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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:22:50 UTC

Update Date

2022-03-07 02:56:44 UTC

HMDB ID

HMDB0040795

Secondary Accession Numbers

HMDB40795

Metabolite Identification

Common Name

7'-O-Methylmarmin

Description

7'-O-Methylmarmin belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). 7'-O-Methylmarmin has been detected, but not quantified in, citrus. This could make 7'-O-methylmarmin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 7'-O-Methylmarmin.

Structure

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

HMDB0040795
     RDKit          3D
7'-O-Methylmarmin
 51 52  0  0  0  0  0  0  0  0999 V2000
   -7.0221    0.7119    0.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4253   -0.3616    0.0814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0454   -0.3653    0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5827   -0.3108    1.5055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6161   -1.7266   -0.4660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4672    0.7470   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9176    0.6037   -2.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0250    1.0009   -0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0681   -0.0766   -0.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6700    0.4567   -0.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2118    1.6521   -1.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1551   -0.0987    0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5351    0.4157    0.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4995   -0.5754    0.1350 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8471   -0.4028    0.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4321    0.7509    0.7098 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8045    0.8997    0.8363 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6034   -0.1661    0.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9763   -0.0147    0.6279 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7648   -1.0916    0.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1435   -2.2300   -0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8778   -3.2154   -0.4608 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8397   -2.3558   -0.2647 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0595   -1.3489    0.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6736   -1.4613   -0.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1379    0.5136    0.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9209    1.6630    0.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8018    0.8508    1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6191   -0.8185    1.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4476    0.7393    1.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3321   -0.8529    2.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1340   -1.6101   -1.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5580   -2.3105   -0.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0381   -2.3133    0.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9846    1.7005   -0.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6108    1.3004   -2.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7460    1.9453   -1.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8689    1.3125    0.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1795   -0.9470   -0.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1261   -0.4447   -1.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0510    2.4713   -0.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9801    1.9773   -2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7053    1.4355   -2.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1993   -0.9686    0.7177 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6042    0.6003    1.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7179    1.3741   -0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8294    1.5905    0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2364    1.8297    1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3733    0.9198    0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8394   -1.0008    0.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2692   -2.3942   -0.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
 25 15  1  0
 24 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 11 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 16 47  1  0
 17 48  1  0
 19 49  1  0
 20 50  1  0
 25 51  1  0
M  END


  Mrv0541 02241208562D          

 25 26  0  0  0  0            999 V2000
    3.9250   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2114    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4963   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7813    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7813    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4963    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2114    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9250    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6400    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6400    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3551   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0677   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3540    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3596   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0732    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7870   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2142   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9278    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6414   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0732    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2142   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9278    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6414    0.4111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3551   -0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4 12  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 21  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 22  1  0  0  0  0
 19 20  1  0  0  0  0
 19 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040795

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(C)(C)C(O)CC\C(C)=C\COC1=CC=C2C=CC(=O)OC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O5/c1-14(5-9-18(21)20(2,3)23-4)11-12-24-16-8-6-15-7-10-19(22)25-17(15)13-16/h6-8,10-11,13,18,21H,5,9,12H2,1-4H3/b14-11+

> <INCHI_KEY>
HODOWBFKRLQCBH-SDNWHVSQSA-N

> <FORMULA>
C20H26O5

> <MOLECULAR_WEIGHT>
346.4174

> <EXACT_MASS>
346.178023942

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
38.66589415594969

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-{[(2E)-6-hydroxy-7-methoxy-3,7-dimethyloct-2-en-1-yl]oxy}-2H-chromen-2-one

> <ALOGPS_LOGP>
4.01

> <JCHEM_LOGP>
3.1493364073333336

> <ALOGPS_LOGS>
-4.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.00199252544543

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2353284693701676

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
98.03140000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.57e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-{[(2E)-6-hydroxy-7-methoxy-3,7-dimethyloct-2-en-1-yl]oxy}chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040795
     RDKit          3D
7'-O-Methylmarmin
 51 52  0  0  0  0  0  0  0  0999 V2000
   -7.0221    0.7119    0.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4253   -0.3616    0.0814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0454   -0.3653    0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5827   -0.3108    1.5055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6161   -1.7266   -0.4660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4672    0.7470   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9176    0.6037   -2.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0250    1.0009   -0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0681   -0.0766   -0.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6700    0.4567   -0.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2118    1.6521   -1.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1551   -0.0987    0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5351    0.4157    0.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4995   -0.5754    0.1350 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8471   -0.4028    0.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4321    0.7509    0.7098 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8045    0.8997    0.8363 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6034   -0.1661    0.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9763   -0.0147    0.6279 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7648   -1.0916    0.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1435   -2.2300   -0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8778   -3.2154   -0.4608 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8397   -2.3558   -0.2647 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0595   -1.3489    0.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6736   -1.4613   -0.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1379    0.5136    0.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9209    1.6630    0.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8018    0.8508    1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6191   -0.8185    1.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4476    0.7393    1.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3321   -0.8529    2.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1340   -1.6101   -1.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5580   -2.3105   -0.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0381   -2.3133    0.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9846    1.7005   -0.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6108    1.3004   -2.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7460    1.9453   -1.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8689    1.3125    0.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1795   -0.9470   -0.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1261   -0.4447   -1.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0510    2.4713   -0.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9801    1.9773   -2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7053    1.4355   -2.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1993   -0.9686    0.7177 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6042    0.6003    1.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7179    1.3741   -0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8294    1.5905    0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2364    1.8297    1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3733    0.9198    0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8394   -1.0008    0.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2692   -2.3942   -0.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
 25 15  1  0
 24 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 11 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 16 47  1  0
 17 48  1  0
 19 49  1  0
 20 50  1  0
 25 51  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       7.327  -0.770   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.995   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.660  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.325   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.325   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.660   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.995   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.327   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.661   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.661   0.000   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.996  -0.770   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       1.993  -0.770   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.661   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.671  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.003   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.336  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.668   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.000  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -7.332   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -8.664  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.003   1.540   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -6.000  -2.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -7.332   1.540   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -8.664   0.767   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -9.996  -0.003   0.000  0.00  0.00           C+0
CONECT    1    2   10                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    2    6    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    1    9   11                                                  
CONECT   11   10                                                            
CONECT   12    4   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20   23   24                                             
CONECT   20   19                                                            
CONECT   21   15                                                            
CONECT   22   18                                                            
CONECT   23   19                                                            
CONECT   24   19   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0040795
HETATM    1  C1  UNL     1      -7.022   0.712   0.673  1.00  0.00           C  
HETATM    2  O1  UNL     1      -6.425  -0.362   0.081  1.00  0.00           O  
HETATM    3  C2  UNL     1      -5.045  -0.365   0.048  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.583  -0.311   1.505  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.616  -1.727  -0.466  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.467   0.747  -0.758  1.00  0.00           C  
HETATM    7  O2  UNL     1      -4.918   0.604  -2.067  1.00  0.00           O  
HETATM    8  C6  UNL     1      -3.025   1.001  -0.597  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.068  -0.077  -0.933  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.670   0.457  -0.683  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.212   1.652  -1.438  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.155  -0.099   0.179  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.535   0.416   0.435  1.00  0.00           C  
HETATM   14  O3  UNL     1       2.500  -0.575   0.135  1.00  0.00           O  
HETATM   15  C12 UNL     1       3.847  -0.403   0.269  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.432   0.751   0.710  1.00  0.00           C  
HETATM   17  C14 UNL     1       5.804   0.900   0.836  1.00  0.00           C  
HETATM   18  C15 UNL     1       6.603  -0.166   0.501  1.00  0.00           C  
HETATM   19  C16 UNL     1       7.976  -0.015   0.628  1.00  0.00           C  
HETATM   20  C17 UNL     1       8.765  -1.092   0.288  1.00  0.00           C  
HETATM   21  C18 UNL     1       8.143  -2.230  -0.150  1.00  0.00           C  
HETATM   22  O4  UNL     1       8.878  -3.215  -0.461  1.00  0.00           O  
HETATM   23  O5  UNL     1       6.840  -2.356  -0.265  1.00  0.00           O  
HETATM   24  C19 UNL     1       6.060  -1.349   0.051  1.00  0.00           C  
HETATM   25  C20 UNL     1       4.674  -1.461  -0.063  1.00  0.00           C  
HETATM   26  H1  UNL     1      -8.138   0.514   0.609  1.00  0.00           H  
HETATM   27  H2  UNL     1      -6.921   1.663   0.086  1.00  0.00           H  
HETATM   28  H3  UNL     1      -6.802   0.851   1.737  1.00  0.00           H  
HETATM   29  H4  UNL     1      -3.619  -0.818   1.647  1.00  0.00           H  
HETATM   30  H5  UNL     1      -4.448   0.739   1.845  1.00  0.00           H  
HETATM   31  H6  UNL     1      -5.332  -0.853   2.107  1.00  0.00           H  
HETATM   32  H7  UNL     1      -4.134  -1.610  -1.447  1.00  0.00           H  
HETATM   33  H8  UNL     1      -5.558  -2.310  -0.686  1.00  0.00           H  
HETATM   34  H9  UNL     1      -4.038  -2.313   0.276  1.00  0.00           H  
HETATM   35  H10 UNL     1      -4.985   1.700  -0.404  1.00  0.00           H  
HETATM   36  H11 UNL     1      -4.611   1.300  -2.670  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.746   1.945  -1.155  1.00  0.00           H  
HETATM   38  H13 UNL     1      -2.869   1.313   0.480  1.00  0.00           H  
HETATM   39  H14 UNL     1      -2.179  -0.947  -0.257  1.00  0.00           H  
HETATM   40  H15 UNL     1      -2.126  -0.445  -1.966  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.051   2.471  -0.707  1.00  0.00           H  
HETATM   42  H17 UNL     1      -0.980   1.977  -2.180  1.00  0.00           H  
HETATM   43  H18 UNL     1       0.705   1.436  -2.038  1.00  0.00           H  
HETATM   44  H19 UNL     1      -0.199  -0.969   0.718  1.00  0.00           H  
HETATM   45  H20 UNL     1       1.604   0.600   1.533  1.00  0.00           H  
HETATM   46  H21 UNL     1       1.718   1.374  -0.070  1.00  0.00           H  
HETATM   47  H22 UNL     1       3.829   1.590   0.976  1.00  0.00           H  
HETATM   48  H23 UNL     1       6.236   1.830   1.190  1.00  0.00           H  
HETATM   49  H24 UNL     1       8.373   0.920   0.981  1.00  0.00           H  
HETATM   50  H25 UNL     1       9.839  -1.001   0.378  1.00  0.00           H  
HETATM   51  H26 UNL     1       4.269  -2.394  -0.416  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    5    6
CONECT    4   29   30   31
CONECT    5   32   33   34
CONECT    6    7    8   35
CONECT    7   36
CONECT    8    9   37   38
CONECT    9   10   39   40
CONECT   10   11   12   12
CONECT   11   41   42   43
CONECT   12   13   44
CONECT   13   14   45   46
CONECT   14   15
CONECT   15   16   16   25
CONECT   16   17   47
CONECT   17   18   18   48
CONECT   18   19   24
CONECT   19   20   20   49
CONECT   20   21   50
CONECT   21   22   22   23
CONECT   23   24
CONECT   24   25   25
CONECT   25   51
END

HMDB0040795
     RDKit          3D
7'-O-Methylmarmin
 51 52  0  0  0  0  0  0  0  0999 V2000
   -7.0221    0.7119    0.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4253   -0.3616    0.0814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0454   -0.3653    0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5827   -0.3108    1.5055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6161   -1.7266   -0.4660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4672    0.7470   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9176    0.6037   -2.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0250    1.0009   -0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0681   -0.0766   -0.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6700    0.4567   -0.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2118    1.6521   -1.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1551   -0.0987    0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5351    0.4157    0.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4995   -0.5754    0.1350 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8471   -0.4028    0.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4321    0.7509    0.7098 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8045    0.8997    0.8363 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6034   -0.1661    0.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9763   -0.0147    0.6279 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7648   -1.0916    0.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1435   -2.2300   -0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8778   -3.2154   -0.4608 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8397   -2.3558   -0.2647 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0595   -1.3489    0.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6736   -1.4613   -0.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1379    0.5136    0.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9209    1.6630    0.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8018    0.8508    1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6191   -0.8185    1.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4476    0.7393    1.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3321   -0.8529    2.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1340   -1.6101   -1.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5580   -2.3105   -0.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0381   -2.3133    0.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9846    1.7005   -0.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6108    1.3004   -2.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7460    1.9453   -1.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8689    1.3125    0.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1795   -0.9470   -0.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1261   -0.4447   -1.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0510    2.4713   -0.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9801    1.9773   -2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7053    1.4355   -2.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1993   -0.9686    0.7177 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6042    0.6003    1.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7179    1.3741   -0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8294    1.5905    0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2364    1.8297    1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3733    0.9198    0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8394   -1.0008    0.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2692   -2.3942   -0.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
 25 15  1  0
 24 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 11 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 16 47  1  0
 17 48  1  0
 19 49  1  0
 20 50  1  0
 25 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₂₆O₅

Average Molecular Weight

346.4174

Monoisotopic Molecular Weight

346.178023942

IUPAC Name

7-{[(2E)-6-hydroxy-7-methoxy-3,7-dimethyloct-2-en-1-yl]oxy}-2H-chromen-2-one

Traditional Name

7-{[(2E)-6-hydroxy-7-methoxy-3,7-dimethyloct-2-en-1-yl]oxy}chromen-2-one

CAS Registry Number

144424-82-8

SMILES

COC(C)(C)C(O)CC\C(C)=C\COC1=CC=C2C=CC(=O)OC2=C1

InChI Identifier

InChI=1S/C20H26O5/c1-14(5-9-18(21)20(2,3)23-4)11-12-24-16-8-6-15-7-10-19(22)25-17(15)13-16/h6-8,10-11,13,18,21H,5,9,12H2,1-4H3/b14-11+

InChI Key

HODOWBFKRLQCBH-SDNWHVSQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
1-benzopyran
Fatty alcohol
Alkyl aryl ether
Pyranone
Pyran
Fatty acyl
Benzenoid
Heteroaromatic compound
Secondary alcohol
Lactone
Oxacycle
Ether
Dialkyl ether
Organoheterocyclic compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0040795)

Cellular substructure

Membrane (HMDB: HMDB0040795)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040795)

Source

Endogenous

Plant

Plant (HMDB: HMDB0040795)

Exogenous

Food

Food (HMDB: HMDB0040795)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Not Available

Nutrient (HMDB: HMDB0040795)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	65 °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	0.0056 g/L	ALOGPS
logP	4.01	ALOGPS
logP	3.15	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	14	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	98.03 m³·mol⁻¹	ChemAxon
Polarizability	38.67 Å³	ChemAxon
Number of Rings	2	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]+	185.733	31661259
DarkChem	[M-H]-	187.27	31661259
DeepCCS	[M+H]+	182.153	30932474
DeepCCS	[M-H]-	179.796	30932474
DeepCCS	[M-2H]-	214.314	30932474
DeepCCS	[M+Na]+	190.604	30932474
AllCCS	[M+H]+	185.1	32859911
AllCCS	[M+H-H2O]+	182.3	32859911
AllCCS	[M+NH4]+	187.7	32859911
AllCCS	[M+Na]+	188.4	32859911
AllCCS	[M-H]-	188.5	32859911
AllCCS	[M+Na-2H]-	188.9	32859911
AllCCS	[M+HCOO]-	189.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7'-O-Methylmarmin	COC(C)(C)C(O)CC\C(C)=C\COC1=CC=C2C=CC(=O)OC2=C1	3652.1	Standard polar	33892256
7'-O-Methylmarmin	COC(C)(C)C(O)CC\C(C)=C\COC1=CC=C2C=CC(=O)OC2=C1	2720.6	Standard non polar	33892256
7'-O-Methylmarmin	COC(C)(C)C(O)CC\C(C)=C\COC1=CC=C2C=CC(=O)OC2=C1	2899.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7'-O-Methylmarmin,1TMS,isomer #1	COC(C)(C)C(CC/C(C)=C/COC1=CC=C2C=CC(=O)OC2=C1)O[Si](C)(C)C	2874.1	Semi standard non polar	33892256
7'-O-Methylmarmin,1TBDMS,isomer #1	COC(C)(C)C(CC/C(C)=C/COC1=CC=C2C=CC(=O)OC2=C1)O[Si](C)(C)C(C)(C)C	3122.0	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 - 7'-O-Methylmarmin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-9224000000-c53c935e94b04a28b9f8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7'-O-Methylmarmin GC-MS (1 TMS) - 70eV, Positive	splash10-00g3-9224200000-1591d45ffa4998f59ff5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7'-O-Methylmarmin 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 - 7'-O-Methylmarmin 10V, Positive-QTOF	splash10-0002-1419000000-9157ee91b3b463cd2b58	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7'-O-Methylmarmin 20V, Positive-QTOF	splash10-01tl-5934000000-2000340b7f37172dfbc0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7'-O-Methylmarmin 40V, Positive-QTOF	splash10-00di-9200000000-e0388847b72b88dde527	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7'-O-Methylmarmin 10V, Negative-QTOF	splash10-0002-0319000000-228aa421ca41298292b6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7'-O-Methylmarmin 20V, Negative-QTOF	splash10-03di-0903000000-8202e08c2148d12bc2dd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7'-O-Methylmarmin 40V, Negative-QTOF	splash10-02t9-1900000000-755418dc09d21de46ca3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7'-O-Methylmarmin 10V, Negative-QTOF	splash10-0002-0139000000-f98d273824cf263b085b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7'-O-Methylmarmin 20V, Negative-QTOF	splash10-03ka-8961000000-53908314043bf0fd9cba	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7'-O-Methylmarmin 40V, Negative-QTOF	splash10-03di-2900000000-be28104e8e520cca6131	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7'-O-Methylmarmin 10V, Positive-QTOF	splash10-0002-0296000000-87c1491f2a5f83223f18	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7'-O-Methylmarmin 20V, Positive-QTOF	splash10-0002-2491000000-12fb175e7e04617dfd2a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7'-O-Methylmarmin 40V, Positive-QTOF	splash10-03dj-8961000000-569dfa22017a6fd939fe	2021-09-24	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

FDB020611

KNApSAcK ID

Not Available

Chemspider ID

35015029

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752939

PDB ID

Not Available

ChEBI ID

175409

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 7'-O-Methylmarmin (HMDB0040795)

MOL for HMDB0040795 (7'-O-Methylmarmin)

3D MOL for HMDB0040795 (7'-O-Methylmarmin)

3D SDF for HMDB0040795 (7'-O-Methylmarmin)

3D-SDF for HMDB0040795 (7'-O-Methylmarmin)

PDB for HMDB0040795 (7'-O-Methylmarmin)

3D PDB for HMDB0040795 (7'-O-Methylmarmin)

SMILES for HMDB0040795 (7'-O-Methylmarmin)

INCHI for HMDB0040795 (7'-O-Methylmarmin)

Structure for HMDB0040795 (7'-O-Methylmarmin)

3D Structure for HMDB0040795 (7'-O-Methylmarmin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra