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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:41:16 UTC

Update Date

2022-03-07 02:56:51 UTC

HMDB ID

HMDB0041046

Secondary Accession Numbers

HMDB41046

Metabolite Identification

Common Name

Marshmine

Description

Marshmine belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety. Marshmine has been detected, but not quantified in, citrus. This could make marshmine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Marshmine.

Structure

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


  Mrv0541 05061312212D          

 26 28  0  0  0  0            999 V2000
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
 10  1  2  0  0  0  0
 10  2  1  0  0  0  0
 11  6  1  0  0  0  0
 12  8  1  0  0  0  0
 13  7  2  0  0  0  0
 14  8  1  0  0  0  0
 14 10  1  0  0  0  0
 15  9  2  0  0  0  0
 16  9  1  0  0  0  0
 16 12  2  0  0  0  0
 17 15  1  0  0  0  0
 18 11  2  0  0  0  0
 18 13  1  0  0  0  0
 19 12  1  0  0  0  0
 19 17  2  0  0  0  0
 20 11  1  0  0  0  0
 20 17  1  0  0  0  0
 21  3  1  0  0  0  0
 21 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 13  1  0  0  0  0
 23 14  1  0  0  0  0
 24 15  1  0  0  0  0
 25 20  2  0  0  0  0
 26  4  1  0  0  0  0
 26 16  1  0  0  0  0
M  END

HMDB0041046
     RDKit          3D
Marshmine
 47 49  0  0  0  0  0  0  0  0999 V2000
   -4.0955    0.8734   -2.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1774    0.0826   -1.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5282   -1.3399   -1.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8408    0.6158   -1.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8219   -0.1905   -1.9062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7111    0.4348    0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3945    0.9931    0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3032    2.4101    0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5211    3.0332    0.0061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7031    4.3988   -0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8953    3.0228    0.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0881    2.3067    0.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2341    3.0163    0.2864 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0161    0.9489    0.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1576    0.2099    0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3014    0.8066    0.6861 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1019   -1.1278    0.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2488   -1.8507    1.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2031   -3.2292    1.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865   -3.8491    1.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8038   -3.1187    1.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5992   -3.8124    1.1748 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8790   -1.7574    0.9637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7206   -1.0445    0.7941 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5214   -1.6591    1.1534 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7554    0.2841    0.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0572    0.4772   -2.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9259    1.9293   -2.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5566   -1.5525   -2.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539   -2.0258   -2.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6027   -1.6097   -0.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8047    1.6512   -1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1608   -0.6828   -2.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9919   -0.5809    0.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5569    1.1320    0.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8056    4.5991   -0.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2301    4.9623    0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4046    4.7645   -1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9373    4.0912   -0.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1730    2.9319    0.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2201   -1.3674    1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1014   -3.8295    1.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8997   -4.9185    1.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000   -4.7862    1.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1999   -2.2636    2.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1455   -0.9838    1.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0075   -2.3958    0.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26  7  1  0
 26 14  2  0
 23 17  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
 10 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 13 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 22 44  1  0
 25 45  1  0
 25 46  1  0
 25 47  1  0
M  END


  Mrv0541 05061312212D          

 26 28  0  0  0  0            999 V2000
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
 10  1  2  0  0  0  0
 10  2  1  0  0  0  0
 11  6  1  0  0  0  0
 12  8  1  0  0  0  0
 13  7  2  0  0  0  0
 14  8  1  0  0  0  0
 14 10  1  0  0  0  0
 15  9  2  0  0  0  0
 16  9  1  0  0  0  0
 16 12  2  0  0  0  0
 17 15  1  0  0  0  0
 18 11  2  0  0  0  0
 18 13  1  0  0  0  0
 19 12  1  0  0  0  0
 19 17  2  0  0  0  0
 20 11  1  0  0  0  0
 20 17  1  0  0  0  0
 21  3  1  0  0  0  0
 21 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 13  1  0  0  0  0
 23 14  1  0  0  0  0
 24 15  1  0  0  0  0
 25 20  2  0  0  0  0
 26  4  1  0  0  0  0
 26 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041046

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(CC(O)C(C)=C)C2=C(C(O)=C1)C(=O)C1=C(N2C)C(O)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H21NO5/c1-10(2)14(23)8-12-16(26-4)9-15(24)17-19(12)21(3)18-11(20(17)25)6-5-7-13(18)22/h5-7,9,14,22-24H,1,8H2,2-4H3

> <INCHI_KEY>
DBEWENVYSYATOB-UHFFFAOYSA-N

> <FORMULA>
C20H21NO5

> <MOLECULAR_WEIGHT>
355.3844

> <EXACT_MASS>
355.141972787

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
37.613967772268346

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,5-dihydroxy-4-(2-hydroxy-3-methylbut-3-en-1-yl)-3-methoxy-10-methyl-9,10-dihydroacridin-9-one

> <ALOGPS_LOGP>
2.23

> <JCHEM_LOGP>
3.563842571999999

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.329603174714869

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.144690227444887

> <JCHEM_PKA_STRONGEST_BASIC>
-2.3666308620703727

> <JCHEM_POLAR_SURFACE_AREA>
90.23

> <JCHEM_REFRACTIVITY>
99.06919999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,5-dihydroxy-4-(2-hydroxy-3-methylbut-3-en-1-yl)-3-methoxy-10-methylacridin-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041046
     RDKit          3D
Marshmine
 47 49  0  0  0  0  0  0  0  0999 V2000
   -4.0955    0.8734   -2.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1774    0.0826   -1.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5282   -1.3399   -1.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8408    0.6158   -1.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8219   -0.1905   -1.9062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7111    0.4348    0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3945    0.9931    0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3032    2.4101    0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5211    3.0332    0.0061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7031    4.3988   -0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8953    3.0228    0.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0881    2.3067    0.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2341    3.0163    0.2864 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0161    0.9489    0.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1576    0.2099    0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3014    0.8066    0.6861 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1019   -1.1278    0.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2488   -1.8507    1.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2031   -3.2292    1.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865   -3.8491    1.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8038   -3.1187    1.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5992   -3.8124    1.1748 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8790   -1.7574    0.9637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7206   -1.0445    0.7941 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5214   -1.6591    1.1534 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7554    0.2841    0.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0572    0.4772   -2.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9259    1.9293   -2.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5566   -1.5525   -2.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539   -2.0258   -2.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6027   -1.6097   -0.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8047    1.6512   -1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1608   -0.6828   -2.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9919   -0.5809    0.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5569    1.1320    0.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8056    4.5991   -0.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2301    4.9623    0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4046    4.7645   -1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9373    4.0912   -0.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1730    2.9319    0.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2201   -1.3674    1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1014   -3.8295    1.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8997   -4.9185    1.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000   -4.7862    1.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1999   -2.2636    2.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1455   -0.9838    1.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0075   -2.3958    0.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26  7  1  0
 26 14  2  0
 23 17  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
 10 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 13 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 22 44  1  0
 25 45  1  0
 25 46  1  0
 25 47  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       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       5.335   4.620   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   21                                                            
CONECT    4   26                                                            
CONECT    5    6    7                                                       
CONECT    6    5   11                                                       
CONECT    7    5   13                                                       
CONECT    8   12   14                                                       
CONECT    9   15   16                                                       
CONECT   10    1    2   14                                                  
CONECT   11    6   18   20                                                  
CONECT   12    8   16   19                                                  
CONECT   13    7   18   22                                                  
CONECT   14    8   10   23                                                  
CONECT   15    9   17   24                                                  
CONECT   16    9   12   26                                                  
CONECT   17   15   19   20                                                  
CONECT   18   11   13   21                                                  
CONECT   19   12   17   21                                                  
CONECT   20   11   17   25                                                  
CONECT   21    3   18   19                                                  
CONECT   22   13                                                            
CONECT   23   14                                                            
CONECT   24   15                                                            
CONECT   25   20                                                            
CONECT   26    4   16                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0041046
HETATM    1  C1  UNL     1      -4.095   0.873  -2.401  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.177   0.083  -1.835  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.528  -1.340  -1.619  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.841   0.616  -1.429  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.822  -0.191  -1.906  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.711   0.435   0.172  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.395   0.993   0.379  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.303   2.410   0.170  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.521   3.033   0.006  1.00  0.00           O  
HETATM   10  C8  UNL     1      -1.703   4.399  -0.213  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.895   3.023   0.150  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.088   2.307   0.332  1.00  0.00           C  
HETATM   13  O3  UNL     1       3.234   3.016   0.286  1.00  0.00           O  
HETATM   14  C11 UNL     1       2.016   0.949   0.540  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.158   0.210   0.718  1.00  0.00           C  
HETATM   16  O4  UNL     1       4.301   0.807   0.686  1.00  0.00           O  
HETATM   17  C13 UNL     1       3.102  -1.128   0.925  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.249  -1.851   1.073  1.00  0.00           C  
HETATM   19  C15 UNL     1       4.203  -3.229   1.260  1.00  0.00           C  
HETATM   20  C16 UNL     1       2.986  -3.849   1.293  1.00  0.00           C  
HETATM   21  C17 UNL     1       1.804  -3.119   1.144  1.00  0.00           C  
HETATM   22  O5  UNL     1       0.599  -3.812   1.175  1.00  0.00           O  
HETATM   23  C18 UNL     1       1.879  -1.757   0.964  1.00  0.00           C  
HETATM   24  N1  UNL     1       0.721  -1.044   0.794  1.00  0.00           N  
HETATM   25  C19 UNL     1      -0.521  -1.659   1.153  1.00  0.00           C  
HETATM   26  C20 UNL     1       0.755   0.284   0.570  1.00  0.00           C  
HETATM   27  H1  UNL     1      -5.057   0.477  -2.687  1.00  0.00           H  
HETATM   28  H2  UNL     1      -3.926   1.929  -2.594  1.00  0.00           H  
HETATM   29  H3  UNL     1      -4.557  -1.552  -2.015  1.00  0.00           H  
HETATM   30  H4  UNL     1      -2.854  -2.026  -2.175  1.00  0.00           H  
HETATM   31  H5  UNL     1      -3.603  -1.610  -0.532  1.00  0.00           H  
HETATM   32  H6  UNL     1      -1.805   1.651  -1.688  1.00  0.00           H  
HETATM   33  H7  UNL     1      -1.161  -0.683  -2.691  1.00  0.00           H  
HETATM   34  H8  UNL     1      -1.992  -0.581   0.108  1.00  0.00           H  
HETATM   35  H9  UNL     1      -2.557   1.132   0.418  1.00  0.00           H  
HETATM   36  H10 UNL     1      -2.806   4.599  -0.104  1.00  0.00           H  
HETATM   37  H11 UNL     1      -1.230   4.962   0.630  1.00  0.00           H  
HETATM   38  H12 UNL     1      -1.405   4.764  -1.202  1.00  0.00           H  
HETATM   39  H13 UNL     1       0.937   4.091  -0.007  1.00  0.00           H  
HETATM   40  H14 UNL     1       4.173   2.932   0.354  1.00  0.00           H  
HETATM   41  H15 UNL     1       5.220  -1.367   1.045  1.00  0.00           H  
HETATM   42  H16 UNL     1       5.101  -3.830   1.380  1.00  0.00           H  
HETATM   43  H17 UNL     1       2.900  -4.919   1.435  1.00  0.00           H  
HETATM   44  H18 UNL     1       0.600  -4.786   1.339  1.00  0.00           H  
HETATM   45  H19 UNL     1      -0.200  -2.264   2.124  1.00  0.00           H  
HETATM   46  H20 UNL     1      -1.146  -0.984   1.864  1.00  0.00           H  
HETATM   47  H21 UNL     1      -1.007  -2.396   0.611  1.00  0.00           H  
CONECT    1    2    2   27   28
CONECT    2    3    4
CONECT    3   29   30   31
CONECT    4    5    6   32
CONECT    5   33
CONECT    6    7   34   35
CONECT    7    8    8   26
CONECT    8    9   11
CONECT    9   10
CONECT   10   36   37   38
CONECT   11   12   12   39
CONECT   12   13   14
CONECT   13   40
CONECT   14   15   26   26
CONECT   15   16   16   17
CONECT   17   18   18   23
CONECT   18   19   41
CONECT   19   20   20   42
CONECT   20   21   43
CONECT   21   22   23   23
CONECT   22   44
CONECT   23   24
CONECT   24   25   26
CONECT   25   45   46   47
END

HMDB0041046
     RDKit          3D
Marshmine
 47 49  0  0  0  0  0  0  0  0999 V2000
   -4.0955    0.8734   -2.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1774    0.0826   -1.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5282   -1.3399   -1.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8408    0.6158   -1.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8219   -0.1905   -1.9062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7111    0.4348    0.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3945    0.9931    0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3032    2.4101    0.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5211    3.0332    0.0061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7031    4.3988   -0.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8953    3.0228    0.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0881    2.3067    0.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2341    3.0163    0.2864 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0161    0.9489    0.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1576    0.2099    0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3014    0.8066    0.6861 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1019   -1.1278    0.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2488   -1.8507    1.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2031   -3.2292    1.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865   -3.8491    1.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8038   -3.1187    1.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5992   -3.8124    1.1748 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8790   -1.7574    0.9637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7206   -1.0445    0.7941 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5214   -1.6591    1.1534 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7554    0.2841    0.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0572    0.4772   -2.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9259    1.9293   -2.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5566   -1.5525   -2.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539   -2.0258   -2.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6027   -1.6097   -0.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8047    1.6512   -1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1608   -0.6828   -2.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9919   -0.5809    0.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5569    1.1320    0.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8056    4.5991   -0.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2301    4.9623    0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4046    4.7645   -1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9373    4.0912   -0.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1730    2.9319    0.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2201   -1.3674    1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1014   -3.8295    1.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8997   -4.9185    1.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000   -4.7862    1.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1999   -2.2636    2.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1455   -0.9838    1.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0075   -2.3958    0.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26  7  1  0
 26 14  2  0
 23 17  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
 10 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 13 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 22 44  1  0
 25 45  1  0
 25 46  1  0
 25 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Marshmine	HMDB
1,5-Dihydroxy-4-(2-hydroxy-3-methyl-3-butenyl)-3-methoxy-10-methylacridone	HMDB

Chemical Formula

C₂₀H₂₁NO₅

Average Molecular Weight

355.3844

Monoisotopic Molecular Weight

355.141972787

IUPAC Name

1,5-dihydroxy-4-(2-hydroxy-3-methylbut-3-en-1-yl)-3-methoxy-10-methyl-9,10-dihydroacridin-9-one

Traditional Name

1,5-dihydroxy-4-(2-hydroxy-3-methylbut-3-en-1-yl)-3-methoxy-10-methylacridin-9-one

CAS Registry Number

160927-88-8

SMILES

COC1=C(CC(O)C(C)=C)C2=C(C(O)=C1)C(=O)C1=C(N2C)C(O)=CC=C1

InChI Identifier

InChI=1S/C20H21NO5/c1-10(2)14(23)8-12-16(26-4)9-15(24)17-19(12)21(3)18-11(20(17)25)6-5-7-13(18)22/h5-7,9,14,22-24H,1,8H2,2-4H3

InChI Key

DBEWENVYSYATOB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Acridones

Alternative Parents

Substituents

Acridone
Dihydroquinolone
8-hydroxyquinoline
Dihydroquinoline
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyridine
Benzenoid
Vinylogous amide
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Ether
Azacycle
Alcohol
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen 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: HMDB0041046)
Cytoplasm (HMDB: HMDB0041046)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041046)

Source

Exogenous

Exogenous (HMDB: HMDB0041046)

Food

Food (HMDB: HMDB0041046)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Endogenous

Plant

Plant (HMDB: HMDB0041046)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041046)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.33 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.35 g/L	ALOGPS
logP	2.23	ALOGPS
logP	3.56	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	9.14	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	99.07 m³·mol⁻¹	ChemAxon
Polarizability	37.61 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	182.459	31661259
DarkChem	[M-H]-	181.592	31661259
DeepCCS	[M+H]+	186.68	30932474
DeepCCS	[M-H]-	184.322	30932474
DeepCCS	[M-2H]-	218.098	30932474
DeepCCS	[M+Na]+	193.321	30932474
AllCCS	[M+H]+	184.3	32859911
AllCCS	[M+H-H2O]+	181.2	32859911
AllCCS	[M+NH4]+	187.2	32859911
AllCCS	[M+Na]+	188.1	32859911
AllCCS	[M-H]-	188.9	32859911
AllCCS	[M+Na-2H]-	188.7	32859911
AllCCS	[M+HCOO]-	188.6	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.	6.29 minutes	32390414
Predicted by Siyang on May 30, 2022	10.9854 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.58 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	33.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2149.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	198.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	146.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	156.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	104.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	475.9 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	480.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	140.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	756.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	425.8 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	1327.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	298.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	378.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	344.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	411.7 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	14.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Marshmine	COC1=C(CC(O)C(C)=C)C2=C(C(O)=C1)C(=O)C1=C(N2C)C(O)=CC=C1	4294.0	Standard polar	33892256
Marshmine	COC1=C(CC(O)C(C)=C)C2=C(C(O)=C1)C(=O)C1=C(N2C)C(O)=CC=C1	2666.2	Standard non polar	33892256
Marshmine	COC1=C(CC(O)C(C)=C)C2=C(C(O)=C1)C(=O)C1=C(N2C)C(O)=CC=C1	3311.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Marshmine,1TMS,isomer #1	C=C(C)C(CC1=C(OC)C=C(O)C2=C1N(C)C1=C(O)C=CC=C1C2=O)O[Si](C)(C)C	3146.1	Semi standard non polar	33892256
Marshmine,1TMS,isomer #2	C=C(C)C(O)CC1=C(OC)C=C(O[Si](C)(C)C)C2=C1N(C)C1=C(O)C=CC=C1C2=O	3187.3	Semi standard non polar	33892256
Marshmine,1TMS,isomer #3	C=C(C)C(O)CC1=C(OC)C=C(O)C2=C1N(C)C1=C(O[Si](C)(C)C)C=CC=C1C2=O	3146.4	Semi standard non polar	33892256
Marshmine,2TMS,isomer #1	C=C(C)C(CC1=C(OC)C=C(O[Si](C)(C)C)C2=C1N(C)C1=C(O)C=CC=C1C2=O)O[Si](C)(C)C	3062.5	Semi standard non polar	33892256
Marshmine,2TMS,isomer #2	C=C(C)C(CC1=C(OC)C=C(O)C2=C1N(C)C1=C(O[Si](C)(C)C)C=CC=C1C2=O)O[Si](C)(C)C	3049.9	Semi standard non polar	33892256
Marshmine,2TMS,isomer #3	C=C(C)C(O)CC1=C(OC)C=C(O[Si](C)(C)C)C2=C1N(C)C1=C(O[Si](C)(C)C)C=CC=C1C2=O	3126.6	Semi standard non polar	33892256
Marshmine,3TMS,isomer #1	C=C(C)C(CC1=C(OC)C=C(O[Si](C)(C)C)C2=C1N(C)C1=C(O[Si](C)(C)C)C=CC=C1C2=O)O[Si](C)(C)C	3113.6	Semi standard non polar	33892256
Marshmine,1TBDMS,isomer #1	C=C(C)C(CC1=C(OC)C=C(O)C2=C1N(C)C1=C(O)C=CC=C1C2=O)O[Si](C)(C)C(C)(C)C	3394.6	Semi standard non polar	33892256
Marshmine,1TBDMS,isomer #2	C=C(C)C(O)CC1=C(OC)C=C(O[Si](C)(C)C(C)(C)C)C2=C1N(C)C1=C(O)C=CC=C1C2=O	3394.5	Semi standard non polar	33892256
Marshmine,1TBDMS,isomer #3	C=C(C)C(O)CC1=C(OC)C=C(O)C2=C1N(C)C1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C2=O	3347.9	Semi standard non polar	33892256
Marshmine,2TBDMS,isomer #1	C=C(C)C(CC1=C(OC)C=C(O[Si](C)(C)C(C)(C)C)C2=C1N(C)C1=C(O)C=CC=C1C2=O)O[Si](C)(C)C(C)(C)C	3519.5	Semi standard non polar	33892256
Marshmine,2TBDMS,isomer #2	C=C(C)C(CC1=C(OC)C=C(O)C2=C1N(C)C1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C2=O)O[Si](C)(C)C(C)(C)C	3500.9	Semi standard non polar	33892256
Marshmine,2TBDMS,isomer #3	C=C(C)C(O)CC1=C(OC)C=C(O[Si](C)(C)C(C)(C)C)C2=C1N(C)C1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C2=O	3538.2	Semi standard non polar	33892256
Marshmine,3TBDMS,isomer #1	C=C(C)C(CC1=C(OC)C=C(O[Si](C)(C)C(C)(C)C)C2=C1N(C)C1=C(O[Si](C)(C)C(C)(C)C)C=CC=C1C2=O)O[Si](C)(C)C(C)(C)C	3713.1	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 - Marshmine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-8059000000-18a0754ebecaeadf64fa	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Marshmine GC-MS (3 TMS) - 70eV, Positive	splash10-0a4i-5100490000-de729b363ac4bcda960d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Marshmine 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 - Marshmine 10V, Positive-QTOF	splash10-052r-0009000000-31504abbb7fd5d496a6a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marshmine 20V, Positive-QTOF	splash10-00ei-9054000000-0889bdc2aefabd5a4b5c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marshmine 40V, Positive-QTOF	splash10-00r6-9071000000-95a5497060518fd2d080	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marshmine 10V, Negative-QTOF	splash10-0udi-0019000000-d03578d930e2aa17ebc6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marshmine 20V, Negative-QTOF	splash10-00di-0095000000-b14826b164cffe4d7514	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marshmine 40V, Negative-QTOF	splash10-014l-3293000000-4fc755af720060a58439	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marshmine 10V, Negative-QTOF	splash10-0udi-0009000000-67797024655abe3b88c5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marshmine 20V, Negative-QTOF	splash10-0udi-0029000000-05fcf8e69f5e9a150188	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marshmine 40V, Negative-QTOF	splash10-0zfr-3198000000-614e1e102b03c45718ae	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marshmine 10V, Positive-QTOF	splash10-0a4i-0009000000-164e883e936c276bc0fc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marshmine 20V, Positive-QTOF	splash10-0a5i-0059000000-03a696664ede12559bdb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marshmine 40V, Positive-QTOF	splash10-0ab9-0192000000-aa5611e2e36703b35d3b	2021-09-22	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

FDB020919

KNApSAcK ID

C00024218

Chemspider ID

35015086

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101696941

PDB ID

Not Available

ChEBI ID

174772

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1889031

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 Marshmine (HMDB0041046)

MOL for HMDB0041046 (Marshmine)

3D MOL for HMDB0041046 (Marshmine)

3D SDF for HMDB0041046 (Marshmine)

3D-SDF for HMDB0041046 (Marshmine)

PDB for HMDB0041046 (Marshmine)

3D PDB for HMDB0041046 (Marshmine)

SMILES for HMDB0041046 (Marshmine)

INCHI for HMDB0041046 (Marshmine)

Structure for HMDB0041046 (Marshmine)

3D Structure for HMDB0041046 (Marshmine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra