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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:01 UTC

Update Date

2022-03-07 02:52:41 UTC

HMDB ID

HMDB0030785

Secondary Accession Numbers

HMDB30785

Metabolite Identification

Common Name

Mammeigin

Description

Mammeigin belongs to the class of organic compounds known as prenylated neoflavonoids. These are neoflavonoids that features a C5-isoprenoid substituent at any position of the A, B, or C ring. Neoflavonoids are compounds with a structure based on the 4-phenylchromene backbone. Thus, mammeigin is considered to be a flavonoid. Mammeigin has been detected, but not quantified in, fruits and mammee apples (Mammea americana). This could make mammeigin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Mammeigin.

Structure

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


  Mrv0541 05061305302D          

 30 33  0  0  0  0            999 V2000
   -2.3645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1715   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1715    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4105    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5855    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8230    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5855    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5855    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9355    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9355    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5855   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 11 10  2  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  2  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17 13  2  0  0  0  0
 17 15  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 20  2  0  0  0  0
 22 21  1  0  0  0  0
 23 16  2  0  0  0  0
 23 20  1  0  0  0  0
 24 16  1  0  0  0  0
 24 21  2  0  0  0  0
 25  3  1  0  0  0  0
 25  4  1  0  0  0  0
 25 11  1  0  0  0  0
 26 18  2  0  0  0  0
 27 19  2  0  0  0  0
 28 22  1  0  0  0  0
 29 19  1  0  0  0  0
 29 23  1  0  0  0  0
 30 24  1  0  0  0  0
 30 25  1  0  0  0  0
M  END

HMDB0030785
     RDKit          3D
Mammeigin
 54 57  0  0  0  0  0  0  0  0999 V2000
   -1.8455   -3.0052   -2.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866   -1.6719   -1.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8558   -1.6800   -2.5615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6811   -0.5133   -2.3498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3375   -0.5080   -1.7465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5685   -1.1325   -2.4190 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0729    0.1075   -0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8608    0.7707    0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5525    1.3887    1.4808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7525    1.3097    1.9039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0644    1.8957    3.0601 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2688    1.8731    3.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5873    2.4276    4.6319 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2850    1.2431    2.8618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0231    0.6043    1.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0984   -0.1129    0.9785 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0740   -1.4856    0.9555 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0983   -2.1570    0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1232   -1.4709   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1415   -0.1049   -0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1183    0.5774    0.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7288    0.6661    1.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3918    0.0510   -0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3658   -0.5751   -0.7337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    2.0603    2.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8679    2.1185    1.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2261    1.4827    0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2820    0.4260    0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7936    2.5534   -0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1672    0.8552   -0.1502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7032   -3.1543   -3.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4268   -3.8496   -1.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8399   -3.0558   -1.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6904   -1.7003   -0.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7478   -2.0852   -3.5744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5454   -2.2902   -1.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2945   -0.6768   -2.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1812    0.4218   -2.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5947   -0.6311   -3.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3010    1.1966    3.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2656   -1.9986    1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0650   -3.2352    0.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9035   -2.0431   -0.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9347    0.4551   -0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1447    1.6579    0.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4086   -1.0344   -1.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3642    2.5353    3.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6551    2.6282    2.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6165   -0.1001   -0.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7541   -0.3436    1.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1141    0.8759    1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4918    2.0889   -1.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9424    3.0060   -0.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2470    3.3389    0.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 15 22  1  0
 22 23  2  0
 23 24  1  0
  9 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 23  7  1  0
 30  8  1  0
 22 10  1  0
 21 16  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
 14 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 24 46  1  0
 25 47  1  0
 26 48  1  0
 28 49  1  0
 28 50  1  0
 28 51  1  0
 29 52  1  0
 29 53  1  0
 29 54  1  0
M  END


  Mrv0541 05061305302D          

 30 33  0  0  0  0            999 V2000
   -2.3645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1715   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1715    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4105    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5855    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8230    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5855    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5855    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9355    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9355    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5855   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 11 10  2  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  2  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17 13  2  0  0  0  0
 17 15  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 20  2  0  0  0  0
 22 21  1  0  0  0  0
 23 16  2  0  0  0  0
 23 20  1  0  0  0  0
 24 16  1  0  0  0  0
 24 21  2  0  0  0  0
 25  3  1  0  0  0  0
 25  4  1  0  0  0  0
 25 11  1  0  0  0  0
 26 18  2  0  0  0  0
 27 19  2  0  0  0  0
 28 22  1  0  0  0  0
 29 19  1  0  0  0  0
 29 23  1  0  0  0  0
 30 24  1  0  0  0  0
 30 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030785

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(=O)C1=C2OC(C)(C)C=CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C25H24O5/c1-14(2)12-18(26)21-22(28)20-17(15-8-6-5-7-9-15)13-19(27)29-23(20)16-10-11-25(3,4)30-24(16)21/h5-11,13-14,28H,12H2,1-4H3

> <INCHI_KEY>
VSDJRZADBKXDHP-UHFFFAOYSA-N

> <FORMULA>
C25H24O5

> <MOLECULAR_WEIGHT>
404.4551

> <EXACT_MASS>
404.162373878

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
43.669721861229625

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-8,8-dimethyl-6-(3-methylbutanoyl)-4-phenyl-2H,8H-pyrano[2,3-f]chromen-2-one

> <ALOGPS_LOGP>
5.24

> <JCHEM_LOGP>
5.453387400333334

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.75520512937853

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.38195303663552

> <JCHEM_PKA_STRONGEST_BASIC>
-4.9656967632996905

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
125.65489999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.40e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mammeigin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030785
     RDKit          3D
Mammeigin
 54 57  0  0  0  0  0  0  0  0999 V2000
   -1.8455   -3.0052   -2.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866   -1.6719   -1.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8558   -1.6800   -2.5615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6811   -0.5133   -2.3498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3375   -0.5080   -1.7465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5685   -1.1325   -2.4190 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0729    0.1075   -0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8608    0.7707    0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5525    1.3887    1.4808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7525    1.3097    1.9039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0644    1.8957    3.0601 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2688    1.8731    3.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5873    2.4276    4.6319 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2850    1.2431    2.8618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0231    0.6043    1.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0984   -0.1129    0.9785 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0740   -1.4856    0.9555 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0983   -2.1570    0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1232   -1.4709   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1415   -0.1049   -0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1183    0.5774    0.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7288    0.6661    1.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3918    0.0510   -0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3658   -0.5751   -0.7337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    2.0603    2.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8679    2.1185    1.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2261    1.4827    0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2820    0.4260    0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7936    2.5534   -0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1672    0.8552   -0.1502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7032   -3.1543   -3.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4268   -3.8496   -1.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8399   -3.0558   -1.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6904   -1.7003   -0.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7478   -2.0852   -3.5744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5454   -2.2902   -1.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2945   -0.6768   -2.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1812    0.4218   -2.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5947   -0.6311   -3.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3010    1.1966    3.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2656   -1.9986    1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0650   -3.2352    0.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9035   -2.0431   -0.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9347    0.4551   -0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1447    1.6579    0.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4086   -1.0344   -1.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3642    2.5353    3.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6551    2.6282    2.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6165   -0.1001   -0.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7541   -0.3436    1.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1141    0.8759    1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4918    2.0889   -1.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9424    3.0060   -0.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2470    3.3389    0.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 15 22  1  0
 22 23  2  0
 23 24  1  0
  9 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 23  7  1  0
 30  8  1  0
 22 10  1  0
 21 16  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
 14 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 24 46  1  0
 25 47  1  0
 26 48  1  0
 28 49  1  0
 28 50  1  0
 28 51  1  0
 29 52  1  0
 29 53  1  0
 29 54  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      -4.414   6.105   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.104   7.438   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.053  -0.220   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.053   1.760   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.366   6.105   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.826   6.105   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.136   4.771   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.056   4.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.366   3.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.104   4.771   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.826   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.874   6.105   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.826   3.437   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.056   2.104   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.564   4.771   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.056  -0.564   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.516   2.104   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.206   3.437   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.746   3.437   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.746   0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.564   2.104   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.874   0.770   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.206   6.105   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.826  -1.897   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.516   4.771   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.516  -0.564   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -2.104   2.104   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   25                                                            
CONECT    4   25                                                            
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   15                                                       
CONECT    9    7   15                                                       
CONECT   10   11   16                                                       
CONECT   11   10   25                                                       
CONECT   12   14   18                                                       
CONECT   13   17   19                                                       
CONECT   14    1    2   12                                                  
CONECT   15    8    9   17                                                  
CONECT   16   10   23   24                                                  
CONECT   17   13   15   20                                                  
CONECT   18   12   21   26                                                  
CONECT   19   13   27   29                                                  
CONECT   20   17   22   23                                                  
CONECT   21   18   22   24                                                  
CONECT   22   20   21   28                                                  
CONECT   23   16   20   29                                                  
CONECT   24   16   21   30                                                  
CONECT   25    3    4   11   30                                             
CONECT   26   18                                                            
CONECT   27   19                                                            
CONECT   28   22                                                            
CONECT   29   19   23                                                       
CONECT   30   24   25                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0030785
HETATM    1  C1  UNL     1      -1.845  -3.005  -2.236  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.487  -1.672  -1.884  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.856  -1.680  -2.562  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.681  -0.513  -2.350  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.337  -0.508  -1.746  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.569  -1.133  -2.419  1.00  0.00           O  
HETATM    7  C6  UNL     1       0.073   0.107  -0.507  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.861   0.771   0.260  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.552   1.389   1.481  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.752   1.310   1.904  1.00  0.00           C  
HETATM   11  O2  UNL     1       1.064   1.896   3.060  1.00  0.00           O  
HETATM   12  C10 UNL     1       2.269   1.873   3.530  1.00  0.00           C  
HETATM   13  O3  UNL     1       2.587   2.428   4.632  1.00  0.00           O  
HETATM   14  C11 UNL     1       3.285   1.243   2.862  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.023   0.604   1.638  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.098  -0.113   0.979  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.074  -1.486   0.955  1.00  0.00           C  
HETATM   18  C15 UNL     1       5.098  -2.157   0.324  1.00  0.00           C  
HETATM   19  C16 UNL     1       6.123  -1.471  -0.271  1.00  0.00           C  
HETATM   20  C17 UNL     1       6.142  -0.105  -0.244  1.00  0.00           C  
HETATM   21  C18 UNL     1       5.118   0.577   0.387  1.00  0.00           C  
HETATM   22  C19 UNL     1       1.729   0.666   1.194  1.00  0.00           C  
HETATM   23  C20 UNL     1       1.392   0.051  -0.038  1.00  0.00           C  
HETATM   24  O4  UNL     1       2.366  -0.575  -0.734  1.00  0.00           O  
HETATM   25  C21 UNL     1      -1.620   2.060   2.203  1.00  0.00           C  
HETATM   26  C22 UNL     1      -2.868   2.118   1.769  1.00  0.00           C  
HETATM   27  C23 UNL     1      -3.226   1.483   0.495  1.00  0.00           C  
HETATM   28  C24 UNL     1      -4.282   0.426   0.798  1.00  0.00           C  
HETATM   29  C25 UNL     1      -3.794   2.553  -0.414  1.00  0.00           C  
HETATM   30  O5  UNL     1      -2.167   0.855  -0.150  1.00  0.00           O  
HETATM   31  H1  UNL     1      -1.703  -3.154  -3.307  1.00  0.00           H  
HETATM   32  H2  UNL     1      -2.427  -3.850  -1.814  1.00  0.00           H  
HETATM   33  H3  UNL     1      -0.840  -3.056  -1.743  1.00  0.00           H  
HETATM   34  H4  UNL     1      -2.690  -1.700  -0.801  1.00  0.00           H  
HETATM   35  H5  UNL     1      -3.748  -2.085  -3.574  1.00  0.00           H  
HETATM   36  H6  UNL     1      -4.545  -2.290  -1.937  1.00  0.00           H  
HETATM   37  H7  UNL     1      -4.294  -0.677  -2.623  1.00  0.00           H  
HETATM   38  H8  UNL     1      -2.181   0.422  -2.221  1.00  0.00           H  
HETATM   39  H9  UNL     1      -1.595  -0.631  -3.483  1.00  0.00           H  
HETATM   40  H10 UNL     1       4.301   1.197   3.210  1.00  0.00           H  
HETATM   41  H11 UNL     1       3.266  -1.999   1.428  1.00  0.00           H  
HETATM   42  H12 UNL     1       5.065  -3.235   0.314  1.00  0.00           H  
HETATM   43  H13 UNL     1       6.904  -2.043  -0.754  1.00  0.00           H  
HETATM   44  H14 UNL     1       6.935   0.455  -0.704  1.00  0.00           H  
HETATM   45  H15 UNL     1       5.145   1.658   0.401  1.00  0.00           H  
HETATM   46  H16 UNL     1       2.409  -1.034  -1.558  1.00  0.00           H  
HETATM   47  H17 UNL     1      -1.364   2.535   3.149  1.00  0.00           H  
HETATM   48  H18 UNL     1      -3.655   2.628   2.327  1.00  0.00           H  
HETATM   49  H19 UNL     1      -4.616  -0.100  -0.120  1.00  0.00           H  
HETATM   50  H20 UNL     1      -3.754  -0.344   1.430  1.00  0.00           H  
HETATM   51  H21 UNL     1      -5.114   0.876   1.371  1.00  0.00           H  
HETATM   52  H22 UNL     1      -4.492   2.089  -1.144  1.00  0.00           H  
HETATM   53  H23 UNL     1      -2.942   3.006  -0.962  1.00  0.00           H  
HETATM   54  H24 UNL     1      -4.247   3.339   0.202  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4   34
CONECT    3   35   36   37
CONECT    4    5   38   39
CONECT    5    6    6    7
CONECT    7    8    8   23
CONECT    8    9   30
CONECT    9   10   10   25
CONECT   10   11   22
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   15   40
CONECT   15   16   22
CONECT   16   17   17   21
CONECT   17   18   41
CONECT   18   19   19   42
CONECT   19   20   43
CONECT   20   21   21   44
CONECT   21   45
CONECT   22   23   23
CONECT   23   24
CONECT   24   46
CONECT   25   26   26   47
CONECT   26   27   48
CONECT   27   28   29   30
CONECT   28   49   50   51
CONECT   29   52   53   54
END

HMDB0030785
     RDKit          3D
Mammeigin
 54 57  0  0  0  0  0  0  0  0999 V2000
   -1.8455   -3.0052   -2.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866   -1.6719   -1.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8558   -1.6800   -2.5615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6811   -0.5133   -2.3498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3375   -0.5080   -1.7465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5685   -1.1325   -2.4190 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0729    0.1075   -0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8608    0.7707    0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5525    1.3887    1.4808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7525    1.3097    1.9039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0644    1.8957    3.0601 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2688    1.8731    3.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5873    2.4276    4.6319 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2850    1.2431    2.8618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0231    0.6043    1.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0984   -0.1129    0.9785 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0740   -1.4856    0.9555 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0983   -2.1570    0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1232   -1.4709   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1415   -0.1049   -0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1183    0.5774    0.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7288    0.6661    1.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3918    0.0510   -0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3658   -0.5751   -0.7337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    2.0603    2.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8679    2.1185    1.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2261    1.4827    0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2820    0.4260    0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7936    2.5534   -0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1672    0.8552   -0.1502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7032   -3.1543   -3.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4268   -3.8496   -1.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8399   -3.0558   -1.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6904   -1.7003   -0.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7478   -2.0852   -3.5744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5454   -2.2902   -1.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2945   -0.6768   -2.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1812    0.4218   -2.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5947   -0.6311   -3.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3010    1.1966    3.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2656   -1.9986    1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0650   -3.2352    0.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9035   -2.0431   -0.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9347    0.4551   -0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1447    1.6579    0.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4086   -1.0344   -1.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3642    2.5353    3.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6551    2.6282    2.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6165   -0.1001   -0.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7541   -0.3436    1.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1141    0.8759    1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4918    2.0889   -1.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9424    3.0060   -0.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2470    3.3389    0.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 15 22  1  0
 22 23  2  0
 23 24  1  0
  9 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 23  7  1  0
 30  8  1  0
 22 10  1  0
 21 16  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
 14 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 24 46  1  0
 25 47  1  0
 26 48  1  0
 28 49  1  0
 28 50  1  0
 28 51  1  0
 29 52  1  0
 29 53  1  0
 29 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5-Hydroxy-8,8-dimethyl-6-(3-methylbutanoyl)-4-phenyl-2H,8H-pyrano(2,3-F)chromen-2-one)	MeSH
4-chloro-Quinoline	HMDB
4-Chloroquinoline	HMDB
5-Hydroxy-6'',6''-dimethyl-6-(3-methylbutyryl)-4-phenylpyrano[2'',3'':7,8]coumarin	HMDB
5-Hydroxy-6-isovaleryl-8,8-dimethyl-4-phenyl-2H,8H-benzo[1,2-b,3,4-b']dipyran-2-one, 8ci	HMDB
5-Hydroxy-8,8-dimethyl-6-(3-methyl-1-oxobutyl)-4-phenyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-2-one, 9ci	HMDB
Mammea a/a cyclo D	HMDB
Quinoline, 4-chloro- (6ci,7ci,8ci,9ci)	HMDB

Chemical Formula

C₂₅H₂₄O₅

Average Molecular Weight

404.4551

Monoisotopic Molecular Weight

404.162373878

IUPAC Name

5-hydroxy-8,8-dimethyl-6-(3-methylbutanoyl)-4-phenyl-2H,8H-pyrano[2,3-f]chromen-2-one

Traditional Name

mammeigin

CAS Registry Number

2289-11-4

SMILES

CC(C)CC(=O)C1=C2OC(C)(C)C=CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O

InChI Identifier

InChI=1S/C25H24O5/c1-14(2)12-18(26)21-22(28)20-17(15-8-6-5-7-9-15)13-19(27)29-23(20)16-10-11-25(3,4)30-24(16)21/h5-11,13-14,28H,12H2,1-4H3

InChI Key

VSDJRZADBKXDHP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prenylated neoflavonoids. These are neoflavonoids that features a C5-isoprenoid substituent at any position of the A, B, or C ring. Neoflavonoids are compounds with a structure based on the 4-phenylchromene backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Neoflavonoids

Sub Class

Prenylated neoflavonoids

Direct Parent

Prenylated neoflavonoids

Alternative Parents

Substituents

Prenylated neoflavonoid
Pyranoneoflavonoid
4-phenylcoumarin
Pyranocoumarin
Angular pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Butyrophenone
Coumarin
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Pyranone
Benzenoid
Monocyclic benzene moiety
Pyran
Vinylogous acid
Heteroaromatic compound
Ketone
Lactone
Organoheterocyclic compound
Ether
Oxacycle
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Neoflavonoids (LMPK12100028 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	144 - 145 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.21 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	0.0034 g/L	ALOGPS
logP	5.24	ALOGPS
logP	5.45	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	8.38	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	125.65 m³·mol⁻¹	ChemAxon
Polarizability	43.67 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	193.888	31661259
DarkChem	[M-H]-	193.839	31661259
DeepCCS	[M+H]+	204.482	30932474
DeepCCS	[M-H]-	202.124	30932474
DeepCCS	[M-2H]-	236.043	30932474
DeepCCS	[M+Na]+	211.45	30932474
AllCCS	[M+H]+	197.0	32859911
AllCCS	[M+H-H2O]+	194.3	32859911
AllCCS	[M+NH4]+	199.6	32859911
AllCCS	[M+Na]+	200.3	32859911
AllCCS	[M-H]-	202.4	32859911
AllCCS	[M+Na-2H]-	202.2	32859911
AllCCS	[M+HCOO]-	202.2	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.	9.83 minutes	32390414
Predicted by Siyang on May 30, 2022	20.1998 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.0 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	29.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3472.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	536.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	261.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	243.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	279.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	864.4 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	941.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	80.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1791.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	616.5 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	1702.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	583.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	520.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	352.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	451.8 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
Mammeigin	CC(C)CC(=O)C1=C2OC(C)(C)C=CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O	4252.0	Standard polar	33892256
Mammeigin	CC(C)CC(=O)C1=C2OC(C)(C)C=CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O	3113.0	Standard non polar	33892256
Mammeigin	CC(C)CC(=O)C1=C2OC(C)(C)C=CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O	3277.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Mammeigin,1TMS,isomer #1	CC(C)CC(=O)C1=C2OC(C)(C)C=CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O[Si](C)(C)C	3209.5	Semi standard non polar	33892256
Mammeigin,1TBDMS,isomer #1	CC(C)CC(=O)C1=C2OC(C)(C)C=CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O[Si](C)(C)C(C)(C)C	3405.2	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 - Mammeigin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udm-3209000000-5bc3bdf50677f5476010	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mammeigin GC-MS (1 TMS) - 70eV, Positive	splash10-0fr6-7212900000-101f4c65041a4fdbc8e8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mammeigin 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 - Mammeigin 10V, Positive-QTOF	splash10-0a4i-2008900000-21c6869ec172be456110	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammeigin 20V, Positive-QTOF	splash10-052b-4009000000-f17f8af03d1cad413cb8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammeigin 40V, Positive-QTOF	splash10-0a4i-9036000000-efb3917ebbe6b4ae533a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammeigin 10V, Negative-QTOF	splash10-0udi-0005900000-8ff8095a713267295b8e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammeigin 20V, Negative-QTOF	splash10-0gb9-2019200000-a562725b55ecdf8973ba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammeigin 40V, Negative-QTOF	splash10-0ftr-4159000000-8610aeb50115226a3597	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammeigin 10V, Negative-QTOF	splash10-0udi-0000900000-565bc036ea44ce3f3340	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammeigin 20V, Negative-QTOF	splash10-0udi-0003900000-a7c599d9ffaa43a6d1be	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammeigin 40V, Negative-QTOF	splash10-0r29-1019000000-7b5bddb3c4fc10c56bfd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammeigin 10V, Positive-QTOF	splash10-0a4i-0001900000-f1fe2a9f2414c72aad33	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammeigin 20V, Positive-QTOF	splash10-0a4i-0005900000-0d7e1750cf60f33d88a7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mammeigin 40V, Positive-QTOF	splash10-0a59-0029000000-8dec03d3a3ceb0b4b4b8	2021-09-23	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

FDB002722

KNApSAcK ID

C00010221

Chemspider ID

4477593

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5319255

PDB ID

Not Available

ChEBI ID

429835

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1822731

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

Mammeigin → 6-{[8,8-dimethyl-6-(3-methylbutanoyl)-2-oxo-4-phenyl-2H,8H-pyrano[2,3-f]chromen-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for Mammeigin (HMDB0030785)

MOL for HMDB0030785 (Mammeigin)

3D MOL for HMDB0030785 (Mammeigin)

3D SDF for HMDB0030785 (Mammeigin)

3D-SDF for HMDB0030785 (Mammeigin)

PDB for HMDB0030785 (Mammeigin)

3D PDB for HMDB0030785 (Mammeigin)

SMILES for HMDB0030785 (Mammeigin)

INCHI for HMDB0030785 (Mammeigin)

Structure for HMDB0030785 (Mammeigin)

3D Structure for HMDB0030785 (Mammeigin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions