NP-MRD: Showing NP-Card for Dihydrohydroxy-O-methylsterigmatocystin (NP0084773)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 05:25:43 UTC

Updated at

2022-04-29 05:25:43 UTC

NP-MRD ID

NP0084773

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dihydrohydroxy-O-methylsterigmatocystin

Description

Dihydrohydroxy-O-methylsterigmatocystin belongs to the class of organic compounds known as sterigmatocystins. These are a group of closely related fungal metabolites chemically characterized by a xanthone moiety fused to a dihydrodifurano or a tetrahydrodifurano moiety. The chemical difference among the various sterigmagocystins are the presence or absence of unsaturation at positions 2 and 3 of the difurano ring system, the substitution pattern on positions 6, 7, and 10 of the xanthone system and/or the substituent on position 3 of the difurano system. They are produced by Aspergilus spp. And Bipolaris spp. Dihydrohydroxy-O-methylsterigmatocystin is an extremely weak basic (essentially neutral) compound (based on its pKa). Dihydrohydroxy-O-methylsterigmatocystin is found in Aspergillus parasiticus. Mycotoxin production by Aspergillus parasiticus.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061307162D          

 26 30  0  0  0  0            999 V2000
    5.5403    4.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1579    6.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1732    2.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6289    3.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3498    2.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2421    2.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0553    5.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3787    3.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2611    3.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9820    3.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8788    5.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5996    4.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5739    2.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9674    4.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4377    3.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2465    4.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0700    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7908    4.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3529    3.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9552    1.8684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5256    5.3870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7168    4.5978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3344    6.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1586    3.3238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2164    4.7300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9416    3.3385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  8  6  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  7  2  0  0  0  0
 12  7  1  0  0  0  0
 13  6  1  0  0  0  0
 14  8  1  0  0  0  0
 14 12  2  0  0  0  0
 15  9  2  0  0  0  0
 15 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 14  1  0  0  0  0
 18 16  2  0  0  0  0
 19  8  1  0  0  0  0
 20 13  1  0  0  0  0
 21 17  2  0  0  0  0
 22  1  1  0  0  0  0
 22  9  1  0  0  0  0
 23  2  1  0  0  0  0
 23 11  1  0  0  0  0
 24 10  1  0  0  0  0
 24 18  1  0  0  0  0
 25 12  1  0  0  0  0
 25 19  1  0  0  0  0
 26 13  1  0  0  0  0
 26 19  1  0  0  0  0
M  END

     RDKit          3D

 42 46  0  0  0  0  0  0  0  0999 V2000
   -5.8130   -0.2016   -0.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4494    0.0806   -0.4337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5405   -0.9714   -0.3977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9715   -2.2533   -0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0267   -3.2551   -0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7009   -2.9688   -0.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2914   -1.6655   -0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0129   -1.3743    0.1039 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4182   -0.1494    0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7729    0.1148    0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2498    1.3899    0.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3385    2.4259    0.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0061    2.1733    0.4535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8758    3.2387    0.4248 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4723    4.5660    0.6171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4822    0.8937    0.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8202    0.6470    0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6566    1.5880   -0.0106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2371   -0.6710   -0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6431    1.3464    0.9325 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9388    0.0167    1.3890 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1640   -0.4214    0.9628 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0802   -0.8286   -0.3389 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6621   -2.0984   -0.4589 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6377   -0.9542   -0.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9319   -0.7924    0.6103 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9703   -0.6494   -1.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4054    0.7421   -0.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2341   -0.8552    0.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0298   -2.4683   -0.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3189   -4.3039   -0.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9425   -3.7673   -0.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7064    3.4314    0.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3718    5.2025    0.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1373    4.8584   -0.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1133    4.6775    1.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8105   -0.0701    2.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6335   -0.0993   -0.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9602   -2.7524   -0.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4036   -1.9104   -1.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3343   -0.1521   -1.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6930   -1.7593    1.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11 10  2  0
 10 26  1  0
 26 25  1  0
 25 23  1  0
 23 24  1  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 10  9  1  0
  9 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19  3  2  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
 16 13  1  0
  7 19  1  0
 20 11  1  0
  8  9  1  0
 21 26  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 12 33  1  0
 26 42  1  1
 25 40  1  0
 25 41  1  0
 23 38  1  6
 24 39  1  0
 21 37  1  1
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
M  END


  Mrv0541 05061307162D          

 26 30  0  0  0  0            999 V2000
    5.5403    4.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1579    6.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1732    2.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6289    3.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3498    2.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2421    2.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0553    5.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3787    3.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2611    3.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9820    3.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8788    5.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5996    4.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5739    2.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9674    4.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4377    3.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2465    4.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0700    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7908    4.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3529    3.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9552    1.8684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5256    5.3870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7168    4.5978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3344    6.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1586    3.3238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2164    4.7300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9416    3.3385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  8  6  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  7  2  0  0  0  0
 12  7  1  0  0  0  0
 13  6  1  0  0  0  0
 14  8  1  0  0  0  0
 14 12  2  0  0  0  0
 15  9  2  0  0  0  0
 15 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 14  1  0  0  0  0
 18 16  2  0  0  0  0
 19  8  1  0  0  0  0
 20 13  1  0  0  0  0
 21 17  2  0  0  0  0
 22  1  1  0  0  0  0
 22  9  1  0  0  0  0
 23  2  1  0  0  0  0
 23 11  1  0  0  0  0
 24 10  1  0  0  0  0
 24 18  1  0  0  0  0
 25 12  1  0  0  0  0
 25 19  1  0  0  0  0
 26 13  1  0  0  0  0
 26 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0084773

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C3CC(O)OC3O2)C2=C1C(=O)C1=C(OC)C=CC=C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C19H16O7/c1-22-9-4-3-5-10-15(9)17(21)16-11(23-2)7-12-14(18(16)24-10)8-6-13(20)26-19(8)25-12/h3-5,7-8,13,19-20H,6H2,1-2H3

> <INCHI_KEY>
ATDWDHGTLHHXNU-UHFFFAOYSA-N

> <FORMULA>
C19H16O7

> <MOLECULAR_WEIGHT>
356.3261

> <EXACT_MASS>
356.089602866

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
35.51342798300404

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-11,15-dimethoxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),10,14,16,18-hexaen-13-one

> <ALOGPS_LOGP>
1.43

> <JCHEM_LOGP>
1.9895812943333333

> <ALOGPS_LOGS>
-3.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.379199340335926

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9451382085370676

> <JCHEM_POLAR_SURFACE_AREA>
83.45000000000002

> <JCHEM_REFRACTIVITY>
89.2321

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.28e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-11,15-dimethoxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),10,14,16,18-hexaen-13-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      10.342   8.488   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.895  11.434   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.790   4.636   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.641   5.920   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.253   4.731   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.452   5.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.970  10.340   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.707   6.599   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.954   7.299   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.566   6.110   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.507  10.245   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.119   9.056   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.071   4.853   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.806   7.678   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.417   7.393   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.193   8.867   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.731   8.772   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.343   7.583   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.659   7.311   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.783   3.488   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.581  10.056   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.805   8.583   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.358  11.529   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.029   6.204   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -0.404   8.829   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.758   6.232   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   23                                                            
CONECT    3    4    5                                                       
CONECT    4    3    9                                                       
CONECT    5    3   10                                                       
CONECT    6    8   13                                                       
CONECT    7   11   12                                                       
CONECT    8    6   14   19                                                  
CONECT    9    4   15   22                                                  
CONECT   10    5   15   24                                                  
CONECT   11    7   16   23                                                  
CONECT   12    7   14   25                                                  
CONECT   13    6   20   26                                                  
CONECT   14    8   12   18                                                  
CONECT   15    9   10   17                                                  
CONECT   16   11   17   18                                                  
CONECT   17   15   16   21                                                  
CONECT   18   14   16   24                                                  
CONECT   19    8   25   26                                                  
CONECT   20   13                                                            
CONECT   21   17                                                            
CONECT   22    1    9                                                       
CONECT   23    2   11                                                       
CONECT   24   10   18                                                       
CONECT   25   12   19                                                       
CONECT   26   13   19                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₆O₇

Average Mass

356.3261 Da

Monoisotopic Mass

356.08960 Da

IUPAC Name

5-hydroxy-11,15-dimethoxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),10,14,16,18-hexaen-13-one

Traditional Name

5-hydroxy-11,15-dimethoxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),10,14,16,18-hexaen-13-one

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C3CC(O)OC3O2)C2=C1C(=O)C1=C(OC)C=CC=C1O2

InChI Identifier

InChI=1S/C19H16O7/c1-22-9-4-3-5-10-15(9)17(21)16-11(23-2)7-12-14(18(16)24-10)8-6-13(20)26-19(8)25-12/h3-5,7-8,13,19-20H,6H2,1-2H3

InChI Key

ATDWDHGTLHHXNU-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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aspergillus parasiticus	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sterigmatocystins. These are a group of closely related fungal metabolites chemically characterized by a xanthone moiety fused to a dihydrodifurano or a tetrahydrodifurano moiety. The chemical difference among the various sterigmagocystins are the presence or absence of unsaturation at positions 2 and 3 of the difurano ring system, the substitution pattern on positions 6, 7, and 10 of the xanthone system and/or the substituent on position 3 of the difurano system. They are produced by Aspergilus spp. And Bipolaris spp.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Sterigmatocystins

Sub Class

Not Available

Direct Parent

Sterigmatocystins

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	1.43	ALOGPS
logP	1.99	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	12.38	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	83.45 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	89.23 m³·mol⁻¹	ChemAxon
Polarizability	35.51 Å³	ChemAxon
Number of Rings	5	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

HMDB0033659

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB011761

KNApSAcK ID

Not Available

Chemspider ID

8936022

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10760703

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Dihydrohydroxy-O-methylsterigmatocystin (NP0084773)

MOL for NP0084773 (Dihydrohydroxy-O-methylsterigmatocystin)

3D MOL for NP0084773 (Dihydrohydroxy-O-methylsterigmatocystin)

3D SDF for NP0084773 (Dihydrohydroxy-O-methylsterigmatocystin)

3D-SDF for NP0084773 (Dihydrohydroxy-O-methylsterigmatocystin)

PDB for NP0084773 (Dihydrohydroxy-O-methylsterigmatocystin)

3D PDB for NP0084773 (Dihydrohydroxy-O-methylsterigmatocystin)

SMILES for NP0084773 (Dihydrohydroxy-O-methylsterigmatocystin)

INCHI for NP0084773 (Dihydrohydroxy-O-methylsterigmatocystin)

Structure for NP0084773 (Dihydrohydroxy-O-methylsterigmatocystin)

3D Structure for NP0084773 (Dihydrohydroxy-O-methylsterigmatocystin)