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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 18:31:58 UTC

Update Date

2021-09-23 18:31:58 UTC

HMDB ID

HMDB0302537

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Limonoate a-ring-lactone

Description

Limonoate a-ring-lactone is a member of the class of compounds known as limonoids. Limonoids are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. Limonoate a-ring-lactone is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Limonoate a-ring-lactone can be found in lemon and sweet orange, which makes limonoate a-ring-lactone a potential biomarker for the consumption of these food products.

Structure

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


  Mrv1533007131513382D          

 40 45  0  0  1  0            999 V2000
   -0.5470    1.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4220    1.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3090   -0.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2323    0.9131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1326   -0.9724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2747   -2.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9109   -1.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0564   -1.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6756    1.4601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4583   -1.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2598   -0.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8405   -0.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7824   -1.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9803   -0.1616    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0496    0.9227    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4540    1.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2836   -0.6011    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4019    1.2376    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 13  6  1  0  0  0  0
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 19 39  1  1  0  0  0
 20 40  1  6  0  0  0
M  END

HMDB0302537
     RDKit          3D
Limonoate a-ring-lactone
 67 72  0  0  0  0  0  0  0  0999 V2000
   -4.8604   -0.7210   -0.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8359    0.3606   -0.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4530    1.1059    3.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8300    0.2047    0.7298 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4304   -0.0321   -0.6647 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0934   -1.2704   -1.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533007131513382D          

 40 45  0  0  1  0            999 V2000
   -0.5470    1.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 23  3  1  1  0  0  0
 23  7  1  0  0  0  0
 23 19  1  6  0  0  0
 24  4  1  6  0  0  0
 24 14  1  0  0  0  0
 24 16  1  0  0  0  0
 25 12  1  6  0  0  0
 25 14  1  0  0  0  0
 25 15  1  0  0  0  0
 25 17  1  0  0  0  0
 26 20  1  0  0  0  0
 26 23  1  0  0  0  0
 26 24  1  0  0  0  0
 27 16  2  0  0  0  0
 28 18  2  0  0  0  0
 19 29  1  1  0  0  0
 30 21  2  0  0  0  0
 31 21  1  0  0  0  0
 32  8  1  0  0  0  0
 32 11  1  0  0  0  0
 33 12  1  0  0  0  0
 33 18  1  0  0  0  0
 34 17  1  0  0  0  0
 34 22  1  0  0  0  0
 35 20  1  0  0  0  0
 26 35  1  6  0  0  0
 14 36  1  1  0  0  0
 15 37  1  1  0  0  0
 17 38  1  1  0  0  0
 19 39  1  1  0  0  0
 20 40  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0302537

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@](O)(C1=COC=C1)[C@]1(C)CC[C@]2([H])[C@@]34COC(=O)C[C@]3([H])OC(C)(C)[C@]4([H])CC(=O)[C@@]2(C)[C@]11O[C@]1([H])C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H32O9/c1-22(2)15-9-16(27)24(4)14(25(15)12-33-18(28)10-17(25)34-22)5-7-23(3,19(29)13-6-8-32-11-13)26(24)20(35-26)21(30)31/h6,8,11,14-15,17,19-20,29H,5,7,9-10,12H2,1-4H3,(H,30,31)/t14-,15-,17-,19-,20+,23-,24-,25+,26+/m0/s1

> <INCHI_KEY>
JQTDUZWQZNXSOU-MSGMIQHVSA-N

> <FORMULA>
C26H32O9

> <MOLECULAR_WEIGHT>
488.533

> <EXACT_MASS>
488.20463261

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
49.20739939871713

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'R,2R,2'R,3S,5'S,7'R,10'R,13'S)-5'-[(R)-(furan-3-yl)(hydroxy)methyl]-5',7',11',11'-tetramethyl-8',15'-dioxo-12',16'-dioxaspiro[oxirane-2,6'-tetracyclo[8.7.0.0¹,¹³.0²,⁷]heptadecane]-3-carboxylic acid

> <ALOGPS_LOGP>
2.37

> <JCHEM_LOGP>
1.7927200163333317

> <ALOGPS_LOGS>
-3.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.526393560539603

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.068636159846929

> <JCHEM_PKA_STRONGEST_BASIC>
-2.852280417081419

> <JCHEM_POLAR_SURFACE_AREA>
135.8

> <JCHEM_REFRACTIVITY>
118.21139999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.42e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
limonoate A-ring-lactone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302537
     RDKit          3D
Limonoate a-ring-lactone
 67 72  0  0  0  0  0  0  0  0999 V2000
   -4.8604   -0.7210   -0.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8359    0.3606   -0.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2404    1.3441   -1.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8533    1.1174    0.6641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5182    1.5409    0.8903 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4933    2.1004    2.2678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4530    1.1059    3.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8059    1.4223    4.5017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0223   -0.1545    3.0540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2893   -0.6925    1.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8300    0.2047    0.7298 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4304   -0.0321   -0.6647 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0934   -1.2704   -1.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7129   -1.6399   -1.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767   -2.6588   -1.6263 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2111   -0.9145   -0.1930 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6682   -1.9875    0.7585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3630    0.2969    0.4540 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5135    0.7809    1.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9386    0.5124    1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3102    0.4616   -0.2357 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1989    1.9337   -0.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8018    0.1718   -0.3832 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5508    1.2161    0.2396 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2680   -1.0459    0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5719   -1.2150    1.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9557   -2.5180    1.8126 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8902   -3.1020    0.6491 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4861   -2.2651   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4105   -0.3922   -1.0259 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9965   -1.2866   -1.8964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1654   -0.3432   -2.4661 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6232    0.5958   -3.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7323    1.1562   -3.4247 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8104    0.9297   -4.5343 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2340   -0.8947   -1.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5266   -1.7150   -0.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7974   -0.4327    0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1670    0.7503   -2.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6178    2.2374   -1.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3218    1.5337   -1.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1936    2.2875    0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4688    2.6607    2.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7256    2.9044    2.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8885   -1.7196    1.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3913   -0.8114    1.7097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9425    0.8041   -1.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1792   -1.1066   -2.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8122   -2.1204   -1.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7013   -2.2475    0.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4892   -1.7993    1.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1441   -2.9756    0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3266    1.1060   -0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2166    0.4137    2.5548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4435    1.9063    1.6799 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2951   -0.3558    1.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5535    1.3720    1.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1824    2.3442   -1.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3955    2.1272   -1.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9534    2.5216    0.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1617    0.2116   -1.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4766    0.8965    0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5280   -0.4506    2.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2550   -2.9530    2.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3528   -2.5033   -1.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1615   -0.7916   -2.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2578    1.7877   -4.4099 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  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 11 10  1  1
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 21 30  1  0
 30 31  1  6
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 12  2  1  0
 30 16  1  0
 11  5  1  0
 29 25  2  0
 32 30  1  0
 18 11  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  3 40  1  0
  3 41  1  0
  5 42  1  6
  6 43  1  0
  6 44  1  0
 10 45  1  0
 10 46  1  0
 12 47  1  6
 13 48  1  0
 13 49  1  0
 17 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  6
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 22 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  6
 24 62  1  0
 26 63  1  0
 27 64  1  0
 29 65  1  0
 32 66  1  1
 35 67  1  0
M  END

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0      -1.021   2.430   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.788   3.418   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.043  -0.780   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.034   1.704   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.981  -1.815   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.846  -3.866   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.434  -2.326   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.305  -3.374   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.128   2.725   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.855  -2.069   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.818  -1.374   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.436  -0.772   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.927  -2.630   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.696  -0.302   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.959   1.722   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.581   2.215   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.892  -0.529   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.170  -2.870   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.387  -2.648   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.829   1.644   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.544   3.157   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.432   1.920   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.602  -1.323   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.865   0.701   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.244   0.209   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.318   0.191   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.749   3.218   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.134  -4.410   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       6.632  -3.990   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       7.713   4.160   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       5.320   4.092   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      11.288  -1.834   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       3.522  -2.132   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -0.228   0.528   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       7.832   0.475   0.000  0.00  0.00           O+0
HETATM   36  H   UNK     0       3.412   1.212   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.518   3.198   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.529  -1.122   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0       8.142  -1.305   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       8.217   2.310   0.000  0.00  0.00           H+0
CONECT    1   22                                                            
CONECT    2   22                                                            
CONECT    3   23                                                            
CONECT    4   24                                                            
CONECT    5    7   14                                                       
CONECT    6    8   13                                                       
CONECT    7    5   23                                                       
CONECT    8    6   32                                                       
CONECT    9   15   16                                                       
CONECT   10   17   18                                                       
CONECT   11   13   32                                                       
CONECT   12   25   33                                                       
CONECT   13    6   11   19                                                  
CONECT   14    5   24   25   36                                             
CONECT   15    9   22   25   37                                             
CONECT   16    9   24   27                                                  
CONECT   17   10   25   34   38                                             
CONECT   18   10   28   33                                                  
CONECT   19   13   23   29   39                                             
CONECT   20   21   26   35   40                                             
CONECT   21   20   30   31                                                  
CONECT   22    1    2   15   34                                             
CONECT   23    3    7   19   26                                             
CONECT   24    4   14   16   26                                             
CONECT   25   12   14   15   17                                             
CONECT   26   20   23   24   35                                             
CONECT   27   16                                                            
CONECT   28   18                                                            
CONECT   29   19                                                            
CONECT   30   21                                                            
CONECT   31   21                                                            
CONECT   32    8   11                                                       
CONECT   33   12   18                                                       
CONECT   34   17   22                                                       
CONECT   35   20   26                                                       
CONECT   36   14                                                            
CONECT   37   15                                                            
CONECT   38   17                                                            
CONECT   39   19                                                            
CONECT   40   20                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   90    0
END

COMPND    HMDB0302537
HETATM    1  C1  UNL     1      -4.860  -0.721  -0.527  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.836   0.361  -0.486  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.240   1.344  -1.603  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.853   1.117   0.664  1.00  0.00           O  
HETATM    5  C4  UNL     1      -2.518   1.541   0.890  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.493   2.100   2.268  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.453   1.106   3.350  1.00  0.00           C  
HETATM    8  O2  UNL     1      -2.806   1.422   4.502  1.00  0.00           O  
HETATM    9  O3  UNL     1      -2.022  -0.154   3.054  1.00  0.00           O  
HETATM   10  C7  UNL     1      -2.289  -0.692   1.776  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.830   0.205   0.730  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.430  -0.032  -0.665  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.093  -1.270  -1.323  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.713  -1.640  -1.064  1.00  0.00           C  
HETATM   15  O4  UNL     1      -0.277  -2.659  -1.626  1.00  0.00           O  
HETATM   16  C12 UNL     1       0.211  -0.915  -0.193  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.668  -1.987   0.758  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.363   0.297   0.454  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.513   0.781   1.543  1.00  0.00           C  
HETATM   20  C16 UNL     1       1.939   0.512   1.229  1.00  0.00           C  
HETATM   21  C17 UNL     1       2.310   0.462  -0.236  1.00  0.00           C  
HETATM   22  C18 UNL     1       2.199   1.934  -0.680  1.00  0.00           C  
HETATM   23  C19 UNL     1       3.802   0.172  -0.383  1.00  0.00           C  
HETATM   24  O5  UNL     1       4.551   1.216   0.240  1.00  0.00           O  
HETATM   25  C20 UNL     1       4.268  -1.046   0.322  1.00  0.00           C  
HETATM   26  C21 UNL     1       4.572  -1.215   1.657  1.00  0.00           C  
HETATM   27  C22 UNL     1       4.956  -2.518   1.813  1.00  0.00           C  
HETATM   28  O6  UNL     1       4.890  -3.102   0.649  1.00  0.00           O  
HETATM   29  C23 UNL     1       4.486  -2.265  -0.267  1.00  0.00           C  
HETATM   30  C24 UNL     1       1.411  -0.392  -1.026  1.00  0.00           C  
HETATM   31  O7  UNL     1       1.996  -1.287  -1.896  1.00  0.00           O  
HETATM   32  C25 UNL     1       1.165  -0.343  -2.466  1.00  0.00           C  
HETATM   33  C26 UNL     1       1.623   0.596  -3.456  1.00  0.00           C  
HETATM   34  O8  UNL     1       2.732   1.156  -3.425  1.00  0.00           O  
HETATM   35  O9  UNL     1       0.810   0.930  -4.534  1.00  0.00           O  
HETATM   36  H1  UNL     1      -5.234  -0.895  -1.579  1.00  0.00           H  
HETATM   37  H2  UNL     1      -4.527  -1.715  -0.175  1.00  0.00           H  
HETATM   38  H3  UNL     1      -5.797  -0.433   0.036  1.00  0.00           H  
HETATM   39  H4  UNL     1      -4.167   0.750  -2.538  1.00  0.00           H  
HETATM   40  H5  UNL     1      -3.618   2.237  -1.600  1.00  0.00           H  
HETATM   41  H6  UNL     1      -5.322   1.534  -1.441  1.00  0.00           H  
HETATM   42  H7  UNL     1      -2.194   2.288   0.172  1.00  0.00           H  
HETATM   43  H8  UNL     1      -3.469   2.661   2.405  1.00  0.00           H  
HETATM   44  H9  UNL     1      -1.726   2.904   2.398  1.00  0.00           H  
HETATM   45  H10 UNL     1      -1.888  -1.720   1.783  1.00  0.00           H  
HETATM   46  H11 UNL     1      -3.391  -0.811   1.710  1.00  0.00           H  
HETATM   47  H12 UNL     1      -1.943   0.804  -1.268  1.00  0.00           H  
HETATM   48  H13 UNL     1      -2.179  -1.107  -2.433  1.00  0.00           H  
HETATM   49  H14 UNL     1      -2.812  -2.120  -1.149  1.00  0.00           H  
HETATM   50  H15 UNL     1       1.701  -2.247   0.473  1.00  0.00           H  
HETATM   51  H16 UNL     1       0.489  -1.799   1.819  1.00  0.00           H  
HETATM   52  H17 UNL     1       0.144  -2.976   0.566  1.00  0.00           H  
HETATM   53  H18 UNL     1      -0.327   1.106  -0.348  1.00  0.00           H  
HETATM   54  H19 UNL     1       0.217   0.414   2.555  1.00  0.00           H  
HETATM   55  H20 UNL     1       0.444   1.906   1.680  1.00  0.00           H  
HETATM   56  H21 UNL     1       2.295  -0.356   1.797  1.00  0.00           H  
HETATM   57  H22 UNL     1       2.554   1.372   1.642  1.00  0.00           H  
HETATM   58  H23 UNL     1       3.182   2.344  -1.002  1.00  0.00           H  
HETATM   59  H24 UNL     1       1.395   2.127  -1.380  1.00  0.00           H  
HETATM   60  H25 UNL     1       1.953   2.522   0.228  1.00  0.00           H  
HETATM   61  H26 UNL     1       4.162   0.212  -1.412  1.00  0.00           H  
HETATM   62  H27 UNL     1       5.477   0.896   0.312  1.00  0.00           H  
HETATM   63  H28 UNL     1       4.528  -0.451   2.452  1.00  0.00           H  
HETATM   64  H29 UNL     1       5.255  -2.953   2.753  1.00  0.00           H  
HETATM   65  H30 UNL     1       4.353  -2.503  -1.298  1.00  0.00           H  
HETATM   66  H31 UNL     1       0.161  -0.792  -2.786  1.00  0.00           H  
HETATM   67  H32 UNL     1       0.258   1.788  -4.410  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3    4   12
CONECT    3   39   40   41
CONECT    4    5
CONECT    5    6   11   42
CONECT    6    7   43   44
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   11   45   46
CONECT   11   12   18
CONECT   12   13   47
CONECT   13   14   48   49
CONECT   14   15   15   16
CONECT   16   17   18   30
CONECT   17   50   51   52
CONECT   18   19   53
CONECT   19   20   54   55
CONECT   20   21   56   57
CONECT   21   22   23   30
CONECT   22   58   59   60
CONECT   23   24   25   61
CONECT   24   62
CONECT   25   26   29   29
CONECT   26   27   27   63
CONECT   27   28   64
CONECT   28   29
CONECT   29   65
CONECT   30   31   32
CONECT   31   32
CONECT   32   33   66
CONECT   33   34   34   35
CONECT   35   67
END

HMDB0302537
     RDKit          3D
Limonoate a-ring-lactone
 67 72  0  0  0  0  0  0  0  0999 V2000
   -4.8604   -0.7210   -0.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8359    0.3606   -0.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2404    1.3441   -1.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8533    1.1174    0.6641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5182    1.5409    0.8903 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4933    2.1004    2.2678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4530    1.1059    3.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8059    1.4223    4.5017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0223   -0.1545    3.0540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2893   -0.6925    1.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8300    0.2047    0.7298 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4304   -0.0321   -0.6647 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0934   -1.2704   -1.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7129   -1.6399   -1.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767   -2.6588   -1.6263 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2111   -0.9145   -0.1930 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6682   -1.9875    0.7585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3630    0.2969    0.4540 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5135    0.7809    1.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9386    0.5124    1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3102    0.4616   -0.2357 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1989    1.9337   -0.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8018    0.1718   -0.3832 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5508    1.2161    0.2396 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2680   -1.0459    0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5719   -1.2150    1.6574 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9557   -2.5180    1.8126 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8902   -3.1020    0.6491 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4861   -2.2651   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4105   -0.3922   -1.0259 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9965   -1.2866   -1.8964 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1654   -0.3432   -2.4661 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6232    0.5958   -3.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7323    1.1562   -3.4247 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8104    0.9297   -4.5343 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2340   -0.8947   -1.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5266   -1.7150   -0.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7974   -0.4327    0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1670    0.7503   -2.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6178    2.2374   -1.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3218    1.5337   -1.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1936    2.2875    0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4688    2.6607    2.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7256    2.9044    2.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8885   -1.7196    1.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3913   -0.8114    1.7097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9425    0.8041   -1.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1792   -1.1066   -2.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8122   -2.1204   -1.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7013   -2.2475    0.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4892   -1.7993    1.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1441   -2.9756    0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3266    1.1060   -0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2166    0.4137    2.5548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4435    1.9063    1.6799 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2951   -0.3558    1.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5535    1.3720    1.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1824    2.3442   -1.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3955    2.1272   -1.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9534    2.5216    0.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1617    0.2116   -1.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4766    0.8965    0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5280   -0.4506    2.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2550   -2.9530    2.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3528   -2.5033   -1.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1615   -0.7916   -2.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2578    1.7877   -4.4099 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  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 11 10  1  1
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 21 30  1  0
 30 31  1  6
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 12  2  1  0
 30 16  1  0
 11  5  1  0
 29 25  2  0
 32 30  1  0
 18 11  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  3 40  1  0
  3 41  1  0
  5 42  1  6
  6 43  1  0
  6 44  1  0
 10 45  1  0
 10 46  1  0
 12 47  1  6
 13 48  1  0
 13 49  1  0
 17 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  6
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 22 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  6
 24 62  1  0
 26 63  1  0
 27 64  1  0
 29 65  1  0
 32 66  1  1
 35 67  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Limonoic acid a-ring-lactone	Generator

Chemical Formula

C₂₆H₃₂O₉

Average Molecular Weight

488.533

Monoisotopic Molecular Weight

488.20463261

IUPAC Name

(1'R,2R,2'R,3S,5'S,7'R,10'R,13'S)-5'-[(R)-(furan-3-yl)(hydroxy)methyl]-5',7',11',11'-tetramethyl-8',15'-dioxo-12',16'-dioxaspiro[oxirane-2,6'-tetracyclo[8.7.0.0¹,¹³.0²,⁷]heptadecane]-3-carboxylic acid

Traditional Name

limonoate A-ring-lactone

CAS Registry Number

Not Available

SMILES

[H][C@](O)(C1=COC=C1)[C@]1(C)CC[C@]2([H])[C@@]34COC(=O)C[C@]3([H])OC(C)(C)[C@]4([H])CC(=O)[C@@]2(C)[C@]11O[C@]1([H])C(O)=O

InChI Identifier

InChI=1S/C26H32O9/c1-22(2)15-9-16(27)24(4)14(25(15)12-33-18(28)10-17(25)34-22)5-7-23(3,19(29)13-6-8-32-11-13)26(24)20(35-26)21(30)31/h6,8,11,14-15,17,19-20,29H,5,7,9-10,12H2,1-4H3,(H,30,31)/t14-,15-,17-,19-,20+,23-,24-,25+,26+/m0/s1

InChI Key

JQTDUZWQZNXSOU-MSGMIQHVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Limonoids

Alternative Parents

Substituents

Limonoid skeleton
Delta valerolactone
Delta_valerolactone
Dicarboxylic acid or derivatives
Oxane
Oxirane carboxylic acid
Oxirane carboxylic acid or derivatives
Furan
Heteroaromatic compound
Tetrahydrofuran
Carboxylic acid ester
Ketone
Lactone
Secondary alcohol
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid
Organoheterocyclic compound
Carboxylic acid derivative
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Aromatic alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

limonoid (CHEBI:80679 )

Ontology

Not Available

Exogenous (HMDB: HMDB0302537)

Food

Fruit

Citrus

Lemon (FooDB: FOOD00054)
Sweet orange (FooDB: FOOD00057)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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
logP	2.37	ALOGPS
logP	1.79	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	4.07	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	135.8 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	118.21 m³·mol⁻¹	ChemAxon
Polarizability	49.21 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	210.642	32859911
AllCCS	[M+H-H2O]+	208.818	32859911
AllCCS	[M+Na]+	212.783	32859911
AllCCS	[M+NH4]+	212.309	32859911
AllCCS	[M-H]-	215.4	32859911
AllCCS	[M+Na-2H]-	216.62	32859911
AllCCS	[M+HCOO]-	218.112	32859911
DeepCCS	[M-2H]-	242.11	30932474
DeepCCS	[M+Na]+	215.884	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Limonoate a-ring-lactone,3TMS,isomer #1	CC1(C)O[C@H]2CC(=O)OC[C@@]23[C@H]1C=C(O[Si](C)(C)C)[C@]1(C)[C@@H]3CC[C@@](C)([C@@H](O[Si](C)(C)C)C2=COC=C2)[C@@]12O[C@@H]2C(=O)O[Si](C)(C)C	3435.5	Semi standard non polar	33892256
Limonoate a-ring-lactone,3TMS,isomer #1	CC1(C)O[C@H]2CC(=O)OC[C@@]23[C@H]1C=C(O[Si](C)(C)C)[C@]1(C)[C@@H]3CC[C@@](C)([C@@H](O[Si](C)(C)C)C2=COC=C2)[C@@]12O[C@@H]2C(=O)O[Si](C)(C)C	3291.2	Standard non polar	33892256
Limonoate a-ring-lactone,3TMS,isomer #1	CC1(C)O[C@H]2CC(=O)OC[C@@]23[C@H]1C=C(O[Si](C)(C)C)[C@]1(C)[C@@H]3CC[C@@](C)([C@@H](O[Si](C)(C)C)C2=COC=C2)[C@@]12O[C@@H]2C(=O)O[Si](C)(C)C	4062.9	Standard polar	33892256
Limonoate a-ring-lactone,3TBDMS,isomer #1	CC1(C)O[C@H]2CC(=O)OC[C@@]23[C@H]1C=C(O[Si](C)(C)C(C)(C)C)[C@]1(C)[C@@H]3CC[C@@](C)([C@@H](O[Si](C)(C)C(C)(C)C)C2=COC=C2)[C@@]12O[C@@H]2C(=O)O[Si](C)(C)C(C)(C)C	4055.4	Semi standard non polar	33892256
Limonoate a-ring-lactone,3TBDMS,isomer #1	CC1(C)O[C@H]2CC(=O)OC[C@@]23[C@H]1C=C(O[Si](C)(C)C(C)(C)C)[C@]1(C)[C@@H]3CC[C@@](C)([C@@H](O[Si](C)(C)C(C)(C)C)C2=COC=C2)[C@@]12O[C@@H]2C(=O)O[Si](C)(C)C(C)(C)C	3907.8	Standard non polar	33892256
Limonoate a-ring-lactone,3TBDMS,isomer #1	CC1(C)O[C@H]2CC(=O)OC[C@@]23[C@H]1C=C(O[Si](C)(C)C(C)(C)C)[C@]1(C)[C@@H]3CC[C@@](C)([C@@H](O[Si](C)(C)C(C)(C)C)C2=COC=C2)[C@@]12O[C@@H]2C(=O)O[Si](C)(C)C(C)(C)C	4266.0	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limonoate a-ring-lactone 10V, Positive-QTOF	splash10-00dr-0000900000-a3680d5235fe0ad5f318	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limonoate a-ring-lactone 20V, Positive-QTOF	splash10-0f9t-1001900000-2438f13484188b290659	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limonoate a-ring-lactone 40V, Positive-QTOF	splash10-0002-9320300000-1e0bd597df24e45d2e41	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limonoate a-ring-lactone 10V, Negative-QTOF	splash10-000f-1001900000-dea7c894ea587259dc79	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limonoate a-ring-lactone 20V, Negative-QTOF	splash10-014i-7002900000-f20d095a3f47b21a47ec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limonoate a-ring-lactone 40V, Negative-QTOF	splash10-00kb-7009500000-635ea44aea3ef97a263a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limonoate a-ring-lactone 10V, Positive-QTOF	splash10-000i-0000900000-5c6216b9495013570caa	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limonoate a-ring-lactone 20V, Positive-QTOF	splash10-0079-0001900000-cb1e7e24868183bd4793	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limonoate a-ring-lactone 40V, Positive-QTOF	splash10-008c-1221900000-8c1eb424e2dd5425d4a8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limonoate a-ring-lactone 10V, Negative-QTOF	splash10-000l-0000900000-0e0464a50762289508f7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limonoate a-ring-lactone 20V, Negative-QTOF	splash10-000i-1000900000-6b86d141d742aa21720b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Limonoate a-ring-lactone 40V, Negative-QTOF	splash10-02t9-9001600000-032a69bda51a3fb1a5b1	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB005048

KNApSAcK ID

Not Available

Chemspider ID

30791758

KEGG Compound ID

C16718

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46173816

PDB ID

Not Available

ChEBI ID

Not Available

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

Not Available

Showing metabocard for Limonoate a-ring-lactone (HMDB0302537)

MOL for HMDB0302537 (Limonoate a-ring-lactone)

3D MOL for HMDB0302537 (Limonoate a-ring-lactone)

3D SDF for HMDB0302537 (Limonoate a-ring-lactone)

3D-SDF for HMDB0302537 (Limonoate a-ring-lactone)

PDB for HMDB0302537 (Limonoate a-ring-lactone)

3D PDB for HMDB0302537 (Limonoate a-ring-lactone)

SMILES for HMDB0302537 (Limonoate a-ring-lactone)

INCHI for HMDB0302537 (Limonoate a-ring-lactone)

Structure for HMDB0302537 (Limonoate a-ring-lactone)

3D Structure for HMDB0302537 (Limonoate a-ring-lactone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra