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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:54:21 UTC

Update Date

2022-03-07 02:55:49 UTC

HMDB ID

HMDB0038581

Secondary Accession Numbers

HMDB38581

Metabolite Identification

Common Name

Dihydroxyfumitremorgin C

Description

Dihydroxyfumitremorgin C belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. Based on a literature review a significant number of articles have been published on Dihydroxyfumitremorgin C.

Structure

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


  Mrv0541 05061310322D          

 30 34  0  0  0  0            999 V2000
    2.3189   -0.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2088    0.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4749    1.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3352    2.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9545    2.1325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8893    3.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0651    3.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7567    3.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7957    0.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8265    2.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4411    0.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2700    2.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6216    2.7967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0023    2.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1407    2.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9179    1.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8078    2.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856    1.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1624    3.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    1.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7492    3.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3947    2.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4238    1.4766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0185    3.0843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2724    2.0567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2846    3.9905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825    0.9387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8714    4.2023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5169    3.6885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0942    2.6879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  4  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  9  2  0  0  0  0
 12  6  1  0  0  0  0
 12 10  2  0  0  0  0
 13  7  1  0  0  0  0
 14 10  1  0  0  0  0
 14 13  2  0  0  0  0
 15  5  1  0  0  0  0
 16  9  1  0  0  0  0
 17 13  1  0  0  0  0
 18 16  1  0  0  0  0
 18 17  2  0  0  0  0
 19 17  1  0  0  0  0
 20 15  1  0  0  0  0
 22 19  1  0  0  0  0
 22 21  1  0  0  0  0
 23 14  1  0  0  0  0
 23 18  1  0  0  0  0
 24  8  1  0  0  0  0
 24 15  1  0  0  0  0
 24 21  1  0  0  0  0
 25 16  1  0  0  0  0
 25 20  1  0  0  0  0
 25 22  1  0  0  0  0
 26 19  1  0  0  0  0
 27 20  2  0  0  0  0
 28 21  2  0  0  0  0
 29 22  1  0  0  0  0
 30  3  1  0  0  0  0
 30 12  1  0  0  0  0
M  END

HMDB0038581
     RDKit          3D
Dihydroxyfumitremorgin C
 55 59  0  0  0  0  0  0  0  0999 V2000
    7.6760   -0.1951   -0.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6231   -1.1269   -0.3542 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3190   -0.6538   -0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0516    0.6908    0.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7724    1.1252    0.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7341    0.2358    0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3809    0.4160    0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7795   -0.8021    0.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7670   -1.7199    0.2346 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9515   -1.1225    0.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2605   -1.5393   -0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6790   -0.9058    0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1118   -2.1630   -0.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4522   -3.2510    0.5826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8665   -4.4474   -0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4350   -3.3192    2.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089    0.2244    0.1160 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071    0.1420   -0.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3371   -0.9696   -0.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6608    1.3348    0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7458    1.3597   -1.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2338    2.8060   -0.8891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9455    3.5553   -0.7320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9649    2.5678   -0.2603 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5794    2.6379   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0215    3.7300    0.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7238    1.4510   -0.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2928    1.4042   -1.5741 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4877    1.6003    0.6915 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1778    2.7571    0.4011 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5157    0.5479   -1.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6390   -0.6810   -0.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7125    0.4203    0.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9023    1.3852   -0.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5822    2.1823    0.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5924   -2.7550    0.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4299   -2.6103   -0.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9524   -0.9865    1.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1197   -2.0994   -1.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2083   -5.2867    0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273   -4.3169   -1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9248   -4.7148    0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5196   -2.8229    2.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3105   -2.7916    2.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4358   -4.3376    2.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1252    1.4040    1.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2434    1.2502   -1.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5422    0.6422   -0.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8201    3.1092   -1.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8124    2.8764    0.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0872    4.3580    0.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6460    4.0359   -1.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0730    1.0477   -2.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1306    1.5500    1.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3279    2.7708   -0.5935 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  8 12  1  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 11  3  1  0
 27 17  1  0
 10  6  1  0
 24 20  1  0
 29  7  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 28 53  1  0
 29 54  1  0
 30 55  1  0
M  END


  Mrv0541 05061310322D          

 30 34  0  0  0  0            999 V2000
    2.3189   -0.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2088    0.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4749    1.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3352    2.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9545    2.1325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8893    3.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0651    3.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7567    3.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7957    0.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8265    2.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4411    0.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2700    2.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6216    2.7967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0023    2.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1407    2.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9179    1.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8078    2.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856    1.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1624    3.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    1.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7492    3.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3947    2.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4238    1.4766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0185    3.0843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2724    2.0567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2846    3.9905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825    0.9387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8714    4.2023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5169    3.6885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0942    2.6879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  4  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  9  2  0  0  0  0
 12  6  1  0  0  0  0
 12 10  2  0  0  0  0
 13  7  1  0  0  0  0
 14 10  1  0  0  0  0
 14 13  2  0  0  0  0
 15  5  1  0  0  0  0
 16  9  1  0  0  0  0
 17 13  1  0  0  0  0
 18 16  1  0  0  0  0
 18 17  2  0  0  0  0
 19 17  1  0  0  0  0
 20 15  1  0  0  0  0
 22 19  1  0  0  0  0
 22 21  1  0  0  0  0
 23 14  1  0  0  0  0
 23 18  1  0  0  0  0
 24  8  1  0  0  0  0
 24 15  1  0  0  0  0
 24 21  1  0  0  0  0
 25 16  1  0  0  0  0
 25 20  1  0  0  0  0
 25 22  1  0  0  0  0
 26 19  1  0  0  0  0
 27 20  2  0  0  0  0
 28 21  2  0  0  0  0
 29 22  1  0  0  0  0
 30  3  1  0  0  0  0
 30 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038581

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C=C1)C1=C(N2)C(C=C(C)C)N2C(=O)C3CCCN3C(=O)C2(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H25N3O5/c1-11(2)9-16-18-17(13-7-6-12(30-3)10-14(13)23-18)19(26)22(29)21(28)24-8-4-5-15(24)20(27)25(16)22/h6-7,9-10,15-16,19,23,26,29H,4-5,8H2,1-3H3

> <INCHI_KEY>
CPHRCQUGNAGVIB-UHFFFAOYSA-N

> <FORMULA>
C22H25N3O5

> <MOLECULAR_WEIGHT>
411.451

> <EXACT_MASS>
411.179420925

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
43.833571715930944

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,2-dihydroxy-7-methoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4(9),5,7-tetraene-14,20-dione

> <ALOGPS_LOGP>
1.09

> <JCHEM_LOGP>
1.1564713573333343

> <ALOGPS_LOGS>
-2.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.517653698745935

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.132294938117656

> <JCHEM_PKA_STRONGEST_BASIC>
-3.787766808953518

> <JCHEM_POLAR_SURFACE_AREA>
106.10000000000001

> <JCHEM_REFRACTIVITY>
109.3197

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.86e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,2-dihydroxy-7-methoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4(9),5,7-tetraene-14,20-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038581
     RDKit          3D
Dihydroxyfumitremorgin C
 55 59  0  0  0  0  0  0  0  0999 V2000
    7.6760   -0.1951   -0.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6231   -1.1269   -0.3542 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3190   -0.6538   -0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0516    0.6908    0.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7724    1.1252    0.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7341    0.2358    0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3809    0.4160    0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7795   -0.8021    0.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7670   -1.7199    0.2346 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9515   -1.1225    0.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2605   -1.5393   -0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6790   -0.9058    0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1118   -2.1630   -0.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4522   -3.2510    0.5826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8665   -4.4474   -0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4350   -3.3192    2.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089    0.2244    0.1160 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071    0.1420   -0.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3371   -0.9696   -0.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6608    1.3348    0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7458    1.3597   -1.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2338    2.8060   -0.8891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9455    3.5553   -0.7320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9649    2.5678   -0.2603 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5794    2.6379   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0215    3.7300    0.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7238    1.4510   -0.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2928    1.4042   -1.5741 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4877    1.6003    0.6915 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1778    2.7571    0.4011 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5157    0.5479   -1.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6390   -0.6810   -0.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7125    0.4203    0.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9023    1.3852   -0.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5822    2.1823    0.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5924   -2.7550    0.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4299   -2.6103   -0.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9524   -0.9865    1.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1197   -2.0994   -1.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2083   -5.2867    0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273   -4.3169   -1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9248   -4.7148    0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5196   -2.8229    2.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3105   -2.7916    2.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4358   -4.3376    2.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1252    1.4040    1.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2434    1.2502   -1.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5422    0.6422   -0.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8201    3.1092   -1.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8124    2.8764    0.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0872    4.3580    0.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6460    4.0359   -1.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0730    1.0477   -2.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1306    1.5500    1.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3279    2.7708   -0.5935 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  8 12  1  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 11  3  1  0
 27 17  1  0
 10  6  1  0
 24 20  1  0
 29  7  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 28 53  1  0
 29 54  1  0
 30 55  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       4.329  -1.125   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.990   0.962   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.086   3.651   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.492   5.347   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.782   3.981   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.127   6.451   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.588   6.519   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.413   6.445   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.352   1.357   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.009   3.787   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.557   0.398   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.837   5.085   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.760   5.221   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.471   3.854   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.263   4.234   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.580   2.880   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.241   4.967   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.013   3.444   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.036   5.926   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.942   3.275   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.399   6.321   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.603   5.362   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       6.391   2.756   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      -0.035   5.757   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0       2.375   3.839   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0       4.265   7.449   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.714   1.752   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.627   7.844   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.832   6.885   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      11.376   5.017   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   30                                                            
CONECT    4    5    8                                                       
CONECT    5    4   15                                                       
CONECT    6    7   12                                                       
CONECT    7    6   13                                                       
CONECT    8    4   24                                                       
CONECT    9   11   16                                                       
CONECT   10   12   14                                                       
CONECT   11    1    2    9                                                  
CONECT   12    6   10   30                                                  
CONECT   13    7   14   17                                                  
CONECT   14   10   13   23                                                  
CONECT   15    5   20   24                                                  
CONECT   16    9   18   25                                                  
CONECT   17   13   18   19                                                  
CONECT   18   16   17   23                                                  
CONECT   19   17   22   26                                                  
CONECT   20   15   25   27                                                  
CONECT   21   22   24   28                                                  
CONECT   22   19   21   25   29                                             
CONECT   23   14   18                                                       
CONECT   24    8   15   21                                                  
CONECT   25   16   20   22                                                  
CONECT   26   19                                                            
CONECT   27   20                                                            
CONECT   28   21                                                            
CONECT   29   22                                                            
CONECT   30    3   12                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

COMPND    HMDB0038581
HETATM    1  C1  UNL     1       7.676  -0.195  -0.412  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.623  -1.127  -0.354  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.319  -0.654  -0.141  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.052   0.691   0.012  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.772   1.125   0.219  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.734   0.236   0.278  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.381   0.416   0.473  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.779  -0.802   0.445  1.00  0.00           C  
HETATM    9  N1  UNL     1       1.767  -1.720   0.235  1.00  0.00           N  
HETATM   10  C8  UNL     1       2.952  -1.123   0.131  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.261  -1.539  -0.079  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.679  -0.906   0.631  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.112  -2.163  -0.080  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.452  -3.251   0.583  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.867  -4.447  -0.184  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.435  -3.319   2.061  1.00  0.00           C  
HETATM   17  N2  UNL     1      -1.409   0.224   0.116  1.00  0.00           N  
HETATM   18  C15 UNL     1      -2.807   0.142  -0.046  1.00  0.00           C  
HETATM   19  O2  UNL     1      -3.337  -0.970  -0.269  1.00  0.00           O  
HETATM   20  C16 UNL     1      -3.661   1.335   0.041  1.00  0.00           C  
HETATM   21  C17 UNL     1      -4.746   1.360  -1.037  1.00  0.00           C  
HETATM   22  C18 UNL     1      -5.234   2.806  -0.889  1.00  0.00           C  
HETATM   23  C19 UNL     1      -3.945   3.555  -0.732  1.00  0.00           C  
HETATM   24  N3  UNL     1      -2.965   2.568  -0.260  1.00  0.00           N  
HETATM   25  C20 UNL     1      -1.579   2.638  -0.076  1.00  0.00           C  
HETATM   26  O3  UNL     1      -1.021   3.730   0.237  1.00  0.00           O  
HETATM   27  C21 UNL     1      -0.724   1.451  -0.239  1.00  0.00           C  
HETATM   28  O4  UNL     1      -0.293   1.404  -1.574  1.00  0.00           O  
HETATM   29  C22 UNL     1       0.488   1.600   0.692  1.00  0.00           C  
HETATM   30  O5  UNL     1       1.178   2.757   0.401  1.00  0.00           O  
HETATM   31  H1  UNL     1       7.516   0.548  -1.235  1.00  0.00           H  
HETATM   32  H2  UNL     1       8.639  -0.681  -0.564  1.00  0.00           H  
HETATM   33  H3  UNL     1       7.712   0.420   0.532  1.00  0.00           H  
HETATM   34  H4  UNL     1       5.902   1.385  -0.039  1.00  0.00           H  
HETATM   35  H5  UNL     1       3.582   2.182   0.337  1.00  0.00           H  
HETATM   36  H6  UNL     1       1.592  -2.755   0.167  1.00  0.00           H  
HETATM   37  H7  UNL     1       4.430  -2.610  -0.195  1.00  0.00           H  
HETATM   38  H8  UNL     1      -0.952  -0.986   1.717  1.00  0.00           H  
HETATM   39  H9  UNL     1      -1.120  -2.099  -1.161  1.00  0.00           H  
HETATM   40  H10 UNL     1      -1.208  -5.287   0.113  1.00  0.00           H  
HETATM   41  H11 UNL     1      -1.727  -4.317  -1.278  1.00  0.00           H  
HETATM   42  H12 UNL     1      -2.925  -4.715   0.035  1.00  0.00           H  
HETATM   43  H13 UNL     1      -0.520  -2.823   2.490  1.00  0.00           H  
HETATM   44  H14 UNL     1      -2.311  -2.792   2.518  1.00  0.00           H  
HETATM   45  H15 UNL     1      -1.436  -4.338   2.453  1.00  0.00           H  
HETATM   46  H16 UNL     1      -4.125   1.404   1.051  1.00  0.00           H  
HETATM   47  H17 UNL     1      -4.243   1.250  -1.998  1.00  0.00           H  
HETATM   48  H18 UNL     1      -5.542   0.642  -0.828  1.00  0.00           H  
HETATM   49  H19 UNL     1      -5.820   3.109  -1.763  1.00  0.00           H  
HETATM   50  H20 UNL     1      -5.812   2.876   0.067  1.00  0.00           H  
HETATM   51  H21 UNL     1      -4.087   4.358   0.022  1.00  0.00           H  
HETATM   52  H22 UNL     1      -3.646   4.036  -1.664  1.00  0.00           H  
HETATM   53  H23 UNL     1      -1.073   1.048  -2.087  1.00  0.00           H  
HETATM   54  H24 UNL     1       0.131   1.550   1.720  1.00  0.00           H  
HETATM   55  H25 UNL     1       1.328   2.771  -0.594  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3
CONECT    3    4    4   11
CONECT    4    5   34
CONECT    5    6    6   35
CONECT    6    7   10
CONECT    7    8    8   29
CONECT    8    9   12
CONECT    9   10   36
CONECT   10   11   11
CONECT   11   37
CONECT   12   13   17   38
CONECT   13   14   14   39
CONECT   14   15   16
CONECT   15   40   41   42
CONECT   16   43   44   45
CONECT   17   18   27
CONECT   18   19   19   20
CONECT   20   21   24   46
CONECT   21   22   47   48
CONECT   22   23   49   50
CONECT   23   24   51   52
CONECT   24   25
CONECT   25   26   26   27
CONECT   27   28   29
CONECT   28   53
CONECT   29   30   54
CONECT   30   55
END

HMDB0038581
     RDKit          3D
Dihydroxyfumitremorgin C
 55 59  0  0  0  0  0  0  0  0999 V2000
    7.6760   -0.1951   -0.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6231   -1.1269   -0.3542 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3190   -0.6538   -0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0516    0.6908    0.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7724    1.1252    0.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7341    0.2358    0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3809    0.4160    0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7795   -0.8021    0.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7670   -1.7199    0.2346 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9515   -1.1225    0.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2605   -1.5393   -0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6790   -0.9058    0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1118   -2.1630   -0.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4522   -3.2510    0.5826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8665   -4.4474   -0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4350   -3.3192    2.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089    0.2244    0.1160 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071    0.1420   -0.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3371   -0.9696   -0.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6608    1.3348    0.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7458    1.3597   -1.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2338    2.8060   -0.8891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9455    3.5553   -0.7320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9649    2.5678   -0.2603 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5794    2.6379   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0215    3.7300    0.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7238    1.4510   -0.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2928    1.4042   -1.5741 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4877    1.6003    0.6915 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1778    2.7571    0.4011 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5157    0.5479   -1.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6390   -0.6810   -0.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7125    0.4203    0.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9023    1.3852   -0.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5822    2.1823    0.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5924   -2.7550    0.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4299   -2.6103   -0.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9524   -0.9865    1.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1197   -2.0994   -1.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2083   -5.2867    0.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273   -4.3169   -1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9248   -4.7148    0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5196   -2.8229    2.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3105   -2.7916    2.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4358   -4.3376    2.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1252    1.4040    1.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2434    1.2502   -1.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5422    0.6422   -0.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8201    3.1092   -1.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8124    2.8764    0.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0872    4.3580    0.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6460    4.0359   -1.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0730    1.0477   -2.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1306    1.5500    1.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3279    2.7708   -0.5935 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  8 12  1  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 11  3  1  0
 27 17  1  0
 10  6  1  0
 24 20  1  0
 29  7  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 28 53  1  0
 29 54  1  0
 30 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₂H₂₅N₃O₅

Average Molecular Weight

411.451

Monoisotopic Molecular Weight

411.179420925

IUPAC Name

1,2-dihydroxy-7-methoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4(9),5,7-tetraene-14,20-dione

Traditional Name

1,2-dihydroxy-7-methoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4(9),5,7-tetraene-14,20-dione

CAS Registry Number

111427-99-7

SMILES

COC1=CC2=C(C=C1)C1=C(N2)C(C=C(C)C)N2C(=O)C3CCCN3C(=O)C2(O)C1O

InChI Identifier

InChI=1S/C22H25N3O5/c1-11(2)9-16-18-17(13-7-6-12(30-3)10-14(13)23-18)19(26)22(29)21(28)24-8-4-5-15(24)20(27)25(16)22/h6-7,9-10,15-16,19,23,26,29H,4-5,8H2,1-3H3

InChI Key

CPHRCQUGNAGVIB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Beta carbolines

Alternative Parents

Substituents

Beta-carboline
Alpha-amino acid or derivatives
3-alkylindole
Indole
Anisole
Dioxopiperazine
2,5-dioxopiperazine
Alkyl aryl ether
N-alkylpiperazine
1,4-diazinane
Benzenoid
Piperazine
Heteroaromatic compound
Tertiary carboxylic acid amide
Pyrrolidine
Pyrrole
Carboxamide group
Secondary alcohol
Lactam
Alkanolamine
Ether
Azacycle
Carboxylic acid derivative
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0038581)
Cytoplasm (HMDB: HMDB0038581)

Source

Exogenous

Exogenous (HMDB: HMDB0038581)

Food

Food (HMDB: HMDB0038581)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038581)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	197 - 198 °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	2.86 g/L	ALOGPS
logP	1.09	ALOGPS
logP	1.16	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	10.13	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	106.1 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	109.32 m³·mol⁻¹	ChemAxon
Polarizability	43.83 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]+	194.476	31661259
DarkChem	[M-H]-	194.791	31661259
DeepCCS	[M+H]+	204.925	30932474
DeepCCS	[M-H]-	202.536	30932474
DeepCCS	[M-2H]-	235.599	30932474
DeepCCS	[M+Na]+	210.988	30932474
AllCCS	[M+H]+	198.1	32859911
AllCCS	[M+H-H2O]+	195.6	32859911
AllCCS	[M+NH4]+	200.3	32859911
AllCCS	[M+Na]+	200.9	32859911
AllCCS	[M-H]-	200.1	32859911
AllCCS	[M+Na-2H]-	200.4	32859911
AllCCS	[M+HCOO]-	200.9	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. Predicted by Afia on May 17, 2022.	5.34 minutes	32390414
Predicted by Siyang on May 30, 2022	11.7023 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.16 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2312.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	193.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	168.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	122.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	418.3 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	460.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	141.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	881.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	434.7 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	1280.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	296.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	337.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	268.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	198.0 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	9.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydroxyfumitremorgin C	COC1=CC2=C(C=C1)C1=C(N2)C(C=C(C)C)N2C(=O)C3CCCN3C(=O)C2(O)C1O	4858.8	Standard polar	33892256
Dihydroxyfumitremorgin C	COC1=CC2=C(C=C1)C1=C(N2)C(C=C(C)C)N2C(=O)C3CCCN3C(=O)C2(O)C1O	3352.2	Standard non polar	33892256
Dihydroxyfumitremorgin C	COC1=CC2=C(C=C1)C1=C(N2)C(C=C(C)C)N2C(=O)C3CCCN3C(=O)C2(O)C1O	3709.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydroxyfumitremorgin C,1TMS,isomer #1	COC1=CC=C2C3=C([NH]C2=C1)C(C=C(C)C)N1C(=O)C2CCCN2C(=O)C1(O[Si](C)(C)C)C3O	3542.7	Semi standard non polar	33892256
Dihydroxyfumitremorgin C,1TMS,isomer #2	COC1=CC=C2C3=C([NH]C2=C1)C(C=C(C)C)N1C(=O)C2CCCN2C(=O)C1(O)C3O[Si](C)(C)C	3568.7	Semi standard non polar	33892256
Dihydroxyfumitremorgin C,1TMS,isomer #3	COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O)C3O)N([Si](C)(C)C)C2=C1	3584.0	Semi standard non polar	33892256
Dihydroxyfumitremorgin C,2TMS,isomer #1	COC1=CC=C2C3=C([NH]C2=C1)C(C=C(C)C)N1C(=O)C2CCCN2C(=O)C1(O[Si](C)(C)C)C3O[Si](C)(C)C	3466.6	Semi standard non polar	33892256
Dihydroxyfumitremorgin C,2TMS,isomer #2	COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O[Si](C)(C)C)C3O)N([Si](C)(C)C)C2=C1	3498.5	Semi standard non polar	33892256
Dihydroxyfumitremorgin C,2TMS,isomer #3	COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O)C3O[Si](C)(C)C)N([Si](C)(C)C)C2=C1	3502.8	Semi standard non polar	33892256
Dihydroxyfumitremorgin C,3TMS,isomer #1	COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O[Si](C)(C)C)C3O[Si](C)(C)C)N([Si](C)(C)C)C2=C1	3456.2	Semi standard non polar	33892256
Dihydroxyfumitremorgin C,3TMS,isomer #1	COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O[Si](C)(C)C)C3O[Si](C)(C)C)N([Si](C)(C)C)C2=C1	3479.9	Standard non polar	33892256
Dihydroxyfumitremorgin C,1TBDMS,isomer #1	COC1=CC=C2C3=C([NH]C2=C1)C(C=C(C)C)N1C(=O)C2CCCN2C(=O)C1(O[Si](C)(C)C(C)(C)C)C3O	3753.3	Semi standard non polar	33892256
Dihydroxyfumitremorgin C,1TBDMS,isomer #2	COC1=CC=C2C3=C([NH]C2=C1)C(C=C(C)C)N1C(=O)C2CCCN2C(=O)C1(O)C3O[Si](C)(C)C(C)(C)C	3770.1	Semi standard non polar	33892256
Dihydroxyfumitremorgin C,1TBDMS,isomer #3	COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O)C3O)N([Si](C)(C)C(C)(C)C)C2=C1	3788.1	Semi standard non polar	33892256
Dihydroxyfumitremorgin C,2TBDMS,isomer #1	COC1=CC=C2C3=C([NH]C2=C1)C(C=C(C)C)N1C(=O)C2CCCN2C(=O)C1(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C	3861.3	Semi standard non polar	33892256
Dihydroxyfumitremorgin C,2TBDMS,isomer #2	COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O[Si](C)(C)C(C)(C)C)C3O)N([Si](C)(C)C(C)(C)C)C2=C1	3872.0	Semi standard non polar	33892256
Dihydroxyfumitremorgin C,2TBDMS,isomer #3	COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O)C3O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=C1	3869.5	Semi standard non polar	33892256
Dihydroxyfumitremorgin C,3TBDMS,isomer #1	COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=C1	3988.4	Semi standard non polar	33892256
Dihydroxyfumitremorgin C,3TBDMS,isomer #1	COC1=CC=C2C3=C(C(C=C(C)C)N4C(=O)C5CCCN5C(=O)C4(O[Si](C)(C)C(C)(C)C)C3O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=C1	4057.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydroxyfumitremorgin C GC-MS (Non-derivatized) - 70eV, Positive	splash10-01pp-6397000000-ded3ba214603ec8af74c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydroxyfumitremorgin C GC-MS (2 TMS) - 70eV, Positive	splash10-014i-9113750000-a3c18e0c59d583bf2578	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydroxyfumitremorgin C GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydroxyfumitremorgin C GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydroxyfumitremorgin C GC-MS ("Dihydroxyfumitremorgin C,2TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	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 - Dihydroxyfumitremorgin C 10V, Positive-QTOF	splash10-03di-1002900000-c27bb25659a4fd5c4c16	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 20V, Positive-QTOF	splash10-0229-9218700000-4636ead3a9da45786627	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 40V, Positive-QTOF	splash10-0gi4-9000000000-ebef5b8546ea5251f8ef	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 10V, Positive-QTOF	splash10-03di-1002900000-c27bb25659a4fd5c4c16	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 20V, Positive-QTOF	splash10-0229-9218700000-4636ead3a9da45786627	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 40V, Positive-QTOF	splash10-0gi4-9000000000-ebef5b8546ea5251f8ef	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 10V, Negative-QTOF	splash10-03di-1001900000-51c7bf58d8042c8b100c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 20V, Negative-QTOF	splash10-01pc-6094200000-05e8716fcfe7c0e6ca61	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 40V, Negative-QTOF	splash10-0fi3-3290000000-e3e70331a8bcaef473fc	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 10V, Negative-QTOF	splash10-03di-1001900000-51c7bf58d8042c8b100c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 20V, Negative-QTOF	splash10-01pc-6094200000-05e8716fcfe7c0e6ca61	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 40V, Negative-QTOF	splash10-0fi3-3290000000-e3e70331a8bcaef473fc	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 10V, Positive-QTOF	splash10-03di-0000900000-61c643be759647fc8458	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 20V, Positive-QTOF	splash10-03di-0002900000-5cdd5d57810e7baf998e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 40V, Positive-QTOF	splash10-07or-6935100000-78b490dd16051e4d9794	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 10V, Negative-QTOF	splash10-03di-0000900000-4bf01c1025724de69487	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 20V, Negative-QTOF	splash10-03e9-0129400000-97d175b95f7d24ce6cff	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyfumitremorgin C 40V, Negative-QTOF	splash10-0002-1932100000-4e5c8d582344aa2da508	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB017971

KNApSAcK ID

Not Available

Chemspider ID

35014608

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14019526

PDB ID

Not Available

ChEBI ID

175299

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.. .

Showing metabocard for Dihydroxyfumitremorgin C (HMDB0038581)

MOL for HMDB0038581 (Dihydroxyfumitremorgin C)

3D MOL for HMDB0038581 (Dihydroxyfumitremorgin C)

3D SDF for HMDB0038581 (Dihydroxyfumitremorgin C)

3D-SDF for HMDB0038581 (Dihydroxyfumitremorgin C)

PDB for HMDB0038581 (Dihydroxyfumitremorgin C)

3D PDB for HMDB0038581 (Dihydroxyfumitremorgin C)

SMILES for HMDB0038581 (Dihydroxyfumitremorgin C)

INCHI for HMDB0038581 (Dihydroxyfumitremorgin C)

Structure for HMDB0038581 (Dihydroxyfumitremorgin C)

3D Structure for HMDB0038581 (Dihydroxyfumitremorgin C)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra