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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:06:52 UTC

Update Date

2022-11-23 22:29:17 UTC

HMDB ID

HMDB0254723

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Milbemycin alpha5

Description

3,21',24'-trihydroxy-5,6,11',13',22'-pentamethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-4-yl 2-methylhexanoate belongs to the class of organic compounds known as milbemycins. These are a group of macrolides with a structure containing a 16-membered lactone ring fused to a 1,7-dioxaspiroundecane ring system and to either a benzofuran (or hydrogenated derivative thereof). In some cases (e.g. Milbemycin E), the tetrahydrofuranyl ring is missing. Milbemycins can be o-glycosylated at C13 to form Avermectins. Milbemycins are produced by Streptomyces species. 3,21',24'-trihydroxy-5,6,11',13',22'-pentamethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-4-yl 2-methylhexanoate is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Milbemycin alpha5 is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Milbemycin alpha5 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


  Mrv1533004261504372D          

 48 52  0  0  0  0            999 V2000
    3.5724   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4125  -10.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0000  -11.2276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1930  -11.0560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5256  -11.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6118  -12.3614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7719  -11.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6857  -10.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4449  -10.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1045  -11.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    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
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  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
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 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
 20 21  1  0  0  0  0
 22 21  1  4  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 28 26  1  4  0  0  0
 28 29  2  0  0  0  0
 30 29  1  4  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 18 42  1  0  0  0  0
 39 43  1  0  0  0  0
 31 43  1  0  0  0  0
 34 43  1  0  0  0  0
 43 44  1  0  0  0  0
 37 45  1  0  0  0  0
 20 46  1  0  0  0  0
 16 46  1  0  0  0  0
 16 47  1  0  0  0  0
 10 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END

HMDB0254723
     RDKit          3D
milbemycin alpha5
104108  0  0  0  0  0  0  0  0999 V2000
   10.3831   -0.3246   -0.3706 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9826   -0.7529    1.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9031   -1.7876    1.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6318   -1.3504    0.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0441   -0.1329    1.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7481   -0.4397    2.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7816    0.2549    0.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6032    1.3671   -0.1961 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7604   -0.6711    0.2930 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5500   -0.3806   -0.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3396   -1.2732   -1.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0242   -0.6730   -2.7917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8843   -1.3976   -1.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6899   -1.6248   -3.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2766   -0.1863   -1.5420 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1395   -0.0241   -0.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0027   -0.9443    0.3055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1096    0.0089    0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3926    0.8441   -0.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2001    1.8095   -0.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6576    3.0842    0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7752    3.7299   -0.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7527    4.4158   -0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5246    5.3768   -1.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1700    4.3102    1.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8815    2.9974    1.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5518    3.1332    2.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8034    2.6474    0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0277    2.2011    0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5256    1.0350    1.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3007   -0.2334    0.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7020   -1.5060    1.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2506   -2.5350    0.8796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3929   -2.0002   -0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7330   -2.9779   -1.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6482   -4.0077   -1.5702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5327   -3.4643   -0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1427   -4.8867   -0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8162   -2.5758    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1493   -1.1337    0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4923   -0.5811    1.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2446   -0.1548    2.1620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1611   -0.5506    1.3462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5405   -0.7411   -0.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7060    0.1220   -1.2887 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8664    1.3106    0.0626 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3721   -0.4039    0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2588   -1.6136    1.2602 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0713    0.7008   -0.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5011   -0.3422   -0.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0001   -1.0680   -1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7638    0.1080    1.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8940   -1.2382    1.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2822   -2.6795    0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6815   -2.0403    2.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6867   -1.2326   -0.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8833   -2.1787    0.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7666    0.6795    0.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2321   -1.4167    2.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7342   -0.4489    3.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1211    0.3805    2.9128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6150    0.6538   -0.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8255   -2.2431   -1.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0897   -0.4287   -2.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4930    0.2462   -3.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9645   -1.4085   -3.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4043   -2.2542   -1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6187   -1.8909   -3.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9284   -0.7285   -3.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2640   -2.5271   -3.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2758   -1.5001    1.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.5780   -0.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6054    0.6997    1.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4704    0.2320   -1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3471    1.3990   -0.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0468    1.9853   -1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8329    2.9268    1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2111    3.8055   -0.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7752    3.6152   -1.7736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9834    6.3472   -1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5168    5.6079   -0.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6488    4.9757   -2.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7899    5.1523    1.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2299    4.3543    1.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0564    2.2495    1.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4848    2.2216    3.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6126    3.4802    2.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0555    3.9417    3.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3650    2.8013   -0.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8013    2.8206    0.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1946    1.1906    2.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8347   -1.5552    1.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4931   -1.5547    2.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4265   -1.7650   -0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4710   -2.5381   -2.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7403   -4.2442   -2.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5762   -5.4352   -1.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204   -5.0010   -0.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4948   -5.4125    0.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9336   -2.9488    0.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5506   -0.7075   -0.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8650    0.4874   -1.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5734    0.3766    1.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5480   -2.3924    0.7620 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
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
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 48104  1  0
M  END


  Mrv1533004261504372D          

 48 52  0  0  0  0            999 V2000
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    6.4302   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4315   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.0000  -11.2276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2881   -7.8375    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
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  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
 11 13  1  0  0  0  0
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 10 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254723

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC(C)C(=O)OC1C(C)C(C)OC2(CC3CC(CC=C(C)CC(C)C=CC=C4COC5C(O)C(C)=CC(C(=O)O3)C45O)O2)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C38H56O10/c1-8-9-12-23(4)35(41)46-32-25(6)26(7)47-37(33(32)40)19-29-18-28(48-37)15-14-22(3)16-21(2)11-10-13-27-20-44-34-31(39)24(5)17-30(36(42)45-29)38(27,34)43/h10-11,13-14,17,21,23,25-26,28-34,39-40,43H,8-9,12,15-16,18-20H2,1-7H3

> <INCHI_KEY>
NCJRFOYYZWVGGL-UHFFFAOYSA-N

> <FORMULA>
C38H56O10

> <MOLECULAR_WEIGHT>
672.856

> <EXACT_MASS>
672.387348003

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
104

> <JCHEM_AVERAGE_POLARIZABILITY>
73.40209756494538

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,21',24'-trihydroxy-5,6,11',13',22'-pentamethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-4-yl 2-methylhexanoate

> <ALOGPS_LOGP>
5.52

> <JCHEM_LOGP>
5.145665840666664

> <ALOGPS_LOGS>
-4.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.722931331307844

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.097577660516103

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4490751341790675

> <JCHEM_POLAR_SURFACE_AREA>
140.98000000000002

> <JCHEM_REFRACTIVITY>
181.74200000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,21',24'-trihydroxy-5,6,11',13',22'-pentamethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-4-yl 2-methylhexanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254723
     RDKit          3D
milbemycin alpha5
104108  0  0  0  0  0  0  0  0999 V2000
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    5.7816    0.2549    0.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6032    1.3671   -0.1961 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5500   -0.3806   -0.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3396   -1.2732   -1.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0242   -0.6730   -2.7917 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6488    4.9757   -2.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7899    5.1523    1.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2299    4.3543    1.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0564    2.2495    1.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4848    2.2216    3.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6126    3.4802    2.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0555    3.9417    3.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3650    2.8013   -0.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8013    2.8206    0.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1946    1.1906    2.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8347   -1.5552    1.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4931   -1.5547    2.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4265   -1.7650   -0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4710   -2.5381   -2.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7403   -4.2442   -2.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5762   -5.4352   -1.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204   -5.0010   -0.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4948   -5.4125    0.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9336   -2.9488    0.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5506   -0.7075   -0.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8650    0.4874   -1.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5734    0.3766    1.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5480   -2.3924    0.7620 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
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
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 25 26  1  0
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 28 29  2  0
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 30 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 39  2  0
 39 40  1  0
 40 41  1  0
 41 42  2  0
 41 43  1  0
 40 44  1  0
 44 45  1  0
 20 46  1  0
 16 47  1  0
 47 48  1  0
 47 10  1  0
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 43 18  1  0
 44 31  1  0
 44 34  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
  2 52  1  0
  2 53  1  0
  3 54  1  0
  3 55  1  0
  4 56  1  0
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 10 62  1  0
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 39100  1  0
 40101  1  0
 45102  1  0
 47103  1  0
 48104  1  0
M  END

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       6.668 -13.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336 -13.090   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.003 -13.090   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003 -14.630   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      13.337 -10.780   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      14.670 -13.090   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.004 -10.780   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.338  -8.470   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      18.672 -10.780   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      18.672 -12.320   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.672 -13.860   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.005 -14.630   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.339 -13.860   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.339 -12.320   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.673 -11.550   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      24.006 -12.320   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      25.340 -11.550   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      25.340 -10.010   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      26.674 -12.320   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      26.674 -13.860   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      28.007 -14.630   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      25.340 -14.630   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      25.340 -16.170   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      24.006 -16.940   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      24.006 -18.480   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      25.037 -19.624   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      24.267 -20.958   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      22.760 -20.638   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      21.514 -21.543   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      21.675 -23.075   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      20.108 -20.917   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      19.947 -19.385   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      21.339 -18.480   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      21.339 -16.940   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      22.673 -16.170   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      20.005 -16.170   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      22.673 -19.250   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      21.364 -20.062   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      18.862 -21.822   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      20.005 -11.550   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      17.338 -13.090   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      17.338 -14.630   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    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   47                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   46   47                                             
CONECT   17   16   18                                                       
CONECT   18   17   19   42                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   46                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   43                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   43                                                  
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   45                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   43                                                  
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   18                                                       
CONECT   43   39   31   34   44                                             
CONECT   44   43                                                            
CONECT   45   37                                                            
CONECT   46   20   16                                                       
CONECT   47   16   10   48                                                  
CONECT   48   47                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  104    0
END

COMPND    HMDB0254723
HETATM    1  C1  UNL     1      10.383  -0.325  -0.371  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.983  -0.753   1.010  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.903  -1.788   1.022  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.632  -1.350   0.373  1.00  0.00           C  
HETATM    5  C5  UNL     1       7.044  -0.133   1.054  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.748  -0.440   2.498  1.00  0.00           C  
HETATM    7  C7  UNL     1       5.782   0.255   0.347  1.00  0.00           C  
HETATM    8  O1  UNL     1       5.603   1.367  -0.196  1.00  0.00           O  
HETATM    9  O2  UNL     1       4.760  -0.671   0.293  1.00  0.00           O  
HETATM   10  C8  UNL     1       3.550  -0.381  -0.352  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.340  -1.273  -1.568  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.024  -0.673  -2.792  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.884  -1.398  -1.860  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.690  -1.625  -3.343  1.00  0.00           C  
HETATM   15  O3  UNL     1       1.277  -0.186  -1.542  1.00  0.00           O  
HETATM   16  C13 UNL     1       1.140  -0.024  -0.163  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.003  -0.944   0.305  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.110   0.009   0.696  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.393   0.844  -0.523  1.00  0.00           C  
HETATM   20  C17 UNL     1      -0.200   1.810  -0.643  1.00  0.00           C  
HETATM   21  C18 UNL     1      -0.658   3.084   0.039  1.00  0.00           C  
HETATM   22  C19 UNL     1      -1.775   3.730  -0.680  1.00  0.00           C  
HETATM   23  C20 UNL     1      -2.753   4.416  -0.150  1.00  0.00           C  
HETATM   24  C21 UNL     1      -3.525   5.377  -1.002  1.00  0.00           C  
HETATM   25  C22 UNL     1      -3.170   4.310   1.279  1.00  0.00           C  
HETATM   26  C23 UNL     1      -3.881   2.997   1.552  1.00  0.00           C  
HETATM   27  C24 UNL     1      -4.552   3.133   2.886  1.00  0.00           C  
HETATM   28  C25 UNL     1      -4.803   2.647   0.442  1.00  0.00           C  
HETATM   29  C26 UNL     1      -6.028   2.201   0.567  1.00  0.00           C  
HETATM   30  C27 UNL     1      -6.526   1.035   1.262  1.00  0.00           C  
HETATM   31  C28 UNL     1      -6.301  -0.233   0.989  1.00  0.00           C  
HETATM   32  C29 UNL     1      -6.702  -1.506   1.665  1.00  0.00           C  
HETATM   33  O4  UNL     1      -6.251  -2.535   0.880  1.00  0.00           O  
HETATM   34  C30 UNL     1      -6.393  -2.000  -0.424  1.00  0.00           C  
HETATM   35  C31 UNL     1      -5.733  -2.978  -1.361  1.00  0.00           C  
HETATM   36  O5  UNL     1      -6.648  -4.008  -1.570  1.00  0.00           O  
HETATM   37  C32 UNL     1      -4.533  -3.464  -0.634  1.00  0.00           C  
HETATM   38  C33 UNL     1      -4.143  -4.887  -0.620  1.00  0.00           C  
HETATM   39  C34 UNL     1      -3.816  -2.576   0.005  1.00  0.00           C  
HETATM   40  C35 UNL     1      -4.149  -1.134   0.031  1.00  0.00           C  
HETATM   41  C36 UNL     1      -3.492  -0.581   1.249  1.00  0.00           C  
HETATM   42  O6  UNL     1      -4.245  -0.155   2.162  1.00  0.00           O  
HETATM   43  O7  UNL     1      -2.161  -0.551   1.346  1.00  0.00           O  
HETATM   44  C37 UNL     1      -5.540  -0.741  -0.198  1.00  0.00           C  
HETATM   45  O8  UNL     1      -5.706   0.122  -1.289  1.00  0.00           O  
HETATM   46  O9  UNL     1       0.866   1.311   0.063  1.00  0.00           O  
HETATM   47  C38 UNL     1       2.372  -0.404   0.588  1.00  0.00           C  
HETATM   48  O10 UNL     1       2.259  -1.614   1.260  1.00  0.00           O  
HETATM   49  H1  UNL     1      10.071   0.701  -0.590  1.00  0.00           H  
HETATM   50  H2  UNL     1      11.501  -0.342  -0.519  1.00  0.00           H  
HETATM   51  H3  UNL     1      10.000  -1.068  -1.123  1.00  0.00           H  
HETATM   52  H4  UNL     1       9.764   0.108   1.685  1.00  0.00           H  
HETATM   53  H5  UNL     1      10.894  -1.238   1.466  1.00  0.00           H  
HETATM   54  H6  UNL     1       9.282  -2.680   0.479  1.00  0.00           H  
HETATM   55  H7  UNL     1       8.682  -2.040   2.077  1.00  0.00           H  
HETATM   56  H8  UNL     1       7.687  -1.233  -0.719  1.00  0.00           H  
HETATM   57  H9  UNL     1       6.883  -2.179   0.543  1.00  0.00           H  
HETATM   58  H10 UNL     1       7.767   0.680   0.996  1.00  0.00           H  
HETATM   59  H11 UNL     1       6.232  -1.417   2.556  1.00  0.00           H  
HETATM   60  H12 UNL     1       7.734  -0.449   3.031  1.00  0.00           H  
HETATM   61  H13 UNL     1       6.121   0.381   2.913  1.00  0.00           H  
HETATM   62  H14 UNL     1       3.615   0.654  -0.752  1.00  0.00           H  
HETATM   63  H15 UNL     1       3.825  -2.243  -1.380  1.00  0.00           H  
