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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:34 UTC

Update Date

2022-03-07 02:52:39 UTC

HMDB ID

HMDB0030711

Secondary Accession Numbers

HMDB30711

Metabolite Identification

Common Name

Cyclomammein

Description

Cyclomammein is found in fruits. Cyclomammein is found in seeds of Mammea americana (mamey) Beta-D-Glucose 6 phosphate (b-G6P) is the beta-anomer of glucose-6-phosphate. There are two anomers of glucose 6 phosphate, the alpha anomer and the beta anomer. Specifically, beta-D-Glucose 6-phosphate is glucose sugar phosphorylated on carbon 6. It is a very common metabolite in cells as the vast majority of glucose entering a cell will become phosphorylated in this way. The primary reason for the immediate phosphorylation of glucose is to prevent diffusion out of the cell. The phosphorylation adds a charged phosphate group so the glucose 6-phosphate cannot easily cross the cell membrane. b-G6P is involved in the glycolysis, gluconeogenesis, pentose phosphate, and glycogen and sucrose metabolic pathways [Kegg ID: C01172]. Beta-D-Glucose 6 phosphate can be generated through beta-D-fructose phosphate or alpha-D-glucose 6 phosphate (via glucose-6-phosphate isomerase) or beta-D glucose (via hexokinase). It can then be sent off to the pentose phosphate pathway which generates the useful cofactor NADPH as well as ribulose 5-phosphate, a carbon source for the synthesis of other molecules. Alternately if the cell needs energy or carbon skeletons for synthesis then glucose 6-phosphate is targeted for glycolysis. A third route is to have glucose 6 phosphate stored or converted to glycogen, especially if blood glucose levels are high

Structure

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


  Mrv0541 05061305272D          

 28 30  0  0  0  0            999 V2000
    2.1643   -1.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310    4.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1282    5.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7770    0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6412    0.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7743   -0.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2089    0.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0836    3.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943    0.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140    2.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6936    4.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189    0.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127    2.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    3.7795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745    1.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043    1.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535    1.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982    3.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    3.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781    1.5985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636    2.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0758    0.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3428    4.4807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203    1.7015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5574    3.7280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5104    1.5469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108    0.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390    2.3770    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
 11  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  8  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14  8  1  0  0  0  0
 15 10  1  0  0  0  0
 16  9  1  0  0  0  0
 17 12  1  0  0  0  0
 18 14  1  0  0  0  0
 19 13  2  0  0  0  0
 19 18  1  0  0  0  0
 20 13  1  0  0  0  0
 20 17  2  0  0  0  0
 21 17  1  0  0  0  0
 21 18  2  0  0  0  0
 22  4  1  0  0  0  0
 22  5  1  0  0  0  0
 22 15  1  0  0  0  0
 23 14  2  0  0  0  0
 24 16  2  0  0  0  0
 25 19  1  0  0  0  0
 26 22  1  0  0  0  0
 27 15  1  0  0  0  0
 27 20  1  0  0  0  0
 28 16  1  0  0  0  0
 28 21  1  0  0  0  0
M  END

HMDB0030711
     RDKit          3D
Cyclomammein
 56 58  0  0  0  0  0  0  0  0999 V2000
   -4.0272    3.3136    0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6691    2.6786    0.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7214    2.8309   -0.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3759    2.2625   -0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6751    3.1049    0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9426    2.6363    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8880    3.3744    0.6887 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1699    1.3579    0.1696 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    0.4933   -0.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5518   -0.8391   -0.3574 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8944   -1.3207   -0.0891 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1116   -2.5619   -0.2395 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9485   -0.4089    0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2736   -1.1407    0.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7566   -1.8304   -0.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3104   -0.1199    1.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5625   -1.7361   -0.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8646   -3.0799   -0.9182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124   -1.2855   -1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0342    0.0445   -0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0436    0.9262   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3735    0.2474   -1.1750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0167   -0.9879   -1.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6743   -1.4086    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8044   -0.5490    0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7390   -1.6303    1.2457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2439   -2.6843   -0.1697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9283   -2.0249   -1.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5717    3.5913    1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7715    4.2712   -0.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6131    2.7324   -0.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2620    3.3547    1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7476    1.6911    1.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1528    2.5323   -1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5693    3.9469   -0.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4579    4.1655    0.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1266    0.3437   -0.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7571    0.1384    1.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0518   -1.8983    1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9874   -1.8424   -1.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1089   -2.8666   -0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6024   -1.2233   -1.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3377   -0.0814    2.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0939    0.8974    0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3166   -0.4027    0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1580   -3.7280   -1.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7678   -1.0914   -1.9952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8103   -0.9521    0.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6789    0.4612    0.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8505   -0.4591    1.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2904   -2.3076    1.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5442   -0.6818    1.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8310   -2.1896    0.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3738   -2.8325   -1.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0913   -2.9623   -0.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9165   -2.2692   -2.5374 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  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 10 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 23 28  1  0
 21  4  1  0
 21  9  1  0
 28 19  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  5 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 18 46  1  0
 23 47  1  0
 25 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
 28 56  1  0
M  END


  Mrv0541 05061305272D          

 28 30  0  0  0  0            999 V2000
    2.1643   -1.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310    4.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1282    5.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7770    0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6412    0.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7743   -0.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2089    0.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0836    3.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943    0.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140    2.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6936    4.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189    0.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127    2.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    3.7795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745    1.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043    1.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535    1.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982    3.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    3.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781    1.5985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636    2.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0758    0.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3428    4.4807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203    1.7015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5574    3.7280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5104    1.5469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108    0.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390    2.3770    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
 11  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  8  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14  8  1  0  0  0  0
 15 10  1  0  0  0  0
 16  9  1  0  0  0  0
 17 12  1  0  0  0  0
 18 14  1  0  0  0  0
 19 13  2  0  0  0  0
 19 18  1  0  0  0  0
 20 13  1  0  0  0  0
 20 17  2  0  0  0  0
 21 17  1  0  0  0  0
 21 18  2  0  0  0  0
 22  4  1  0  0  0  0
 22  5  1  0  0  0  0
 22 15  1  0  0  0  0
 23 14  2  0  0  0  0
 24 16  2  0  0  0  0
 25 19  1  0  0  0  0
 26 22  1  0  0  0  0
 27 15  1  0  0  0  0
 27 20  1  0  0  0  0
 28 16  1  0  0  0  0
 28 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030711

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC1=CC(=O)OC2=C(C(=O)CC(C)C)C(O)=C3CC(OC3=C12)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O6/c1-6-7-12-9-16(24)28-21-17(12)20-13(10-15(27-20)22(4,5)26)19(25)18(21)14(23)8-11(2)3/h9,11,15,25-26H,6-8,10H2,1-5H3

> <INCHI_KEY>
TVYLJAPSHFFCMT-UHFFFAOYSA-N

> <FORMULA>
C22H28O6

> <MOLECULAR_WEIGHT>
388.4541

> <EXACT_MASS>
388.188588628

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
42.21767759444508

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-2-(2-hydroxypropan-2-yl)-5-(3-methylbutanoyl)-9-propyl-2H,3H,7H-furo[2,3-f]chromen-7-one

> <ALOGPS_LOGP>
3.83

> <JCHEM_LOGP>
4.257131347333333

> <ALOGPS_LOGS>
-4.27

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.296672488638446

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.757706779436898

> <JCHEM_PKA_STRONGEST_BASIC>
-3.106455221643847

> <JCHEM_POLAR_SURFACE_AREA>
93.06000000000002

> <JCHEM_REFRACTIVITY>
105.98509999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.09e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-2-(2-hydroxypropan-2-yl)-5-(3-methylbutanoyl)-9-propyl-2H,3H-furo[2,3-f]chromen-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030711
     RDKit          3D
Cyclomammein
 56 58  0  0  0  0  0  0  0  0999 V2000
   -4.0272    3.3136    0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6691    2.6786    0.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7214    2.8309   -0.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3759    2.2625   -0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6751    3.1049    0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9426    2.6363    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8880    3.3744    0.6887 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1699    1.3579    0.1696 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    0.4933   -0.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5518   -0.8391   -0.3574 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8944   -1.3207   -0.0891 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1116   -2.5619   -0.2395 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9485   -0.4089    0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2736   -1.1407    0.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7566   -1.8304   -0.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3104   -0.1199    1.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5625   -1.7361   -0.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8646   -3.0799   -0.9182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124   -1.2855   -1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0342    0.0445   -0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0436    0.9262   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3735    0.2474   -1.1750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0167   -0.9879   -1.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6743   -1.4086    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8044   -0.5490    0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7390   -1.6303    1.2457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2439   -2.6843   -0.1697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9283   -2.0249   -1.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5717    3.5913    1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7715    4.2712   -0.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6131    2.7324   -0.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2620    3.3547    1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7476    1.6911    1.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1528    2.5323   -1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5693    3.9469   -0.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4579    4.1655    0.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1266    0.3437   -0.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7571    0.1384    1.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0518   -1.8983    1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9874   -1.8424   -1.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1089   -2.8666   -0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6024   -1.2233   -1.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3377   -0.0814    2.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0939    0.8974    0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3166   -0.4027    0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1580   -3.7280   -1.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7678   -1.0914   -1.9952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8103   -0.9521    0.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6789    0.4612    0.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8505   -0.4591    1.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2904   -2.3076    1.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5442   -0.6818    1.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8310   -2.1896    0.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3738   -2.8325   -1.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0913   -2.9623   -0.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9165   -2.2692   -2.5374 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  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 10 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 23 28  1  0
 21  4  1  0
 21  9  1  0
 28 19  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  5 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 18 46  1  0
 23 47  1  0
 25 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
 28 56  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       4.040  -2.300   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.245   8.508   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.106   9.769   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.784   0.767   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.664   0.270   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.312  -0.943   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.123   0.366   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.023   7.103   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.856   1.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.053   3.926   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.295   8.460   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.395   1.723   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.557   4.293   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.562   7.055   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.166   2.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.128   3.128   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.207   3.032   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.290   5.698   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.829   5.650   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.746   2.984   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.479   4.389   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.475   1.579   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.373   8.364   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.411   3.176   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.640   6.959   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      10.286   2.888   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.740   1.808   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.939   4.437   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2   11                                                            
CONECT    3   11                                                            
CONECT    4   22                                                            
CONECT    5   22                                                            
CONECT    6    1    7                                                       
CONECT    7    6   12                                                       
CONECT    8   11   14                                                       
CONECT    9   12   16                                                       
CONECT   10   13   15                                                       
CONECT   11    2    3    8                                                  
CONECT   12    7    9   17                                                  
CONECT   13   10   19   20                                                  
CONECT   14    8   18   23                                                  
CONECT   15   10   22   27                                                  
CONECT   16    9   24   28                                                  
CONECT   17   12   20   21                                                  
CONECT   18   14   19   21                                                  
CONECT   19   13   18   25                                                  
CONECT   20   13   17   27                                                  
CONECT   21   17   18   28                                                  
CONECT   22    4    5   15   26                                             
CONECT   23   14                                                            
CONECT   24   16                                                            
CONECT   25   19                                                            
CONECT   26   22                                                            
CONECT   27   15   20                                                       
CONECT   28   16   21                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0030711
HETATM    1  C1  UNL     1      -4.027   3.314   0.270  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.669   2.679   0.592  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.721   2.831  -0.548  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.376   2.262  -0.326  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.675   3.105   0.082  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.943   2.636   0.325  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.888   3.374   0.689  1.00  0.00           O  
HETATM    8  O2  UNL     1       2.170   1.358   0.170  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.259   0.493  -0.206  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.552  -0.839  -0.357  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.894  -1.321  -0.089  1.00  0.00           C  
HETATM   12  O3  UNL     1       3.112  -2.562  -0.240  1.00  0.00           O  
HETATM   13  C10 UNL     1       3.948  -0.409   0.338  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.274  -1.141   0.583  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.757  -1.830  -0.666  1.00  0.00           C  
HETATM   16  C13 UNL     1       6.310  -0.120   1.067  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.563  -1.736  -0.765  1.00  0.00           C  
HETATM   18  O4  UNL     1       0.865  -3.080  -0.918  1.00  0.00           O  
HETATM   19  C15 UNL     1      -0.712  -1.286  -1.016  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.034   0.044  -0.869  1.00  0.00           C  
HETATM   21  C17 UNL     1      -0.044   0.926  -0.465  1.00  0.00           C  
HETATM   22  O5  UNL     1      -2.374   0.247  -1.175  1.00  0.00           O  
HETATM   23  C18 UNL     1      -3.017  -0.988  -1.182  1.00  0.00           C  
HETATM   24  C19 UNL     1      -3.674  -1.409   0.084  1.00  0.00           C  
HETATM   25  C20 UNL     1      -4.804  -0.549   0.548  1.00  0.00           C  
HETATM   26  C21 UNL     1      -2.739  -1.630   1.246  1.00  0.00           C  
HETATM   27  O6  UNL     1      -4.244  -2.684  -0.170  1.00  0.00           O  
HETATM   28  C22 UNL     1      -1.928  -2.025  -1.466  1.00  0.00           C  
HETATM   29  H1  UNL     1      -4.572   3.591   1.200  1.00  0.00           H  
HETATM   30  H2  UNL     1      -3.772   4.271  -0.276  1.00  0.00           H  
HETATM   31  H3  UNL     1      -4.613   2.732  -0.442  1.00  0.00           H  
HETATM   32  H4  UNL     1      -2.262   3.355   1.414  1.00  0.00           H  
HETATM   33  H5  UNL     1      -2.748   1.691   1.043  1.00  0.00           H  
HETATM   34  H6  UNL     1      -2.153   2.532  -1.528  1.00  0.00           H  
HETATM   35  H7  UNL     1      -1.569   3.947  -0.671  1.00  0.00           H  
HETATM   36  H8  UNL     1       0.458   4.165   0.203  1.00  0.00           H  
HETATM   37  H9  UNL     1       4.127   0.344  -0.446  1.00  0.00           H  
HETATM   38  H10 UNL     1       3.757   0.138   1.285  1.00  0.00           H  
HETATM   39  H11 UNL     1       5.052  -1.898   1.362  1.00  0.00           H  
HETATM   40  H12 UNL     1       4.987  -1.842  -1.466  1.00  0.00           H  
HETATM   41  H13 UNL     1       6.109  -2.867  -0.456  1.00  0.00           H  
HETATM   42  H14 UNL     1       6.602  -1.223  -1.078  1.00  0.00           H  
HETATM   43  H15 UNL     1       6.338  -0.081   2.158  1.00  0.00           H  
HETATM   44  H16 UNL     1       6.094   0.897   0.673  1.00  0.00           H  
HETATM   45  H17 UNL     1       7.317  -0.403   0.699  1.00  0.00           H  
HETATM   46  H18 UNL     1       0.158  -3.728  -1.209  1.00  0.00           H  
HETATM   47  H19 UNL     1      -3.768  -1.091  -1.995  1.00  0.00           H  
HETATM   48  H20 UNL     1      -5.810  -0.952   0.261  1.00  0.00           H  
HETATM   49  H21 UNL     1      -4.679   0.461   0.163  1.00  0.00           H  
HETATM   50  H22 UNL     1      -4.851  -0.459   1.664  1.00  0.00           H  
HETATM   51  H23 UNL     1      -3.290  -2.308   1.965  1.00  0.00           H  
HETATM   52  H24 UNL     1      -2.544  -0.682   1.746  1.00  0.00           H  
HETATM   53  H25 UNL     1      -1.831  -2.190   0.975  1.00  0.00           H  
HETATM   54  H26 UNL     1      -4.374  -2.832  -1.140  1.00  0.00           H  
HETATM   55  H27 UNL     1      -2.091  -2.962  -0.920  1.00  0.00           H  
HETATM   56  H28 UNL     1      -1.916  -2.269  -2.537  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4   34   35
CONECT    4    5    5   21
CONECT    5    6   36
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   10   21
CONECT   10   11   17
CONECT   11   12   12   13
CONECT   13   14   37   38
CONECT   14   15   16   39
CONECT   15   40   41   42
CONECT   16   43   44   45
CONECT   17   18   19   19
CONECT   18   46
CONECT   19   20   28
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   24   28   47
CONECT   24   25   26   27
CONECT   25   48   49   50
CONECT   26   51   52   53
CONECT   27   54
CONECT   28   55   56
END

HMDB0030711
     RDKit          3D
Cyclomammein
 56 58  0  0  0  0  0  0  0  0999 V2000
   -4.0272    3.3136    0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6691    2.6786    0.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7214    2.8309   -0.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3759    2.2625   -0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6751    3.1049    0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9426    2.6363    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8880    3.3744    0.6887 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1699    1.3579    0.1696 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    0.4933   -0.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5518   -0.8391   -0.3574 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8944   -1.3207   -0.0891 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1116   -2.5619   -0.2395 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9485   -0.4089    0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2736   -1.1407    0.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7566   -1.8304   -0.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3104   -0.1199    1.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5625   -1.7361   -0.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8646   -3.0799   -0.9182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124   -1.2855   -1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0342    0.0445   -0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0436    0.9262   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3735    0.2474   -1.1750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0167   -0.9879   -1.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6743   -1.4086    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8044   -0.5490    0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7390   -1.6303    1.2457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2439   -2.6843   -0.1697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9283   -2.0249   -1.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5717    3.5913    1.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7715    4.2712   -0.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6131    2.7324   -0.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2620    3.3547    1.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7476    1.6911    1.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1528    2.5323   -1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5693    3.9469   -0.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4579    4.1655    0.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1266    0.3437   -0.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7571    0.1384    1.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0518   -1.8983    1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9874   -1.8424   -1.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1089   -2.8666   -0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6024   -1.2233   -1.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3377   -0.0814    2.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0939    0.8974    0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3166   -0.4027    0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1580   -3.7280   -1.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7678   -1.0914   -1.9952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8103   -0.9521    0.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6789    0.4612    0.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8505   -0.4591    1.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2904   -2.3076    1.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5442   -0.6818    1.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8310   -2.1896    0.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3738   -2.8325   -1.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0913   -2.9623   -0.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9165   -2.2692   -2.5374 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  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 10 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 23 28  1  0
 21  4  1  0
 21  9  1  0
 28 19  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  5 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 18 46  1  0
 23 47  1  0
 25 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
 28 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3-Dihydro-4-hydroxy-2-(1-hydroxy-1-methylethyl)-5-(3-methyl-1-oxobutyl)-9-propyl-7H-furo[2,3-F][1]benzopyran-7-one, 9ci	HMDB
Mammea b/ba cyclo F	HMDB

