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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 18:15:28 UTC

Update Date

2021-09-26 23:13:37 UTC

HMDB ID

HMDB0257327

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Rphdhd

Description

3-({3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]decanoyl}oxy)decanoic acid belongs to the class of organic compounds known as rhamnolipids. These are glycolipids structurally characterized by a glycosyl head group, in this case a rhamnose moiety, and a 3-(hydroxyalkanoyloxy)alkanoic acid (HAA) fatty acid tail. Based on a literature review very few articles have been published on 3-({3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]decanoyl}oxy)decanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Rphdhd is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Rphdhd is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1533004161516422D          

 35 35  0  0  0  0            999 V2000
   -4.7786   -2.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146   -0.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1229   -0.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4507    0.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9590    1.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7951    2.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9755    2.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6477    1.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1394    1.0944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8282    1.6622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5003    0.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6808    0.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3530    0.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4666   -0.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7944   -0.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6140   -0.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9418   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -2.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9921    0.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6643   -0.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8447   -0.6090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1560   -1.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1229    3.3656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9425    3.4602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4342    2.7978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2538    2.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7455    2.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5816    3.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4011    3.7441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0898    4.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4177    5.0690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2703    4.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7786    4.8797    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  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  8 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 26 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END

HMDB0257327
     RDKit          3D
Rphdhd
 83 83  0  0  0  0  0  0  0  0999 V2000
    9.1347    0.4589   -0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.3132   -0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4576   -1.1891    0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1444   -0.3533    1.9558 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9143    0.4596    1.8956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6067   -0.1695    1.9475 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9567   -1.0737    1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4713   -0.6779   -0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4193   -0.1297   -1.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7104    0.1599   -2.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0857   -0.7345   -3.2320 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7197    1.4408   -3.1532 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4264    0.3031   -0.0488 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0970    0.0542   -0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8563   -1.0640   -0.8676 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058    1.0941   -0.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3181    0.6080   -0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2604    1.7983   -0.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6986    1.4482   -0.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5849    2.6974    0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0123    2.2253   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0099    3.3375    0.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8164    4.4030   -0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7186   -0.3151    0.7157 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8236   -2.9653   -0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0213   -4.1445    0.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4249   -4.5624    1.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0312   -3.4979   -1.0726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4621   -2.6315    1.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2227   -2.3540    1.5493 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7300   -0.1697    0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7966    1.4119    0.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7004    0.6246   -1.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0087   -0.9474   -1.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3376   -1.8287    1.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0045    0.4026    2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2578   -0.9014    2.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0361    1.1695    1.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4681   -0.5683    3.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8635    0.7391    2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9619   -1.3981    1.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9142   -1.5554   -0.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2398   -0.8080   -1.5262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8595    0.8554   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9930    2.0919   -2.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2042    1.9413   -0.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642    1.5915    0.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4547    0.2023   -1.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0277    2.6052   -0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0374    2.2075    0.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9698    1.0295   -1.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0328    0.7926    0.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3500    3.4502   -0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4072    3.1695    1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1617    1.4715    0.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.8172    3.7970    1.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.6298    6.3926   -1.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8842    5.7374    0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8876    5.0842   -0.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7816   -1.6348   -0.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7477   -2.8731   -1.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5233   -3.1305    1.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.4859   -4.2790   -0.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1702   -5.0137   -0.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1086   -3.1278    2.0817 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  2  0
 10 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  2  0
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 17 18  1  0
 18 19  1  0
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 21 22  1  0
 22 23  1  0
 23 24  1  0
 17 25  1  0
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 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34 26  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  2 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  5 45  1  0
  5 46  1  0
  6 47  1  0
  6 48  1  0
  7 49  1  0
  7 50  1  0
  8 51  1  0
  9 52  1  0
  9 53  1  0
 12 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
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 21 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  0
 23 69  1  0
 24 70  1  0
 24 71  1  0
 24 72  1  0
 26 73  1  0
 28 74  1  0
 29 75  1  0
 29 76  1  0
 29 77  1  0
 30 78  1  0
 31 79  1  0
 32 80  1  0
 33 81  1  0
 34 82  1  0
 35 83  1  0
M  END

  Mrv1533004161516422D          

 35 35  0  0  0  0            999 V2000
   -4.7786   -2.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6146   -0.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1229   -0.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4507    0.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2868    1.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7951    2.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6477    1.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1394    1.0944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8282    1.6622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9921    0.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.4011    3.7441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0898    4.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4177    5.0690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2703    4.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7786    4.8797    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  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  8 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 26 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257327

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC(CC(=O)OC(CCCCCCC)CC(O)=O)OC1OC(C)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C26H48O9/c1-4-6-8-10-12-14-19(16-21(27)28)34-22(29)17-20(15-13-11-9-7-5-2)35-26-25(32)24(31)23(30)18(3)33-26/h18-20,23-26,30-32H,4-17H2,1-3H3,(H,27,28)

> <INCHI_KEY>
PPMPLIBYTIWXPG-UHFFFAOYSA-N

> <FORMULA>
C26H48O9

> <MOLECULAR_WEIGHT>
504.661

> <EXACT_MASS>
504.329833126

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
57.04046670683457

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-({3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]decanoyl}oxy)decanoic acid

> <ALOGPS_LOGP>
3.66

> <JCHEM_LOGP>
4.657264886999998

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.224360204009379

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.199712132479149

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6121825685711535

> <JCHEM_POLAR_SURFACE_AREA>
142.75000000000003

> <JCHEM_REFRACTIVITY>
129.36360000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.14e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-({3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]decanoyl}oxy)decanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257327
     RDKit          3D
Rphdhd
 83 83  0  0  0  0  0  0  0  0999 V2000
    9.1347    0.4589   -0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.3132   -0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4576   -1.1891    0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1444   -0.3533    1.9558 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9143    0.4596    1.8956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6067   -0.1695    1.9475 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9567   -1.0737    1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4713   -0.6779   -0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4193   -0.1297   -1.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7104    0.1599   -2.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0857   -0.7345   -3.2320 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7197    1.4408   -3.1532 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4264    0.3031   -0.0488 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0970    0.0542   -0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8563   -1.0640   -0.8676 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058    1.0941   -0.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3181    0.6080   -0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2604    1.7983   -0.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6986    1.4482   -0.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5849    2.6974    0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0123    2.2253   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0099    3.3375    0.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8164    4.4030   -0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8846    5.4701   -0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7186   -0.3151    0.7157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0757   -1.5546    0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4793   -1.7431    0.1696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8236   -2.9653   -0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2958   -3.2141   -0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0213   -4.1445    0.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4249   -4.5624    1.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5127   -3.8746    0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312   -3.4979   -1.0726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4621   -2.6315    1.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2227   -2.3540    1.5493 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7300   -0.1697    0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7966    1.4119    0.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7004    0.6246   -1.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0087   -0.9474   -1.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0466    0.4009   -0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6478   -1.8263    0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3376   -1.8287    1.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0045    0.4026    2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2578   -0.9014    2.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0361    1.1695    1.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9537    1.2063    2.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4681   -0.5683    3.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8635    0.7391    2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9619   -1.3981    1.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4350   -2.1083    0.9807 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9142   -1.5554   -0.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2398   -0.8080   -1.5262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8595    0.8554   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9930    2.0919   -2.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2042    1.9413   -0.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642    1.5915    0.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4547    0.2023   -1.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0277    2.6052   -0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0374    2.2075    0.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9698    1.0295   -1.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0328    0.7926    0.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3500    3.4502   -0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4072    3.1695    1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1617    1.4715    0.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1339    1.6553   -1.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0219    2.9348    0.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8172    3.7970    1.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0314    3.9778   -1.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8135    4.8437   -0.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6298    6.3926   -1.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8842    5.7374    0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8876    5.0842   -0.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7816   -1.6348   -0.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7477   -2.8731   -1.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5233   -3.1305    1.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8937   -2.5403   -0.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4859   -4.2790   -0.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1702   -5.0137   -0.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3759   -4.8159    1.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0085   -4.7318    0.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3047   -4.0833   -1.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1917   -2.8405    1.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1086   -3.1278    2.0817 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  2  0
 10 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  2  0
 14 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
 22 23  1  0
 23 24  1  0
 17 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34 26  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  2 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  5 45  1  0
  5 46  1  0
  6 47  1  0
  6 48  1  0
  7 49  1  0
  7 50  1  0
  8 51  1  0
  9 52  1  0
  9 53  1  0
 12 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  0
 23 69  1  0
 24 70  1  0
 24 71  1  0
 24 72  1  0
 26 73  1  0
 28 74  1  0
 29 75  1  0
 29 76  1  0
 29 77  1  0
 30 78  1  0
 31 79  1  0
 32 80  1  0
 33 81  1  0
 34 82  1  0
 35 83  1  0
M  END

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -8.920  -4.317   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.614  -1.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.696  -0.430   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.308   0.983   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.390   2.220   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.002   3.633   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -7.084   4.869   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.554   4.693   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.942   3.279   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -5.860   2.043   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -3.413   3.103   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.801   1.690   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.271   1.513   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.659   0.100   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.871  -0.077   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.483  -1.490   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.013  -1.667   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.625  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.707  -4.317   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.719   0.453   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.107  -0.960   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.577  -1.137   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -4.025  -2.197   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -7.696   6.282   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -9.226   6.459   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -10.144   5.223   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0     -11.674   5.399   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -12.592   4.163   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -12.286   6.812   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0     -13.815   6.989   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0     -11.368   8.049   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0     -11.980   9.462   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -9.838   7.872   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -8.920   9.109   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   25                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   13   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    8   26                                                       
CONECT   26   25   27   34                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   26   35                                                  
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   70    0
END

COMPND    HMDB0257327
HETATM    1  C1  UNL     1       9.135   0.459  -0.059  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.859  -0.313  -0.417  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.458  -1.189   0.790  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.144  -0.353   1.956  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.914   0.460   1.896  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.607  -0.170   1.947  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.957  -1.074   1.044  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.471  -0.678  -0.295  1.00  0.00           C  
HETATM    9  C9  UNL     1       4.419  -0.130  -1.298  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.710   0.160  -2.599  1.00  0.00           C  
HETATM   11  O1  UNL     1       3.086  -0.734  -3.232  1.00  0.00           O  
HETATM   12  O2  UNL     1       3.720   1.441  -3.153  1.00  0.00           O  
HETATM   13  O3  UNL     1       2.426   0.303  -0.049  1.00  0.00           O  
HETATM   14  C11 UNL     1       1.097   0.054  -0.364  1.00  0.00           C  
HETATM   15  O4  UNL     1       0.856  -1.064  -0.868  1.00  0.00           O  
HETATM   16  C12 UNL     1       0.106   1.094  -0.089  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.318   0.608  -0.239  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.260   1.798  -0.023  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.699   1.448  -0.125  1.00  0.00           C  
HETATM   20  C16 UNL     1      -4.585   2.697   0.058  1.00  0.00           C  
HETATM   21  C17 UNL     1      -6.012   2.225  -0.061  1.00  0.00           C  
HETATM   22  C18 UNL     1      -7.010   3.337   0.096  1.00  0.00           C  
HETATM   23  C19 UNL     1      -6.816   4.403  -0.953  1.00  0.00           C  
HETATM   24  C20 UNL     1      -7.885   5.470  -0.702  1.00  0.00           C  
HETATM   25  O5  UNL     1      -1.719  -0.315   0.716  1.00  0.00           O  
HETATM   26  C21 UNL     1      -2.076  -1.555   0.264  1.00  0.00           C  
HETATM   27  O6  UNL     1      -3.479  -1.743   0.170  1.00  0.00           O  
HETATM   28  C22 UNL     1      -3.824  -2.965  -0.325  1.00  0.00           C  
HETATM   29  C23 UNL     1      -5.296  -3.214  -0.064  1.00  0.00           C  
HETATM   30  C24 UNL     1      -3.021  -4.145   0.052  1.00  0.00           C  
HETATM   31  O7  UNL     1      -3.425  -4.562   1.319  1.00  0.00           O  
HETATM   32  C25 UNL     1      -1.513  -3.875   0.160  1.00  0.00           C  
HETATM   33  O8  UNL     1      -1.031  -3.498  -1.073  1.00  0.00           O  
HETATM   34  C26 UNL     1      -1.462  -2.631   1.068  1.00  0.00           C  
HETATM   35  O9  UNL     1      -0.223  -2.354   1.549  1.00  0.00           O  
HETATM   36  H1  UNL     1       9.730  -0.170   0.625  1.00  0.00           H  
HETATM   37  H2  UNL     1       8.797   1.412   0.394  1.00  0.00           H  
HETATM   38  H3  UNL     1       9.700   0.625  -1.004  1.00  0.00           H  
HETATM   39  H4  UNL     1       8.009  -0.947  -1.299  1.00  0.00           H  
HETATM   40  H5  UNL     1       7.047   0.401  -0.584  1.00  0.00           H  
HETATM   41  H6  UNL     1       6.648  -1.826   0.392  1.00  0.00           H  
HETATM   42  H7  UNL     1       8.338  -1.829   1.053  1.00  0.00           H  
HETATM   43  H8  UNL     1       8.005   0.403   2.035  1.00  0.00           H  
HETATM   44  H9  UNL     1       7.258  -0.901   2.937  1.00  0.00           H  
HETATM   45  H10 UNL     1       6.036   1.169   1.021  1.00  0.00           H  
HETATM   46  H11 UNL     1       5.954   1.206   2.772  1.00  0.00           H  
HETATM   47  H12 UNL     1       4.468  -0.568   3.053  1.00  0.00           H  
HETATM   48  H13 UNL     1       3.864   0.739   2.064  1.00  0.00           H  
HETATM   49  H14 UNL     1       2.962  -1.398   1.586  1.00  0.00           H  
HETATM   50  H15 UNL     1       4.435  -2.108   0.981  1.00  0.00           H  
HETATM   51  H16 UNL     1       2.914  -1.555  -0.747  1.00  0.00           H  
HETATM   52  H17 UNL     1       5.240  -0.808  -1.526  1.00  0.00           H  
HETATM   53  H18 UNL     1       4.859   0.855  -0.957  1.00  0.00           H  
HETATM   54  H19 UNL     1       2.993   2.092  -2.839  1.00  0.00           H  
HETATM   55  H20 UNL     1       0.204   1.941  -0.826  1.00  0.00           H  
HETATM   56  H21 UNL     1       0.264   1.591   0.902  1.00  0.00           H  
HETATM   57  H22 UNL     1      -1.455   0.202  -1.237  1.00  0.00           H  
HETATM   58  H23 UNL     1      -2.028   2.605  -0.743  1.00  0.00           H  
HETATM   59  H24 UNL     1      -2.037   2.207   0.983  1.00  0.00           H  
HETATM   60  H25 UNL     1      -3.970   1.029  -1.108  1.00  0.00           H  
HETATM   61  H26 UNL     1      -4.033   0.793   0.735  1.00  0.00           H  
HETATM   62  H27 UNL     1      -4.350   3.450  -0.707  1.00  0.00           H  
HETATM   63  H28 UNL     1      -4.407   3.169   1.035  1.00  0.00           H  
HETATM   64  H29 UNL     1      -6.162   1.471   0.760  1.00  0.00           H  
HETATM   65  H30 UNL     1      -6.134   1.655  -1.002  1.00  0.00           H  
HETATM   66  H31 UNL     1      -8.022   2.935   0.075  1.00  0.00           H  
HETATM   67  H32 UNL     1      -6.817   3.797   1.101  1.00  0.00           H  
HETATM   68  H33 UNL     1      -7.031   3.978  -1.951  1.00  0.00           H  
HETATM   69  H34 UNL     1      -5.813   4.844  -0.937  1.00  0.00           H  
HETATM   70  H35 UNL     1      -7.630   6.393  -1.264  1.00  0.00           H  
HETATM   71  H36 UNL     1      -7.884   5.737   0.369  1.00  0.00           H  
HETATM   72  H37 UNL     1      -8.888   5.084  -0.959  1.00  0.00           H  
HETATM   73  H38 UNL     1      -1.782  -1.635  -0.801  1.00  0.00           H  
HETATM   74  H39 UNL     1      -3.748  -2.873  -1.454  1.00  0.00           H  
HETATM   75  H40 UNL     1      -5.523  -3.130   1.016  1.00  0.00           H  
HETATM   76  H41 UNL     1      -5.894  -2.540  -0.707  1.00  0.00           H  
HETATM   77  H42 UNL     1      -5.486  -4.279  -0.377  1.00  0.00           H  
HETATM   78  H43 UNL     1      -3.170  -5.014  -0.634  1.00  0.00           H  
HETATM   79  H44 UNL     1      -4.376  -4.816   1.351  1.00  0.00           H  
HETATM   80  H45 UNL     1      -1.008  -4.732   0.600  1.00  0.00           H  
HETATM   81  H46 UNL     1      -0.305  -4.083  -1.430  1.00  0.00           H  
HETATM   82  H47 UNL     1      -2.192  -2.840   1.931  1.00  0.00           H  
HETATM   83  H48 UNL     1       0.109  -3.128   2.082  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3   39   40
CONECT    3    4   41   42
CONECT    4    5   43   44
CONECT    5    6   45   46
CONECT    6    7   47   48
CONECT    7    8   49   50
CONECT    8    9   13   51
CONECT    9   10   52   53
CONECT   10   11   11   12
CONECT   12   54
CONECT   13   14
CONECT   14   15   15   16
CONECT   16   17   55   56
CONECT   17   18   25   57
CONECT   18   19   58   59
CONECT   19   20   60   61
CONECT   20   21   62   63
CONECT   21   22   64   65
CONECT   22   23   66   67
CONECT   23   24   68   69
CONECT   24   70   71   72
CONECT   25   26
CONECT   26   27   34   73
CONECT   27   28
CONECT   28   29   30   74
CONECT   29   75   76   77
CONECT   30   31   32   78
CONECT   31   79
CONECT   32   33   34   80
CONECT   33   81
CONECT   34   35   82
CONECT   35   83
END

HMDB0257327
     RDKit          3D
Rphdhd
 83 83  0  0  0  0  0  0  0  0999 V2000
    9.1347    0.4589   -0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.3132   -0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4576   -1.1891    0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1444   -0.3533    1.9558 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9143    0.4596    1.8956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6067   -0.1695    1.9475 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9567   -1.0737    1.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4713   -0.6779   -0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4193   -0.1297   -1.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7104    0.1599   -2.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0857   -0.7345   -3.2320 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7197    1.4408   -3.1532 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4264    0.3031   -0.0488 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0970    0.0542   -0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8563   -1.0640   -0.8676 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058    1.0941   -0.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3181    0.6080   -0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2604    1.7983   -0.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6986    1.4482   -0.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5849    2.6974    0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0123    2.2253   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0099    3.3375    0.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8164    4.4030   -0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8846    5.4701   -0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7186   -0.3151    0.7157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0757   -1.5546    0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4793   -1.7431    0.1696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8236   -2.9653   -0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2958   -3.2141   -0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0213   -4.1445    0.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4249   -4.5624    1.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5127   -3.8746    0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312   -3.4979   -1.0726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4621   -2.6315    1.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2227   -2.3540    1.5493 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7300   -0.1697    0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7966    1.4119    0.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7004    0.6246   -1.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0087   -0.9474   -1.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0466    0.4009   -0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6478   -1.8263    0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3376   -1.8287    1.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0045    0.4026    2.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2578   -0.9014    2.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0361    1.1695    1.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9537    1.2063    2.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4681   -0.5683    3.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8635    0.7391    2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9619   -1.3981    1.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4350   -2.1083    0.9807 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9142   -1.5554   -0.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2398   -0.8080   -1.5262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8595    0.8554   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9930    2.0919   -2.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2042    1.9413   -0.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642    1.5915    0.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4547    0.2023   -1.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0277    2.6052   -0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0374    2.2075    0.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9698    1.0295   -1.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0328    0.7926    0.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3500    3.4502   -0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4072    3.1695    1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1617    1.4715    0.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1339    1.6553   -1.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0219    2.9348    0.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8172    3.7970    1.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0314    3.9778   -1.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8135    4.8437   -0.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6298    6.3926   -1.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8842    5.7374    0.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8876    5.0842   -0.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7816   -1.6348   -0.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7477   -2.8731   -1.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5233   -3.1305    1.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8937   -2.5403   -0.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4859   -4.2790   -0.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1702   -5.0137   -0.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3759   -4.8159    1.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0085   -4.7318    0.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3047   -4.0833   -1.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1917   -2.8405    1.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1086   -3.1278    2.0817 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  2  0
 10 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  2  0
 14 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
 22 23  1  0
 23 24  1  0
 17 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34 26  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  2 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  5 45  1  0
  5 46  1  0
  6 47  1  0
  6 48  1  0
  7 49  1  0
  7 50  1  0
  8 51  1  0
  9 52  1  0
  9 53  1  0
 12 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  0
 19 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 21 65  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  0
 23 69  1  0
 24 70  1  0
 24 71  1  0
 24 72  1  0
 26 73  1  0
 28 74  1  0
 29 75  1  0
 29 76  1  0
 29 77  1  0
 30 78  1  0
 31 79  1  0
 32 80  1  0
 33 81  1  0
 34 82  1  0
 35 83  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-({3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]decanoyl}oxy)decanoate	Generator

Chemical Formula

C₂₆H₄₈O₉

Average Molecular Weight

504.661

Monoisotopic Molecular Weight

504.329833126

IUPAC Name

3-({3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]decanoyl}oxy)decanoic acid

Traditional Name

3-({3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]decanoyl}oxy)decanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCC(CC(=O)OC(CCCCCCC)CC(O)=O)OC1OC(C)C(O)C(O)C1O

InChI Identifier

InChI=1S/C26H48O9/c1-4-6-8-10-12-14-19(16-21(27)28)34-22(29)17-20(15-13-11-9-7-5-2)35-26-25(32)24(31)23(30)18(3)33-26/h18-20,23-26,30-32H,4-17H2,1-3H3,(H,27,28)

InChI Key

PPMPLIBYTIWXPG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as rhamnolipids. These are glycolipids structurally characterized by a glycosyl head group, in this case a rhamnose moiety, and a 3-(hydroxyalkanoyloxy)alkanoic acid (HAA) fatty acid tail.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Rhamnolipids

Alternative Parents

Substituents

Mono-rhamnolipid
Rhamnolipid
3-(3-hydroxyalkanoyloxy)alkanoic acid
Fatty acyl glycoside of mono- or disaccharide
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Medium-chain fatty acid
Fatty acid ester
Heterocyclic fatty acid
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Oxane
Monosaccharide
Carboxylic acid ester
Secondary alcohol
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Polyol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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	3.66	ALOGPS
logP	4.66	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	4.2	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	142.75 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	129.36 m³·mol⁻¹	ChemAxon
Polarizability	57.04 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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
DeepCCS	[M+H]+	225.757	30932474
DeepCCS	[M-H]-	222.557	30932474
DeepCCS	[M-2H]-	258.28	30932474
DeepCCS	[M+Na]+	234.572	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rphdhd	CCCCCCCC(CC(=O)OC(CCCCCCC)CC(O)=O)OC1OC(C)C(O)C(O)C1O	4101.1	Standard polar	33892256
Rphdhd	CCCCCCCC(CC(=O)OC(CCCCCCC)CC(O)=O)OC1OC(C)C(O)C(O)C1O	3275.5	Standard non polar	33892256
Rphdhd	CCCCCCCC(CC(=O)OC(CCCCCCC)CC(O)=O)OC1OC(C)C(O)C(O)C1O	3326.4	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 - Rphdhd GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TMS_4_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rphdhd GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

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

58475060

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Rphdhd (HMDB0257327)

MOL for HMDB0257327 (Rphdhd)

3D MOL for HMDB0257327 (Rphdhd)

3D SDF for HMDB0257327 (Rphdhd)

3D-SDF for HMDB0257327 (Rphdhd)

PDB for HMDB0257327 (Rphdhd)

3D PDB for HMDB0257327 (Rphdhd)

SMILES for HMDB0257327 (Rphdhd)

INCHI for HMDB0257327 (Rphdhd)

Structure for HMDB0257327 (Rphdhd)

3D Structure for HMDB0257327 (Rphdhd)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra