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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:37:49 UTC

Update Date

2022-03-07 02:52:36 UTC

HMDB ID

HMDB0030592

Secondary Accession Numbers

HMDB30592

Metabolite Identification

Common Name

5,6-Dimethoxysterigmatocystin

Description

5,6-Dimethoxysterigmatocystin 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. Based on a literature review a small amount of articles have been published on 5,6-Dimethoxysterigmatocystin.

Structure

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


  Mrv0541 05061305222D          

 28 32  0  0  0  0            999 V2000
    4.8820    6.3447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2798    1.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9860    1.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1575    2.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3415    2.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5443    2.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9707    4.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2940    2.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1765    3.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7941    4.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5150    4.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0886    1.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8828    3.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3531    3.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1619    4.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9853    4.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2651    1.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7062    3.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8974    2.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5624    3.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6322    4.0277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4410    4.8170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2498    5.6062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4563    1.1752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8095    1.2768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9737    2.7684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6990    4.1600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0739    2.7538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  8  4  1  0  0  0  0
  9  6  2  0  0  0  0
 10  7  2  0  0  0  0
 11  7  1  0  0  0  0
 12  6  1  0  0  0  0
 13  8  1  0  0  0  0
 13 11  2  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 12  2  0  0  0  0
 18 13  1  0  0  0  0
 18 15  2  0  0  0  0
 19 14  2  0  0  0  0
 19 17  1  0  0  0  0
 20  8  1  0  0  0  0
 21  9  1  0  0  0  0
 22 16  2  0  0  0  0
 23  1  1  0  0  0  0
 23 10  1  0  0  0  0
 24  2  1  0  0  0  0
 24 12  1  0  0  0  0
 25  3  1  0  0  0  0
 25 17  1  0  0  0  0
 26  5  1  0  0  0  0
 26 20  1  0  0  0  0
 27 11  1  0  0  0  0
 27 20  1  0  0  0  0
 28 18  1  0  0  0  0
 28 19  1  0  0  0  0
M  END

HMDB0030592
     RDKit          3D
5,6-Dimethoxysterigmatocystin
 44 48  0  0  0  0  0  0  0  0999 V2000
    6.0956   -0.7813    0.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8065   -1.2928    0.1446 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7004   -0.4769    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8448    0.8520    0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7332    1.7084    0.6121 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9571    3.0053    0.9105 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4899    1.1691    0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3270    1.9121    0.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4028    3.1307    0.7177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9079    1.3243    0.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481    2.0930    0.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9623    3.4676    0.5866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1479    4.2218    0.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2642    1.4873    0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3446    0.1290   -0.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1888   -0.6222   -0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9656   -0.0246   -0.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1446   -0.7289   -0.1353 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3221   -0.1846    0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4491   -0.9834    0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2448   -2.3446   -0.3023 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2579   -2.6949   -1.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462   -1.9938   -0.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9133   -2.7796    0.5901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1368   -3.2740    0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7726   -2.9075   -0.6344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0576   -1.8131   -1.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4686   -0.6547   -0.5161 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1754   -0.1764    1.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4502   -0.1453   -0.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7778   -1.6516    0.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8388    1.2760    0.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4211    3.8024    1.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6176    4.3936   -0.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9179    3.7420    1.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8750    5.1871    1.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1459    2.1087    0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2422   -2.9936   -1.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5888   -1.8800   -2.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0051   -3.5152   -1.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0274   -2.5119   -1.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2167   -2.9284    1.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5437   -3.8912    1.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1064   -1.7598   -2.2715 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 16 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 20  3  1  0
 27 23  1  0
 19  7  1  0
 17 10  1  0
 28 15  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  6 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 22 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
 24 42  1  0
 25 43  1  0
 27 44  1  0
M  END


  Mrv0541 05061305222D          

 28 32  0  0  0  0            999 V2000
    4.8820    6.3447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2798    1.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9860    1.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1575    2.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3415    2.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5443    2.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9707    4.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2940    2.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1765    3.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7941    4.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5150    4.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0886    1.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8828    3.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3531    3.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1619    4.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9853    4.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2651    1.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7062    3.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8974    2.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5624    3.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6322    4.0277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4410    4.8170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2498    5.6062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4563    1.1752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8095    1.2768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9737    2.7684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6990    4.1600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0739    2.7538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  8  4  1  0  0  0  0
  9  6  2  0  0  0  0
 10  7  2  0  0  0  0
 11  7  1  0  0  0  0
 12  6  1  0  0  0  0
 13  8  1  0  0  0  0
 13 11  2  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 12  2  0  0  0  0
 18 13  1  0  0  0  0
 18 15  2  0  0  0  0
 19 14  2  0  0  0  0
 19 17  1  0  0  0  0
 20  8  1  0  0  0  0
 21  9  1  0  0  0  0
 22 16  2  0  0  0  0
 23  1  1  0  0  0  0
 23 10  1  0  0  0  0
 24  2  1  0  0  0  0
 24 12  1  0  0  0  0
 25  3  1  0  0  0  0
 25 17  1  0  0  0  0
 26  5  1  0  0  0  0
 26 20  1  0  0  0  0
 27 11  1  0  0  0  0
 27 20  1  0  0  0  0
 28 18  1  0  0  0  0
 28 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030592

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C3C=COC3O2)C2=C1C(=O)C1=C(O2)C(OC)=C(OC)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H16O8/c1-23-10-7-11-13(8-4-5-26-20(8)27-11)18-15(10)16(22)14-9(21)6-12(24-2)17(25-3)19(14)28-18/h4-8,20-21H,1-3H3

> <INCHI_KEY>
RSPJLZQIZABVSE-UHFFFAOYSA-N

> <FORMULA>
C20H16O8

> <MOLECULAR_WEIGHT>
384.3362

> <EXACT_MASS>
384.084517488

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
37.433613356752645

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
15-hydroxy-11,17,18-trimethoxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),4,10,14(19),15,17-heptaen-13-one

> <ALOGPS_LOGP>
2.78

> <JCHEM_LOGP>
2.783249159666666

> <ALOGPS_LOGS>
-3.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.01257877642427

> <JCHEM_PKA_STRONGEST_BASIC>
-4.157713549521234

> <JCHEM_POLAR_SURFACE_AREA>
92.68000000000002

> <JCHEM_REFRACTIVITY>
96.62899999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.70e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-hydroxy-11,17,18-trimethoxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),4,10,14(19),15,17-heptaen-13-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030592
     RDKit          3D
5,6-Dimethoxysterigmatocystin
 44 48  0  0  0  0  0  0  0  0999 V2000
    6.0956   -0.7813    0.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8065   -1.2928    0.1446 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7004   -0.4769    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8448    0.8520    0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7332    1.7084    0.6121 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9571    3.0053    0.9105 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4899    1.1691    0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3270    1.9121    0.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4028    3.1307    0.7177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9079    1.3243    0.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481    2.0930    0.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9623    3.4676    0.5866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1479    4.2218    0.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2642    1.4873    0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3446    0.1290   -0.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1888   -0.6222   -0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9656   -0.0246   -0.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1446   -0.7289   -0.1353 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3221   -0.1846    0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4491   -0.9834    0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2448   -2.3446   -0.3023 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2579   -2.6949   -1.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462   -1.9938   -0.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9133   -2.7796    0.5901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1368   -3.2740    0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7726   -2.9075   -0.6344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0576   -1.8131   -1.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4686   -0.6547   -0.5161 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1754   -0.1764    1.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4502   -0.1453   -0.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7778   -1.6516    0.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8388    1.2760    0.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4211    3.8024    1.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6176    4.3936   -0.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9179    3.7420    1.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8750    5.1871    1.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1459    2.1087    0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2422   -2.9936   -1.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5888   -1.8800   -2.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0051   -3.5152   -1.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0274   -2.5119   -1.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2167   -2.9284    1.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5437   -3.8912    1.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1064   -1.7598   -2.2715 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 16 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 20  3  1  0
 27 23  1  0
 19  7  1  0
 17 10  1  0
 28 15  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  6 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 22 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
 24 42  1  0
 25 43  1  0
 27 44  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       9.113  11.843   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.456   2.099   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.307   2.478   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.894   4.016   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.371   3.789   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.083   4.856   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.412   9.276   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.149   5.535   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.396   6.235   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.949   9.181   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.561   7.992   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.232   3.572   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.248   6.614   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.859   6.329   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.636   7.803   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.173   7.708   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.695   3.667   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.785   6.519   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.008   5.046   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.783   6.247   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      14.247   7.518   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      12.023   8.992   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       9.800  10.465   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      13.918   2.194   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      10.844   2.383   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       3.684   5.168   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.038   7.765   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       9.471   5.140   0.000  0.00  0.00           O+0
CONECT    1   23                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4    5    8                                                       
CONECT    5    4   26                                                       
CONECT    6    9   12                                                       
CONECT    7   10   11                                                       
CONECT    8    4   13   20                                                  
CONECT    9    6   14   21                                                  
CONECT   10    7   15   23                                                  
CONECT   11    7   13   27                                                  
CONECT   12    6   17   24                                                  
CONECT   13    8   11   18                                                  
CONECT   14    9   16   19                                                  
CONECT   15   10   16   18                                                  
CONECT   16   14   15   22                                                  
CONECT   17   12   19   25                                                  
CONECT   18   13   15   28                                                  
CONECT   19   14   17   28                                                  
CONECT   20    8   26   27                                                  
CONECT   21    9                                                            
CONECT   22   16                                                            
CONECT   23    1   10                                                       
CONECT   24    2   12                                                       
CONECT   25    3   17                                                       
CONECT   26    5   20                                                       
CONECT   27   11   20                                                       
CONECT   28   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

COMPND    HMDB0030592
HETATM    1  C1  UNL     1       6.096  -0.781   0.366  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.807  -1.293   0.145  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.700  -0.477   0.225  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.845   0.852   0.523  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.733   1.708   0.612  1.00  0.00           C  
HETATM    6  O2  UNL     1       2.957   3.005   0.911  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.490   1.169   0.389  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.327   1.912   0.449  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.403   3.131   0.718  1.00  0.00           O  
HETATM   10  C7  UNL     1      -0.908   1.324   0.216  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.048   2.093   0.283  1.00  0.00           C  
HETATM   12  O4  UNL     1      -1.962   3.468   0.587  1.00  0.00           O  
HETATM   13  C9  UNL     1      -3.148   4.222   0.647  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.264   1.487   0.048  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.345   0.129  -0.251  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.189  -0.622  -0.313  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.966  -0.025  -0.079  1.00  0.00           C  
HETATM   18  O5  UNL     1       0.145  -0.729  -0.135  1.00  0.00           O  
HETATM   19  C14 UNL     1       1.322  -0.185   0.083  1.00  0.00           C  
HETATM   20  C15 UNL     1       2.449  -0.983   0.008  1.00  0.00           C  
HETATM   21  O6  UNL     1       2.245  -2.345  -0.302  1.00  0.00           O  
HETATM   22  C16 UNL     1       2.258  -2.695  -1.666  1.00  0.00           C  
HETATM   23  C17 UNL     1      -2.646  -1.994  -0.649  1.00  0.00           C  
HETATM   24  C18 UNL     1      -2.913  -2.780   0.590  1.00  0.00           C  
HETATM   25  C19 UNL     1      -4.137  -3.274   0.541  1.00  0.00           C  
HETATM   26  O7  UNL     1      -4.773  -2.908  -0.634  1.00  0.00           O  
HETATM   27  C20 UNL     1      -4.058  -1.813  -1.169  1.00  0.00           C  
HETATM   28  O8  UNL     1      -4.469  -0.655  -0.516  1.00  0.00           O  
HETATM   29  H1  UNL     1       6.175  -0.176   1.295  1.00  0.00           H  
HETATM   30  H2  UNL     1       6.450  -0.145  -0.476  1.00  0.00           H  
HETATM   31  H3  UNL     1       6.778  -1.652   0.518  1.00  0.00           H  
HETATM   32  H4  UNL     1       4.839   1.276   0.700  1.00  0.00           H  
HETATM   33  H5  UNL     1       2.421   3.802   1.036  1.00  0.00           H  
HETATM   34  H6  UNL     1      -3.618   4.394  -0.324  1.00  0.00           H  
HETATM   35  H7  UNL     1      -3.918   3.742   1.316  1.00  0.00           H  
HETATM   36  H8  UNL     1      -2.875   5.187   1.161  1.00  0.00           H  
HETATM   37  H9  UNL     1      -4.146   2.109   0.106  1.00  0.00           H  
HETATM   38  H10 UNL     1       1.242  -2.994  -1.975  1.00  0.00           H  
HETATM   39  H11 UNL     1       2.589  -1.880  -2.323  1.00  0.00           H  
HETATM   40  H12 UNL     1       3.005  -3.515  -1.782  1.00  0.00           H  
HETATM   41  H13 UNL     1      -2.027  -2.512  -1.378  1.00  0.00           H  
HETATM   42  H14 UNL     1      -2.217  -2.928   1.411  1.00  0.00           H  
HETATM   43  H15 UNL     1      -4.544  -3.891   1.360  1.00  0.00           H  
HETATM   44  H16 UNL     1      -4.106  -1.760  -2.272  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   32
CONECT    5    6    7    7
CONECT    6   33
CONECT    7    8   19
CONECT    8    9    9   10
CONECT   10   11   11   17
CONECT   11   12   14
CONECT   12   13
CONECT   13   34   35   36
CONECT   14   15   15   37
CONECT   15   16   28
CONECT   16   17   17   23
CONECT   17   18
CONECT   18   19
CONECT   19   20   20
CONECT   20   21
CONECT   21   22
CONECT   22   38   39   40
CONECT   23   24   27   41
CONECT   24   25   25   42
CONECT   25   26   43
CONECT   26   27
CONECT   27   28   44
END

HMDB0030592
     RDKit          3D
5,6-Dimethoxysterigmatocystin
 44 48  0  0  0  0  0  0  0  0999 V2000
    6.0956   -0.7813    0.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8065   -1.2928    0.1446 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7004   -0.4769    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8448    0.8520    0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7332    1.7084    0.6121 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9571    3.0053    0.9105 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4899    1.1691    0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3270    1.9121    0.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4028    3.1307    0.7177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9079    1.3243    0.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481    2.0930    0.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9623    3.4676    0.5866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1479    4.2218    0.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2642    1.4873    0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3446    0.1290   -0.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1888   -0.6222   -0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9656   -0.0246   -0.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1446   -0.7289   -0.1353 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3221   -0.1846    0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4491   -0.9834    0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2448   -2.3446   -0.3023 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2579   -2.6949   -1.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462   -1.9938   -0.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9133   -2.7796    0.5901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1368   -3.2740    0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7726   -2.9075   -0.6344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0576   -1.8131   -1.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4686   -0.6547   -0.5161 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1754   -0.1764    1.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4502   -0.1453   -0.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7778   -1.6516    0.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8388    1.2760    0.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4211    3.8024    1.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6176    4.3936   -0.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9179    3.7420    1.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8750    5.1871    1.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1459    2.1087    0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2422   -2.9936   -1.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5888   -1.8800   -2.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0051   -3.5152   -1.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0274   -2.5119   -1.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2167   -2.9284    1.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5437   -3.8912    1.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1064   -1.7598   -2.2715 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 16 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 20  3  1  0
 27 23  1  0
 19  7  1  0
 17 10  1  0
 28 15  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  6 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 22 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
 24 42  1  0
 25 43  1  0
 27 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10,11-Dimethoxysterigmatocystin	HMDB
Dimethoxysterigmatocystin	HMDB
5,6-Dimethoxysterigmatocystin	MeSH

Chemical Formula

C₂₀H₁₆O₈

Average Molecular Weight

384.3362

Monoisotopic Molecular Weight

384.084517488

IUPAC Name

15-hydroxy-11,17,18-trimethoxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),4,10,14(19),15,17-heptaen-13-one

Traditional Name

15-hydroxy-11,17,18-trimethoxy-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),4,10,14(19),15,17-heptaen-13-one

CAS Registry Number

65176-75-2

SMILES

COC1=CC2=C(C3C=COC3O2)C2=C1C(=O)C1=C(O2)C(OC)=C(OC)C=C1O

InChI Identifier

InChI=1S/C20H16O8/c1-23-10-7-11-13(8-4-5-26-20(8)27-11)18-15(10)16(22)14-9(21)6-12(24-2)17(25-3)19(14)28-18/h4-8,20-21H,1-3H3

InChI Key

RSPJLZQIZABVSE-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
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyran
Benzenoid
Vinylogous acid
Vinylogous ester
Dihydrofuran
Heteroaromatic compound
Ether
Acetal
Organoheterocyclic compound
Oxacycle
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a small molecule (CPD-4591 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030592)
Cell membrane (HMDB: HMDB0030592)

Source

Endogenous

Endogenous (HMDB: HMDB0030592)

Exogenous

Food

Food (HMDB: HMDB0030592)

Exogenous (HMDB: HMDB0030592)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	253 - 254 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.17 g/L	ALOGPS
logP	2.78	ALOGPS
logP	2.78	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	10.01	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	92.68 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	96.63 m³·mol⁻¹	ChemAxon
Polarizability	37.43 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	187.62	31661259
DarkChem	[M-H]-	187.387	31661259
DeepCCS	[M+H]+	187.176	30932474
DeepCCS	[M-H]-	184.818	30932474
DeepCCS	[M-2H]-	218.566	30932474
DeepCCS	[M+Na]+	193.794	30932474
AllCCS	[M+H]+	187.9	32859911
AllCCS	[M+H-H2O]+	184.9	32859911
AllCCS	[M+NH4]+	190.7	32859911
AllCCS	[M+Na]+	191.5	32859911
AllCCS	[M-H]-	192.9	32859911
AllCCS	[M+Na-2H]-	192.5	32859911
AllCCS	[M+HCOO]-	192.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	7.57 minutes	32390414
Predicted by Siyang on May 30, 2022	15.4811 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.74 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2898.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	354.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	196.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	204.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	189.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	629.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	846.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	135.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1418.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	528.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1719.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	461.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	466.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	389.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	456.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	25.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5,6-Dimethoxysterigmatocystin	COC1=CC2=C(C3C=COC3O2)C2=C1C(=O)C1=C(O2)C(OC)=C(OC)C=C1O	5103.3	Standard polar	33892256
5,6-Dimethoxysterigmatocystin	COC1=CC2=C(C3C=COC3O2)C2=C1C(=O)C1=C(O2)C(OC)=C(OC)C=C1O	3254.3	Standard non polar	33892256
5,6-Dimethoxysterigmatocystin	COC1=CC2=C(C3C=COC3O2)C2=C1C(=O)C1=C(O2)C(OC)=C(OC)C=C1O	3325.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5,6-Dimethoxysterigmatocystin,1TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(OC)C=C4OC5OC=CC5C4=C3OC2=C1OC	3401.9	Semi standard non polar	33892256
5,6-Dimethoxysterigmatocystin,1TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=C(OC)C=C4OC5OC=CC5C4=C3OC2=C1OC	3608.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5,6-Dimethoxysterigmatocystin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0k96-0009000000-341ce5683cfae6deb370	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,6-Dimethoxysterigmatocystin GC-MS (1 TMS) - 70eV, Positive	splash10-03mm-2102900000-fb5b1dd994f7c187c659	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,6-Dimethoxysterigmatocystin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxysterigmatocystin 10V, Positive-QTOF	splash10-000i-0009000000-663b9c19e9a7a954e432	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxysterigmatocystin 20V, Positive-QTOF	splash10-000i-0009000000-3c396450286cf2b69097	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxysterigmatocystin 40V, Positive-QTOF	splash10-0gxa-0397000000-7cd445e074f2e3f2d197	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxysterigmatocystin 10V, Negative-QTOF	splash10-001i-0009000000-21a4d8a9808f995dac10	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxysterigmatocystin 20V, Negative-QTOF	splash10-00lr-0009000000-9430859fb9cd080aa5e9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxysterigmatocystin 40V, Negative-QTOF	splash10-014s-2179000000-06615d14ac2a2b1670a3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxysterigmatocystin 10V, Negative-QTOF	splash10-001i-0009000000-d0292b4bfc337cf7e48e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxysterigmatocystin 20V, Negative-QTOF	splash10-001i-0009000000-85b73063cc89ba8b74cb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxysterigmatocystin 40V, Negative-QTOF	splash10-000i-1519000000-390a9042498cc3f37531	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxysterigmatocystin 10V, Positive-QTOF	splash10-000i-0009000000-3d0c1775f9a9a83bd837	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxysterigmatocystin 20V, Positive-QTOF	splash10-000i-0009000000-19d9b1f542145637e5b5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxysterigmatocystin 40V, Positive-QTOF	splash10-05o3-0049000000-9eb2c499201869fff7a4	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002485

KNApSAcK ID

Not Available

Chemspider ID

4447461

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5284386

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

5,6-Dimethoxysterigmatocystin → 3,4,5-trihydroxy-6-({11,17,18-trimethoxy-13-oxo-6,8,20-trioxapentacyclo[10.8.0.0²,⁹.0³,⁷.0¹⁴,¹⁹]icosa-1(12),2(9),4,10,14(19),15,17-heptaen-15-yl}oxy)oxane-2-carboxylic acid	details

Showing metabocard for 5,6-Dimethoxysterigmatocystin (HMDB0030592)

MOL for HMDB0030592 (5,6-Dimethoxysterigmatocystin)

3D MOL for HMDB0030592 (5,6-Dimethoxysterigmatocystin)

3D SDF for HMDB0030592 (5,6-Dimethoxysterigmatocystin)

3D-SDF for HMDB0030592 (5,6-Dimethoxysterigmatocystin)

PDB for HMDB0030592 (5,6-Dimethoxysterigmatocystin)

3D PDB for HMDB0030592 (5,6-Dimethoxysterigmatocystin)

SMILES for HMDB0030592 (5,6-Dimethoxysterigmatocystin)

INCHI for HMDB0030592 (5,6-Dimethoxysterigmatocystin)

Structure for HMDB0030592 (5,6-Dimethoxysterigmatocystin)

3D Structure for HMDB0030592 (5,6-Dimethoxysterigmatocystin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions