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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-12 00:39:05 UTC

Update Date

2021-09-26 23:18:30 UTC

HMDB ID

HMDB0260402

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate

Description

2-oxo-2-phenylethyl 5-[5-hydroxy-4-(3-hydroxy-4-methyloct-1-en-6-yn-1-yl)-octahydropentalen-2-ylidene]pentanoate belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Based on a literature review very few articles have been published on 2-oxo-2-phenylethyl 5-[5-hydroxy-4-(3-hydroxy-4-methyloct-1-en-6-yn-1-yl)-octahydropentalen-2-ylidene]pentanoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Phenacyl 5-[(3ar,4s,5r,6ar)-5-hydroxy-4-[(3r,4s)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1h-pentalen-2-ylidene]pentanoate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate 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


  Mrv1652309122102392D          

 35 37  0  0  0  0            999 V2000
   -4.9375    9.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3245    8.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7114    8.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0983    7.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2698    6.8008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0544    6.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6567    6.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8282    5.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2151    4.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3867    4.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1403    3.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0541    2.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2471    2.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346    3.4697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0277    3.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269    2.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2020    2.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6309    2.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6309    1.2402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3454    2.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0599    2.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7744    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7744    3.3027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4888    2.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2033    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9178    2.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9178    1.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2033    0.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4888    1.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951    2.1421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8548    4.1597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8721    6.5037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  3  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
  5  7  1  0  0  0  0
  8  7  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  4  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 16 33  1  0  0  0  0
 13 33  1  0  0  0  0
 11 34  1  0  0  0  0
  7 35  1  0  0  0  0
M  END

HMDB0260402
     RDKit          3D
Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6...
 73 75  0  0  0  0  0  0  0  0999 V2000
    4.8457   -3.1813   -2.3713 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0021   -2.6717   -0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1498   -2.2406    0.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3482   -1.7103    1.4772 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5875   -0.8076    1.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8099   -0.2552    2.8894 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4469    0.2723    0.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5715    1.0968    0.4985 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2739    1.1491    0.7372 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1315    1.0593    0.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0083    1.9484    0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3072    2.8275    1.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1678    3.8601    1.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9142    3.2783    2.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9293    2.3398    1.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3149    2.9388    0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1302    1.7475   -0.7596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7290    1.7166   -1.7523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8545    0.5127   -2.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2511   -0.0760   -2.5456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5345   -0.4515   -1.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8827   -1.0367   -0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2283   -1.3778    0.2138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7652   -1.2307   -1.9786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0306   -1.8025   -1.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8010   -0.9796   -0.7731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3389    0.0981   -0.3045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1381   -1.3930   -0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8845   -0.6348    0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1425   -1.0332    0.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6885   -2.2023    0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9652   -2.9778   -0.4463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7078   -2.5573   -0.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0617    0.6728   -0.3287 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7492    1.2159    0.8650 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3112   -2.4234   -3.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8575   -3.2744   -2.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3197   -4.1383   -2.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4746   -1.0960    1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4665   -2.5122    2.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4494   -1.4481    1.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8572   -0.4511    3.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1647   -0.8335    3.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6584    0.8240    2.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4198   -0.2103   -0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5129    1.6446    1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4060    1.8957    1.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0211    0.3047   -0.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7361    2.5675   -0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6884    2.2101    2.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0854    4.2943    0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7799    4.2992    1.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7993    3.3351    3.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1609    1.9957    2.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6769    3.3672    0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9564    3.7029   -0.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3559    2.5672   -1.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1688   -0.2970   -2.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6226    0.7006   -3.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0201    0.5857   -2.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2264   -1.0409   -3.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4544    0.4549   -0.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7557   -1.2153   -0.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6064   -1.9750   -2.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9192   -2.8275   -1.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4551    0.2880    0.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7454   -0.4528    1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6780   -2.5260    0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3886   -3.9104   -0.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1676   -3.1874   -1.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971   -0.2485   -0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8169    0.4698   -1.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9943    0.4467    1.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  3  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  3
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 17 34  1  0
 34 35  1  0
 35 11  1  0
 35 15  1  0
 33 28  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 12 50  1  0
 13 51  1  0
 14 52  1  0
 14 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 25 64  1  0
 25 65  1  0
 29 66  1  0
 30 67  1  0
 31 68  1  0
 32 69  1  0
 33 70  1  0
 34 71  1  0
 34 72  1  0
 35 73  1  0
M  END


  Mrv1652309122102392D          

 35 37  0  0  0  0            999 V2000
   -4.9375    9.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3245    8.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7114    8.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0983    7.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2698    6.8008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0544    6.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6567    6.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8282    5.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2151    4.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3867    4.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1403    3.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0541    2.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2471    2.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346    3.4697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0277    3.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269    2.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2020    2.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6309    2.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6309    1.2402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3454    2.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0599    2.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7744    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7744    3.3027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4888    2.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2033    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9178    2.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9178    1.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2033    0.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4888    1.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951    2.1421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8548    4.1597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8721    6.5037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  3  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
  5  7  1  0  0  0  0
  8  7  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  4  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 16 33  1  0  0  0  0
 13 33  1  0  0  0  0
 11 34  1  0  0  0  0
  7 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0260402

> <DATABASE_NAME>
hmdb

> <SMILES>
CC#CCC(C)C(O)C=CC1C(O)CC2CC(CC12)=CCCCC(=O)OCC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H38O5/c1-3-4-10-21(2)27(31)16-15-25-26-18-22(17-24(26)19-28(25)32)11-8-9-14-30(34)35-20-29(33)23-12-6-5-7-13-23/h5-7,11-13,15-16,21,24-28,31-32H,8-10,14,17-20H2,1-2H3

> <INCHI_KEY>
CZUMMMDKQYRZDP-UHFFFAOYSA-N

> <FORMULA>
C30H38O5

> <MOLECULAR_WEIGHT>
478.629

> <EXACT_MASS>
478.271924324

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
55.27093795285982

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-oxo-2-phenylethyl 5-[5-hydroxy-4-(3-hydroxy-4-methyloct-1-en-6-yn-1-yl)-octahydropentalen-2-ylidene]pentanoate

> <ALOGPS_LOGP>
5.04

> <JCHEM_LOGP>
4.942494925

> <ALOGPS_LOGS>
-5.38

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.153434881599377

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.723217762466295

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8733197738520245

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
139.853

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.00e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-oxo-2-phenylethyl 5-[5-hydroxy-4-(3-hydroxy-4-methyloct-1-en-6-yn-1-yl)-hexahydro-1H-pentalen-2-ylidene]pentanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0260402
     RDKit          3D
Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6...
 73 75  0  0  0  0  0  0  0  0999 V2000
    4.8457   -3.1813   -2.3713 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0021   -2.6717   -0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1498   -2.2406    0.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3482   -1.7103    1.4772 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5875   -0.8076    1.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8099   -0.2552    2.8894 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4469    0.2723    0.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5715    1.0968    0.4985 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2739    1.1491    0.7372 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1315    1.0593    0.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0083    1.9484    0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3072    2.8275    1.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1678    3.8601    1.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9142    3.2783    2.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9293    2.3398    1.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3149    2.9388    0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1302    1.7475   -0.7596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7290    1.7166   -1.7523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8545    0.5127   -2.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2511   -0.0760   -2.5456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5345   -0.4515   -1.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8827   -1.0367   -0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2283   -1.3778    0.2138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7652   -1.2307   -1.9786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0306   -1.8025   -1.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8010   -0.9796   -0.7731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3389    0.0981   -0.3045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1381   -1.3930   -0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8845   -0.6348    0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1425   -1.0332    0.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6885   -2.2023    0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9652   -2.9778   -0.4463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7078   -2.5573   -0.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0617    0.6728   -0.3287 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7492    1.2159    0.8650 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3112   -2.4234   -3.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8575   -3.2744   -2.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3197   -4.1383   -2.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4746   -1.0960    1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4665   -2.5122    2.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4494   -1.4481    1.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8572   -0.4511    3.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1647   -0.8335    3.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6584    0.8240    2.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4198   -0.2103   -0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5129    1.6446    1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4060    1.8957    1.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0211    0.3047   -0.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7361    2.5675   -0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6884    2.2101    2.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0854    4.2943    0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7799    4.2992    1.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7993    3.3351    3.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1609    1.9957    2.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6769    3.3672    0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9564    3.7029   -0.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3559    2.5672   -1.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1688   -0.2970   -2.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6226    0.7006   -3.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0201    0.5857   -2.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2264   -1.0409   -3.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4544    0.4549   -0.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7557   -1.2153   -0.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6064   -1.9750   -2.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9192   -2.8275   -1.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4551    0.2880    0.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7454   -0.4528    1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6780   -2.5260    0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3886   -3.9104   -0.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1676   -3.1874   -1.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971   -0.2485   -0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8169    0.4698   -1.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9943    0.4467    1.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  3  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  3
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 17 34  1  0
 34 35  1  0
 35 11  1  0
 35 15  1  0
 33 28  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 12 50  1  0
 13 51  1  0
 14 52  1  0
 14 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 25 64  1  0
 25 65  1  0
 29 66  1  0
 30 67  1  0
 31 68  1  0
 32 69  1  0
 33 70  1  0
 34 71  1  0
 34 72  1  0
 35 73  1  0
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  C   UNK     0      -9.217  17.292   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.072  16.262   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.928  15.232   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.783  14.201   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.104  12.695   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.568  12.219   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.959  11.664   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.279  10.158   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.135   9.127   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.455   7.621   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.862   6.995   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.701   5.463   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.195   5.143   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.425   6.477   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.918   6.157   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.757   4.625   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.424   3.855   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.910   4.625   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.244   3.855   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.577   4.625   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.911   3.855   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.911   2.315   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.245   4.625   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.578   3.855   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.912   4.625   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.912   6.165   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      10.246   3.855   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.579   4.625   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.913   3.855   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.913   2.315   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.579   1.545   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.246   2.315   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.164   3.999   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -7.196   7.765   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -3.495  12.140   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    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   35                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12   34                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   33                                                  
CONECT   14   13   10   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   33                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   27                                                       
CONECT   33   16   13                                                       
CONECT   34   11                                                            
CONECT   35    7                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

COMPND    HMDB0260402
HETATM    1  C1  UNL     1       4.846  -3.181  -2.371  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.002  -2.672  -1.000  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.150  -2.241   0.129  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.348  -1.710   1.477  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.588  -0.808   1.519  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.810  -0.255   2.889  1.00  0.00           C  
HETATM    7  C7  UNL     1       6.447   0.272   0.469  1.00  0.00           C  
HETATM    8  O1  UNL     1       7.571   1.097   0.498  1.00  0.00           O  
HETATM    9  C8  UNL     1       5.274   1.149   0.737  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.131   1.059   0.104  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.008   1.948   0.409  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.307   2.827   1.607  1.00  0.00           C  
HETATM   13  O2  UNL     1       4.168   3.860   1.356  1.00  0.00           O  
HETATM   14  C12 UNL     1       1.914   3.278   2.034  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.929   2.340   1.400  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.315   2.939   0.149  1.00  0.00           C  
HETATM   17  C15 UNL     1       0.130   1.748  -0.760  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.729   1.717  -1.752  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.854   0.513  -2.601  1.00  0.00           C  
HETATM   20  C18 UNL     1      -2.251  -0.076  -2.546  1.00  0.00           C  
HETATM   21  C19 UNL     1      -2.534  -0.452  -1.089  1.00  0.00           C  
HETATM   22  C20 UNL     1      -3.883  -1.037  -0.951  1.00  0.00           C  
HETATM   23  O3  UNL     1      -4.228  -1.378   0.214  1.00  0.00           O  
HETATM   24  O4  UNL     1      -4.765  -1.231  -1.979  1.00  0.00           O  
HETATM   25  C21 UNL     1      -6.031  -1.802  -1.712  1.00  0.00           C  
HETATM   26  C22 UNL     1      -6.801  -0.980  -0.773  1.00  0.00           C  
HETATM   27  O5  UNL     1      -6.339   0.098  -0.305  1.00  0.00           O  
HETATM   28  C23 UNL     1      -8.138  -1.393  -0.353  1.00  0.00           C  
HETATM   29  C24 UNL     1      -8.884  -0.635   0.530  1.00  0.00           C  
HETATM   30  C25 UNL     1     -10.142  -1.033   0.920  1.00  0.00           C  
HETATM   31  C26 UNL     1     -10.689  -2.202   0.436  1.00  0.00           C  
HETATM   32  C27 UNL     1      -9.965  -2.978  -0.446  1.00  0.00           C  
HETATM   33  C28 UNL     1      -8.708  -2.557  -0.821  1.00  0.00           C  
HETATM   34  C29 UNL     1       1.062   0.673  -0.329  1.00  0.00           C  
HETATM   35  C30 UNL     1       1.749   1.216   0.865  1.00  0.00           C  
HETATM   36  H1  UNL     1       4.311  -2.423  -3.016  1.00  0.00           H  
HETATM   37  H2  UNL     1       5.857  -3.274  -2.865  1.00  0.00           H  
HETATM   38  H3  UNL     1       4.320  -4.138  -2.319  1.00  0.00           H  
HETATM   39  H4  UNL     1       4.475  -1.096   1.768  1.00  0.00           H  
HETATM   40  H5  UNL     1       5.467  -2.512   2.231  1.00  0.00           H  
HETATM   41  H6  UNL     1       7.449  -1.448   1.248  1.00  0.00           H  
HETATM   42  H7  UNL     1       7.857  -0.451   3.243  1.00  0.00           H  
HETATM   43  H8  UNL     1       6.165  -0.834   3.610  1.00  0.00           H  
HETATM   44  H9  UNL     1       6.658   0.824   2.974  1.00  0.00           H  
HETATM   45  H10 UNL     1       6.420  -0.210  -0.525  1.00  0.00           H  
HETATM   46  H11 UNL     1       7.513   1.645   1.310  1.00  0.00           H  
HETATM   47  H12 UNL     1       5.406   1.896   1.501  1.00  0.00           H  
HETATM   48  H13 UNL     1       4.021   0.305  -0.666  1.00  0.00           H  
HETATM   49  H14 UNL     1       2.736   2.568  -0.475  1.00  0.00           H  
HETATM   50  H15 UNL     1       3.688   2.210   2.431  1.00  0.00           H  
HETATM   51  H16 UNL     1       4.085   4.294   0.492  1.00  0.00           H  
HETATM   52  H17 UNL     1       1.780   4.299   1.620  1.00  0.00           H  
HETATM   53  H18 UNL     1       1.799   3.335   3.118  1.00  0.00           H  
HETATM   54  H19 UNL     1       0.161   1.996   2.113  1.00  0.00           H  
HETATM   55  H20 UNL     1      -0.677   3.367   0.347  1.00  0.00           H  
HETATM   56  H21 UNL     1       0.956   3.703  -0.313  1.00  0.00           H  
HETATM   57  H22 UNL     1      -1.356   2.567  -1.964  1.00  0.00           H  
HETATM   58  H23 UNL     1      -0.169  -0.297  -2.254  1.00  0.00           H  
HETATM   59  H24 UNL     1      -0.623   0.701  -3.660  1.00  0.00           H  
HETATM   60  H25 UNL     1      -3.020   0.586  -2.950  1.00  0.00           H  
HETATM   61  H26 UNL     1      -2.226  -1.041  -3.107  1.00  0.00           H  
HETATM   62  H27 UNL     1      -2.454   0.455  -0.436  1.00  0.00           H  
HETATM   63  H28 UNL     1      -1.756  -1.215  -0.827  1.00  0.00           H  
HETATM   64  H29 UNL     1      -6.606  -1.975  -2.658  1.00  0.00           H  
HETATM   65  H30 UNL     1      -5.919  -2.827  -1.259  1.00  0.00           H  
HETATM   66  H31 UNL     1      -8.455   0.288   0.913  1.00  0.00           H  
HETATM   67  H32 UNL     1     -10.745  -0.453   1.612  1.00  0.00           H  
HETATM   68  H33 UNL     1     -11.678  -2.526   0.736  1.00  0.00           H  
HETATM   69  H34 UNL     1     -10.389  -3.910  -0.838  1.00  0.00           H  
HETATM   70  H35 UNL     1      -8.168  -3.187  -1.514  1.00  0.00           H  
HETATM   71  H36 UNL     1       0.497  -0.249  -0.073  1.00  0.00           H  
HETATM   72  H37 UNL     1       1.817   0.470  -1.135  1.00  0.00           H  
HETATM   73  H38 UNL     1       1.994   0.447   1.629  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3    3    3
CONECT    3    4
CONECT    4    5   39   40
CONECT    5    6    7   41
CONECT    6   42   43   44
CONECT    7    8    9   45
CONECT    8   46
CONECT    9   10   10   47
CONECT   10   11   48
CONECT   11   12   35   49
CONECT   12   13   14   50
CONECT   13   51
CONECT   14   15   52   53
CONECT   15   16   35   54
CONECT   16   17   55   56
CONECT   17   18   18   34
CONECT   18   19   57
CONECT   19   20   58   59
CONECT   20   21   60   61
CONECT   21   22   62   63
CONECT   22   23   23   24
CONECT   24   25
CONECT   25   26   64   65
CONECT   26   27   27   28
CONECT   28   29   29   33
CONECT   29   30   66
CONECT   30   31   31   67
CONECT   31   32   68
CONECT   32   33   33   69
CONECT   33   70
CONECT   34   35   71   72
CONECT   35   73
END

HMDB0260402
     RDKit          3D
Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6...
 73 75  0  0  0  0  0  0  0  0999 V2000
    4.8457   -3.1813   -2.3713 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0021   -2.6717   -0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1498   -2.2406    0.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3482   -1.7103    1.4772 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5875   -0.8076    1.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8099   -0.2552    2.8894 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4469    0.2723    0.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5715    1.0968    0.4985 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2739    1.1491    0.7372 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1315    1.0593    0.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0083    1.9484    0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3072    2.8275    1.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1678    3.8601    1.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9142    3.2783    2.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9293    2.3398    1.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3149    2.9388    0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1302    1.7475   -0.7596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7290    1.7166   -1.7523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8545    0.5127   -2.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2511   -0.0760   -2.5456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5345   -0.4515   -1.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8827   -1.0367   -0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2283   -1.3778    0.2138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7652   -1.2307   -1.9786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0306   -1.8025   -1.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8010   -0.9796   -0.7731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3389    0.0981   -0.3045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1381   -1.3930   -0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8845   -0.6348    0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1425   -1.0332    0.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6885   -2.2023    0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9652   -2.9778   -0.4463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7078   -2.5573   -0.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0617    0.6728   -0.3287 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7492    1.2159    0.8650 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3112   -2.4234   -3.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8575   -3.2744   -2.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3197   -4.1383   -2.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4746   -1.0960    1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4665   -2.5122    2.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4494   -1.4481    1.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8572   -0.4511    3.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1647   -0.8335    3.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6584    0.8240    2.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4198   -0.2103   -0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5129    1.6446    1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4060    1.8957    1.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0211    0.3047   -0.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7361    2.5675   -0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6884    2.2101    2.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0854    4.2943    0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7799    4.2992    1.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7993    3.3351    3.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1609    1.9957    2.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6769    3.3672    0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9564    3.7029   -0.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3559    2.5672   -1.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1688   -0.2970   -2.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6226    0.7006   -3.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0201    0.5857   -2.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2264   -1.0409   -3.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4544    0.4549   -0.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7557   -1.2153   -0.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6064   -1.9750   -2.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9192   -2.8275   -1.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4551    0.2880    0.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7454   -0.4528    1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6780   -2.5260    0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3886   -3.9104   -0.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1676   -3.1874   -1.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971   -0.2485   -0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8169    0.4698   -1.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9943    0.4467    1.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  3  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  3
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 17 34  1  0
 34 35  1  0
 35 11  1  0
 35 15  1  0
 33 28  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 12 50  1  0
 13 51  1  0
 14 52  1  0
 14 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 18 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 25 64  1  0
 25 65  1  0
 29 66  1  0
 30 67  1  0
 31 68  1  0
 32 69  1  0
 33 70  1  0
 34 71  1  0
 34 72  1  0
 35 73  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-oxo-2-Phenylethyl 5-[5-hydroxy-4-(3-hydroxy-4-methyloct-1-en-6-yn-1-yl)-octahydropentalen-2-ylidene]pentanoic acid	Generator
Phenacyl 5-[(3ar,4S,5R,6ar)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoic acid	Generator

Chemical Formula

C₃₀H₃₈O₅

Average Molecular Weight

478.629

Monoisotopic Molecular Weight

478.271924324

IUPAC Name

2-oxo-2-phenylethyl 5-[5-hydroxy-4-(3-hydroxy-4-methyloct-1-en-6-yn-1-yl)-octahydropentalen-2-ylidene]pentanoate

Traditional Name

2-oxo-2-phenylethyl 5-[5-hydroxy-4-(3-hydroxy-4-methyloct-1-en-6-yn-1-yl)-hexahydro-1H-pentalen-2-ylidene]pentanoate

CAS Registry Number

Not Available

SMILES

CC#CCC(C)C(O)C=CC1C(O)CC2CC(CC12)=CCCCC(=O)OCC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C30H38O5/c1-3-4-10-21(2)27(31)16-15-25-26-18-22(17-24(26)19-28(25)32)11-8-9-14-30(34)35-20-29(33)23-12-6-5-7-13-23/h5-7,11-13,15-16,21,24-28,31-32H,8-10,14,17-20H2,1-2H3

InChI Key

CZUMMMDKQYRZDP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Alkyl-phenylketone
Aromatic monoterpenoid
Monoterpenoid
Bicyclic monoterpenoid
Phenylketone
Fatty alcohol
Benzoyl
Aryl alkyl ketone
Aryl ketone
Fatty acid ester
Alpha-acyloxy ketone
Monocyclic benzene moiety
Benzenoid
Cyclic alcohol
Ketone
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	5.04	ALOGPS
logP	4.94	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	13.72	ChemAxon
pKa (Strongest Basic)	-0.87	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	139.85 m³·mol⁻¹	ChemAxon
Polarizability	55.27 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	223.68	32859911
AllCCS	[M+H-H2O]+	221.775	32859911
AllCCS	[M+Na]+	225.92	32859911
AllCCS	[M+NH4]+	225.423	32859911
AllCCS	[M-H]-	215.877	32859911
AllCCS	[M+Na-2H]-	218.33	32859911
AllCCS	[M+HCOO]-	221.181	32859911
DeepCCS	[M-2H]-	243.937	30932474
DeepCCS	[M+Na]+	219.165	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate	CC#CCC(C)C(O)C=CC1C(O)CC2CC(CC12)=CCCCC(=O)OCC(=O)C1=CC=CC=C1	4801.0	Standard polar	33892256
Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate	CC#CCC(C)C(O)C=CC1C(O)CC2CC(CC12)=CCCCC(=O)OCC(=O)C1=CC=CC=C1	3437.8	Standard non polar	33892256
Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate	CC#CCC(C)C(O)C=CC1C(O)CC2CC(CC12)=CCCCC(=O)OCC(=O)C1=CC=CC=C1	3910.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-3953200000-b443b1bda7d785ac5d30	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate GC-MS (TBDMS_2_1) - 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

21240281

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

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 Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate (HMDB0260402)

MOL for HMDB0260402 (Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate)

3D MOL for HMDB0260402 (Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate)

3D SDF for HMDB0260402 (Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate)

3D-SDF for HMDB0260402 (Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate)

PDB for HMDB0260402 (Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate)

3D PDB for HMDB0260402 (Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate)

SMILES for HMDB0260402 (Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate)

INCHI for HMDB0260402 (Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate)

Structure for HMDB0260402 (Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate)

3D Structure for HMDB0260402 (Phenacyl 5-[(3aR,4S,5R,6aR)-5-hydroxy-4-[(3R,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra