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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:03:58 UTC

Update Date

2022-03-07 02:56:15 UTC

HMDB ID

HMDB0039564

Secondary Accession Numbers

HMDB39564

Metabolite Identification

Common Name

Marmesin rhamnoside

Description

Marmesin rhamnoside belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Marmesin rhamnoside has been detected, but not quantified in, fruits. This could make marmesin rhamnoside a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Marmesin rhamnoside.

Structure

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


  Mrv0541 05061311142D          

 28 31  0  0  0  0            999 V2000
   -2.2784    4.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5159    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5159    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    4.3808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7534    2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784    2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  9  1  1  0  0  0  0
 10  4  1  0  0  0  0
 10  6  2  0  0  0  0
 11  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  2  0  0  0  0
 12 10  1  0  0  0  0
 13  8  1  0  0  0  0
 13 11  2  0  0  0  0
 14  7  1  0  0  0  0
 15  5  1  0  0  0  0
 16  9  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20  2  1  0  0  0  0
 20  3  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  2  0  0  0  0
 22 16  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  1  0  0  0  0
 25  9  1  0  0  0  0
 25 19  1  0  0  0  0
 26 13  1  0  0  0  0
 26 14  1  0  0  0  0
 27 12  1  0  0  0  0
 27 15  1  0  0  0  0
 28 19  1  0  0  0  0
 28 20  1  0  0  0  0
M  END

HMDB0039564
     RDKit          3D
Marmesin rhamnoside
 52 55  0  0  0  0  0  0  0  0999 V2000
   -4.2364   -0.1224   -1.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4542    0.5294    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3894    1.2612    0.5167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1795    0.5859    0.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6316    0.7790   -0.7697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5202    1.5372   -0.8521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1224    1.5986   -2.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6416    2.9563   -0.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6341    0.8826   -0.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1487   -0.3411   -0.9213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153   -0.4692   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3618   -1.5423   -0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5874   -1.3344    0.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4608   -2.4118    0.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6765   -2.1773    1.2336 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9759   -0.8926    1.6182 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0894   -0.6635    2.1679 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1584    0.1102    1.4411 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9814   -0.0817    0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1015    0.9816    0.6759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8684    0.8000    0.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8177    1.6880   -0.2242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2119   -0.8314    0.8900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4373   -1.0571    2.0531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5265   -1.4671    1.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5849   -2.1818    2.3118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7144   -0.5596    1.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377    0.0379    2.3211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2493   -0.4127   -1.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8318    0.5810   -2.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5880   -0.9968   -1.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3404    1.1973   -0.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5179    1.1410    1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    1.9519   -2.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3786    0.6670   -2.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8088    2.3843   -2.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3199    3.4692   -0.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4305    3.5089   -0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7186    3.0875    0.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4245    0.5856    0.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5507   -1.2355   -0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3062   -0.0967   -1.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0371   -2.5150   -0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1249   -3.3661    0.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3647   -2.9843    1.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4084    1.9728    1.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6687   -1.4274    0.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9995   -1.0770    2.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7424   -2.2650    0.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0821   -1.6517    2.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6161   -1.0995    0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2505    0.9668    2.2250 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  4 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27  2  1  0
 22  9  1  0
 21 11  1  0
 19 13  2  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  4 33  1  0
  7 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 12 43  1  0
 14 44  1  0
 15 45  1  0
 20 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 28 52  1  0
M  END


  Mrv0541 05061311142D          

 28 31  0  0  0  0            999 V2000
   -2.2784    4.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5159    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5159    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    4.3808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7534    2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784    2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  9  1  1  0  0  0  0
 10  4  1  0  0  0  0
 10  6  2  0  0  0  0
 11  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  2  0  0  0  0
 12 10  1  0  0  0  0
 13  8  1  0  0  0  0
 13 11  2  0  0  0  0
 14  7  1  0  0  0  0
 15  5  1  0  0  0  0
 16  9  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20  2  1  0  0  0  0
 20  3  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  2  0  0  0  0
 22 16  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  1  0  0  0  0
 25  9  1  0  0  0  0
 25 19  1  0  0  0  0
 26 13  1  0  0  0  0
 26 14  1  0  0  0  0
 27 12  1  0  0  0  0
 27 15  1  0  0  0  0
 28 19  1  0  0  0  0
 28 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039564

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1OC(OC(C)(C)C2CC3=C(O2)C=C2OC(=O)C=CC2=C3)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O8/c1-9-16(22)17(23)18(24)19(25-9)28-20(2,3)14-7-11-6-10-4-5-15(21)27-12(10)8-13(11)26-14/h4-6,8-9,14,16-19,22-24H,7H2,1-3H3

> <INCHI_KEY>
HOSJGHRJSDQCPE-UHFFFAOYSA-N

> <FORMULA>
C20H24O8

> <MOLECULAR_WEIGHT>
392.3998

> <EXACT_MASS>
392.147117744

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
40.19466696039477

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]propan-2-yl}-2H,3H,7H-furo[3,2-g]chromen-7-one

> <ALOGPS_LOGP>
1.13

> <JCHEM_LOGP>
1.0084679280000006

> <ALOGPS_LOGS>
-2.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.272350772553207

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.223848014078817

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6121828201139916

> <JCHEM_POLAR_SURFACE_AREA>
114.68000000000002

> <JCHEM_REFRACTIVITY>
97.21049999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.26e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]propan-2-yl}-2H,3H-furo[3,2-g]chromen-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039564
     RDKit          3D
Marmesin rhamnoside
 52 55  0  0  0  0  0  0  0  0999 V2000
   -4.2364   -0.1224   -1.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4542    0.5294    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3894    1.2612    0.5167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1795    0.5859    0.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6316    0.7790   -0.7697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5202    1.5372   -0.8521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1224    1.5986   -2.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6416    2.9563   -0.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6341    0.8826   -0.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1487   -0.3411   -0.9213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153   -0.4692   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3618   -1.5423   -0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5874   -1.3344    0.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4608   -2.4118    0.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6765   -2.1773    1.2336 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9759   -0.8926    1.6182 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0894   -0.6635    2.1679 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1584    0.1102    1.4411 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9814   -0.0817    0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1015    0.9816    0.6759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8684    0.8000    0.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8177    1.6880   -0.2242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2119   -0.8314    0.8900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4373   -1.0571    2.0531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5265   -1.4671    1.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5849   -2.1818    2.3118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7144   -0.5596    1.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377    0.0379    2.3211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2493   -0.4127   -1.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8318    0.5810   -2.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5880   -0.9968   -1.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3404    1.1973   -0.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5179    1.1410    1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    1.9519   -2.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3786    0.6670   -2.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8088    2.3843   -2.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3199    3.4692   -0.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4305    3.5089   -0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7186    3.0875    0.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4245    0.5856    0.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5507   -1.2355   -0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3062   -0.0967   -1.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0371   -2.5150   -0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1249   -3.3661    0.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3647   -2.9843    1.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4084    1.9728    1.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6687   -1.4274    0.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9995   -1.0770    2.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7424   -2.2650    0.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0821   -1.6517    2.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6161   -1.0995    0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2505    0.9668    2.2250 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  4 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27  2  1  0
 22  9  1  0
 21 11  1  0
 19 13  2  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  4 33  1  0
  7 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 12 43  1  0
 14 44  1  0
 15 45  1  0
 20 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 28 52  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      -4.253   8.177   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.713   4.383   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.713   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.531   2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.023   6.844   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.531   3.613   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.563   6.844   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.333   5.510   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.563   4.176   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.023   4.176   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.713   2.843   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.865   4.383   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -7.333   8.177   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -8.873   5.510   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -7.333   2.843   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -4.253   5.510   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.268   4.089   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.198   4.383   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -4.253   2.843   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   20                                                            
CONECT    3   20                                                            
CONECT    4    5   10                                                       
CONECT    5    4   15                                                       
CONECT    6   10   11                                                       
CONECT    7   11   14                                                       
CONECT    8   12   13                                                       
CONECT    9    1   16   25                                                  
CONECT   10    4    6   12                                                  
CONECT   11    6    7   13                                                  
CONECT   12    8   10   27                                                  
CONECT   13    8   11   26                                                  
CONECT   14    7   20   26                                                  
CONECT   15    5   21   27                                                  
CONECT   16    9   17   22                                                  
CONECT   17   16   18   23                                                  
CONECT   18   17   19   24                                                  
CONECT   19   18   25   28                                                  
CONECT   20    2    3   14   28                                             
CONECT   21   15                                                            
CONECT   22   16                                                            
CONECT   23   17                                                            
CONECT   24   18                                                            
CONECT   25    9   19                                                       
CONECT   26   13   14                                                       
CONECT   27   12   15                                                       
CONECT   28   19   20                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0039564
HETATM    1  C1  UNL     1      -4.236  -0.122  -1.279  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.454   0.529   0.048  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.389   1.261   0.517  1.00  0.00           O  
HETATM    4  C3  UNL     1      -2.179   0.586   0.469  1.00  0.00           C  
HETATM    5  O2  UNL     1      -1.632   0.779  -0.770  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.520   1.537  -0.852  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.122   1.599  -2.337  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.642   2.956  -0.392  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.634   0.883  -0.151  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.149  -0.341  -0.921  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.515  -0.469  -0.325  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.362  -1.542  -0.148  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.587  -1.334   0.448  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.461  -2.412   0.636  1.00  0.00           C  
HETATM   15  C13 UNL     1       6.676  -2.177   1.234  1.00  0.00           C  
HETATM   16  C14 UNL     1       6.976  -0.893   1.618  1.00  0.00           C  
HETATM   17  O3  UNL     1       8.089  -0.664   2.168  1.00  0.00           O  
HETATM   18  O4  UNL     1       6.158   0.110   1.441  1.00  0.00           O  
HETATM   19  C15 UNL     1       4.981  -0.082   0.870  1.00  0.00           C  
HETATM   20  C16 UNL     1       4.102   0.982   0.676  1.00  0.00           C  
HETATM   21  C17 UNL     1       2.868   0.800   0.081  1.00  0.00           C  
HETATM   22  O5  UNL     1       1.818   1.688  -0.224  1.00  0.00           O  
HETATM   23  C18 UNL     1      -2.212  -0.831   0.890  1.00  0.00           C  
HETATM   24  O6  UNL     1      -1.437  -1.057   2.053  1.00  0.00           O  
HETATM   25  C19 UNL     1      -3.527  -1.467   1.089  1.00  0.00           C  
HETATM   26  O7  UNL     1      -3.585  -2.182   2.312  1.00  0.00           O  
HETATM   27  C20 UNL     1      -4.714  -0.560   1.080  1.00  0.00           C  
HETATM   28  O8  UNL     1      -4.938   0.038   2.321  1.00  0.00           O  
HETATM   29  H1  UNL     1      -5.249  -0.413  -1.668  1.00  0.00           H  
HETATM   30  H2  UNL     1      -3.832   0.581  -2.043  1.00  0.00           H  
HETATM   31  H3  UNL     1      -3.588  -0.997  -1.274  1.00  0.00           H  
HETATM   32  H4  UNL     1      -5.340   1.197  -0.057  1.00  0.00           H  
HETATM   33  H5  UNL     1      -1.518   1.141   1.199  1.00  0.00           H  
HETATM   34  H6  UNL     1       0.897   1.952  -2.476  1.00  0.00           H  
HETATM   35  H7  UNL     1      -0.379   0.667  -2.849  1.00  0.00           H  
HETATM   36  H8  UNL     1      -0.809   2.384  -2.769  1.00  0.00           H  
HETATM   37  H9  UNL     1       0.320   3.469  -0.694  1.00  0.00           H  
HETATM   38  H10 UNL     1      -1.431   3.509  -0.959  1.00  0.00           H  
HETATM   39  H11 UNL     1      -0.719   3.087   0.689  1.00  0.00           H  
HETATM   40  H12 UNL     1       0.425   0.586   0.873  1.00  0.00           H  
HETATM   41  H13 UNL     1       0.551  -1.235  -0.760  1.00  0.00           H  
HETATM   42  H14 UNL     1       1.306  -0.097  -1.989  1.00  0.00           H  
HETATM   43  H15 UNL     1       3.037  -2.515  -0.484  1.00  0.00           H  
HETATM   44  H16 UNL     1       5.125  -3.366   0.299  1.00  0.00           H  
HETATM   45  H17 UNL     1       7.365  -2.984   1.390  1.00  0.00           H  
HETATM   46  H18 UNL     1       4.408   1.973   1.007  1.00  0.00           H  
HETATM   47  H19 UNL     1      -1.669  -1.427   0.097  1.00  0.00           H  
HETATM   48  H20 UNL     1      -1.999  -1.077   2.863  1.00  0.00           H  
HETATM   49  H21 UNL     1      -3.742  -2.265   0.316  1.00  0.00           H  
HETATM   50  H22 UNL     1      -4.082  -1.652   2.984  1.00  0.00           H  
HETATM   51  H23 UNL     1      -5.616  -1.100   0.792  1.00  0.00           H  
HETATM   52  H24 UNL     1      -5.250   0.967   2.225  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   27   32
CONECT    3    4
CONECT    4    5   23   33
CONECT    5    6
CONECT    6    7    8    9
CONECT    7   34   35   36
CONECT    8   37   38   39
CONECT    9   10   22   40
CONECT   10   11   41   42
CONECT   11   12   12   21
CONECT   12   13   43
CONECT   13   14   19   19
CONECT   14   15   15   44
CONECT   15   16   45
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20
CONECT   20   21   21   46
CONECT   21   22
CONECT   23   24   25   47
CONECT   24   48
CONECT   25   26   27   49
CONECT   26   50
CONECT   27   28   51
CONECT   28   52
END

HMDB0039564
     RDKit          3D
Marmesin rhamnoside
 52 55  0  0  0  0  0  0  0  0999 V2000
   -4.2364   -0.1224   -1.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4542    0.5294    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3894    1.2612    0.5167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1795    0.5859    0.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6316    0.7790   -0.7697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5202    1.5372   -0.8521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1224    1.5986   -2.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6416    2.9563   -0.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6341    0.8826   -0.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1487   -0.3411   -0.9213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153   -0.4692   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3618   -1.5423   -0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5874   -1.3344    0.4484 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4608   -2.4118    0.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6765   -2.1773    1.2336 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9759   -0.8926    1.6182 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0894   -0.6635    2.1679 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1584    0.1102    1.4411 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9814   -0.0817    0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1015    0.9816    0.6759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8684    0.8000    0.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8177    1.6880   -0.2242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2119   -0.8314    0.8900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4373   -1.0571    2.0531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5265   -1.4671    1.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5849   -2.1818    2.3118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7144   -0.5596    1.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377    0.0379    2.3211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2493   -0.4127   -1.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8318    0.5810   -2.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5880   -0.9968   -1.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3404    1.1973   -0.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5179    1.1410    1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    1.9519   -2.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3786    0.6670   -2.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8088    2.3843   -2.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3199    3.4692   -0.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4305    3.5089   -0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7186    3.0875    0.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4245    0.5856    0.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5507   -1.2355   -0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3062   -0.0967   -1.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0371   -2.5150   -0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1249   -3.3661    0.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3647   -2.9843    1.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4084    1.9728    1.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6687   -1.4274    0.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9995   -1.0770    2.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7424   -2.2650    0.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0821   -1.6517    2.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6161   -1.0995    0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2505    0.9668    2.2250 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
  4 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27  2  1  0
 22  9  1  0
 21 11  1  0
 19 13  2  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  4 33  1  0
  7 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 12 43  1  0
 14 44  1  0
 15 45  1  0
 20 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 27 51  1  0
 28 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₂₄O₈

Average Molecular Weight

392.3998

Monoisotopic Molecular Weight

392.147117744

IUPAC Name

2-{2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]propan-2-yl}-2H,3H,7H-furo[3,2-g]chromen-7-one

Traditional Name

2-{2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]propan-2-yl}-2H,3H-furo[3,2-g]chromen-7-one

CAS Registry Number

142347-99-7

SMILES

CC1OC(OC(C)(C)C2CC3=C(O2)C=C2OC(=O)C=CC2=C3)C(O)C(O)C1O

InChI Identifier

InChI=1S/C20H24O8/c1-9-16(22)17(23)18(24)19(25-9)28-20(2,3)14-7-11-6-10-4-5-15(21)27-12(10)8-13(11)26-14/h4-6,8-9,14,16-19,22-24H,7H2,1-3H3

InChI Key

HOSJGHRJSDQCPE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Psoralens

Alternative Parents

Substituents

Psoralen
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Coumaran
Alkyl aryl ether
Pyranone
Monosaccharide
Oxane
Benzenoid
Pyran
Heteroaromatic compound
Lactone
Secondary alcohol
Polyol
Oxacycle
Acetal
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

Cellular substructure

Extracellular (HMDB: HMDB0039564)
Cytoplasm (HMDB: HMDB0039564)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039564)

Source

Exogenous

Food

Food (HMDB: HMDB0039564)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0039564)

Not Available

Nutrient (HMDB: HMDB0039564)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	140 - 142 °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	1.26 g/L	ALOGPS
logP	1.13	ALOGPS
logP	1.01	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	12.22	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	114.68 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	97.21 m³·mol⁻¹	ChemAxon
Polarizability	40.19 Å³	ChemAxon
Number of Rings	4	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]+	189.925	31661259
DarkChem	[M-H]-	185.937	31661259
DeepCCS	[M+H]+	190.413	30932474
DeepCCS	[M-H]-	188.055	30932474
DeepCCS	[M-2H]-	222.058	30932474
DeepCCS	[M+Na]+	197.286	30932474
AllCCS	[M+H]+	194.4	32859911
AllCCS	[M+H-H2O]+	191.8	32859911
AllCCS	[M+NH4]+	196.9	32859911
AllCCS	[M+Na]+	197.6	32859911
AllCCS	[M-H]-	193.7	32859911
AllCCS	[M+Na-2H]-	194.1	32859911
AllCCS	[M+HCOO]-	194.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Marmesin rhamnoside	CC1OC(OC(C)(C)C2CC3=C(O2)C=C2OC(=O)C=CC2=C3)C(O)C(O)C1O	3874.0	Standard polar	33892256
Marmesin rhamnoside	CC1OC(OC(C)(C)C2CC3=C(O2)C=C2OC(=O)C=CC2=C3)C(O)C(O)C1O	3049.2	Standard non polar	33892256
Marmesin rhamnoside	CC1OC(OC(C)(C)C2CC3=C(O2)C=C2OC(=O)C=CC2=C3)C(O)C(O)C1O	3493.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Marmesin rhamnoside,1TMS,isomer #1	CC1OC(OC(C)(C)C2CC3=CC4=C(C=C3O2)OC(=O)C=C4)C(O[Si](C)(C)C)C(O)C1O	3361.8	Semi standard non polar	33892256
Marmesin rhamnoside,1TMS,isomer #2	CC1OC(OC(C)(C)C2CC3=CC4=C(C=C3O2)OC(=O)C=C4)C(O)C(O[Si](C)(C)C)C1O	3425.6	Semi standard non polar	33892256
Marmesin rhamnoside,1TMS,isomer #3	CC1OC(OC(C)(C)C2CC3=CC4=C(C=C3O2)OC(=O)C=C4)C(O)C(O)C1O[Si](C)(C)C	3412.4	Semi standard non polar	33892256
Marmesin rhamnoside,2TMS,isomer #1	CC1OC(OC(C)(C)C2CC3=CC4=C(C=C3O2)OC(=O)C=C4)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3351.5	Semi standard non polar	33892256
Marmesin rhamnoside,2TMS,isomer #2	CC1OC(OC(C)(C)C2CC3=CC4=C(C=C3O2)OC(=O)C=C4)C(O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3354.3	Semi standard non polar	33892256
Marmesin rhamnoside,2TMS,isomer #3	CC1OC(OC(C)(C)C2CC3=CC4=C(C=C3O2)OC(=O)C=C4)C(O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3377.3	Semi standard non polar	33892256
Marmesin rhamnoside,3TMS,isomer #1	CC1OC(OC(C)(C)C2CC3=CC4=C(C=C3O2)OC(=O)C=C4)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3317.7	Semi standard non polar	33892256
Marmesin rhamnoside,1TBDMS,isomer #1	CC1OC(OC(C)(C)C2CC3=CC4=C(C=C3O2)OC(=O)C=C4)C(O[Si](C)(C)C(C)(C)C)C(O)C1O	3580.6	Semi standard non polar	33892256
Marmesin rhamnoside,1TBDMS,isomer #2	CC1OC(OC(C)(C)C2CC3=CC4=C(C=C3O2)OC(=O)C=C4)C(O)C(O[Si](C)(C)C(C)(C)C)C1O	3625.5	Semi standard non polar	33892256
Marmesin rhamnoside,1TBDMS,isomer #3	CC1OC(OC(C)(C)C2CC3=CC4=C(C=C3O2)OC(=O)C=C4)C(O)C(O)C1O[Si](C)(C)C(C)(C)C	3626.0	Semi standard non polar	33892256
Marmesin rhamnoside,2TBDMS,isomer #1	CC1OC(OC(C)(C)C2CC3=CC4=C(C=C3O2)OC(=O)C=C4)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3784.3	Semi standard non polar	33892256
Marmesin rhamnoside,2TBDMS,isomer #2	CC1OC(OC(C)(C)C2CC3=CC4=C(C=C3O2)OC(=O)C=C4)C(O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3781.2	Semi standard non polar	33892256
Marmesin rhamnoside,2TBDMS,isomer #3	CC1OC(OC(C)(C)C2CC3=CC4=C(C=C3O2)OC(=O)C=C4)C(O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3801.6	Semi standard non polar	33892256
Marmesin rhamnoside,3TBDMS,isomer #1	CC1OC(OC(C)(C)C2CC3=CC4=C(C=C3O2)OC(=O)C=C4)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3950.9	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 - Marmesin rhamnoside GC-MS (Non-derivatized) - 70eV, Positive	splash10-05bs-9426000000-6b747c61bee1d9e2d72f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Marmesin rhamnoside GC-MS (3 TMS) - 70eV, Positive	splash10-0006-2222190000-e5a683da5678a46a21d3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Marmesin rhamnoside 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 - Marmesin rhamnoside 10V, Positive-QTOF	splash10-004j-0494000000-ac66fbd83a80ee17a79b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marmesin rhamnoside 20V, Positive-QTOF	splash10-002b-0290000000-7f81cf9fa2c4e999b7f2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marmesin rhamnoside 40V, Positive-QTOF	splash10-057i-1910000000-7ec8146f803eb01bc12d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marmesin rhamnoside 10V, Negative-QTOF	splash10-0007-3569000000-4249afb6cea0cb46e371	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marmesin rhamnoside 20V, Negative-QTOF	splash10-0002-2691000000-5c70628d3405167a4284	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marmesin rhamnoside 40V, Negative-QTOF	splash10-0zi1-7490000000-36381f7c0a0bbf69710f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marmesin rhamnoside 10V, Negative-QTOF	splash10-0006-0009000000-149b61dfe21753292f1e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marmesin rhamnoside 20V, Negative-QTOF	splash10-055e-7936000000-58f680c76604097d34cf	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marmesin rhamnoside 40V, Negative-QTOF	splash10-0a4r-9630000000-6c5a484122b34df6715a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marmesin rhamnoside 10V, Positive-QTOF	splash10-002g-0189000000-0d50cb329e2cccbb1f70	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marmesin rhamnoside 20V, Positive-QTOF	splash10-004i-2191000000-8743882dffa9df72a5c7	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marmesin rhamnoside 40V, Positive-QTOF	splash10-0006-9661000000-752ed8c2e0f0e7d2c59a	2021-09-25	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

FDB019185

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752678

PDB ID

Not Available

ChEBI ID

168171

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 Marmesin rhamnoside (HMDB0039564)

MOL for HMDB0039564 (Marmesin rhamnoside)

3D MOL for HMDB0039564 (Marmesin rhamnoside)

3D SDF for HMDB0039564 (Marmesin rhamnoside)

3D-SDF for HMDB0039564 (Marmesin rhamnoside)

PDB for HMDB0039564 (Marmesin rhamnoside)

3D PDB for HMDB0039564 (Marmesin rhamnoside)

SMILES for HMDB0039564 (Marmesin rhamnoside)

INCHI for HMDB0039564 (Marmesin rhamnoside)

Structure for HMDB0039564 (Marmesin rhamnoside)

3D Structure for HMDB0039564 (Marmesin rhamnoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra