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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:59 UTC

Update Date

2022-03-07 02:52:41 UTC

HMDB ID

HMDB0030781

Secondary Accession Numbers

HMDB30781

Metabolite Identification

Common Name

Isomammein

Description

Isomammein, also known as mammea b/aa, belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton. Based on a literature review very few articles have been published on Isomammein.

Structure

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


  Mrv0541 05061305302D          

 27 28  0  0  0  0            999 V2000
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    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
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
   -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
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    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
    2.8579    2.4750    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    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
    2.1434    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 12  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12  8  2  0  0  0  0
 13  4  1  0  0  0  0
 13  5  1  0  0  0  0
 13 10  1  0  0  0  0
 14  7  1  0  0  0  0
 14 11  2  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
 18 14  1  0  0  0  0
 19 16  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  2  0  0  0  0
 21 18  2  0  0  0  0
 21 19  1  0  0  0  0
 22 15  2  0  0  0  0
 22 18  1  0  0  0  0
 23 16  2  0  0  0  0
 24 17  2  0  0  0  0
 25 20  1  0  0  0  0
 26 21  1  0  0  0  0
 27 17  1  0  0  0  0
 27 22  1  0  0  0  0
M  END

HMDB0030781
     RDKit          3D
Isomammein
 55 56  0  0  0  0  0  0  0  0999 V2000
   -4.5043   -3.7291   -0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9965   -3.4723   -0.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4908   -3.2111    1.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0435   -2.9165    1.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1414   -3.9693    1.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1945   -3.7182    1.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0768   -4.6107    1.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6445   -2.5252    0.9602 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8022   -1.5402    0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3161   -0.2954    0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8204   -0.1889    0.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2670   -0.8266   -0.8935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9841   -0.1892   -1.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4192    1.2033   -1.6215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3756   -0.9335   -3.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5088    0.7881    0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0377    2.0193   -0.1600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8870    0.6808    0.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7344    1.8270   -0.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0134    1.6741   -0.0580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3210    3.1795   -0.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5231    4.0935    0.7176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386    3.6872    1.9222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1918    5.5051    0.2917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4045   -0.5685    0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7351   -0.7542    0.5503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5688   -1.6715    0.7570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6922   -4.7541    0.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8949   -2.9724    0.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9757   -3.5880   -1.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7971   -2.7327   -1.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5729   -4.4513   -0.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1335   -2.4791    1.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6461   -4.2276    1.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5277   -4.9444    1.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2544   -0.8381    1.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700    0.8260    0.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9843   -1.8789   -1.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7526    1.3717   -0.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033    1.3553   -2.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6101    1.8782   -1.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4134   -0.6217   -3.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -2.0071   -2.7927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6728   -0.6948   -3.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0059    2.2204   -0.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3774    3.3226   -0.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1002    3.5196   -1.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6072    4.0941    1.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1591    4.1591    2.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454    2.5959    2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3373    3.9978    1.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1084    6.1114    0.2501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6960    5.5251   -0.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5090    5.9262    1.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5114   -0.2508    0.4350 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  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
 10 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 18 25  1  0
 25 26  1  0
 25 27  2  0
 27  4  1  0
 27  9  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  5 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 15 44  1  0
 17 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
 26 55  1  0
M  END


  Mrv0541 05061305302D          

 27 28  0  0  0  0            999 V2000
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    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
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
   -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
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    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
    2.8579    2.4750    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    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
    2.1434    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 12  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12  8  2  0  0  0  0
 13  4  1  0  0  0  0
 13  5  1  0  0  0  0
 13 10  1  0  0  0  0
 14  7  1  0  0  0  0
 14 11  2  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
 18 14  1  0  0  0  0
 19 16  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  2  0  0  0  0
 21 18  2  0  0  0  0
 21 19  1  0  0  0  0
 22 15  2  0  0  0  0
 22 18  1  0  0  0  0
 23 16  2  0  0  0  0
 24 17  2  0  0  0  0
 25 20  1  0  0  0  0
 26 21  1  0  0  0  0
 27 17  1  0  0  0  0
 27 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030781

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC1=CC(=O)OC2=C(CC=C(C)C)C(O)=C(C(=O)CC(C)C)C(O)=C12

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O5/c1-6-7-14-11-17(24)27-22-15(9-8-12(2)3)20(25)19(21(26)18(14)22)16(23)10-13(4)5/h8,11,13,25-26H,6-7,9-10H2,1-5H3

> <INCHI_KEY>
VXFHCMCZMKQIMR-UHFFFAOYSA-N

> <FORMULA>
C22H28O5

> <MOLECULAR_WEIGHT>
372.4547

> <EXACT_MASS>
372.193674006

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
41.597941539160935

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-6-(3-methylbutanoyl)-4-propyl-2H-chromen-2-one

> <ALOGPS_LOGP>
4.39

> <JCHEM_LOGP>
6.383099033333332

> <ALOGPS_LOGS>
-4.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.22020242109939

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.049153363836997

> <JCHEM_PKA_STRONGEST_BASIC>
-5.193988581491241

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
107.41649999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-6-(3-methylbutanoyl)-4-propylchromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030781
     RDKit          3D
Isomammein
 55 56  0  0  0  0  0  0  0  0999 V2000
   -4.5043   -3.7291   -0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9965   -3.4723   -0.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4908   -3.2111    1.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0435   -2.9165    1.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1414   -3.9693    1.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1945   -3.7182    1.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0768   -4.6107    1.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6445   -2.5252    0.9602 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8022   -1.5402    0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3161   -0.2954    0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8204   -0.1889    0.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2670   -0.8266   -0.8935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9841   -0.1892   -1.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4192    1.2033   -1.6215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3756   -0.9335   -3.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5088    0.7881    0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0377    2.0193   -0.1600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8870    0.6808    0.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7344    1.8270   -0.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0134    1.6741   -0.0580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3210    3.1795   -0.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5231    4.0935    0.7176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386    3.6872    1.9222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1918    5.5051    0.2917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4045   -0.5685    0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7351   -0.7542    0.5503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5688   -1.6715    0.7570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6922   -4.7541    0.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8949   -2.9724    0.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9757   -3.5880   -1.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7971   -2.7327   -1.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5729   -4.4513   -0.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1335   -2.4791    1.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6461   -4.2276    1.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5277   -4.9444    1.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2544   -0.8381    1.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700    0.8260    0.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9843   -1.8789   -1.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7526    1.3717   -0.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033    1.3553   -2.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6101    1.8782   -1.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4134   -0.6217   -3.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -2.0071   -2.7927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6728   -0.6948   -3.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0059    2.2204   -0.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3774    3.3226   -0.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1002    3.5196   -1.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6072    4.0941    1.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1591    4.1591    2.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454    2.5959    2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3373    3.9978    1.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1084    6.1114    0.2501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6960    5.5251   -0.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5090    5.9262    1.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5114   -0.2508    0.4350 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  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
 10 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 18 25  1  0
 25 26  1  0
 25 27  2  0
 27  4  1  0
 27  9  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  5 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 15 44  1  0
 17 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
 26 55  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -2.310   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       0.000   4.620   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       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   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       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2   12                                                            
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5   13                                                            
CONECT    6    1    7                                                       
CONECT    7    6   14                                                       
CONECT    8    9   12                                                       
CONECT    9    8   15                                                       
CONECT   10   13   16                                                       
CONECT   11   14   17                                                       
CONECT   12    2    3    8                                                  
CONECT   13    4    5   10                                                  
CONECT   14    7   11   18                                                  
CONECT   15    9   20   22                                                  
CONECT   16   10   19   23                                                  
CONECT   17   11   24   27                                                  
CONECT   18   14   21   22                                                  
CONECT   19   16   20   21                                                  
CONECT   20   15   19   25                                                  
CONECT   21   18   19   26                                                  
CONECT   22   15   18   27                                                  
CONECT   23   16                                                            
CONECT   24   17                                                            
CONECT   25   20                                                            
CONECT   26   21                                                            
CONECT   27   17   22                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

COMPND    HMDB0030781
HETATM    1  C1  UNL     1      -4.504  -3.729  -0.150  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.996  -3.472  -0.302  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.491  -3.211   1.094  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.043  -2.917   1.069  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.141  -3.969   1.329  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.195  -3.718   1.260  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.077  -4.611   1.480  1.00  0.00           O  
HETATM    8  O2  UNL     1       1.644  -2.525   0.960  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.802  -1.540   0.718  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.316  -0.295   0.408  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.820  -0.189   0.375  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.267  -0.827  -0.894  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.984  -0.189  -1.781  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.419   1.203  -1.621  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.376  -0.933  -3.036  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.509   0.788   0.145  1.00  0.00           C  
HETATM   17  O3  UNL     1       1.038   2.019  -0.160  1.00  0.00           O  
HETATM   18  C15 UNL     1      -0.887   0.681   0.180  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.734   1.827  -0.114  1.00  0.00           C  
HETATM   20  O4  UNL     1      -3.013   1.674  -0.058  1.00  0.00           O  
HETATM   21  C17 UNL     1      -1.321   3.179  -0.480  1.00  0.00           C  
HETATM   22  C18 UNL     1      -1.523   4.094   0.718  1.00  0.00           C  
HETATM   23  C19 UNL     1      -0.739   3.687   1.922  1.00  0.00           C  
HETATM   24  C20 UNL     1      -1.192   5.505   0.292  1.00  0.00           C  
HETATM   25  C21 UNL     1      -1.405  -0.569   0.492  1.00  0.00           C  
HETATM   26  O5  UNL     1      -2.735  -0.754   0.550  1.00  0.00           O  
HETATM   27  C22 UNL     1      -0.569  -1.671   0.757  1.00  0.00           C  
HETATM   28  H1  UNL     1      -4.692  -4.754   0.253  1.00  0.00           H  
HETATM   29  H2  UNL     1      -4.895  -2.972   0.563  1.00  0.00           H  
HETATM   30  H3  UNL     1      -4.976  -3.588  -1.149  1.00  0.00           H  
HETATM   31  H4  UNL     1      -2.797  -2.733  -1.052  1.00  0.00           H  
HETATM   32  H5  UNL     1      -2.573  -4.451  -0.690  1.00  0.00           H  
HETATM   33  H6  UNL     1      -3.133  -2.479   1.576  1.00  0.00           H  
HETATM   34  H7  UNL     1      -2.646  -4.228   1.608  1.00  0.00           H  
HETATM   35  H8  UNL     1      -0.528  -4.944   1.575  1.00  0.00           H  
HETATM   36  H9  UNL     1       3.254  -0.838   1.184  1.00  0.00           H  
HETATM   37  H10 UNL     1       3.170   0.826   0.482  1.00  0.00           H  
HETATM   38  H11 UNL     1       2.984  -1.879  -1.096  1.00  0.00           H  
HETATM   39  H12 UNL     1       4.753   1.372  -0.584  1.00  0.00           H  
HETATM   40  H13 UNL     1       5.303   1.355  -2.295  1.00  0.00           H  
HETATM   41  H14 UNL     1       3.610   1.878  -1.921  1.00  0.00           H  
HETATM   42  H15 UNL     1       5.413  -0.622  -3.334  1.00  0.00           H  
HETATM   43  H16 UNL     1       4.397  -2.007  -2.793  1.00  0.00           H  
HETATM   44  H17 UNL     1       3.673  -0.695  -3.868  1.00  0.00           H  
HETATM   45  H18 UNL     1       2.006   2.220  -0.218  1.00  0.00           H  
HETATM   46  H19 UNL     1      -0.377   3.323  -0.990  1.00  0.00           H  
HETATM   47  H20 UNL     1      -2.100   3.520  -1.267  1.00  0.00           H  
HETATM   48  H21 UNL     1      -2.607   4.094   1.023  1.00  0.00           H  
HETATM   49  H22 UNL     1      -1.159   4.159   2.839  1.00  0.00           H  
HETATM   50  H23 UNL     1      -0.745   2.596   2.094  1.00  0.00           H  
HETATM   51  H24 UNL     1       0.337   3.998   1.858  1.00  0.00           H  
HETATM   52  H25 UNL     1      -2.108   6.111   0.250  1.00  0.00           H  
HETATM   53  H26 UNL     1      -0.696   5.525  -0.709  1.00  0.00           H  
HETATM   54  H27 UNL     1      -0.509   5.926   1.075  1.00  0.00           H  
HETATM   55  H28 UNL     1      -3.511  -0.251   0.435  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4   33   34
CONECT    4    5    5   27
CONECT    5    6   35
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   10   27
CONECT   10   11   16
CONECT   11   12   36   37
CONECT   12   13   13   38
CONECT   13   14   15
CONECT   14   39   40   41
CONECT   15   42   43   44
CONECT   16   17   18   18
CONECT   17   45
CONECT   18   19   25
CONECT   19   20   20   21
CONECT   21   22   46   47
CONECT   22   23   24   48
CONECT   23   49   50   51
CONECT   24   52   53   54
CONECT   25   26   27   27
CONECT   26   55
END

HMDB0030781
     RDKit          3D
Isomammein
 55 56  0  0  0  0  0  0  0  0999 V2000
   -4.5043   -3.7291   -0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9965   -3.4723   -0.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4908   -3.2111    1.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0435   -2.9165    1.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1414   -3.9693    1.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1945   -3.7182    1.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0768   -4.6107    1.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6445   -2.5252    0.9602 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8022   -1.5402    0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3161   -0.2954    0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8204   -0.1889    0.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2670   -0.8266   -0.8935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9841   -0.1892   -1.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4192    1.2033   -1.6215 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3756   -0.9335   -3.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5088    0.7881    0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0377    2.0193   -0.1600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8870    0.6808    0.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7344    1.8270   -0.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0134    1.6741   -0.0580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3210    3.1795   -0.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5231    4.0935    0.7176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7386    3.6872    1.9222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1918    5.5051    0.2917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4045   -0.5685    0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7351   -0.7542    0.5503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5688   -1.6715    0.7570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6922   -4.7541    0.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8949   -2.9724    0.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9757   -3.5880   -1.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7971   -2.7327   -1.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5729   -4.4513   -0.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1335   -2.4791    1.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6461   -4.2276    1.6076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5277   -4.9444    1.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2544   -0.8381    1.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700    0.8260    0.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9843   -1.8789   -1.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7526    1.3717   -0.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033    1.3553   -2.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6101    1.8782   -1.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4134   -0.6217   -3.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -2.0071   -2.7927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6728   -0.6948   -3.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0059    2.2204   -0.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3774    3.3226   -0.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1002    3.5196   -1.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6072    4.0941    1.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1591    4.1591    2.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454    2.5959    2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3373    3.9978    1.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1084    6.1114    0.2501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6960    5.5251   -0.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5090    5.9262    1.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5114   -0.2508    0.4350 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  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
 10 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 18 25  1  0
 25 26  1  0
 25 27  2  0
 27  4  1  0
 27  9  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  5 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 15 44  1  0
 17 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
 26 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,7-Dihydroxy-6-isovaleryl-8-(3-methyl-2-butenyl)-4-propylcoumarin, 8ci	HMDB
5,7-Dihydroxy-8-(3-methyl-2-butenyl)-6-(3-methyl-1-oxobutyl)-4-propyl-2H-1-benzopyran-2-one, 9ci	HMDB
Mammea b/aa	HMDB

Chemical Formula

C₂₂H₂₈O₅

Average Molecular Weight

372.4547

Monoisotopic Molecular Weight

372.193674006

IUPAC Name

5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-6-(3-methylbutanoyl)-4-propyl-2H-chromen-2-one

Traditional Name

5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-6-(3-methylbutanoyl)-4-propylchromen-2-one

CAS Registry Number

478-67-1

SMILES

CCCC1=CC(=O)OC2=C(CC=C(C)C)C(O)=C(C(=O)CC(C)C)C(O)=C12

InChI Identifier

InChI=1S/C22H28O5/c1-6-7-14-11-17(24)27-22-15(9-8-12(2)3)20(25)19(21(26)18(14)22)16(23)10-13(4)5/h8,11,13,25-26H,6-7,9-10H2,1-5H3

InChI Key

VXFHCMCZMKQIMR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

7-hydroxycoumarins

Alternative Parents

Substituents

7-hydroxycoumarin
Butyrophenone
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Ketone
Lactone
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

hydroxycoumarin (CHEBI:69986 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030781)
Cell membrane (HMDB: HMDB0030781)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030781)

Source

Endogenous

Endogenous (HMDB: HMDB0030781)

Plant

Plant (HMDB: HMDB0030781)

Exogenous

Food

Food (HMDB: HMDB0030781)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0030781)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	109 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.016 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	0.011 g/L	ALOGPS
logP	4.39	ALOGPS
logP	6.38	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	8.05	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	107.42 m³·mol⁻¹	ChemAxon
Polarizability	41.6 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	188.56	31661259
DarkChem	[M-H]-	190.062	31661259
DeepCCS	[M-2H]-	228.305	30932474
DeepCCS	[M+Na]+	203.534	30932474
AllCCS	[M+H]+	189.6	32859911
AllCCS	[M+H-H2O]+	186.9	32859911
AllCCS	[M+NH4]+	192.1	32859911
AllCCS	[M+Na]+	192.8	32859911
AllCCS	[M-H]-	197.4	32859911
AllCCS	[M+Na-2H]-	197.8	32859911
AllCCS	[M+HCOO]-	198.4	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.	9.49 minutes	32390414
Predicted by Siyang on May 30, 2022	23.7948 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.88 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	34.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3728.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	728.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	292.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	398.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	261.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1002.8 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	1236.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	95.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1894.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	821.1 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	2255.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	643.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	577.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	420.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	470.2 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	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isomammein	CCCC1=CC(=O)OC2=C(CC=C(C)C)C(O)=C(C(=O)CC(C)C)C(O)=C12	3682.6	Standard polar	33892256
Isomammein	CCCC1=CC(=O)OC2=C(CC=C(C)C)C(O)=C(C(=O)CC(C)C)C(O)=C12	2719.7	Standard non polar	33892256
Isomammein	CCCC1=CC(=O)OC2=C(CC=C(C)C)C(O)=C(C(=O)CC(C)C)C(O)=C12	2932.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isomammein,1TMS,isomer #1	CCCC1=CC(=O)OC2=C(CC=C(C)C)C(O[Si](C)(C)C)=C(C(=O)CC(C)C)C(O)=C12	2756.6	Semi standard non polar	33892256
Isomammein,1TMS,isomer #2	CCCC1=CC(=O)OC2=C(CC=C(C)C)C(O)=C(C(=O)CC(C)C)C(O[Si](C)(C)C)=C12	2773.8	Semi standard non polar	33892256
Isomammein,2TMS,isomer #1	CCCC1=CC(=O)OC2=C(CC=C(C)C)C(O[Si](C)(C)C)=C(C(=O)CC(C)C)C(O[Si](C)(C)C)=C12	2785.3	Semi standard non polar	33892256
Isomammein,1TBDMS,isomer #1	CCCC1=CC(=O)OC2=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)CC(C)C)C(O)=C12	2977.8	Semi standard non polar	33892256
Isomammein,1TBDMS,isomer #2	CCCC1=CC(=O)OC2=C(CC=C(C)C)C(O)=C(C(=O)CC(C)C)C(O[Si](C)(C)C(C)(C)C)=C12	2985.8	Semi standard non polar	33892256
Isomammein,2TBDMS,isomer #1	CCCC1=CC(=O)OC2=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)CC(C)C)C(O[Si](C)(C)C(C)(C)C)=C12	3195.1	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 - Isomammein GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ar3-2029000000-35c0b259227446b78b50	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isomammein GC-MS (2 TMS) - 70eV, Positive	splash10-0udi-5422970000-8e2aee001fdcb3d9338b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isomammein GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isomammein 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 - Isomammein 10V, Positive-QTOF	splash10-00di-0009000000-0e97ff129de44e6255be	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomammein 20V, Positive-QTOF	splash10-014i-4049000000-9949af007ea5dedaa713	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomammein 40V, Positive-QTOF	splash10-0aor-5091000000-9c2d605c04f162ac54e3	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomammein 10V, Negative-QTOF	splash10-00di-0019000000-07e27119e6aed625b35b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomammein 20V, Negative-QTOF	splash10-0079-4098000000-f831c2468825e5e54e74	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomammein 40V, Negative-QTOF	splash10-0a4u-9183000000-38753ae783d396790372	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomammein 10V, Positive-QTOF	splash10-00di-0009000000-2ba4fbcce42fdd3b689e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomammein 20V, Positive-QTOF	splash10-00dl-0019000000-56a0a6e3f2c27a494932	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomammein 40V, Positive-QTOF	splash10-0f7d-2093000000-0f1b131b3954addd24eb	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomammein 10V, Negative-QTOF	splash10-00di-0009000000-0f67c9388d63ae2a73ac	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomammein 20V, Negative-QTOF	splash10-00di-0029000000-56a52dc649ed32737404	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isomammein 40V, Negative-QTOF	splash10-000f-6296000000-7fa6b4be9e64aacf9d5f	2021-09-25	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

FDB002718

KNApSAcK ID

Not Available

Chemspider ID

4678000

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5748528

PDB ID

Not Available

ChEBI ID

1177617

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1417931

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

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

Reactions

Isomammein → 3,4,5-trihydroxy-6-{[7-hydroxy-8-(3-methylbut-2-en-1-yl)-6-(3-methylbutanoyl)-2-oxo-4-propyl-2H-chromen-5-yl]oxy}oxane-2-carboxylic acid	details
Isomammein → 3,4,5-trihydroxy-6-{[5-hydroxy-8-(3-methylbut-2-en-1-yl)-6-(3-methylbutanoyl)-2-oxo-4-propyl-2H-chromen-7-yl]oxy}oxane-2-carboxylic acid	details

Showing metabocard for Isomammein (HMDB0030781)

MOL for HMDB0030781 (Isomammein)

3D MOL for HMDB0030781 (Isomammein)

3D SDF for HMDB0030781 (Isomammein)

3D-SDF for HMDB0030781 (Isomammein)

PDB for HMDB0030781 (Isomammein)

3D PDB for HMDB0030781 (Isomammein)

SMILES for HMDB0030781 (Isomammein)

INCHI for HMDB0030781 (Isomammein)

Structure for HMDB0030781 (Isomammein)

3D Structure for HMDB0030781 (Isomammein)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions