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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:26:36 UTC

Update Date

2022-03-07 02:53:49 UTC

HMDB ID

HMDB0033688

Secondary Accession Numbers

HMDB33688

Metabolite Identification

Common Name

Pyranomammea C

Description

Pyranomammea C belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety. Pyranomammea C has been detected, but not quantified in, fruits. This could make pyranomammea C a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Pyranomammea C.

Structure

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


  Mrv0541 05061307172D          

 28 30  0  0  0  0            999 V2000
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282    0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9979   -0.7752    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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    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
    5.0013    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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 17  1  0  0  0  0
 20 13  1  0  0  0  0
 20 18  2  0  0  0  0
 21 17  2  0  0  0  0
 21 18  1  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 15  1  0  0  0  0
 25 16  2  0  0  0  0
 26 19  1  0  0  0  0
 27 16  1  0  0  0  0
 27 21  1  0  0  0  0
 28 20  1  0  0  0  0
 28 22  1  0  0  0  0
M  END

HMDB0033688
     RDKit          3D
Pyranomammea C
 56 58  0  0  0  0  0  0  0  0999 V2000
    4.4807   -1.8005    1.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690   -2.3684   -0.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7457   -1.8831   -1.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3089   -1.9343   -1.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6182   -3.0980   -1.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2722   -3.2743   -1.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2782   -4.3946   -1.7794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4257   -2.3108   -0.9443 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1106   -1.1718   -0.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7282   -0.1808   -0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462   -0.4014    0.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8371    0.5355    0.6030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8224   -1.6569   -0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3165   -1.5667    0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5361   -1.3040    1.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9070   -2.9276   -0.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1396    1.0156    0.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2224    1.2395    0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0161    0.2446   -0.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3298    0.4684   -0.6139 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4720   -0.9550   -0.7818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7475    2.5576    0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7917    3.6582    0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2244    4.8641    0.6095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6106    3.4156    0.5170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5341    3.7927   -0.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9802    4.2845    1.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8888    2.0623    0.8105 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0869   -0.8550    1.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9429   -2.4911    1.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4276   -1.6268    1.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6753   -2.3869   -0.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3555   -3.4855   -0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1900   -1.0599   -2.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9718   -2.6920   -2.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1587   -3.9456   -2.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6744   -1.8751   -1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4560   -2.5252    0.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8198   -0.8057   -0.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5686   -1.2034    2.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0884   -2.1272    2.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1420   -0.3901    1.7279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2460   -3.0074   -1.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7228   -3.1352    0.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1423   -3.7124   -0.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9170    1.2388   -0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6921    2.7636   -0.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9498    2.5882    1.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8819    3.7554   -1.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2312    4.8995    0.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2029    4.7836   -1.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5918    3.8310   -0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3696    3.0100   -1.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3608    3.6641    2.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0914    4.8599    2.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7624    5.0198    1.4506 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  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 18 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 21  4  1  0
 21  9  1  0
 28 17  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
 20 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
M  END


  Mrv0541 05061307172D          

 28 30  0  0  0  0            999 V2000
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282    0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9979   -0.7752    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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    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
    5.0013    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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 17  1  0  0  0  0
 20 13  1  0  0  0  0
 20 18  2  0  0  0  0
 21 17  2  0  0  0  0
 21 18  1  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 15  1  0  0  0  0
 25 16  2  0  0  0  0
 26 19  1  0  0  0  0
 27 16  1  0  0  0  0
 27 21  1  0  0  0  0
 28 20  1  0  0  0  0
 28 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033688

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC1=CC(=O)OC2=C1C(O)=C1CC(O)C(C)(C)OC1=C2C(=O)CC(C)C

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

> <INCHI_KEY>
IWXVZIMHJKPWIP-UHFFFAOYSA-N

> <FORMULA>
C22H28O6

> <MOLECULAR_WEIGHT>
388.4541

> <EXACT_MASS>
388.188588628

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
42.18428423147836

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-8,8-dimethyl-10-(3-methylbutanoyl)-4-propyl-2H,6H,7H,8H-pyrano[3,2-g]chromen-2-one

> <ALOGPS_LOGP>
3.94

> <JCHEM_LOGP>
3.6071313473333326

> <ALOGPS_LOGS>
-4.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.841230911487202

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.175907766634859

> <JCHEM_PKA_STRONGEST_BASIC>
-3.339773365591122

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
105.98509999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.70e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dihydroxy-8,8-dimethyl-10-(3-methylbutanoyl)-4-propyl-6H,7H-pyrano[3,2-g]chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033688
     RDKit          3D
Pyranomammea C
 56 58  0  0  0  0  0  0  0  0999 V2000
    4.4807   -1.8005    1.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690   -2.3684   -0.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7457   -1.8831   -1.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3089   -1.9343   -1.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6182   -3.0980   -1.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2722   -3.2743   -1.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2782   -4.3946   -1.7794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4257   -2.3108   -0.9443 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1106   -1.1718   -0.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7282   -0.1808   -0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462   -0.4014    0.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8371    0.5355    0.6030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8224   -1.6569   -0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3165   -1.5667    0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5361   -1.3040    1.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9070   -2.9276   -0.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1396    1.0156    0.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2224    1.2395    0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0161    0.2446   -0.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3298    0.4684   -0.6139 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4720   -0.9550   -0.7818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7475    2.5576    0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7917    3.6582    0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2244    4.8641    0.6095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6106    3.4156    0.5170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5341    3.7927   -0.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9802    4.2845    1.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8888    2.0623    0.8105 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0869   -0.8550    1.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9429   -2.4911    1.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4276   -1.6268    1.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6753   -2.3869   -0.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3555   -3.4855   -0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1900   -1.0599   -2.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9718   -2.6920   -2.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1587   -3.9456   -2.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6744   -1.8751   -1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4560   -2.5252    0.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8198   -0.8057   -0.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5686   -1.2034    2.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0884   -2.1272    2.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1420   -0.3901    1.7279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2460   -3.0074   -1.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7228   -3.1352    0.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1423   -3.7124   -0.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9170    1.2388   -0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6921    2.7636   -0.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9498    2.5882    1.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8819    3.7554   -1.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2312    4.8995    0.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2029    4.7836   -1.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5918    3.8310   -0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3696    3.0100   -1.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3608    3.6641    2.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0914    4.8599    2.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7624    5.0198    1.4506 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  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 18 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 21  4  1  0
 21  9  1  0
 28 17  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
 20 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 27 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       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.186   0.267   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.196  -1.447   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002  -4.620   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   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       9.336  -0.770   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   24                                                  
CONECT   16    9   25   27                                                  
CONECT   17   12   19   21                                                  
CONECT   18   14   20   21                                                  
CONECT   19   13   17   26                                                  
CONECT   20   13   18   28                                                  
CONECT   21   17   18   27                                                  
CONECT   22    4    5   15   28                                             
CONECT   23   14                                                            
CONECT   24   15                                                            
CONECT   25   16                                                            
CONECT   26   19                                                            
CONECT   27   16   21                                                       
CONECT   28   20   22                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0033688
HETATM    1  C1  UNL     1       4.481  -1.801   1.019  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.569  -2.368  -0.317  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.746  -1.883  -1.452  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.309  -1.934  -1.317  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.618  -3.098  -1.637  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.272  -3.274  -1.450  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.278  -4.395  -1.779  1.00  0.00           O  
HETATM    8  O2  UNL     1      -0.426  -2.311  -0.944  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.111  -1.172  -0.607  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.728  -0.181  -0.071  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.146  -0.401   0.114  1.00  0.00           C  
HETATM   12  O3  UNL     1      -2.837   0.535   0.603  1.00  0.00           O  
HETATM   13  C10 UNL     1      -2.822  -1.657  -0.237  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.317  -1.567   0.082  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.536  -1.304   1.559  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.907  -2.928  -0.217  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.140   1.016   0.268  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.222   1.240   0.090  1.00  0.00           C  
HETATM   19  C16 UNL     1       2.016   0.245  -0.437  1.00  0.00           C  
HETATM   20  O4  UNL     1       3.330   0.468  -0.614  1.00  0.00           O  
HETATM   21  C17 UNL     1       1.472  -0.955  -0.782  1.00  0.00           C  
HETATM   22  C18 UNL     1       1.748   2.558   0.479  1.00  0.00           C  
HETATM   23  C19 UNL     1       0.792   3.658   0.075  1.00  0.00           C  
HETATM   24  O5  UNL     1       1.224   4.864   0.610  1.00  0.00           O  
HETATM   25  C20 UNL     1      -0.611   3.416   0.517  1.00  0.00           C  
HETATM   26  C21 UNL     1      -1.534   3.793  -0.636  1.00  0.00           C  
HETATM   27  C22 UNL     1      -0.980   4.285   1.712  1.00  0.00           C  
HETATM   28  O6  UNL     1      -0.889   2.062   0.810  1.00  0.00           O  
HETATM   29  H1  UNL     1       5.087  -0.855   1.081  1.00  0.00           H  
HETATM   30  H2  UNL     1       4.943  -2.491   1.741  1.00  0.00           H  
HETATM   31  H3  UNL     1       3.428  -1.627   1.344  1.00  0.00           H  
HETATM   32  H4  UNL     1       5.675  -2.387  -0.590  1.00  0.00           H  
HETATM   33  H5  UNL     1       4.355  -3.485  -0.220  1.00  0.00           H  
HETATM   34  H6  UNL     1       4.190  -1.060  -2.038  1.00  0.00           H  
HETATM   35  H7  UNL     1       3.972  -2.692  -2.240  1.00  0.00           H  
HETATM   36  H8  UNL     1       2.159  -3.946  -2.069  1.00  0.00           H  
HETATM   37  H9  UNL     1      -2.674  -1.875  -1.300  1.00  0.00           H  
HETATM   38  H10 UNL     1      -2.456  -2.525   0.370  1.00  0.00           H  
HETATM   39  H11 UNL     1      -4.820  -0.806  -0.542  1.00  0.00           H  
HETATM   40  H12 UNL     1      -3.569  -1.203   2.061  1.00  0.00           H  
HETATM   41  H13 UNL     1      -5.088  -2.127   2.057  1.00  0.00           H  
HETATM   42  H14 UNL     1      -5.142  -0.390   1.728  1.00  0.00           H  
HETATM   43  H15 UNL     1      -5.246  -3.007  -1.271  1.00  0.00           H  
HETATM   44  H16 UNL     1      -5.723  -3.135   0.508  1.00  0.00           H  
HETATM   45  H17 UNL     1      -4.142  -3.712  -0.044  1.00  0.00           H  
HETATM   46  H18 UNL     1       3.917   1.239  -0.441  1.00  0.00           H  
HETATM   47  H19 UNL     1       2.692   2.764  -0.050  1.00  0.00           H  
HETATM   48  H20 UNL     1       1.950   2.588   1.566  1.00  0.00           H  
HETATM   49  H21 UNL     1       0.882   3.755  -1.043  1.00  0.00           H  
HETATM   50  H22 UNL     1       2.231   4.899   0.623  1.00  0.00           H  
HETATM   51  H23 UNL     1      -1.203   4.784  -1.000  1.00  0.00           H  
HETATM   52  H24 UNL     1      -2.592   3.831  -0.309  1.00  0.00           H  
HETATM   53  H25 UNL     1      -1.370   3.010  -1.418  1.00  0.00           H  
HETATM   54  H26 UNL     1      -1.361   3.664   2.547  1.00  0.00           H  
HETATM   55  H27 UNL     1      -0.091   4.860   2.059  1.00  0.00           H  
HETATM   56  H28 UNL     1      -1.762   5.020   1.451  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   18   28
CONECT   18   19   22
CONECT   19   20   21   21
CONECT   20   46
CONECT   22   23   47   48
CONECT   23   24   25   49
CONECT   24   50
CONECT   25   26   27   28
CONECT   26   51   52   53
CONECT   27   54   55   56
END

HMDB0033688
     RDKit          3D
Pyranomammea C
 56 58  0  0  0  0  0  0  0  0999 V2000
    4.4807   -1.8005    1.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690   -2.3684   -0.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7457   -1.8831   -1.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3089   -1.9343   -1.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6182   -3.0980   -1.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2722   -3.2743   -1.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2782   -4.3946   -1.7794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4257   -2.3108   -0.9443 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1106   -1.1718   -0.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7282   -0.1808   -0.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462   -0.4014    0.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8371    0.5355    0.6030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8224   -1.6569   -0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3165   -1.5667    0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5361   -1.3040    1.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9070   -2.9276   -0.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1396    1.0156    0.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2224    1.2395    0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0161    0.2446   -0.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3298    0.4684   -0.6139 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4720   -0.9550   -0.7818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7475    2.5576    0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7917    3.6582    0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2244    4.8641    0.6095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6106    3.4156    0.5170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5341    3.7927   -0.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9802    4.2845    1.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8888    2.0623    0.8105 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0869   -0.8550    1.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9429   -2.4911    1.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4276   -1.6268    1.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6753   -2.3869   -0.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3555   -3.4855   -0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1900   -1.0599   -2.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9718   -2.6920   -2.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1587   -3.9456   -2.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6744   -1.8751   -1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4560   -2.5252    0.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8198   -0.8057   -0.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5686   -1.2034    2.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0884   -2.1272    2.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1420   -0.3901    1.7279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2460   -3.0074   -1.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7228   -3.1352    0.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1423   -3.7124   -0.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9170    1.2388   -0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6921    2.7636   -0.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9498    2.5882    1.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8819    3.7554   -1.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2312    4.8995    0.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2029    4.7836   -1.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5918    3.8310   -0.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3696    3.0100   -1.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3608    3.6641    2.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0914    4.8599    2.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7624    5.0198    1.4506 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  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 18 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 21  4  1  0
 21  9  1  0
 28 17  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
 20 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
M9	HMDB
Mammea b/ba cyclo e	HMDB

Chemical Formula

C₂₂H₂₈O₆

Average Molecular Weight

388.4541

Monoisotopic Molecular Weight

388.188588628

IUPAC Name

5,7-dihydroxy-8,8-dimethyl-10-(3-methylbutanoyl)-4-propyl-2H,6H,7H,8H-pyrano[3,2-g]chromen-2-one

Traditional Name

5,7-dihydroxy-8,8-dimethyl-10-(3-methylbutanoyl)-4-propyl-6H,7H-pyrano[3,2-g]chromen-2-one

CAS Registry Number

30390-05-7

SMILES

CCCC1=CC(=O)OC2=C1C(O)=C1CC(O)C(C)(C)OC1=C2C(=O)CC(C)C

InChI Identifier

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

InChI Key

IWXVZIMHJKPWIP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Linear pyranocoumarins

Alternative Parents

Substituents

Linear pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Butyrophenone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Ketone
Lactone
Secondary alcohol
Organoheterocyclic compound
Ether
Oxacycle
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033688)
Cell membrane (HMDB: HMDB0033688)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033688)

Source

Exogenous

Exogenous (HMDB: HMDB0033688)

Food

Food (HMDB: HMDB0033688)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0033688)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033688)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	209 - 212 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.027 g/L	ALOGPS
logP	3.94	ALOGPS
logP	3.61	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	6.18	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	105.99 m³·mol⁻¹	ChemAxon
Polarizability	42.18 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	188.105	31661259
DarkChem	[M-H]-	188.723	31661259
DeepCCS	[M+H]+	194.017	30932474
DeepCCS	[M-H]-	191.447	30932474
DeepCCS	[M-2H]-	226.193	30932474
DeepCCS	[M+Na]+	201.178	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.	8.09 minutes	32390414
Predicted by Siyang on May 30, 2022	17.2175 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.28 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	29.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2920.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	406.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	218.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	187.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	147.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	825.0 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	876.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	80.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1322.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	575.0 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	1881.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	492.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	428.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	251.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	431.1 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
Pyranomammea C	CCCC1=CC(=O)OC2=C1C(O)=C1CC(O)C(C)(C)OC1=C2C(=O)CC(C)C	3577.5	Standard polar	33892256
Pyranomammea C	CCCC1=CC(=O)OC2=C1C(O)=C1CC(O)C(C)(C)OC1=C2C(=O)CC(C)C	2987.9	Standard non polar	33892256
Pyranomammea C	CCCC1=CC(=O)OC2=C1C(O)=C1CC(O)C(C)(C)OC1=C2C(=O)CC(C)C	3207.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pyranomammea C,1TMS,isomer #1	CCCC1=CC(=O)OC2=C(C(=O)CC(C)C)C3=C(CC(O)C(C)(C)O3)C(O[Si](C)(C)C)=C12	2853.4	Semi standard non polar	33892256
Pyranomammea C,1TMS,isomer #2	CCCC1=CC(=O)OC2=C(C(=O)CC(C)C)C3=C(CC(O[Si](C)(C)C)C(C)(C)O3)C(O)=C12	2822.3	Semi standard non polar	33892256
Pyranomammea C,2TMS,isomer #1	CCCC1=CC(=O)OC2=C(C(=O)CC(C)C)C3=C(CC(O[Si](C)(C)C)C(C)(C)O3)C(O[Si](C)(C)C)=C12	2845.9	Semi standard non polar	33892256
Pyranomammea C,1TBDMS,isomer #1	CCCC1=CC(=O)OC2=C(C(=O)CC(C)C)C3=C(CC(O)C(C)(C)O3)C(O[Si](C)(C)C(C)(C)C)=C12	3071.6	Semi standard non polar	33892256
Pyranomammea C,1TBDMS,isomer #2	CCCC1=CC(=O)OC2=C(C(=O)CC(C)C)C3=C(CC(O[Si](C)(C)C(C)(C)C)C(C)(C)O3)C(O)=C12	3049.0	Semi standard non polar	33892256
Pyranomammea C,2TBDMS,isomer #1	CCCC1=CC(=O)OC2=C(C(=O)CC(C)C)C3=C(CC(O[Si](C)(C)C(C)(C)C)C(C)(C)O3)C(O[Si](C)(C)C(C)(C)C)=C12	3259.5	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 - Pyranomammea C GC-MS (Non-derivatized) - 70eV, Positive	splash10-0kn9-3019000000-3518fa893b5ef369e1fe	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pyranomammea C GC-MS (2 TMS) - 70eV, Positive	splash10-014i-9010370000-3f61ec54f25a6d3425dc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pyranomammea C GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pyranomammea C 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 - Pyranomammea C 10V, Positive-QTOF	splash10-000i-1019000000-779e5a95af3c13a429ba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyranomammea C 20V, Positive-QTOF	splash10-0api-4059000000-086901aac22a22bc533c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyranomammea C 40V, Positive-QTOF	splash10-052f-5091000000-7f81b54a83e61c371310	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyranomammea C 10V, Negative-QTOF	splash10-000i-0009000000-54f05eacd1279740cbb7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyranomammea C 20V, Negative-QTOF	splash10-0079-9037000000-ca7dc7d75e22b3c24e76	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyranomammea C 40V, Negative-QTOF	splash10-00ri-7192000000-783cb319ad9cb37abe9a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyranomammea C 10V, Negative-QTOF	splash10-000i-0009000000-6009ebb96de57503eeec	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyranomammea C 20V, Negative-QTOF	splash10-000i-0009000000-27e3b016b6fbf43505ed	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyranomammea C 40V, Negative-QTOF	splash10-000l-2195000000-376b2c24713ad76cad9c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyranomammea C 10V, Positive-QTOF	splash10-000i-0009000000-a27878606df99741837d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyranomammea C 20V, Positive-QTOF	splash10-000i-0009000000-889ec8752235965b62b2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pyranomammea C 40V, Positive-QTOF	splash10-0r09-3079000000-1d66c3521b74fed84c50	2021-09-22	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

FDB011791

KNApSAcK ID

C00054344

Chemspider ID

35013658

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71436829

PDB ID

Not Available

ChEBI ID

175948

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Enzymes

Enzyme Details

1. Sulfotransferase family cytosolic 2B member 1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:: SULT2B1
Uniprot ID:: O00204
Molecular weight:: 39598.595

Reactions

Pyranomammea C → [5-hydroxy-2,2-dimethyl-10-(3-methylbutanoyl)-8-oxo-6-propyl-2H,3H,4H,8H-pyrano[3,2-g]chromen-3-yl]oxidanesulfonic acid	details

Enzyme Details

2. 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

Pyranomammea C → 3,4,5-trihydroxy-6-{[3-hydroxy-2,2-dimethyl-10-(3-methylbutanoyl)-8-oxo-6-propyl-2H,3H,4H,8H-pyrano[3,2-g]chromen-5-yl]oxy}oxane-2-carboxylic acid	details

Showing metabocard for Pyranomammea C (HMDB0033688)

MOL for HMDB0033688 (Pyranomammea C)

3D MOL for HMDB0033688 (Pyranomammea C)

3D SDF for HMDB0033688 (Pyranomammea C)

3D-SDF for HMDB0033688 (Pyranomammea C)

PDB for HMDB0033688 (Pyranomammea C)

3D PDB for HMDB0033688 (Pyranomammea C)

SMILES for HMDB0033688 (Pyranomammea C)

INCHI for HMDB0033688 (Pyranomammea C)

Structure for HMDB0033688 (Pyranomammea C)

3D Structure for HMDB0033688 (Pyranomammea C)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions