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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

HMDB0030710

Secondary Accession Numbers

HMDB30710

Metabolite Identification

Common Name

Cyclomammeisin

Description

Cyclomammeisin 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, cyclomammeisin is considered to be a flavonoid. Cyclomammeisin has been detected, but not quantified in, fruits and mammee apples (Mammea americana). This could make cyclomammeisin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Cyclomammeisin.

Structure

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


  Mrv0541 05061305272D          

 31 34  0  0  0  0            999 V2000
   -2.4309    3.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2163    3.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5668   -0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3001    0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3413    3.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167    3.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7759    2.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1267    2.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3859    1.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717    2.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4005   -0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6059    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063    3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5613    1.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1713    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1321    0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3471    2.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1643    0.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2159   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3467    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0875    1.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9121    1.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9567    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3025    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8655   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0429    3.2175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6506   -0.9900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3021    2.5420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4309   -1.0931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1037    0.8656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3913   -0.3145    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
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13 10  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15 12  2  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 20 15  1  0  0  0  0
 21 17  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 18  1  0  0  0  0
 26 17  2  0  0  0  0
 27 19  2  0  0  0  0
 28 22  1  0  0  0  0
 29 25  1  0  0  0  0
 30 18  1  0  0  0  0
 30 24  1  0  0  0  0
 31 19  1  0  0  0  0
 31 23  1  0  0  0  0
M  END

HMDB0030710
     RDKit          3D
Cyclomammeisin
 57 60  0  0  0  0  0  0  0  0999 V2000
   -2.5174    3.5920    1.4707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0059    2.8125    0.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5122    2.6810    0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3522    1.4535    0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8755    1.6515    0.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3951    2.8040    0.0584 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0329    0.5118   -0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5511   -0.7617   -0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2923   -1.8293   -0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6482   -1.6929   -0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4342   -2.7673   -0.2917 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7329   -2.6978   -0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4420   -3.7523   -0.4644 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3732   -1.4831   -0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5961   -0.3106   -0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2530    0.9719   -0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0506    1.3988    0.6139 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7534    2.6061    0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6592    3.3966   -0.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8713    2.9839   -1.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1743    1.7734   -1.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2392   -0.4299   -0.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3965    0.6944   -0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0126    1.8929   -0.1499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5635   -3.0418   -0.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8860   -2.4854   -0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0499   -3.3340   -0.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3758   -2.7612   -0.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9216   -3.6608    1.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9233   -4.5538   -0.8173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8834   -1.2099    0.0806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0125    2.8869    2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8508    4.4390    1.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4202    3.9779    2.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7247    3.4011   -0.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7632    1.6374    0.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9730    3.4019   -0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8820    2.9513    1.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5204    0.8422    1.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6813    0.9735   -0.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4205   -1.3426   -0.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1392    0.7949    1.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3753    2.9275    1.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1851    4.3285   -0.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7738    3.5754   -2.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5570    1.4504   -2.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7902    2.8263   -0.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6085   -3.3592    1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1770   -3.8522   -0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8252   -2.3303   -1.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1579   -3.2991    0.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6503   -2.9521   -1.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4842   -1.6805   -0.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5367   -2.8023    1.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2280   -4.5208    1.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9209   -3.9079    1.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9732   -4.8196   -0.7253 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  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 26 31  1  0
 23  7  1  0
 31  8  1  0
 22 10  1  0
 21 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
 14 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 24 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 28 51  1  0
 28 52  1  0
 28 53  1  0
 29 54  1  0
 29 55  1  0
 29 56  1  0
 30 57  1  0
M  END


  Mrv0541 05061305272D          

 31 34  0  0  0  0            999 V2000
   -2.4309    3.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2163    3.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5668   -0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3001    0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3413    3.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167    3.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7759    2.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1267    2.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3859    1.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717    2.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4005   -0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6059    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063    3.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5613    1.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1713    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1321    0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3471    2.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1643    0.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2159   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3467    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0875    1.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9121    1.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9567    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3025    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8655   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0429    3.2175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6506   -0.9900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3021    2.5420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4309   -1.0931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1037    0.8656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3913   -0.3145    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
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13 10  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15 12  2  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 20 15  1  0  0  0  0
 21 17  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 18  1  0  0  0  0
 26 17  2  0  0  0  0
 27 19  2  0  0  0  0
 28 22  1  0  0  0  0
 29 25  1  0  0  0  0
 30 18  1  0  0  0  0
 30 24  1  0  0  0  0
 31 19  1  0  0  0  0
 31 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030710

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O6/c1-13(2)10-17(26)21-22(28)20-15(14-8-6-5-7-9-14)12-19(27)31-23(20)16-11-18(25(3,4)29)30-24(16)21/h5-9,12-13,18,28-29H,10-11H2,1-4H3

> <INCHI_KEY>
PTQKDRQFGLKODH-UHFFFAOYSA-N

> <FORMULA>
C25H26O6

> <MOLECULAR_WEIGHT>
422.4703

> <EXACT_MASS>
422.172938564

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
45.327495941349085

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-8-(2-hydroxypropan-2-yl)-6-(3-methylbutanoyl)-4-phenyl-2H,8H,9H-furo[2,3-h]chromen-2-one

> <ALOGPS_LOGP>
3.99

> <JCHEM_LOGP>
4.50179799

> <ALOGPS_LOGS>
-4.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.296490015497731

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.46126918410006

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1064568277247533

> <JCHEM_POLAR_SURFACE_AREA>
93.06000000000002

> <JCHEM_REFRACTIVITY>
126.05379999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.61e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-8-(2-hydroxypropan-2-yl)-6-(3-methylbutanoyl)-4-phenyl-8H,9H-furo[2,3-h]chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030710
     RDKit          3D
Cyclomammeisin
 57 60  0  0  0  0  0  0  0  0999 V2000
   -2.5174    3.5920    1.4707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0059    2.8125    0.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5122    2.6810    0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3522    1.4535    0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8755    1.6515    0.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3951    2.8040    0.0584 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0329    0.5118   -0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5511   -0.7617   -0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2923   -1.8293   -0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6482   -1.6929   -0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4342   -2.7673   -0.2917 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7329   -2.6978   -0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4420   -3.7523   -0.4644 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3732   -1.4831   -0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5961   -0.3106   -0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2530    0.9719   -0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0506    1.3988    0.6139 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7534    2.6061    0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6592    3.3966   -0.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8713    2.9839   -1.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1743    1.7734   -1.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2392   -0.4299   -0.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3965    0.6944   -0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0126    1.8929   -0.1499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5635   -3.0418   -0.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8860   -2.4854   -0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0499   -3.3340   -0.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3758   -2.7612   -0.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9216   -3.6608    1.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9233   -4.5538   -0.8173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8834   -1.2099    0.0806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0125    2.8869    2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8508    4.4390    1.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4202    3.9779    2.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7247    3.4011   -0.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7632    1.6374    0.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9730    3.4019   -0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8820    2.9513    1.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5204    0.8422    1.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6813    0.9735   -0.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4205   -1.3426   -0.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1392    0.7949    1.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3753    2.9275    1.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1851    4.3285   -0.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7738    3.5754   -2.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5570    1.4504   -2.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7902    2.8263   -0.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6085   -3.3592    1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1770   -3.8522   -0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8252   -2.3303   -1.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1579   -3.2991    0.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6503   -2.9521   -1.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4842   -1.6805   -0.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5367   -2.8023    1.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2280   -4.5208    1.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9209   -3.9079    1.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9732   -4.8196   -0.7253 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  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 26 31  1  0
 23  7  1  0
 31  8  1  0
 22 10  1  0
 21 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
 14 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 24 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 28 51  1  0
 28 52  1  0
 28 53  1  0
 29 54  1  0
 29 55  1  0
 29 56  1  0
 30 57  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      -4.538   5.862   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.270   7.267   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.791  -1.543   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.294   0.578   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.237   6.198   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.698   6.150   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.048   4.889   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.970   4.793   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.320   3.532   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.187   4.601   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.748  -0.502   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.864   0.818   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.998   5.910   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.781   3.484   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.053   2.127   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.247   0.674   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.648   4.649   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.173   0.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.136  -0.539   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.514   2.079   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.163   3.340   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.703   3.388   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.786   0.722   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.565   1.983   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.482  -0.731   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.080   6.006   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.948  -1.848   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.431   4.745   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -2.671  -2.040   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -2.060   1.616   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.597  -0.587   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   25                                                            
CONECT    4   25                                                            
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   14                                                       
CONECT    9    7   14                                                       
CONECT   10   13   17                                                       
CONECT   11   16   18                                                       
CONECT   12   15   19                                                       
CONECT   13    1    2   10                                                  
CONECT   14    8    9   15                                                  
CONECT   15   12   14   20                                                  
CONECT   16   11   23   24                                                  
CONECT   17   10   21   26                                                  
CONECT   18   11   25   30                                                  
CONECT   19   12   27   31                                                  
CONECT   20   15   22   23                                                  
CONECT   21   17   22   24                                                  
CONECT   22   20   21   28                                                  
CONECT   23   16   20   31                                                  
CONECT   24   16   21   30                                                  
CONECT   25    3    4   18   29                                             
CONECT   26   17                                                            
CONECT   27   19                                                            
CONECT   28   22                                                            
CONECT   29   25                                                            
CONECT   30   18   24                                                       
CONECT   31   19   23                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0030710
HETATM    1  C1  UNL     1      -2.517   3.592   1.471  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.006   2.812   0.266  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.512   2.681   0.261  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.352   1.454   0.182  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.875   1.652   0.069  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.395   2.804   0.058  1.00  0.00           O  
HETATM    7  C6  UNL     1       0.033   0.512  -0.030  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.551  -0.762  -0.014  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.292  -1.829  -0.105  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.648  -1.693  -0.209  1.00  0.00           C  
HETATM   11  O2  UNL     1       2.434  -2.767  -0.292  1.00  0.00           O  
HETATM   12  C10 UNL     1       3.733  -2.698  -0.389  1.00  0.00           C  
HETATM   13  O3  UNL     1       4.442  -3.752  -0.464  1.00  0.00           O  
HETATM   14  C11 UNL     1       4.373  -1.483  -0.414  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.596  -0.311  -0.332  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.253   0.972  -0.427  1.00  0.00           C  
HETATM   17  C14 UNL     1       5.051   1.399   0.614  1.00  0.00           C  
HETATM   18  C15 UNL     1       5.753   2.606   0.544  1.00  0.00           C  
HETATM   19  C16 UNL     1       5.659   3.397  -0.578  1.00  0.00           C  
HETATM   20  C17 UNL     1       4.871   2.984  -1.616  1.00  0.00           C  
HETATM   21  C18 UNL     1       4.174   1.773  -1.532  1.00  0.00           C  
HETATM   22  C19 UNL     1       2.239  -0.430  -0.229  1.00  0.00           C  
HETATM   23  C20 UNL     1       1.397   0.694  -0.134  1.00  0.00           C  
HETATM   24  O4  UNL     1       2.013   1.893  -0.150  1.00  0.00           O  
HETATM   25  C21 UNL     1      -0.564  -3.042  -0.063  1.00  0.00           C  
HETATM   26  C22 UNL     1      -1.886  -2.485  -0.544  1.00  0.00           C  
HETATM   27  C23 UNL     1      -3.050  -3.334  -0.127  1.00  0.00           C  
HETATM   28  C24 UNL     1      -4.376  -2.761  -0.481  1.00  0.00           C  
HETATM   29  C25 UNL     1      -2.922  -3.661   1.346  1.00  0.00           C  
HETATM   30  O5  UNL     1      -2.923  -4.554  -0.817  1.00  0.00           O  
HETATM   31  O6  UNL     1      -1.883  -1.210   0.081  1.00  0.00           O  
HETATM   32  H1  UNL     1      -2.012   2.887   2.137  1.00  0.00           H  
HETATM   33  H2  UNL     1      -1.851   4.439   1.181  1.00  0.00           H  
HETATM   34  H3  UNL     1      -3.420   3.978   2.017  1.00  0.00           H  
HETATM   35  H4  UNL     1      -2.725   3.401  -0.631  1.00  0.00           H  
HETATM   36  H5  UNL     1      -4.763   1.637   0.051  1.00  0.00           H  
HETATM   37  H6  UNL     1      -4.973   3.402  -0.437  1.00  0.00           H  
HETATM   38  H7  UNL     1      -4.882   2.951   1.283  1.00  0.00           H  
HETATM   39  H8  UNL     1      -2.520   0.842   1.074  1.00  0.00           H  
HETATM   40  H9  UNL     1      -2.681   0.973  -0.752  1.00  0.00           H  
HETATM   41  H10 UNL     1       5.421  -1.343  -0.491  1.00  0.00           H  
HETATM   42  H11 UNL     1       5.139   0.795   1.503  1.00  0.00           H  
HETATM   43  H12 UNL     1       6.375   2.927   1.369  1.00  0.00           H  
HETATM   44  H13 UNL     1       6.185   4.329  -0.664  1.00  0.00           H  
HETATM   45  H14 UNL     1       4.774   3.575  -2.508  1.00  0.00           H  
HETATM   46  H15 UNL     1       3.557   1.450  -2.355  1.00  0.00           H  
HETATM   47  H16 UNL     1       1.790   2.826  -0.106  1.00  0.00           H  
HETATM   48  H17 UNL     1      -0.608  -3.359   1.011  1.00  0.00           H  
HETATM   49  H18 UNL     1      -0.177  -3.852  -0.712  1.00  0.00           H  
HETATM   50  H19 UNL     1      -1.825  -2.330  -1.619  1.00  0.00           H  
HETATM   51  H20 UNL     1      -5.158  -3.299   0.124  1.00  0.00           H  
HETATM   52  H21 UNL     1      -4.650  -2.952  -1.539  1.00  0.00           H  
HETATM   53  H22 UNL     1      -4.484  -1.680  -0.274  1.00  0.00           H  
HETATM   54  H23 UNL     1      -2.537  -2.802   1.931  1.00  0.00           H  
HETATM   55  H24 UNL     1      -2.228  -4.521   1.434  1.00  0.00           H  
HETATM   56  H25 UNL     1      -3.921  -3.908   1.755  1.00  0.00           H  
HETATM   57  H26 UNL     1      -1.973  -4.820  -0.725  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    4   35
CONECT    3   36   37   38
CONECT    4    5   39   40
CONECT    5    6    6    7
CONECT    7    8    8   23
CONECT    8    9   31
CONECT    9   10   10   25
CONECT   10   11   22
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   15   41
CONECT   15   16   22
CONECT   16   17   17   21
CONECT   17   18   42
CONECT   18   19   19   43
CONECT   19   20   44
CONECT   20   21   21   45
CONECT   21   46
CONECT   22   23   23
CONECT   23   24
CONECT   24   47
CONECT   25   26   48   49
CONECT   26   27   31   50
CONECT   27   28   29   30
CONECT   28   51   52   53
CONECT   29   54   55   56
CONECT   30   57
END

HMDB0030710
     RDKit          3D
Cyclomammeisin
 57 60  0  0  0  0  0  0  0  0999 V2000
   -2.5174    3.5920    1.4707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0059    2.8125    0.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5122    2.6810    0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3522    1.4535    0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8755    1.6515    0.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3951    2.8040    0.0584 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0329    0.5118   -0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5511   -0.7617   -0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2923   -1.8293   -0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6482   -1.6929   -0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4342   -2.7673   -0.2917 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7329   -2.6978   -0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4420   -3.7523   -0.4644 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3732   -1.4831   -0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5961   -0.3106   -0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2530    0.9719   -0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0506    1.3988    0.6139 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7534    2.6061    0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6592    3.3966   -0.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8713    2.9839   -1.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1743    1.7734   -1.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2392   -0.4299   -0.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3965    0.6944   -0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0126    1.8929   -0.1499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5635   -3.0418   -0.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8860   -2.4854   -0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0499   -3.3340   -0.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3758   -2.7612   -0.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9216   -3.6608    1.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9233   -4.5538   -0.8173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8834   -1.2099    0.0806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0125    2.8869    2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8508    4.4390    1.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4202    3.9779    2.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7247    3.4011   -0.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7632    1.6374    0.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9730    3.4019   -0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8820    2.9513    1.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5204    0.8422    1.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6813    0.9735   -0.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4205   -1.3426   -0.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1392    0.7949    1.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3753    2.9275    1.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1851    4.3285   -0.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7738    3.5754   -2.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5570    1.4504   -2.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7902    2.8263   -0.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6085   -3.3592    1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1770   -3.8522   -0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8252   -2.3303   -1.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1579   -3.2991    0.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6503   -2.9521   -1.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4842   -1.6805   -0.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5367   -2.8023    1.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2280   -4.5208    1.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9209   -3.9079    1.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9732   -4.8196   -0.7253 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  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 26 31  1  0
 23  7  1  0
 31  8  1  0
 22 10  1  0
 21 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
 14 41  1  0
 17 42  1  0
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 19 44  1  0
 20 45  1  0
 21 46  1  0
 24 47  1  0
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 25 49  1  0
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 28 51  1  0
 28 52  1  0
 28 53  1  0
 29 54  1  0
 29 55  1  0
 29 56  1  0
 30 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,2-dihydro-5-Hydroxy-2-(1-hydroxy-1-methylethyl)-4-(3-methylbutyryl)-6-phenylfurano[2,3-H][1]benzopyran-8-one	HMDB
8,9-dihydro-5-Hydroxy-8-(1-hydroxy-1-methylethyl)-6-(3-methyl-1-oxobutyl)-4-phenyl-2H-furo[2,3-H]-1-benzopyran-2-one, 9ci	HMDB
8,9-dihydro-5-Hydroxy-8-(1-hydroxy-1-methylethyl)-6-isovaleryl-4-phenyl-2H-furo[2,3-H]-1-benzopyran-2-one, 8ci	HMDB
Mammea a/aa cyclo F	HMDB

Chemical Formula

C₂₅H₂₆O₆

Average Molecular Weight

422.4703

Monoisotopic Molecular Weight

422.172938564

IUPAC Name

5-hydroxy-8-(2-hydroxypropan-2-yl)-6-(3-methylbutanoyl)-4-phenyl-2H,8H,9H-furo[2,3-h]chromen-2-one

Traditional Name

5-hydroxy-8-(2-hydroxypropan-2-yl)-6-(3-methylbutanoyl)-4-phenyl-8H,9H-furo[2,3-h]chromen-2-one

CAS Registry Number

30563-62-3

SMILES

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

InChI Identifier

InChI=1S/C25H26O6/c1-13(2)10-17(26)21-22(28)20-15(14-8-6-5-7-9-14)12-19(27)31-23(20)16-11-18(25(3,4)29)30-24(16)21/h5-9,12-13,18,28-29H,10-11H2,1-4H3

InChI Key

PTQKDRQFGLKODH-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
4-phenylcoumarin
Angular furanocoumarin
Furanocoumarin
Butyrophenone
Coumarin
Benzopyran
1-benzopyran
Coumaran
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Tertiary alcohol
Lactone
Ketone
Organoheterocyclic compound
Ether
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Neoflavonoids (LMPK12100013 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030710)

Cellular substructure

Membrane (HMDB: HMDB0030710)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030710)

Source

Endogenous

Endogenous (HMDB: HMDB0030710)

Plant

Plant (HMDB: HMDB0030710)

Exogenous

Food

Food (HMDB: HMDB0030710)

Fruit

Tropical fruit

Mammee apple (FooDB: FOOD00405)

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	148 - 150 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	7.19 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	0.0076 g/L	ALOGPS
logP	3.99	ALOGPS
logP	4.5	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	8.46	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	5	ChemAxon
Refractivity	126.05 m³·mol⁻¹	ChemAxon
Polarizability	45.33 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	198.22	31661259
DarkChem	[M-H]-	199.403	31661259
DeepCCS	[M+H]+	211.938	30932474
DeepCCS	[M-H]-	209.543	30932474
DeepCCS	[M-2H]-	242.426	30932474
DeepCCS	[M+Na]+	217.851	30932474
AllCCS	[M+H]+	200.8	32859911
AllCCS	[M+H-H2O]+	198.3	32859911
AllCCS	[M+NH4]+	203.1	32859911
AllCCS	[M+Na]+	203.8	32859911
AllCCS	[M-H]-	207.2	32859911
AllCCS	[M+Na-2H]-	207.4	32859911
AllCCS	[M+HCOO]-	207.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cyclomammeisin	CC(C)CC(=O)C1=C2OC(CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O)C(C)(C)O	4385.5	Standard polar	33892256
Cyclomammeisin	CC(C)CC(=O)C1=C2OC(CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O)C(C)(C)O	3152.2	Standard non polar	33892256
Cyclomammeisin	CC(C)CC(=O)C1=C2OC(CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O)C(C)(C)O	3473.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cyclomammeisin,1TMS,isomer #1	CC(C)CC(=O)C1=C2OC(C(C)(C)O)CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O[Si](C)(C)C	3346.1	Semi standard non polar	33892256
Cyclomammeisin,1TMS,isomer #2	CC(C)CC(=O)C1=C2OC(C(C)(C)O[Si](C)(C)C)CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O	3343.6	Semi standard non polar	33892256
Cyclomammeisin,2TMS,isomer #1	CC(C)CC(=O)C1=C2OC(C(C)(C)O[Si](C)(C)C)CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O[Si](C)(C)C	3382.2	Semi standard non polar	33892256
Cyclomammeisin,1TBDMS,isomer #1	CC(C)CC(=O)C1=C2OC(C(C)(C)O)CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O[Si](C)(C)C(C)(C)C	3558.3	Semi standard non polar	33892256
Cyclomammeisin,1TBDMS,isomer #2	CC(C)CC(=O)C1=C2OC(C(C)(C)O[Si](C)(C)C(C)(C)C)CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O	3580.2	Semi standard non polar	33892256
Cyclomammeisin,2TBDMS,isomer #1	CC(C)CC(=O)C1=C2OC(C(C)(C)O[Si](C)(C)C(C)(C)C)CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O[Si](C)(C)C(C)(C)C	3790.7	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 - Cyclomammeisin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9205200000-5565a884c29b0c73cc3c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclomammeisin GC-MS (2 TMS) - 70eV, Positive	splash10-0ff9-9700240000-68d1510a934ce3726959	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclomammeisin 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 - Cyclomammeisin 10V, Positive-QTOF	splash10-05fr-1006900000-d18e88396b34de62dbc1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammeisin 20V, Positive-QTOF	splash10-05mk-4009200000-a52086b1ff6b9f284794	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammeisin 40V, Positive-QTOF	splash10-052f-7098000000-517f505fcd3da8551512	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammeisin 10V, Negative-QTOF	splash10-00di-0004900000-8ec39bcb342ca485a11c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammeisin 20V, Negative-QTOF	splash10-0079-3029400000-6f5a637151e0af78b460	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammeisin 40V, Negative-QTOF	splash10-067u-6159000000-2d608648a7440b756f39	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammeisin 10V, Negative-QTOF	splash10-00di-0000900000-1a0e5664f3fc8624ecf1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammeisin 20V, Negative-QTOF	splash10-00di-0018900000-20828ba55ef47f831518	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammeisin 40V, Negative-QTOF	splash10-066u-6039100000-b6704acaa6e6a02f3300	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammeisin 10V, Positive-QTOF	splash10-00di-0000900000-83b5ca7a090ea3091417	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammeisin 20V, Positive-QTOF	splash10-00di-1008900000-05d2c09ad7325d5016a0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomammeisin 40V, Positive-QTOF	splash10-0006-2059000000-cb294a2351b6d895221e	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

FDB002632

KNApSAcK ID

C00010224

Chemspider ID

10214256

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21592420

PDB ID

Not Available

ChEBI ID

546084

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1822121

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

Cyclomammeisin → 3,4,5-trihydroxy-6-{[8-(2-hydroxypropan-2-yl)-6-(3-methylbutanoyl)-2-oxo-4-phenyl-2H,8H,9H-furo[2,3-h]chromen-5-yl]oxy}oxane-2-carboxylic acid	details

Showing metabocard for Cyclomammeisin (HMDB0030710)

MOL for HMDB0030710 (Cyclomammeisin)

3D MOL for HMDB0030710 (Cyclomammeisin)

3D SDF for HMDB0030710 (Cyclomammeisin)

3D-SDF for HMDB0030710 (Cyclomammeisin)

PDB for HMDB0030710 (Cyclomammeisin)

3D PDB for HMDB0030710 (Cyclomammeisin)

SMILES for HMDB0030710 (Cyclomammeisin)

INCHI for HMDB0030710 (Cyclomammeisin)

Structure for HMDB0030710 (Cyclomammeisin)

3D Structure for HMDB0030710 (Cyclomammeisin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions