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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 16:17:18 UTC

Update Date

2021-09-23 16:17:18 UTC

HMDB ID

HMDB0302246

Secondary Accession Numbers

None

Metabolite Identification

Common Name

14-Hydroxy-25-desoxyrollinicin

Description

14-hydroxy-25-desoxyrollinicin is a member of the class of compounds known as annonaceous acetogenins. Annonaceous acetogenins are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. 14-hydroxy-25-desoxyrollinicin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 14-hydroxy-25-desoxyrollinicin can be found in custard apple, which makes 14-hydroxy-25-desoxyrollinicin a potential biomarker for the consumption of this food product.

Structure

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


  Mrv0541 02241212532D          

 45 47  0  0  0  0            999 V2000
   -3.8195  -10.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1520   -9.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3984  -10.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309   -9.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9773   -9.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098   -9.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4439   -9.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1113   -9.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8650   -9.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5324   -9.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2861   -9.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3723  -10.2757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9535   -8.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9535   -8.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7381   -7.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2231   -8.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7381   -9.2252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0481   -8.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5330   -7.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3176   -8.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3176   -8.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5330   -9.2252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9851   -9.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7387   -9.1197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8988  -10.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5663  -10.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4800  -11.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1475  -12.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0612  -12.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7287  -13.3714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6424  -14.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3099  -14.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2236  -15.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8911  -15.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8048  -16.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0512  -17.1383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4723  -17.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3860  -18.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9991  -18.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6636  -19.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0761  -20.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8431  -19.3276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6716  -18.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9179  -18.1851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1451  -10.6113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
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 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
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 37 38  1  0  0  0  0
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 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 38 43  1  0  0  0  0
 43 44  2  0  0  0  0
 25 45  1  0  0  0  0
M  END

HMDB0302246
     RDKit          3D
14-Hydroxy-25-desoxyrollinicin
111113  0  0  0  0  0  0  0  0999 V2000
  -14.4706   -1.1192    4.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1426   -0.8525    3.4548 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3535   -0.9874    1.9700 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9456   -0.6799    1.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0509   -0.7679   -0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8674   -0.6178   -0.9490 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0500    0.6114   -0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2864    0.8173    0.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4790    2.1094    0.3468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4993    2.2029   -0.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4381    1.1802   -0.8404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6617    1.5219   -1.9785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4750    1.1514    0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5779   -0.5068   -2.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9471   -1.6187   -1.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9205   -2.5676   -2.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3839   -3.7023   -1.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1218   -3.2868    0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3280   -2.4560   -0.4395 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.0312    0.0567   -0.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3876   -0.0690   -1.5767 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3434    0.7945   -0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0579    1.1415    0.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2930    0.7162    0.8940 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.8744    2.2223    1.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6453    1.9741    2.6686 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6155    1.9511    1.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5056    2.5294    1.8335 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 02241212532D          

 45 47  0  0  0  0            999 V2000
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    3.2861   -9.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0302246

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCC(O)C1CCC(O1)C1CCC(O1)C(O)C(O)CCCCCCCCCC(O)CC1=CC(C)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C37H66O8/c1-3-4-5-6-7-10-13-16-19-30(39)32-21-22-33(44-32)34-23-24-35(45-34)36(41)31(40)20-17-14-11-8-9-12-15-18-29(38)26-28-25-27(2)43-37(28)42/h25,27,29-36,38-41H,3-24,26H2,1-2H3

> <INCHI_KEY>
HCDACRMLTKJUNU-UHFFFAOYSA-N

> <FORMULA>
C37H66O8

> <MOLECULAR_WEIGHT>
638.9151

> <EXACT_MASS>
638.475769088

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
78.62234765948853

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-methyl-3-(2,12,13-trihydroxy-13-{5-[5-(1-hydroxyundecyl)oxolan-2-yl]oxolan-2-yl}tridecyl)-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
5.88

> <JCHEM_LOGP>
7.607288326333333

> <ALOGPS_LOGS>
-5.56

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.099916621811726

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.129374051535017

> <JCHEM_PKA_STRONGEST_BASIC>
-2.722022871174217

> <JCHEM_POLAR_SURFACE_AREA>
125.68000000000002

> <JCHEM_REFRACTIVITY>
177.7581

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.75e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-methyl-3-(2,12,13-trihydroxy-13-{5-[5-(1-hydroxyundecyl)oxolan-2-yl]oxolan-2-yl}tridecyl)-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302246
     RDKit          3D
14-Hydroxy-25-desoxyrollinicin
111113  0  0  0  0  0  0  0  0999 V2000
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  -11.9456   -0.6799    1.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0509   -0.7679   -0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8674   -0.6178   -0.9490 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0500    0.6114   -0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.4993    2.2029   -0.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4381    1.1802   -0.8404 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8697    2.4617    0.6485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4154    2.0354    0.9434 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0461    0.2597   -0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390   -0.7222    0.7875 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0384    0.1159   -0.6721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3638    0.7973   -0.7343 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3477    1.8161   -1.7288 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3403   -0.2391   -1.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7426   -0.6462   -2.5595 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6214    0.4462   -1.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5779   -0.5068   -2.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9471   -1.6187   -1.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9205   -2.5676   -2.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3839   -3.7023   -1.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1218   -3.2868    0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3280   -2.4560   -0.4395 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1318   -2.0212    0.7481 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3213   -1.2045    0.3584 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3876   -0.0690   -1.5767 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3434    0.7945   -0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0579    1.1415    0.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2930    0.7162    0.8940 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7463    1.2169    2.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8744    2.2223    1.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6453    1.9741    2.6686 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6155    1.9511    1.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5056    2.5294    1.8335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9383    1.1211   -0.4125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4536    0.2219    0.0748 O   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0374   -1.9174    3.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7374   -1.9848   -2.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3355   -3.0031   -2.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1057   -4.2913   -1.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5390   -4.3916   -1.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4989   -4.1927    0.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5046   -2.6405    0.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9165   -2.9595   -1.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8585   -1.5473   -0.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4875   -1.4200    1.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5034   -2.8983    1.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9808   -1.8536   -0.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8876   -0.9331    1.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3714    0.7288    0.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4467    0.8198   -2.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9828    0.2115   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0923    1.7350   -1.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8794    0.0851    0.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1044    0.4530    2.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9145    2.9828    2.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8494    1.7357    1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6489    2.7625    0.9886 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
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 26 27  1  0
 27 28  1  0
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 29 30  1  0
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 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 42 43  2  0
 20 44  1  0
 16 45  1  0
 45 13  1  0
 44 17  1  0
 42 37  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  2 49  1  0
  2 50  1  0
  3 51  1  0
  3 52  1  0
  4 53  1  0
  4 54  1  0
  5 55  1  0
  5 56  1  0
  6 57  1  0
  6 58  1  0
  7 59  1  0
  7 60  1  0
  8 61  1  0
  8 62  1  0
  9 63  1  0
  9 64  1  0
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 12 68  1  0
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 32100  1  0
 33101  1  0
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 34103  1  0
 35104  1  0
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 40109  1  0
 40110  1  0
 40111  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -7.130 -19.044   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.884 -18.139   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.477 -18.765   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.231 -17.860   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.824 -18.486   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.578 -17.581   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.829 -18.207   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.074 -17.302   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.481 -17.929   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.727 -17.023   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.134 -17.650   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.295 -19.181   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       7.380 -16.745   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.380 -15.205   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.844 -14.729   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.750 -15.975   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.844 -17.220   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      11.290 -15.975   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.195 -14.729   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.660 -15.205   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.660 -16.745   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      12.195 -17.220   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      14.906 -17.650   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      16.312 -17.023   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      14.744 -19.181   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.990 -20.086   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.829 -21.618   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      17.075 -22.523   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.914 -24.055   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      18.160 -24.960   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      17.999 -26.492   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      19.245 -27.397   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      19.084 -28.928   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      20.330 -29.833   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      20.169 -31.365   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      18.762 -31.991   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      21.415 -32.270   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      21.254 -33.802   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      22.398 -34.832   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      21.772 -36.239   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      22.542 -37.573   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      20.240 -36.078   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      19.920 -34.572   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      18.513 -33.946   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      13.338 -19.808   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   13                                                       
CONECT   18   16   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21   18                                                       
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   45                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42   38   44                                                  
CONECT   44   43                                                            
CONECT   45   25                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   94    0
END

COMPND    HMDB0302246
HETATM    1  C1  UNL     1     -14.471  -1.119   4.149  1.00  0.00           C  
HETATM    2  C2  UNL     1     -13.143  -0.853   3.455  1.00  0.00           C  
HETATM    3  C3  UNL     1     -13.353  -0.987   1.970  1.00  0.00           C  
HETATM    4  C4  UNL     1     -11.946  -0.680   1.328  1.00  0.00           C  
HETATM    5  C5  UNL     1     -12.051  -0.768  -0.129  1.00  0.00           C  
HETATM    6  C6  UNL     1     -10.867  -0.618  -0.949  1.00  0.00           C  
HETATM    7  C7  UNL     1     -10.050   0.611  -0.879  1.00  0.00           C  
HETATM    8  C8  UNL     1      -9.286   0.817   0.386  1.00  0.00           C  
HETATM    9  C9  UNL     1      -8.479   2.109   0.347  1.00  0.00           C  
HETATM   10  C10 UNL     1      -7.499   2.203  -0.757  1.00  0.00           C  
HETATM   11  C11 UNL     1      -6.438   1.180  -0.840  1.00  0.00           C  
HETATM   12  O1  UNL     1      -5.662   1.522  -1.978  1.00  0.00           O  
HETATM   13  C12 UNL     1      -5.475   1.151   0.305  1.00  0.00           C  
HETATM   14  C13 UNL     1      -4.870   2.462   0.649  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.415   2.035   0.943  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.302   0.978  -0.109  1.00  0.00           C  
HETATM   17  C16 UNL     1      -2.046   0.260  -0.242  1.00  0.00           C  
HETATM   18  C17 UNL     1      -1.639  -0.722   0.788  1.00  0.00           C  
HETATM   19  C18 UNL     1      -0.117  -0.790   0.533  1.00  0.00           C  
HETATM   20  C19 UNL     1       0.038   0.116  -0.672  1.00  0.00           C  
HETATM   21  C20 UNL     1       1.364   0.797  -0.734  1.00  0.00           C  
HETATM   22  O2  UNL     1       1.348   1.816  -1.729  1.00  0.00           O  
HETATM   23  C21 UNL     1       2.340  -0.239  -1.349  1.00  0.00           C  
HETATM   24  O3  UNL     1       1.743  -0.646  -2.560  1.00  0.00           O  
HETATM   25  C22 UNL     1       3.621   0.446  -1.711  1.00  0.00           C  
HETATM   26  C23 UNL     1       4.578  -0.507  -2.334  1.00  0.00           C  
HETATM   27  C24 UNL     1       4.947  -1.619  -1.383  1.00  0.00           C  
HETATM   28  C25 UNL     1       5.921  -2.568  -2.070  1.00  0.00           C  
HETATM   29  C26 UNL     1       6.384  -3.702  -1.242  1.00  0.00           C  
HETATM   30  C27 UNL     1       7.122  -3.287   0.015  1.00  0.00           C  
HETATM   31  C28 UNL     1       8.328  -2.456  -0.440  1.00  0.00           C  
HETATM   32  C29 UNL     1       9.132  -2.021   0.748  1.00  0.00           C  
HETATM   33  C30 UNL     1      10.321  -1.205   0.358  1.00  0.00           C  
HETATM   34  C31 UNL     1      10.031   0.057  -0.374  1.00  0.00           C  
HETATM   35  O4  UNL     1       9.388  -0.069  -1.577  1.00  0.00           O  
HETATM   36  C32 UNL     1      11.343   0.795  -0.641  1.00  0.00           C  
HETATM   37  C33 UNL     1      12.058   1.142   0.609  1.00  0.00           C  
HETATM   38  C34 UNL     1      13.293   0.716   0.894  1.00  0.00           C  
HETATM   39  C35 UNL     1      13.746   1.217   2.199  1.00  0.00           C  
HETATM   40  C36 UNL     1      14.874   2.222   1.943  1.00  0.00           C  
HETATM   41  O5  UNL     1      12.645   1.974   2.669  1.00  0.00           O  
HETATM   42  C37 UNL     1      11.615   1.951   1.728  1.00  0.00           C  
HETATM   43  O6  UNL     1      10.506   2.529   1.834  1.00  0.00           O  
HETATM   44  O7  UNL     1      -0.938   1.121  -0.413  1.00  0.00           O  
HETATM   45  O8  UNL     1      -4.454   0.222   0.075  1.00  0.00           O  
HETATM   46  H1  UNL     1     -15.037  -1.917   3.653  1.00  0.00           H  
HETATM   47  H2  UNL     1     -14.233  -1.361   5.200  1.00  0.00           H  
HETATM   48  H3  UNL     1     -15.092  -0.183   4.182  1.00  0.00           H  
HETATM   49  H4  UNL     1     -12.806   0.140   3.756  1.00  0.00           H  
HETATM   50  H5  UNL     1     -12.369  -1.583   3.786  1.00  0.00           H  
HETATM   51  H6  UNL     1     -13.640  -1.999   1.665  1.00  0.00           H  
HETATM   52  H7  UNL     1     -14.009  -0.203   1.560  1.00  0.00           H  
HETATM   53  H8  UNL     1     -11.863   0.407   1.665  1.00  0.00           H  
HETATM   54  H9  UNL     1     -11.205  -1.325   1.803  1.00  0.00           H  
HETATM   55  H10 UNL     1     -12.796   0.040  -0.468  1.00  0.00           H  
HETATM   56  H11 UNL     1     -12.570  -1.763  -0.374  1.00  0.00           H  
HETATM   57  H12 UNL     1     -11.158  -0.834  -2.039  1.00  0.00           H  
HETATM   58  H13 UNL     1     -10.182  -1.536  -0.762  1.00  0.00           H  
HETATM   59  H14 UNL     1      -9.357   0.577  -1.775  1.00  0.00           H  
HETATM   60  H15 UNL     1     -10.673   1.534  -1.123  1.00  0.00           H  
HETATM   61  H16 UNL     1      -8.635  -0.056   0.613  1.00  0.00           H  
HETATM   62  H17 UNL     1      -9.943   0.928   1.240  1.00  0.00           H  
HETATM   63  H18 UNL     1      -9.228   2.928   0.297  1.00  0.00           H  
HETATM   64  H19 UNL     1      -7.977   2.225   1.341  1.00  0.00           H  
HETATM   65  H20 UNL     1      -7.037   3.236  -0.831  1.00  0.00           H  
HETATM   66  H21 UNL     1      -8.074   2.150  -1.730  1.00  0.00           H  
HETATM   67  H22 UNL     1      -6.858   0.183  -1.074  1.00  0.00           H  
HETATM   68  H23 UNL     1      -5.622   2.510  -1.998  1.00  0.00           H  
HETATM   69  H24 UNL     1      -6.030   0.775   1.194  1.00  0.00           H  
HETATM   70  H25 UNL     1      -4.778   3.160  -0.209  1.00  0.00           H  
HETATM   71  H26 UNL     1      -5.291   2.944   1.545  1.00  0.00           H  
HETATM   72  H27 UNL     1      -2.729   2.869   0.745  1.00  0.00           H  
HETATM   73  H28 UNL     1      -3.422   1.676   1.972  1.00  0.00           H  
HETATM   74  H29 UNL     1      -3.490   1.524  -1.091  1.00  0.00           H  
HETATM   75  H30 UNL     1      -2.073  -0.308  -1.226  1.00  0.00           H  
HETATM   76  H31 UNL     1      -2.034  -1.752   0.540  1.00  0.00           H  
HETATM   77  H32 UNL     1      -1.766  -0.437   1.827  1.00  0.00           H  
HETATM   78  H33 UNL     1       0.433  -0.304   1.363  1.00  0.00           H  
HETATM   79  H34 UNL     1       0.209  -1.801   0.296  1.00  0.00           H  
HETATM   80  H35 UNL     1      -0.237  -0.415  -1.577  1.00  0.00           H  
HETATM   81  H36 UNL     1       1.746   1.233   0.171  1.00  0.00           H  
HETATM   82  H37 UNL     1       1.157   2.681  -1.259  1.00  0.00           H  
HETATM   83  H38 UNL     1       2.472  -1.034  -0.630  1.00  0.00           H  
HETATM   84  H39 UNL     1       1.573   0.199  -3.076  1.00  0.00           H  
HETATM   85  H40 UNL     1       3.444   1.355  -2.327  1.00  0.00           H  
HETATM   86  H41 UNL     1       4.079   0.774  -0.729  1.00  0.00           H  
HETATM   87  H42 UNL     1       4.196  -0.920  -3.308  1.00  0.00           H  
HETATM   88  H43 UNL     1       5.521   0.059  -2.553  1.00  0.00           H  
HETATM   89  H44 UNL     1       4.070  -2.175  -1.007  1.00  0.00           H  
HETATM   90  H45 UNL     1       5.482  -1.197  -0.520  1.00  0.00           H  
HETATM   91  H46 UNL     1       6.737  -1.985  -2.521  1.00  0.00           H  
HETATM   92  H47 UNL     1       5.335  -3.003  -2.930  1.00  0.00           H  
HETATM   93  H48 UNL     1       7.106  -4.291  -1.852  1.00  0.00           H  
HETATM   94  H49 UNL     1       5.539  -4.392  -1.000  1.00  0.00           H  
HETATM   95  H50 UNL     1       7.499  -4.193   0.526  1.00  0.00           H  
HETATM   96  H51 UNL     1       6.505  -2.640   0.662  1.00  0.00           H  
HETATM   97  H52 UNL     1       8.917  -2.960  -1.210  1.00  0.00           H  
HETATM   98  H53 UNL     1       7.858  -1.547  -0.886  1.00  0.00           H  
HETATM   99  H54 UNL     1       8.487  -1.420   1.457  1.00  0.00           H  
HETATM  100  H55 UNL     1       9.503  -2.898   1.344  1.00  0.00           H  
HETATM  101  H56 UNL     1      10.981  -1.854  -0.273  1.00  0.00           H  
HETATM  102  H57 UNL     1      10.888  -0.933   1.290  1.00  0.00           H  
HETATM  103  H58 UNL     1       9.371   0.729   0.262  1.00  0.00           H  
HETATM  104  H59 UNL     1       9.447   0.820  -2.039  1.00  0.00           H  
HETATM  105  H60 UNL     1      11.983   0.212  -1.335  1.00  0.00           H  
HETATM  106  H61 UNL     1      11.092   1.735  -1.203  1.00  0.00           H  
HETATM  107  H62 UNL     1      13.879   0.085   0.247  1.00  0.00           H  
HETATM  108  H63 UNL     1      14.104   0.453   2.887  1.00  0.00           H  
HETATM  109  H64 UNL     1      14.915   2.983   2.752  1.00  0.00           H  
HETATM  110  H65 UNL     1      15.849   1.736   1.850  1.00  0.00           H  
HETATM  111  H66 UNL     1      14.649   2.763   0.989  1.00  0.00           H  
CONECT    1    2   46   47   48
CONECT    2    3   49   50
CONECT    3    4   51   52
CONECT    4    5   53   54
CONECT    5    6   55   56
CONECT    6    7   57   58
CONECT    7    8   59   60
CONECT    8    9   61   62
CONECT    9   10   63   64
CONECT   10   11   65   66
CONECT   11   12   13   67
CONECT   12   68
CONECT   13   14   45   69
CONECT   14   15   70   71
CONECT   15   16   72   73
CONECT   16   17   45   74
CONECT   17   18   44   75
CONECT   18   19   76   77
CONECT   19   20   78   79
CONECT   20   21   44   80
CONECT   21   22   23   81
CONECT   22   82
CONECT   23   24   25   83
CONECT   24   84
CONECT   25   26   85   86
CONECT   26   27   87   88
CONECT   27   28   89   90
CONECT   28   29   91   92
CONECT   29   30   93   94
CONECT   30   31   95   96
CONECT   31   32   97   98
CONECT   32   33   99  100
CONECT   33   34  101  102
CONECT   34   35   36  103
CONECT   35  104
CONECT   36   37  105  106
CONECT   37   38   38   42
CONECT   38   39  107
CONECT   39   40   41  108
CONECT   40  109  110  111
CONECT   41   42
CONECT   42   43   43
END

HMDB0302246
     RDKit          3D
14-Hydroxy-25-desoxyrollinicin
111113  0  0  0  0  0  0  0  0999 V2000
  -14.4706   -1.1192    4.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1426   -0.8525    3.4548 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3535   -0.9874    1.9700 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9456   -0.6799    1.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0509   -0.7679   -0.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8674   -0.6178   -0.9490 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0500    0.6114   -0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2864    0.8173    0.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4790    2.1094    0.3468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4993    2.2029   -0.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4381    1.1802   -0.8404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6617    1.5219   -1.9785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4750    1.1514    0.3048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8697    2.4617    0.6485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4154    2.0354    0.9434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3019    0.9778   -0.1090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0461    0.2597   -0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390   -0.7222    0.7875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1170   -0.7902    0.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0384    0.1159   -0.6721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3638    0.7973   -0.7343 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3477    1.8161   -1.7288 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3403   -0.2391   -1.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7426   -0.6462   -2.5595 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6214    0.4462   -1.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5779   -0.5068   -2.3338 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9471   -1.6187   -1.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9205   -2.5676   -2.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3839   -3.7023   -1.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1218   -3.2868    0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3280   -2.4560   -0.4395 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1318   -2.0212    0.7481 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3213   -1.2045    0.3584 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0312    0.0567   -0.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3876   -0.0690   -1.5767 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3434    0.7945   -0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0579    1.1415    0.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2930    0.7162    0.8940 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7463    1.2169    2.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8744    2.2223    1.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6453    1.9741    2.6686 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6155    1.9511    1.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5056    2.5294    1.8335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9383    1.1211   -0.4125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4536    0.2219    0.0748 O   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0374   -1.9174    3.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2327   -1.3612    5.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0915   -0.1832    4.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8056    0.1398    3.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3693   -1.5828    3.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6402   -1.9986    1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0086   -0.2028    1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8630    0.4074    1.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2051   -1.3247    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7959    0.0401   -0.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5700   -1.7630   -0.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1583   -0.8344   -2.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1818   -1.5360   -0.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3573    0.5766   -1.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6733    1.5341   -1.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6354   -0.0559    0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9434    0.9283    1.2396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2279    2.9281    0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9771    2.2251    1.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0374    3.2362   -0.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0741    2.1496   -1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8579    0.1831   -1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6220    2.5099   -1.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0302    0.7748    1.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7782    3.1602   -0.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2908    2.9443    1.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7286    2.8688    0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4216    1.6764    1.9717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4900    1.5244   -1.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0725   -0.3079   -1.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0336   -1.7520    0.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7659   -0.4366    1.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4333   -0.3045    1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2089   -1.8012    0.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2367   -0.4145   -1.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7460    1.2329    0.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1569    2.6807   -1.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4722   -1.0344   -0.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5731    0.1993   -3.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4441    1.3553   -2.3266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0791    0.7737   -0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1962   -0.9196   -3.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5205    0.0594   -2.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0696   -2.1747   -1.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4824   -1.1968   -0.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7374   -1.9848   -2.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3355   -3.0031   -2.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1057   -4.2913   -1.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5390   -4.3916   -1.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4989   -4.1927    0.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5046   -2.6405    0.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9165   -2.9595   -1.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8585   -1.5473   -0.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4875   -1.4200    1.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5034   -2.8983    1.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9808   -1.8536   -0.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8876   -0.9331    1.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3714    0.7288    0.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4467    0.8198   -2.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9828    0.2115   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0923    1.7350   -1.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8794    0.0851    0.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1044    0.4530    2.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9145    2.9828    2.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8494    1.7357    1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6489    2.7625    0.9886 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 42 43  2  0
 20 44  1  0
 16 45  1  0
 45 13  1  0
 44 17  1  0
 42 37  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
  2 49  1  0
  2 50  1  0
  3 51  1  0
  3 52  1  0
  4 53  1  0
  4 54  1  0
  5 55  1  0
  5 56  1  0
  6 57  1  0
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 32100  1  0
 33101  1  0
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 40110  1  0
 40111  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₇H₆₆O₈

Average Molecular Weight

638.9151

Monoisotopic Molecular Weight

638.475769088

IUPAC Name

5-methyl-3-(2,12,13-trihydroxy-13-{5-[5-(1-hydroxyundecyl)oxolan-2-yl]oxolan-2-yl}tridecyl)-2,5-dihydrofuran-2-one

Traditional Name

5-methyl-3-(2,12,13-trihydroxy-13-{5-[5-(1-hydroxyundecyl)oxolan-2-yl]oxolan-2-yl}tridecyl)-5H-furan-2-one

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCC(O)C1CCC(O1)C1CCC(O1)C(O)C(O)CCCCCCCCCC(O)CC1=CC(C)OC1=O

InChI Identifier

InChI=1S/C37H66O8/c1-3-4-5-6-7-10-13-16-19-30(39)32-21-22-33(44-32)34-23-24-35(45-34)36(41)31(40)20-17-14-11-8-9-12-15-18-29(38)26-28-25-27(2)43-37(28)42/h25,27,29-36,38-41H,3-24,26H2,1-2H3

InChI Key

HCDACRMLTKJUNU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Annonaceous acetogenins

Alternative Parents

Substituents

Annonaceae acetogenin skeleton
Long chain fatty alcohol
2-furanone
Dihydrofuran
Tetrahydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Secondary alcohol
Monocarboxylic acid or derivatives
Oxacycle
Ether
Dialkyl ether
Carboxylic acid derivative
Polyol
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxide
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Custard apple (FooDB: FOOD00014)

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	5.88	ALOGPS
logP	7.61	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	13.13	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	177.76 m³·mol⁻¹	ChemAxon
Polarizability	78.62 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	276.794	32859911
AllCCS	[M+H-H2O]+	275.836	32859911
AllCCS	[M+Na]+	277.9	32859911
AllCCS	[M+NH4]+	277.657	32859911
AllCCS	[M-H]-	243.607	32859911
AllCCS	[M+Na-2H]-	248.332	32859911
AllCCS	[M+HCOO]-	253.624	32859911
DeepCCS	[M+H]+	262.893	30932474
DeepCCS	[M-H]-	260.496	30932474
DeepCCS	[M-2H]-	293.381	30932474
DeepCCS	[M+Na]+	268.806	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-Hydroxy-25-desoxyrollinicin 10V, Positive-QTOF	splash10-00dr-0021009000-7dca35c57d22ff53b949	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-Hydroxy-25-desoxyrollinicin 20V, Positive-QTOF	splash10-0fdo-1931233000-1f94c4c2f44ea008dd6b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-Hydroxy-25-desoxyrollinicin 40V, Positive-QTOF	splash10-00ry-9842110000-0dc2c2321d91552ef121	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-Hydroxy-25-desoxyrollinicin 10V, Negative-QTOF	splash10-000i-1104029000-775edfad69e0e75dc6dc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-Hydroxy-25-desoxyrollinicin 20V, Negative-QTOF	splash10-0002-9233124000-f5d455a22d5c88795646	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-Hydroxy-25-desoxyrollinicin 40V, Negative-QTOF	splash10-040r-7396231000-3080f442306163dcfc6d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-Hydroxy-25-desoxyrollinicin 10V, Positive-QTOF	splash10-0kmr-1101139000-a650493faf46b1af08d3	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-Hydroxy-25-desoxyrollinicin 20V, Positive-QTOF	splash10-0v4r-7202049000-a78249ff0b6b7e60b5f5	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-Hydroxy-25-desoxyrollinicin 40V, Positive-QTOF	splash10-05pp-9300000000-677570e41b60d45e5207	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-Hydroxy-25-desoxyrollinicin 10V, Negative-QTOF	splash10-000i-3201109000-fa620b3e8ede077a1eb1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-Hydroxy-25-desoxyrollinicin 20V, Negative-QTOF	splash10-014r-9625356000-194e20639a07723cfc85	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-Hydroxy-25-desoxyrollinicin 40V, Negative-QTOF	splash10-014i-9306311000-1ff1fbbe908d6f3587f8	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

FDB003882

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 14-Hydroxy-25-desoxyrollinicin (HMDB0302246)

MOL for HMDB0302246 (14-Hydroxy-25-desoxyrollinicin)

3D MOL for HMDB0302246 (14-Hydroxy-25-desoxyrollinicin)

3D SDF for HMDB0302246 (14-Hydroxy-25-desoxyrollinicin)

3D-SDF for HMDB0302246 (14-Hydroxy-25-desoxyrollinicin)

PDB for HMDB0302246 (14-Hydroxy-25-desoxyrollinicin)

3D PDB for HMDB0302246 (14-Hydroxy-25-desoxyrollinicin)

SMILES for HMDB0302246 (14-Hydroxy-25-desoxyrollinicin)

INCHI for HMDB0302246 (14-Hydroxy-25-desoxyrollinicin)

Structure for HMDB0302246 (14-Hydroxy-25-desoxyrollinicin)

3D Structure for HMDB0302246 (14-Hydroxy-25-desoxyrollinicin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra