NP-MRD: Showing NP-Card for Salfredin B11 (NP0022314)

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Record Information

Version

1.0

Created at

2021-01-06 07:31:21 UTC

Updated at

2021-07-15 17:38:42 UTC

NP-MRD ID

NP0022314

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Salfredin B11

Provided By

NPAtlas

Description

Salfredin B11 belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. Salfredin B11 is found in Crucibulum. It was first documented in 1995 (PMID: 7622427). Based on a literature review very few articles have been published on Salfredin B11 (PMID: 29086598) (PMID: 19344906).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105223D          

 29 31  0  0  0  0            999 V2000
    3.0790    0.8620    1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4231   -0.0140    0.2600 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3991   -1.0660   -0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1551    0.8734   -0.8895 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9303    1.0855   -1.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1854    0.4568   -0.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049   -0.3822    0.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0801   -0.9742    1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3779   -0.7567    0.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5872    0.0772   -0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5033    0.6599   -1.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6670    1.5201   -2.1262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0242    0.1467   -0.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5740    0.8192   -1.5613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6281   -0.6557    0.2942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7011   -1.2511    1.1477 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3031   -0.5842    0.8565 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2530    1.3318    1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6746    0.2621    2.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6784    1.6735    0.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9561   -1.4421   -1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3325   -0.5575   -0.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4875   -1.9222    0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0188    1.3328   -1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403    1.7469   -2.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9095   -1.6406    1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706    1.7444   -2.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7266   -2.3690    1.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8911   -0.9773    2.2010 H   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 17  1  0  0  0  0
 17  2  1  0  0  0  0
 11  6  1  0  0  0  0
 16  9  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  3 21  1  0  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  4 24  1  0  0  0  0
  5 25  1  0  0  0  0
  8 26  1  0  0  0  0
 12 27  1  0  0  0  0
 16 28  1  0  0  0  0
 16 29  1  0  0  0  0
M  END

     RDKit          3D

 29 31  0  0  0  0  0  0  0  0999 V2000
    3.0790    0.8620    1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4231   -0.0140    0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3991   -1.0660   -0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1551    0.8734   -0.8895 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9303    1.0855   -1.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1854    0.4568   -0.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049   -0.3822    0.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0801   -0.9742    1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3779   -0.7567    0.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5872    0.0772   -0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5033    0.6599   -1.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6670    1.5201   -2.1262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0242    0.1467   -0.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5740    0.8192   -1.5613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6281   -0.6557    0.2942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7011   -1.2511    1.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031   -0.5842    0.8565 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2530    1.3318    1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6746    0.2621    2.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6784    1.6735    0.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9561   -1.4421   -1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3325   -0.5575   -0.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4875   -1.9222    0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0188    1.3328   -1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403    1.7469   -2.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9095   -1.6406    1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706    1.7444   -2.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7266   -2.3690    1.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8911   -0.9773    2.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 10 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
  7 17  1  0
 17  2  1  0
 11  6  1  0
 16  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  8 26  1  0
 12 27  1  0
 16 28  1  0
 16 29  1  0
M  END


  Mrv1652306242105223D          

 29 31  0  0  0  0            999 V2000
    3.0790    0.8620    1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4231   -0.0140    0.2600 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3991   -1.0660   -0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1551    0.8734   -0.8895 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9303    1.0855   -1.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1854    0.4568   -0.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049   -0.3822    0.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0801   -0.9742    1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3779   -0.7567    0.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5872    0.0772   -0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5033    0.6599   -1.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6670    1.5201   -2.1262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0242    0.1467   -0.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5740    0.8192   -1.5613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6281   -0.6557    0.2942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7011   -1.2511    1.1477 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3031   -0.5842    0.8565 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2530    1.3318    1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6746    0.2621    2.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6784    1.6735    0.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9561   -1.4421   -1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3325   -0.5575   -0.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4875   -1.9222    0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0188    1.3328   -1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403    1.7469   -2.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9095   -1.6406    1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706    1.7444   -2.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7266   -2.3690    1.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8911   -0.9773    2.2010 H   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 17  1  0  0  0  0
 17  2  1  0  0  0  0
 11  6  1  0  0  0  0
 16  9  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  3 21  1  0  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  4 24  1  0  0  0  0
  5 25  1  0  0  0  0
  8 26  1  0  0  0  0
 12 27  1  0  0  0  0
 16 28  1  0  0  0  0
 16 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0022314

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)OC([H])([H])C2=C([H])C2=C1C([H])=C([H])C(O2)(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H12O4/c1-13(2)4-3-8-9(17-13)5-7-6-16-12(15)10(7)11(8)14/h3-5,14H,6H2,1-2H3

> <INCHI_KEY>
ZYOUEEMPKPNVQW-UHFFFAOYSA-N

> <FORMULA>
C13H12O4

> <MOLECULAR_WEIGHT>
232.232

> <EXACT_MASS>
232.073558872

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
23.472060460214294

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-2,2-dimethyl-2H,6H,8H-furo[3,4-g]chromen-6-one

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
2.7750081616666664

> <ALOGPS_LOGS>
-2.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.326405225881164

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.449314088720714

> <JCHEM_PKA_STRONGEST_BASIC>
-4.135888702924704

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
63.012200000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.21e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-2,2-dimethyl-8H-furo[3,4-g]chromen-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 29 31  0  0  0  0  0  0  0  0999 V2000
    3.0790    0.8620    1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4231   -0.0140    0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3991   -1.0660   -0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1551    0.8734   -0.8895 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9303    1.0855   -1.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1854    0.4568   -0.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049   -0.3822    0.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0801   -0.9742    1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3779   -0.7567    0.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5872    0.0772   -0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5033    0.6599   -1.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6670    1.5201   -2.1262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0242    0.1467   -0.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5740    0.8192   -1.5613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6281   -0.6557    0.2942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7011   -1.2511    1.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031   -0.5842    0.8565 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2530    1.3318    1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6746    0.2621    2.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6784    1.6735    0.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9561   -1.4421   -1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3325   -0.5575   -0.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4875   -1.9222    0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0188    1.3328   -1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403    1.7469   -2.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9095   -1.6406    1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706    1.7444   -2.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7266   -2.3690    1.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8911   -0.9773    2.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 10 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
  7 17  1  0
 17  2  1  0
 11  6  1  0
 16  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  8 26  1  0
 12 27  1  0
 16 28  1  0
 16 29  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       3.079   0.862   1.322  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.423  -0.014   0.260  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.399  -1.066  -0.243  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.155   0.873  -0.890  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.930   1.085  -1.292  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.185   0.457  -0.621  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.005  -0.382   0.458  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.080  -0.974   1.087  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.378  -0.757   0.669  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.587   0.077  -0.406  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.503   0.660  -1.022  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.667   1.520  -2.126  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.024   0.147  -0.652  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.574   0.819  -1.561  0.00  0.00           O+0
HETATM   15  O   UNK     0      -4.628  -0.656   0.294  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.701  -1.251   1.148  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.303  -0.584   0.857  0.00  0.00           O+0
HETATM   18  H   UNK     0       2.253   1.332   1.888  0.00  0.00           H+0
HETATM   19  H   UNK     0       3.675   0.262   2.038  0.00  0.00           H+0
HETATM   20  H   UNK     0       3.678   1.674   0.864  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.956  -1.442  -1.209  0.00  0.00           H+0
HETATM   22  H   UNK     0       4.332  -0.558  -0.495  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.487  -1.922   0.423  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.019   1.333  -1.374  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.740   1.747  -2.148  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.910  -1.641   1.946  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.571   1.744  -2.509  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.727  -2.369   1.095  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.891  -0.977   2.201  0.00  0.00           H+0
CONECT    1    2   18   19   20                                             
CONECT    2    1    3    4   17                                             
CONECT    3    2   21   22   23                                             
CONECT    4    2    5   24                                                  
CONECT    5    4    6   25                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    9   26                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12    6                                                  
CONECT   12   11   27                                                       
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15    9   28   29                                             
CONECT   17    7    2                                                       
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    3                                                            
CONECT   22    3                                                            
CONECT   23    3                                                            
CONECT   24    4                                                            
CONECT   25    5                                                            
CONECT   26    8                                                            
CONECT   27   12                                                            
CONECT   28   16                                                            
CONECT   29   16                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

RDKit          3D

29 31  0  0  0  0  0  0  0  0999 V2000
    3.0790    0.8620    1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4231   -0.0140    0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3991   -1.0660   -0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1551    0.8734   -0.8895 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9303    1.0855   -1.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1854    0.4568   -0.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049   -0.3822    0.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0801   -0.9742    1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3779   -0.7567    0.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5872    0.0772   -0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5033    0.6599   -1.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6670    1.5201   -2.1262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0242    0.1467   -0.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5740    0.8192   -1.5613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6281   -0.6557    0.2942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7011   -1.2511    1.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031   -0.5842    0.8565 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2530    1.3318    1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6746    0.2621    2.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6784    1.6735    0.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9561   -1.4421   -1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3325   -0.5575   -0.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4875   -1.9222    0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0188    1.3328   -1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403    1.7469   -2.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9095   -1.6406    1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706    1.7444   -2.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7266   -2.3690    1.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8911   -0.9773    2.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 10 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
  7 17  1  0
 17  2  1  0
 11  6  1  0
 16  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  8 26  1  0
 12 27  1  0
 16 28  1  0
 16 29  1  0
M  END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Value	Source
2,8-Dihydro-5-hydroxy-2,2-dimethyl-6H-furo[3,4-g]-1-benzopyran-6-one, 9ci	HMDB

Chemical Formula

C₁₃H₁₂O₄

Average Mass

232.2320 Da

Monoisotopic Mass

232.07356 Da

IUPAC Name

5-hydroxy-2,2-dimethyl-2H,6H,8H-furo[3,4-g]chromen-6-one

Traditional Name

5-hydroxy-2,2-dimethyl-8H-furo[3,4-g]chromen-6-one

CAS Registry Number

Not Available

SMILES

CC1(C)OC2=C(C=C1)C(O)=C1C(=O)OCC1=C2

InChI Identifier

InChI=1S/C13H12O4/c1-13(2)4-3-8-9(17-13)5-7-6-16-12(15)10(7)11(8)14/h3-5,14H,6H2,1-2H3

InChI Key

ZYOUEEMPKPNVQW-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
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
Crucibulum	NPAtlas	7622427
Nigella sativa	KNApSAcK Database	22123792

Species Where Detected

Species Name	Source	Reference
Crucibulum sp. RF-3817	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

2,2-dimethyl-1-benzopyrans

Alternative Parents

Not Available

Substituents

Not Available

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	2.22	ALOGPS
logP	2.78	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	9.45	ChemAxon
pKa (Strongest Basic)	-4.1	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	63.01 m³·mol⁻¹	ChemAxon
Polarizability	23.47 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

NPAtlas ID

NPA011721

HMDB ID

HMDB0041325

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB021245

KNApSAcK ID

C00016514

Chemspider ID

552236

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

636462

PDB ID

Not Available

ChEBI ID

174191

Good Scents ID

Not Available

References

General References

Matsumoto K, Nagashima K, Kamigauchi T, Kawamura Y, Yasuda Y, Ishii K, Uotani N, Sato T, Nakai H, Terui Y, et al.: Salfredins, new aldose reductase inhibitors produced by Crucibulum sp. RF-3817. I. Fermentation, isolation and structures of salfredins. J Antibiot (Tokyo). 1995 Jun;48(6):439-46. doi: 10.7164/antibiotics.48.439. [PubMed:7622427 ]
Liu X, Aisa HA, Xin X: A new fatty acid ester from Nigella sativa var. hispidula Boiss showing potent anti-protein tyrosine phosphatase 1B activity. Nat Prod Res. 2019 Feb;33(4):472-476. doi: 10.1080/14786419.2017.1396594. Epub 2017 Oct 31. [PubMed:29086598 ]
Xin X, Yang Y, Zhong J, Aisa HA, Wang H: Preparative isolation and purification of isobenzofuranone derivatives and saponins from seeds of Nigella glandulifera Freyn by high-speed counter-current chromatography combined with gel filtration. J Chromatogr A. 2009 May 8;1216(19):4258-62. doi: 10.1016/j.chroma.2009.03.050. Epub 2009 Mar 24. [PubMed:19344906 ]

Showing NP-Card for Salfredin B11 (NP0022314)

MOL for NP0022314 (Salfredin B11)

3D MOL for NP0022314 (Salfredin B11)

3D SDF for NP0022314 (Salfredin B11)

3D-SDF for NP0022314 (Salfredin B11)

PDB for NP0022314 (Salfredin B11)

3D PDB for NP0022314 (Salfredin B11)

SMILES for NP0022314 (Salfredin B11)

INCHI for NP0022314 (Salfredin B11)

Structure for NP0022314 (Salfredin B11)

3D Structure for NP0022314 (Salfredin B11)