MiMeDB: Showing metabocard for O-methylsterigmatocystin (MMDBc0007904)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 00:55:22 UTC

Update Date

2024-04-30 19:34:05 UTC

Metabolite ID

MMDBc0007904

Metabolite Identification

Common Name

O-methylsterigmatocystin

Description

O-Methylsterigmatocystin is a mycotoxin of Aspergillus flavu

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 05061305222D          

 25 29  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
   -0.5739    2.6000    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
    0.9674    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
    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
   -0.9416    3.3385    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
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  7  6  2  0  0  0  0
  9  6  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 12  8  2  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 14 13  2  0  0  0  0
 15 10  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  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  9  1  0  0  0  0
 20 17  2  0  0  0  0
 21  1  1  0  0  0  0
 21 10  1  0  0  0  0
 22  2  1  0  0  0  0
 22 12  1  0  0  0  0
 23  7  1  0  0  0  0
 23 19  1  0  0  0  0
 24 11  1  0  0  0  0
 24 18  1  0  0  0  0
 25 13  1  0  0  0  0
 25 19  1  0  0  0  0
M  END

HMDB0030589
     RDKit          3D
O-Methylsterigmatocystin
 39 43  0  0  0  0  0  0  0  0999 V2000
    5.4474   -0.1296    0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0703    0.0366    0.3322 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1791   -1.0204    0.2697 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5671   -2.3383    0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6814   -3.3845    0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3391   -3.0794    0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9517   -1.7594    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3121   -1.5032   -0.1271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7951   -0.2852   -0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1400   -0.0561   -0.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6739    1.2073   -0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7979    2.2985   -0.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4473    2.1061   -0.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4536    3.1511   -0.2293 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0791    4.5015   -0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0368    0.8220   -0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3836    0.5779   -0.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1822    1.5402    0.0441 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8395   -0.7053    0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0634    1.1151   -0.6840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3693   -0.1979   -1.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5068   -0.7358   -0.4562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0847   -1.1542    0.8203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7785   -1.3235    0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2683   -1.0000   -0.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9317   -0.3637   -0.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8885    0.8111    0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6177   -0.9529    1.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6078   -2.5771    0.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9621   -4.4240    0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6376   -3.9016    0.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2114    3.2936   -0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0287    4.7543   -1.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8327    5.1703    0.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9155    4.7013    0.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3858   -0.3217   -2.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7319   -1.3232    1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1620   -1.6413    1.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0167   -1.9084   -1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 11 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 19  3  1  0
 25 21  1  0
 19  7  2  0
 16  9  1  0
 25 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
 12 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 21 36  1  0
 23 37  1  0
 24 38  1  0
 25 39  1  0
M  END


  Mrv0541 05061305222D          

 25 29  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
   -0.5739    2.6000    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
    0.9674    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
    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
   -0.9416    3.3385    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
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  7  6  2  0  0  0  0
  9  6  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  2  0  0  0  0
 12  8  2  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 14 13  2  0  0  0  0
 15 10  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  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  9  1  0  0  0  0
 20 17  2  0  0  0  0
 21  1  1  0  0  0  0
 21 10  1  0  0  0  0
 22  2  1  0  0  0  0
 22 12  1  0  0  0  0
 23  7  1  0  0  0  0
 23 19  1  0  0  0  0
 24 11  1  0  0  0  0
 24 18  1  0  0  0  0
 25 13  1  0  0  0  0
 25 19  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0007904

> <DATABASE_NAME>
MIME

> <SMILES>
COC1=CC2=C(C3C=COC3O2)C2=C1C(=O)C1=C(OC)C=CC=C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C19H14O6/c1-21-10-4-3-5-11-15(10)17(20)16-12(22-2)8-13-14(18(16)24-11)9-6-7-23-19(9)25-13/h3-9,19H,1-2H3

> <INCHI_KEY>
JKUJKKGMOZDDJV-UHFFFAOYSA-N

> <FORMULA>
C19H14O6

> <MOLECULAR_WEIGHT>
338.3109

> <EXACT_MASS>
338.07903818

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
33.60142859632025

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
11,15-dimethoxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),4,10,14,16,18-heptaen-13-one

> <ALOGPS_LOGP>
3.07

> <JCHEM_LOGP>
2.5944857470000002

> <ALOGPS_LOGS>
-4.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.319533621642467

> <JCHEM_POLAR_SURFACE_AREA>
63.22000000000001

> <JCHEM_REFRACTIVITY>
88.18489999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.84e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11,15-dimethoxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),4,10,14,16,18-heptaen-13-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030589
     RDKit          3D
O-Methylsterigmatocystin
 39 43  0  0  0  0  0  0  0  0999 V2000
    5.4474   -0.1296    0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0703    0.0366    0.3322 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1791   -1.0204    0.2697 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5671   -2.3383    0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6814   -3.3845    0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3391   -3.0794    0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9517   -1.7594    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3121   -1.5032   -0.1271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7951   -0.2852   -0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1400   -0.0561   -0.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6739    1.2073   -0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7979    2.2985   -0.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4473    2.1061   -0.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4536    3.1511   -0.2293 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0791    4.5015   -0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0368    0.8220   -0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3836    0.5779   -0.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1822    1.5402    0.0441 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8395   -0.7053    0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0634    1.1151   -0.6840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3693   -0.1979   -1.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5068   -0.7358   -0.4562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0847   -1.1542    0.8203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7785   -1.3235    0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2683   -1.0000   -0.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9317   -0.3637   -0.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8885    0.8111    0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6177   -0.9529    1.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6078   -2.5771    0.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9621   -4.4240    0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6376   -3.9016    0.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2114    3.2936   -0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0287    4.7543   -1.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8327    5.1703    0.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9155    4.7013    0.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3858   -0.3217   -2.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7319   -1.3232    1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1620   -1.6413    1.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0167   -1.9084   -1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 11 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 19  3  1  0
 25 21  1  0
 19  7  2  0
 16  9  1  0
 25 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
 12 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 21 36  1  0
 23 37  1  0
 24 38  1  0
 25 39  1  0
M  END

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      -1.071   4.853   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.970  10.340   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.707   6.599   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.954   7.299   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.566   6.110   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.507  10.245   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.119   9.056   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       6.581  10.056   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.805   8.583   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.358  11.529   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.758   6.232   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
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3    4    5                                                       
CONECT    4    3   10                                                       
CONECT    5    3   11                                                       
CONECT    6    7    9                                                       
CONECT    7    6   23                                                       
CONECT    8   12   13                                                       
CONECT    9    6   14   19                                                  
CONECT   10    4   15   21                                                  
CONECT   11    5   15   24                                                  
CONECT   12    8   16   22                                                  
CONECT   13    8   14   25                                                  
CONECT   14    9   13   18                                                  
CONECT   15   10   11   17                                                  
CONECT   16   12   17   18                                                  
CONECT   17   15   16   20                                                  
CONECT   18   14   16   24                                                  
CONECT   19    9   23   25                                                  
CONECT   20   17                                                            
CONECT   21    1   10                                                       
CONECT   22    2   12                                                       
CONECT   23    7   19                                                       
CONECT   24   11   18                                                       
CONECT   25   13   19                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

COMPND    HMDB0030589
HETATM    1  C1  UNL     1       5.447  -0.130   0.504  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.070   0.037   0.332  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.179  -1.020   0.270  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.567  -2.338   0.371  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.681  -3.385   0.309  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.339  -3.079   0.136  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.952  -1.759   0.035  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.312  -1.503  -0.127  1.00  0.00           O  
HETATM    9  C7  UNL     1      -0.795  -0.285  -0.235  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.140  -0.056  -0.406  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.674   1.207  -0.522  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.798   2.299  -0.463  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.447   2.106  -0.293  1.00  0.00           C  
HETATM   14  O3  UNL     1       0.454   3.151  -0.229  1.00  0.00           O  
HETATM   15  C12 UNL     1       0.079   4.501  -0.330  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.037   0.822  -0.182  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.384   0.578  -0.011  1.00  0.00           C  
HETATM   18  O4  UNL     1       2.182   1.540   0.044  1.00  0.00           O  
HETATM   19  C15 UNL     1       1.839  -0.705   0.097  1.00  0.00           C  
HETATM   20  O5  UNL     1      -4.063   1.115  -0.684  1.00  0.00           O  
HETATM   21  C16 UNL     1      -4.369  -0.198  -1.113  1.00  0.00           C  
HETATM   22  O6  UNL     1      -5.507  -0.736  -0.456  1.00  0.00           O  
HETATM   23  C17 UNL     1      -5.085  -1.154   0.820  1.00  0.00           C  
HETATM   24  C18 UNL     1      -3.778  -1.323   0.848  1.00  0.00           C  
HETATM   25  C19 UNL     1      -3.268  -1.000  -0.501  1.00  0.00           C  
HETATM   26  H1  UNL     1       5.932  -0.364  -0.468  1.00  0.00           H  
HETATM   27  H2  UNL     1       5.888   0.811   0.916  1.00  0.00           H  
HETATM   28  H3  UNL     1       5.618  -0.953   1.230  1.00  0.00           H  
HETATM   29  H4  UNL     1       4.608  -2.577   0.505  1.00  0.00           H  
HETATM   30  H5  UNL     1       2.962  -4.424   0.386  1.00  0.00           H  
HETATM   31  H6  UNL     1       0.638  -3.902   0.086  1.00  0.00           H  
HETATM   32  H7  UNL     1      -2.211   3.294  -0.554  1.00  0.00           H  
HETATM   33  H8  UNL     1      -0.029   4.754  -1.397  1.00  0.00           H  
HETATM   34  H9  UNL     1       0.833   5.170   0.164  1.00  0.00           H  
HETATM   35  H10 UNL     1      -0.915   4.701   0.151  1.00  0.00           H  
HETATM   36  H11 UNL     1      -4.386  -0.322  -2.194  1.00  0.00           H  
HETATM   37  H12 UNL     1      -5.732  -1.323   1.688  1.00  0.00           H  
HETATM   38  H13 UNL     1      -3.162  -1.641   1.691  1.00  0.00           H  
HETATM   39  H14 UNL     1      -3.017  -1.908  -1.087  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5   29
CONECT    5    6    6   30
CONECT    6    7   31
CONECT    7    8   19   19
CONECT    8    9
CONECT    9   10   10   16
CONECT   10   11   25
CONECT   11   12   12   20
CONECT   12   13   32
CONECT   13   14   16   16
CONECT   14   15
CONECT   15   33   34   35
CONECT   16   17
CONECT   17   18   18   19
CONECT   20   21
CONECT   21   22   25   36
CONECT   22   23
CONECT   23   24   24   37
CONECT   24   25   38
CONECT   25   39
END

HMDB0030589
     RDKit          3D
O-Methylsterigmatocystin
 39 43  0  0  0  0  0  0  0  0999 V2000
    5.4474   -0.1296    0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0703    0.0366    0.3322 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1791   -1.0204    0.2697 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5671   -2.3383    0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6814   -3.3845    0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3391   -3.0794    0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9517   -1.7594    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3121   -1.5032   -0.1271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7951   -0.2852   -0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1400   -0.0561   -0.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6739    1.2073   -0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7979    2.2985   -0.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4473    2.1061   -0.2934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4536    3.1511   -0.2293 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0791    4.5015   -0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0368    0.8220   -0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3836    0.5779   -0.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1822    1.5402    0.0441 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8395   -0.7053    0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0634    1.1151   -0.6840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3693   -0.1979   -1.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5068   -0.7358   -0.4562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0847   -1.1542    0.8203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7785   -1.3235    0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2683   -1.0000   -0.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9317   -0.3637   -0.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8885    0.8111    0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6177   -0.9529    1.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6078   -2.5771    0.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9621   -4.4240    0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6376   -3.9016    0.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2114    3.2936   -0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0287    4.7543   -1.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8327    5.1703    0.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9155    4.7013    0.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3858   -0.3217   -2.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7319   -1.3232    1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1620   -1.6413    1.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0167   -1.9084   -1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 11 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 19  3  1  0
 25 21  1  0
 19  7  2  0
 16  9  1  0
 25 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
 12 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 21 36  1  0
 23 37  1  0
 24 38  1  0
 25 39  1  0
M  END

Synonyms

Value	Source
6,7-Dimethoxyfuroxanthone	HMDB
7-O-Methylsterigmatocystin	HMDB
8-O-Methylsterigmatocystin	HMDB
O-Methyl sterigmatocystin	HMDB
O-Methyl-sterigmatocystin	HMDB
Sterigmatocystin, O-methyl- (6ci)	HMDB
O-Methylsterigmatocystin	MeSH

Molecular Formula

C₁₉H₁₄O₆

Average Mass

338.3109

Monoisotopic Mass

338.07903818

IUPAC Name

11,15-dimethoxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),4,10,14,16,18-heptaen-13-one

Traditional Name

11,15-dimethoxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),4,10,14,16,18-heptaen-13-one

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C3C=COC3O2)C2=C1C(=O)C1=C(OC)C=CC=C1O2

InChI Identifier

InChI=1S/C19H14O6/c1-21-10-4-3-5-11-15(10)17(20)16-12(22-2)8-13-14(18(16)24-11)9-6-7-23-19(9)25-13/h3-9,19H,1-2H3

InChI Key

JKUJKKGMOZDDJV-UHFFFAOYSA-N

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

Substituents

Sterigmatocystin backbone
Xanthone
Dibenzopyran
Xanthene
Chromone
Benzopyran
1-benzopyran
Coumaran
Anisole
Pyranone
Alkyl aryl ether
Pyran
Benzenoid
Dihydrofuran
Heteroaromatic compound
Vinylogous ester
Organoheterocyclic compound
Oxacycle
Ether
Acetal
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a small molecule (CPD-7157 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.028 g/L	ALOGPS
logP	3.07	ALOGPS
logP	2.59	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	63.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	88.18 m³·mol⁻¹	ChemAxon
Polarizability	33.6 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-06rw-1096000000-cb01aa57fc557685a46e	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0009000000-e47ac5236518fbc3aba8	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0009000000-461043872a84845861c3	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-0394000000-e5be4f2ee697a73461f8	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0009000000-de665db89cb6a73f2b98	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0019000000-5ed14120dd0e57fe2b01	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00r6-2293000000-bf79401a3cd622cf80b3	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0009000000-1b1b4cecbb811291ae64	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0009000000-1b1b4cecbb811291ae64	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-059b-0489000000-b80e425d5a3efba6d144	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0009000000-4d0563d25991a3f4db9f	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0009000000-b9a0919d9652d144a789	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-002f-1191000000-99468be65b4e00d49d6f	2021-09-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	4	Human feces

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0030589

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10871462

PDB ID

Not Available

ChEBI ID

18171

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for O-methylsterigmatocystin (MMDBc0007904)

MOL for #<Metabolite:0x00007fed141d2f78>

3D MOL for #<Metabolite:0x00007fed141d2f78>

3D SDF for #<Metabolite:0x00007fed141d2f78>

3D-SDF for #<Metabolite:0x00007fed141d2f78>

PDB for #<Metabolite:0x00007fed141d2f78>

3D PDB for #<Metabolite:0x00007fed141d2f78>

SMILES for #<Metabolite:0x00007fed141d2f78>

INCHI for #<Metabolite:0x00007fed141d2f78>

Structure for #<Metabolite:0x00007fed141d2f78>

3D Structure for #<Metabolite:0x00007fed141d2f78>