NP-MRD: Showing NP-Card for cedrecoumarin A (NP0028321)

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Record Information

Version

2.0

Created at

2021-06-19 20:14:38 UTC

Updated at

2021-06-29 23:55:01 UTC

NP-MRD ID

NP0028321

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cedrecoumarin A

Provided By

JEOL Database JEOL Logo

Description

cedrecoumarin A is found in Cedrelopsis grevei. cedrecoumarin A was first documented in 2002 (Mulholland, D. A., et al.). Based on a literature review very few articles have been published on 6-hydroxy-8,8-dimethyl-3H,8H-pyrano[3,2-f]chromen-3-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122143D          

 30 32  0  0  0  0            999 V2000
   -3.5935    1.8385    1.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5645    0.7239    1.2661 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2153   -0.6391    1.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0663    0.7861   -0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7703    0.7979   -0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2267    0.7352    0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2349    0.8024    1.9146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6683    0.7833    2.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2165    0.8628    4.2719 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0303    0.6836    2.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    0.6067    1.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8859    0.5070    1.2979 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4714    0.4261    0.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6829    0.3426   -0.1141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5585    0.4425   -1.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2320    0.5364   -0.9705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6177    0.6299    0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5535    0.9138    2.2747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9709    1.8202    2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4478    1.7528    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1372    2.8257    1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5899   -0.7013    2.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4853   -1.4500    1.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0494   -0.8329    0.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8103    0.8106   -0.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721    0.8464   -1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7545    0.9426    4.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220    0.6673    3.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0298    0.3711   -2.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6113    0.5373   -1.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
  6 17  1  0  0  0  0
 15 13  1  0  0  0  0
  8  9  1  0  0  0  0
  7  6  2  0  0  0  0
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 17 11  2  0  0  0  0
 17 16  1  0  0  0  0
 11 10  1  0  0  0  0
  7 18  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 18  1  0  0  0  0
 16 15  2  0  0  0  0
 13 14  2  0  0  0  0
 10  8  2  0  0  0  0
  2  1  1  0  0  0  0
  8  7  1  0  0  0  0
  2  3  1  0  0  0  0
 16 30  1  0  0  0  0
 15 29  1  0  0  0  0
 10 28  1  0  0  0  0
  9 27  1  0  0  0  0
  5 26  1  0  0  0  0
  4 25  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
M  END

     RDKit          3D

 30 32  0  0  0  0  0  0  0  0999 V2000
   -3.5935    1.8385    1.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5645    0.7239    1.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2153   -0.6391    1.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0663    0.7861   -0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7703    0.7979   -0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2267    0.7352    0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2349    0.8024    1.9146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6683    0.7833    2.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2165    0.8628    4.2719 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0303    0.6836    2.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    0.6067    1.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8859    0.5070    1.2979 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4714    0.4261    0.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6829    0.3426   -0.1141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5585    0.4425   -1.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2320    0.5364   -0.9705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6177    0.6299    0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5535    0.9138    2.2747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9709    1.8202    2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4478    1.7528    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1372    2.8257    1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5899   -0.7013    2.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4853   -1.4500    1.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0494   -0.8329    0.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8103    0.8106   -0.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721    0.8464   -1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7545    0.9426    4.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220    0.6673    3.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0298    0.3711   -2.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6113    0.5373   -1.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
  6 17  1  0
 15 13  1  0
  8  9  1  0
  7  6  2  0
 13 12  1  0
 11 12  1  0
 17 11  2  0
 17 16  1  0
 11 10  1  0
  7 18  1  0
  6  5  1  0
  5  4  2  0
  4  2  1  0
  2 18  1  0
 16 15  2  0
 13 14  2  0
 10  8  2  0
  2  1  1  0
  8  7  1  0
  2  3  1  0
 16 30  1  0
 15 29  1  0
 10 28  1  0
  9 27  1  0
  5 26  1  0
  4 25  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
M  END


  Mrv1652306192122143D          

 30 32  0  0  0  0            999 V2000
   -3.5935    1.8385    1.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5645    0.7239    1.2661 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2153   -0.6391    1.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0663    0.7861   -0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7703    0.7979   -0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2267    0.7352    0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2349    0.8024    1.9146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6683    0.7833    2.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2165    0.8628    4.2719 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0303    0.6836    2.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    0.6067    1.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8859    0.5070    1.2979 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4714    0.4261    0.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6829    0.3426   -0.1141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5585    0.4425   -1.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2320    0.5364   -0.9705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6177    0.6299    0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5535    0.9138    2.2747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9709    1.8202    2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4478    1.7528    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1372    2.8257    1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5899   -0.7013    2.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4853   -1.4500    1.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0494   -0.8329    0.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8103    0.8106   -0.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721    0.8464   -1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7545    0.9426    4.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0298    0.3711   -2.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6113    0.5373   -1.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
  6 17  1  0  0  0  0
 15 13  1  0  0  0  0
  8  9  1  0  0  0  0
  7  6  2  0  0  0  0
 13 12  1  0  0  0  0
 11 12  1  0  0  0  0
 17 11  2  0  0  0  0
 17 16  1  0  0  0  0
 11 10  1  0  0  0  0
  7 18  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 18  1  0  0  0  0
 16 15  2  0  0  0  0
 13 14  2  0  0  0  0
 10  8  2  0  0  0  0
  2  1  1  0  0  0  0
  8  7  1  0  0  0  0
  2  3  1  0  0  0  0
 16 30  1  0  0  0  0
 15 29  1  0  0  0  0
 10 28  1  0  0  0  0
  9 27  1  0  0  0  0
  5 26  1  0  0  0  0
  4 25  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0028321

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C([H])=C([H])C(=O)O2)C2=C1OC(C([H])=C2[H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H12O4/c1-14(2)6-5-9-8-3-4-12(16)17-11(8)7-10(15)13(9)18-14/h3-7,15H,1-2H3

> <INCHI_KEY>
OGTYTYOKQRCQEM-UHFFFAOYSA-N

> <FORMULA>
C14H12O4

> <MOLECULAR_WEIGHT>
244.246

> <EXACT_MASS>
244.073558866

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
24.990966286764056

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-hydroxy-8,8-dimethyl-3H,8H-pyrano[3,2-f]chromen-3-one

> <ALOGPS_LOGP>
2.88

> <JCHEM_LOGP>
2.380417695666666

> <ALOGPS_LOGS>
-3.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.206970852059603

> <JCHEM_PKA_STRONGEST_BASIC>
-4.959368190801757

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
67.92290000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.21e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxy-8,8-dimethylpyrano[3,2-f]chromen-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 30 32  0  0  0  0  0  0  0  0999 V2000
   -3.5935    1.8385    1.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5645    0.7239    1.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2153   -0.6391    1.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0663    0.7861   -0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7703    0.7979   -0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2267    0.7352    0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2349    0.8024    1.9146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6683    0.7833    2.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2165    0.8628    4.2719 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0303    0.6836    2.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    0.6067    1.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8859    0.5070    1.2979 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4714    0.4261    0.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6829    0.3426   -0.1141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5585    0.4425   -1.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2320    0.5364   -0.9705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6177    0.6299    0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5535    0.9138    2.2747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9709    1.8202    2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4478    1.7528    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1372    2.8257    1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5899   -0.7013    2.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4853   -1.4500    1.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0494   -0.8329    0.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8103    0.8106   -0.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721    0.8464   -1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7545    0.9426    4.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220    0.6673    3.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0298    0.3711   -2.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6113    0.5373   -1.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
  6 17  1  0
 15 13  1  0
  8  9  1  0
  7  6  2  0
 13 12  1  0
 11 12  1  0
 17 11  2  0
 17 16  1  0
 11 10  1  0
  7 18  1  0
  6  5  1  0
  5  4  2  0
  4  2  1  0
  2 18  1  0
 16 15  2  0
 13 14  2  0
 10  8  2  0
  2  1  1  0
  8  7  1  0
  2  3  1  0
 16 30  1  0
 15 29  1  0
 10 28  1  0
  9 27  1  0
  5 26  1  0
  4 25  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  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      -3.594   1.839   1.490  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.564   0.724   1.266  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.215  -0.639   1.528  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.066   0.786  -0.155  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.770   0.798  -0.480  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.227   0.735   0.589  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.235   0.802   1.915  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.668   0.783   2.983  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.217   0.863   4.272  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.030   0.684   2.770  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.486   0.607   1.458  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.886   0.507   1.298  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.471   0.426   0.046  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.683   0.343  -0.114  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.559   0.443  -1.105  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.232   0.536  -0.971  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.618   0.630   0.355  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.554   0.914   2.275  0.00  0.00           O+0
HETATM   19  H   UNK     0      -3.971   1.820   2.520  0.00  0.00           H+0
HETATM   20  H   UNK     0      -4.448   1.753   0.810  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.137   2.826   1.348  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.590  -0.701   2.556  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.485  -1.450   1.417  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.049  -0.833   0.844  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.810   0.811  -0.947  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.472   0.846  -1.518  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.755   0.943   4.201  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.722   0.667   3.606  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.030   0.371  -2.078  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.611   0.537  -1.857  0.00  0.00           H+0
CONECT    1    2   19   20   21                                             
CONECT    2    4   18    1    3                                             
CONECT    3    2   22   23   24                                             
CONECT    4    5    2   25                                                  
CONECT    5    6    4   26                                                  
CONECT    6   17    7    5                                                  
CONECT    7    6   18    8                                                  
CONECT    8    9   10    7                                                  
CONECT    9    8   27                                                       
CONECT   10   11    8   28                                                  
CONECT   11   12   17   10                                                  
CONECT   12   13   11                                                       
CONECT   13   15   12   14                                                  
CONECT   14   13                                                            
CONECT   15   13   16   29                                                  
CONECT   16   17   15   30                                                  
CONECT   17    6   11   16                                                  
CONECT   18    7    2                                                       
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    3                                                            
CONECT   23    3                                                            
CONECT   24    3                                                            
CONECT   25    4                                                            
CONECT   26    5                                                            
CONECT   27    9                                                            
CONECT   28   10                                                            
CONECT   29   15                                                            
CONECT   30   16                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

RDKit          3D

30 32  0  0  0  0  0  0  0  0999 V2000
   -3.5935    1.8385    1.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5645    0.7239    1.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2153   -0.6391    1.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0663    0.7861   -0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7703    0.7979   -0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2267    0.7352    0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2349    0.8024    1.9146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6683    0.7833    2.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2165    0.8628    4.2719 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0303    0.6836    2.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    0.6067    1.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8859    0.5070    1.2979 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4714    0.4261    0.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6829    0.3426   -0.1141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5585    0.4425   -1.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2320    0.5364   -0.9705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6177    0.6299    0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5535    0.9138    2.2747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9709    1.8202    2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4478    1.7528    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1372    2.8257    1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5899   -0.7013    2.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4853   -1.4500    1.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0494   -0.8329    0.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8103    0.8106   -0.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721    0.8464   -1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7545    0.9426    4.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220    0.6673    3.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0298    0.3711   -2.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6113    0.5373   -1.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
  6 17  1  0
 15 13  1  0
  8  9  1  0
  7  6  2  0
 13 12  1  0
 11 12  1  0
 17 11  2  0
 17 16  1  0
 11 10  1  0
  7 18  1  0
  6  5  1  0
  5  4  2  0
  4  2  1  0
  2 18  1  0
 16 15  2  0
 13 14  2  0
 10  8  2  0
  2  1  1  0
  8  7  1  0
  2  3  1  0
 16 30  1  0
 15 29  1  0
 10 28  1  0
  9 27  1  0
  5 26  1  0
  4 25  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₂O₄

Average Mass

244.2460 Da

Monoisotopic Mass

244.07356 Da

IUPAC Name

6-hydroxy-8,8-dimethyl-3H,8H-pyrano[3,2-f]chromen-3-one

Traditional Name

6-hydroxy-8,8-dimethylpyrano[3,2-f]chromen-3-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C([H])=C([H])C(=O)O2)C2=C1OC(C([H])=C2[H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C14H12O4/c1-14(2)6-5-9-8-3-4-12(16)17-11(8)7-10(15)13(9)18-14/h3-7,15H,1-2H3

InChI Key

OGTYTYOKQRCQEM-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cedrelopsis grevei	JEOL database	Mulholland, D. A., et al, Phytochemistry 61, 919 (2002)
Cedrelopsis grevei Baill	KNApSAcK Database	22123792
Cedrelopsis microfoliata	KNApSAcK Database	22123792
Clematis chinensis	KNApSAcK Database	22123792

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
2,2-dimethyl-1-benzopyran
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
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	2.88	ALOGPS
logP	2.38	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	8.21	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	67.92 m³·mol⁻¹	ChemAxon
Polarizability	24.99 Å³	ChemAxon
Number of Rings	3	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

C00036084

Chemspider ID

8439324

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10263845

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Mulholland, D. A., et al. (2002). Mulholland, D. A., et al, Phytochemistry 61, 919 (2002). Phytochem..

Showing NP-Card for cedrecoumarin A (NP0028321)

MOL for NP0028321 (cedrecoumarin A)

3D MOL for NP0028321 (cedrecoumarin A)

3D SDF for NP0028321 (cedrecoumarin A)

3D-SDF for NP0028321 (cedrecoumarin A)

PDB for NP0028321 (cedrecoumarin A)

3D PDB for NP0028321 (cedrecoumarin A)

SMILES for NP0028321 (cedrecoumarin A)

INCHI for NP0028321 (cedrecoumarin A)

Structure for NP0028321 (cedrecoumarin A)

3D Structure for NP0028321 (cedrecoumarin A)