Chemical Formula

C₂₂H₂₈O₆

Average Molecular Weight

388.4541

Monoisotopic Molecular Weight

388.188588628

IUPAC Name

4-hydroxy-2-(2-hydroxypropan-2-yl)-5-(3-methylbutanoyl)-9-propyl-2H,3H,7H-furo[2,3-f]chromen-7-one

Traditional Name

4-hydroxy-2-(2-hydroxypropan-2-yl)-5-(3-methylbutanoyl)-9-propyl-2H,3H-furo[2,3-f]chromen-7-one

CAS Registry Number

30390-03-5

SMILES

CCCC1=CC(=O)OC2=C(C(=O)CC(C)C)C(O)=C3CC(OC3=C12)C(C)(C)O

InChI Identifier

InChI=1S/C22H28O6/c1-6-7-12-9-16(24)28-21-17(12)20-13(10-15(27-20)22(4,5)26)19(25)18(21)14(23)8-11(2)3/h9,11,15,25-26H,6-8,10H2,1-5H3

InChI Key

TVYLJAPSHFFCMT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Angular furanocoumarins

Alternative Parents

Substituents

Angular furanocoumarin
Butyrophenone
Benzopyran
1-benzopyran
Coumaran
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Tertiary alcohol
Ketone
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen 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: HMDB0030711)
Cytoplasm (HMDB: HMDB0030711)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030711)

Source

Endogenous

Endogenous (HMDB: HMDB0030711)

Plant

Plant (HMDB: HMDB0030711)

Exogenous

Food

Food (HMDB: HMDB0030711)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0030711)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	128.5 - 129.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	3.83 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	-3.643	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.021 g/L	ALOGPS
logP	3.83	ALOGPS
logP	4.26	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	8.76	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	105.99 m³·mol⁻¹	ChemAxon
Polarizability	42.22 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	190.5	31661259
DarkChem	[M-H]-	189.956	31661259
DeepCCS	[M-2H]-	233.581	30932474
DeepCCS	[M+Na]+	208.673	30932474
AllCCS	[M+H]+	191.8	32859911
AllCCS	[M+H-H2O]+	189.2	32859911
AllCCS	[M+NH4]+	194.2	32859911
AllCCS	[M+Na]+	194.9	32859911
AllCCS	[M-H]-	199.6	32859911
AllCCS	[M+Na-2H]-	200.2	32859911
AllCCS	[M+HCOO]-	201.0	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.	8.72 minutes	32390414
Predicted by Siyang on May 30, 2022	16.6411 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.23 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	28.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2836.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	377.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	213.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	178.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	145.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	837.3 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	879.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	81.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1243.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	570.2 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	1790.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	491.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	422.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	238.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	417.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cyclomammein	CCCC1=CC(=O)OC2=C(C(=O)CC(C)C)C(O)=C3CC(OC3=C12)C(C)(C)O	3559.1	Standard polar	33892256
Cyclomammein	CCCC1=CC(=O)OC2=C(C(=O)CC(C)C)C(O)=C3CC(OC3=C12)C(C)(C)O	2913.9	Standard non polar	33892256
Cyclomammein	CCCC1=CC(=O)OC2=C(C(=O)CC(C)C)C(O)=C3CC(OC3=C12)C(C)(C)O	3053.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cyclomammein,1TMS,isomer #1	CCCC1=CC(=O)OC2=C(C(=O)CC(C)C)C(O[Si](C)(C)C)=C3CC(C(C)(C)O)OC3=C12	2908.9	Semi standard non polar	33892256
Cyclomammein,1TMS,isomer #2	CCCC1=CC(=O)OC2=C(C(=O)CC(C)C)C(O)=C3CC(C(C)(C)O[Si](C)(C)C)OC3=C12	2922.1	Semi standard non polar	33892256
Cyclomammein,2TMS,isomer #1	CCCC1=CC(=O)OC2=C(C(=O)CC(C)C)C(O[Si](C)(C)C)=C3CC(C(C)(C)O[Si](C)(C)C)OC3=C12	2930.5	Semi standard non polar	33892256
Cyclomammein,1TBDMS,isomer #1	CCCC1=CC(=O)OC2=C(C(=O)CC(C)C)C(O[Si](C)(C)C(C)(C)C)=C3CC(C(C)(C)O)OC3=C12	3127.9	Semi standard non polar	33892256
Cyclomammein,1TBDMS,isomer #2	CCCC1=CC(=O)OC2=C(C(=O)CC(C)C)C(O)=C3CC(C(C)(C)O[Si](C)(C)C(C)(C)C)OC3=C12	3149.2	Semi standard non polar	33892256
Cyclomammein,2TBDMS,isomer #1	CCCC1=CC(=O)OC2=C(C(=O)CC(C)C)C(O[Si](C)(C)C(C)(C)C)=C3CC(C(C)(C)O[Si](C)(C)C(C)(C)C)OC3=C12	3377.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclomammein GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9117000000-5d493af962d2fd183f9c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclomammein GC-MS (2 TMS) - 70eV, Positive	splash10-00lr-8930460000-d3147a33d266fa3da4f7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclomammein 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 - Cyclomammein 10V, Positive-QTOF	splash10-0079-0009000000-e41e8cc95a14ef361504	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammein 20V, Positive-QTOF	splash10-08ni-3009000000-05b5963ff0f2f1d22a3b	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammein 40V, Positive-QTOF	splash10-0a4i-3090000000-8128462a77a70729e3f4	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammein 10V, Negative-QTOF	splash10-000i-0009000000-bd86472b6b59efaaa5f7	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammein 20V, Negative-QTOF	splash10-0f79-3039000000-bf48a7c8c091389e8aa3	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammein 40V, Negative-QTOF	splash10-052r-5193000000-fa8b3c727ecc88503e60	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammein 10V, Negative-QTOF	splash10-000i-0009000000-7f16ac45973a6479b3e5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammein 20V, Negative-QTOF	splash10-000i-0009000000-371214e0574db81e9c8c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammein 40V, Negative-QTOF	splash10-0gbl-4049000000-2dca35d98f281d3c9f3c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammein 10V, Positive-QTOF	splash10-000i-0009000000-9e42c3387fe4f6435022	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammein 20V, Positive-QTOF	splash10-000i-0009000000-f0bb3a2d86584713a762	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammein 40V, Positive-QTOF	splash10-0zfs-4189000000-4d65cade4de35f951c91	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

FDB002633

KNApSAcK ID

C00054441

Chemspider ID

35013256

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101967071

PDB ID

Not Available

ChEBI ID

175940

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1822131

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

Cyclomammein → 3,4,5-trihydroxy-6-{[2-(2-hydroxypropan-2-yl)-5-(3-methylbutanoyl)-7-oxo-9-propyl-2H,3H,7H-furo[2,3-f]chromen-4-yl]oxy}oxane-2-carboxylic acid	details

Showing metabocard for Cyclomammein (HMDB0030711)

MOL for HMDB0030711 (Cyclomammein)

3D MOL for HMDB0030711 (Cyclomammein)

3D SDF for HMDB0030711 (Cyclomammein)

3D-SDF for HMDB0030711 (Cyclomammein)

PDB for HMDB0030711 (Cyclomammein)

3D PDB for HMDB0030711 (Cyclomammein)

SMILES for HMDB0030711 (Cyclomammein)

INCHI for HMDB0030711 (Cyclomammein)

Structure for HMDB0030711 (Cyclomammein)

3D Structure for HMDB0030711 (Cyclomammein)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions