    1.0155    0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1065    1.1636    1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3036    1.6178    0.9284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1781    1.6054    1.9671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5641    1.1482    3.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2194    0.8595    2.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813    0.3748    3.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889    0.0627    4.7902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1223   -0.4188    5.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2073   -0.6845    6.7194 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1375   -0.6045    4.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2653   -0.3171    3.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1372    0.2088    2.7232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9461    1.3717   -0.6559 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3551   -0.7168   -2.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3955    0.2180    1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1788    1.9444    1.7376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0230    1.0354    4.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9636   -0.9951    5.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2207   -0.4877    3.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0  0  0  0
 19 18  1  0  0  0  0
 13 14  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  7  6  2  0  0  0  0
 14 15  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
  8  7  1  0  0  0  0
 19  6  1  0  0  0  0
 15 16  2  0  0  0  0
  7 20  1  0  0  0  0
  6  5  1  0  0  0  0
  5  4  2  0  0  0  0
  4  2  1  0  0  0  0
  2 20  1  0  0  0  0
 12  8  2  0  0  0  0
  2  1  1  0  0  0  0
 19 13  2  0  0  0  0
  2  3  1  0  0  0  0
 17 31  1  0  0  0  0
 18 32  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0028610

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C2=C(O1)C1=C(C([H])=C([H])C(O1)(C([H])([H])[H])C([H])([H])[H])C1=C2OC(=O)C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O4/c1-16(2)7-5-10-9-3-4-12(17)19-13(9)11-6-8-18-14(11)15(10)20-16/h3-8H,1-2H3

> <INCHI_KEY>
ZPHRMAVWOHUQAA-UHFFFAOYSA-N

> <FORMULA>
C16H12O4

> <MOLECULAR_WEIGHT>
268.268

> <EXACT_MASS>
268.073558866

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
27.855385103019348

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
16,16-dimethyl-3,8,17-trioxatetracyclo[11.4.0.0^{2,6}.0^{7,12}]heptadeca-1(13),2(6),4,7(12),10,14-hexaen-9-one

> <ALOGPS_LOGP>
3.48

> <JCHEM_LOGP>
2.8431064179999996

> <ALOGPS_LOGS>
-4.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9079097231101256

> <JCHEM_POLAR_SURFACE_AREA>
48.67

> <JCHEM_REFRACTIVITY>
74.7831

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.30e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
16,16-dimethyl-3,8,17-trioxatetracyclo[11.4.0.0^{2,6}.0^{7,12}]heptadeca-1(13),2(6),4,7(12),10,14-hexaen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 32 35  0  0  0  0  0  0  0  0999 V2000
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   -0.3834   -0.3444   -2.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3944    0.5875   -0.7627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    0.4309    0.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1065    1.1636    1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3036    1.6178    0.9284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1781    1.6054    1.9671 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1375   -0.6045    4.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2653   -0.3171    3.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1372    0.2088    2.7232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9461    1.3717   -0.6559 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5390    2.2880   -3.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7030    2.9420   -1.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3551   -0.7168   -2.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3128   -0.1284   -2.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1788    1.9444    1.7376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0230    1.0354    4.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9636   -0.9951    5.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2207   -0.4877    3.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
 19 18  1  0
 13 14  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7  6  2  0
 14 15  1  0
 15 17  1  0
 17 18  2  0
  8  7  1  0
 19  6  1  0
 15 16  2  0
  7 20  1  0
  6  5  1  0
  5  4  2  0
  4  2  1  0
  2 20  1  0
 12  8  2  0
  2  1  1  0
 19 13  2  0
  2  3  1  0
 17 31  1  0
 18 32  1  0
 10 29  1  0
 11 30  1  0
  5 28  1  0
  4 27  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       0.379   2.028  -2.507  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.118   0.900  -1.500  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.383  -0.344  -2.242  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.394   0.588  -0.763  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.449   0.431   0.564  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.211   0.539   1.346  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.931   1.016   0.664  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.107   1.164   1.404  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.304   1.618   0.928  0.00  0.00           O+0
HETATM   10  C   UNK     0      -4.178   1.605   1.967  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.564   1.148   3.109  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.219   0.860   2.752  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.081   0.375   3.414  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.189   0.063   4.790  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.122  -0.419   5.527  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.207  -0.685   6.719  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.137  -0.605   4.798  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.265  -0.317   3.500  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.137   0.209   2.723  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.946   1.372  -0.656  0.00  0.00           O+0
HETATM   21  H   UNK     0       1.144   1.755  -3.241  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.539   2.288  -3.048  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.703   2.942  -1.995  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.355  -0.717  -2.960  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.617  -1.154  -1.540  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.313  -0.128  -2.781  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.303   0.476  -1.349  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.396   0.218   1.042  0.00  0.00           H+0
HETATM   29  H   UNK     0      -5.179   1.944   1.738  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.023   1.035   4.081  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.964  -0.995   5.380  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.221  -0.488   3.020  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    4   20    1    3                                             
CONECT    3    2   24   25   26                                             
CONECT    4    5    2   27                                                  
CONECT    5    6    4   28                                                  
CONECT    6    7   19    5                                                  
CONECT    7    6    8   20                                                  
CONECT    8    9    7   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   29                                                  
CONECT   11   10   12   30                                                  
CONECT   12   13   11    8                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   17   16                                                  
CONECT   16   15                                                            
CONECT   17   15   18   31                                                  
CONECT   18   19   17   32                                                  
CONECT   19   18    6   13                                                  
CONECT   20    7    2                                                       
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    3                                                            
CONECT   25    3                                                            
CONECT   26    3                                                            
CONECT   27    4                                                            
CONECT   28    5                                                            
CONECT   29   10                                                            
CONECT   30   11                                                            
CONECT   31   17                                                            
CONECT   32   18                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

RDKit          3D

32 35  0  0  0  0  0  0  0  0999 V2000
    0.3785    2.0280   -2.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1175    0.9004   -1.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3834   -0.3444   -2.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3944    0.5875   -0.7627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    0.4309    0.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2114    0.5386    1.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9306    1.0155    0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1065    1.1636    1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3036    1.6178    0.9284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1781    1.6054    1.9671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5641    1.1482    3.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2194    0.8595    2.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813    0.3748    3.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889    0.0627    4.7902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1223   -0.4188    5.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2073   -0.6845    6.7194 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1375   -0.6045    4.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2653   -0.3171    3.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1372    0.2088    2.7232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9461    1.3717   -0.6559 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1443    1.7546   -3.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5390    2.2880   -3.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7030    2.9420   -1.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3551   -0.7168   -2.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6167   -1.1541   -1.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3128   -0.1284   -2.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3027    0.4763   -1.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3955    0.2180    1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1788    1.9444    1.7376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0230    1.0354    4.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9636   -0.9951    5.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2207   -0.4877    3.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
 19 18  1  0
 13 14  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7  6  2  0
 14 15  1  0
 15 17  1  0
 17 18  2  0
  8  7  1  0
 19  6  1  0
 15 16  2  0
  7 20  1  0
  6  5  1  0
  5  4  2  0
  4  2  1  0
  2 20  1  0
 12  8  2  0
  2  1  1  0
 19 13  2  0
  2  3  1  0
 17 31  1  0
 18 32  1  0
 10 29  1  0
 11 30  1  0
  5 28  1  0
  4 27  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₆H₁₂O₄

Average Mass

268.2680 Da

Monoisotopic Mass

268.07356 Da

IUPAC Name

16,16-dimethyl-3,8,17-trioxatetracyclo[11.4.0.0^{2,6}.0^{7,12}]heptadeca-1(13),2(6),4,7(12),10,14-hexaen-9-one

Traditional Name

16,16-dimethyl-3,8,17-trioxatetracyclo[11.4.0.0^{2,6}.0^{7,12}]heptadeca-1(13),2(6),4,7(12),10,14-hexaen-9-one

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C2=C(O1)C1=C(C([H])=C([H])C(O1)(C([H])([H])[H])C([H])([H])[H])C1=C2OC(=O)C([H])=C1[H]

InChI Identifier

InChI=1S/C16H12O4/c1-16(2)7-5-10-9-3-4-12(17)19-13(9)11-6-8-18-14(11)15(10)20-16/h3-8H,1-2H3

InChI Key

ZPHRMAVWOHUQAA-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Dorstenia gigas	JEOL database	Franke, K., et al, Phytochemistry 56, 611 (2001)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Angular pyranocoumarins

Alternative Parents

Substituents

Angular pyranocoumarin
Angular furanocoumarin
Furanocoumarin
2,2-dimethyl-1-benzopyran
Benzopyran
1-benzopyran
Benzofuran
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Furan
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
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	3.48	ALOGPS
logP	2.84	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	48.67 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	74.78 m³·mol⁻¹	ChemAxon
Polarizability	27.86 Å³	ChemAxon
Number of Rings	4	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

C00037065

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

12044296

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Franke, K., et al. (2001). Franke, K., et al, Phytochemistry 56, 611 (2001). Phytochem..

Showing NP-Card for dorstegin (NP0028610)

MOL for NP0028610 (dorstegin)

3D MOL for NP0028610 (dorstegin)

3D SDF for NP0028610 (dorstegin)

3D-SDF for NP0028610 (dorstegin)

PDB for NP0028610 (dorstegin)

3D PDB for NP0028610 (dorstegin)

SMILES for NP0028610 (dorstegin)

INCHI for NP0028610 (dorstegin)

Structure for NP0028610 (dorstegin)

3D Structure for NP0028610 (dorstegin)