HETATM   64  H16 UNL     1       5.090  -0.429  -2.539  1.00  0.00           H  
HETATM   65  H17 UNL     1       3.493   0.246  -3.057  1.00  0.00           H  
HETATM   66  H18 UNL     1       3.964  -1.408  -3.599  1.00  0.00           H  
HETATM   67  H19 UNL     1       1.404  -2.254  -1.344  1.00  0.00           H  
HETATM   68  H20 UNL     1       0.619  -1.891  -3.502  1.00  0.00           H  
HETATM   69  H21 UNL     1       1.928  -0.728  -3.921  1.00  0.00           H  
HETATM   70  H22 UNL     1       2.264  -2.527  -3.649  1.00  0.00           H  
HETATM   71  H23 UNL     1       0.276  -1.500   1.224  1.00  0.00           H  
HETATM   72  H24 UNL     1      -0.357  -1.578  -0.515  1.00  0.00           H  
HETATM   73  H25 UNL     1      -0.605   0.700   1.448  1.00  0.00           H  
HETATM   74  H26 UNL     1      -1.470   0.232  -1.449  1.00  0.00           H  
HETATM   75  H27 UNL     1      -2.347   1.399  -0.438  1.00  0.00           H  
HETATM   76  H28 UNL     1       0.047   1.985  -1.706  1.00  0.00           H  
HETATM   77  H29 UNL     1      -0.833   2.927   1.113  1.00  0.00           H  
HETATM   78  H30 UNL     1       0.211   3.806  -0.013  1.00  0.00           H  
HETATM   79  H31 UNL     1      -1.775   3.615  -1.774  1.00  0.00           H  
HETATM   80  H32 UNL     1      -2.983   6.347  -1.066  1.00  0.00           H  
HETATM   81  H33 UNL     1      -4.517   5.608  -0.565  1.00  0.00           H  
HETATM   82  H34 UNL     1      -3.649   4.976  -2.020  1.00  0.00           H  
HETATM   83  H35 UNL     1      -3.790   5.152   1.585  1.00  0.00           H  
HETATM   84  H36 UNL     1      -2.230   4.354   1.875  1.00  0.00           H  
HETATM   85  H37 UNL     1      -3.056   2.250   1.685  1.00  0.00           H  
HETATM   86  H38 UNL     1      -4.485   2.222   3.515  1.00  0.00           H  
HETATM   87  H39 UNL     1      -5.613   3.480   2.794  1.00  0.00           H  
HETATM   88  H40 UNL     1      -4.056   3.942   3.500  1.00  0.00           H  
HETATM   89  H41 UNL     1      -4.365   2.801  -0.564  1.00  0.00           H  
HETATM   90  H42 UNL     1      -6.801   2.821   0.057  1.00  0.00           H  
HETATM   91  H43 UNL     1      -7.195   1.191   2.140  1.00  0.00           H  
HETATM   92  H44 UNL     1      -7.835  -1.555   1.590  1.00  0.00           H  
HETATM   93  H45 UNL     1      -6.493  -1.555   2.724  1.00  0.00           H  
HETATM   94  H46 UNL     1      -7.426  -1.765  -0.668  1.00  0.00           H  
HETATM   95  H47 UNL     1      -5.471  -2.538  -2.339  1.00  0.00           H  
HETATM   96  H48 UNL     1      -6.740  -4.244  -2.526  1.00  0.00           H  
HETATM   97  H49 UNL     1      -4.576  -5.435  -1.487  1.00  0.00           H  
HETATM   98  H50 UNL     1      -3.020  -5.001  -0.605  1.00  0.00           H  
HETATM   99  H51 UNL     1      -4.495  -5.412   0.305  1.00  0.00           H  
HETATM  100  H52 UNL     1      -2.934  -2.949   0.536  1.00  0.00           H  
HETATM  101  H53 UNL     1      -3.551  -0.708  -0.851  1.00  0.00           H  
HETATM  102  H54 UNL     1      -4.865   0.487  -1.621  1.00  0.00           H  
HETATM  103  H55 UNL     1       2.573   0.377   1.356  1.00  0.00           H  
HETATM  104  H56 UNL     1       2.548  -2.392   0.762  1.00  0.00           H  
CONECT    1    2   49   50   51
CONECT    2    3   52   53
CONECT    3    4   54   55
CONECT    4    5   56   57
CONECT    5    6    7   58
CONECT    6   59   60   61
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   11   47   62
CONECT   11   12   13   63
CONECT   12   64   65   66
CONECT   13   14   15   67
CONECT   14   68   69   70
CONECT   15   16
CONECT   16   17   46   47
CONECT   17   18   71   72
CONECT   18   19   43   73
CONECT   19   20   74   75
CONECT   20   21   46   76
CONECT   21   22   77   78
CONECT   22   23   23   79
CONECT   23   24   25
CONECT   24   80   81   82
CONECT   25   26   83   84
CONECT   26   27   28   85
CONECT   27   86   87   88
CONECT   28   29   29   89
CONECT   29   30   90
CONECT   30   31   31   91
CONECT   31   32   44
CONECT   32   33   92   93
CONECT   33   34
CONECT   34   35   44   94
CONECT   35   36   37   95
CONECT   36   96
CONECT   37   38   39   39
CONECT   38   97   98   99
CONECT   39   40  100
CONECT   40   41   44  101
CONECT   41   42   42   43
CONECT   44   45
CONECT   45  102
CONECT   47   48  103
CONECT   48  104
END

HMDB0254723
     RDKit          3D
milbemycin alpha5
104108  0  0  0  0  0  0  0  0999 V2000
   10.3831   -0.3246   -0.3706 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9826   -0.7529    1.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9031   -1.7876    1.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6318   -1.3504    0.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0441   -0.1329    1.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7481   -0.4397    2.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7816    0.2549    0.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6032    1.3671   -0.1961 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7604   -0.6711    0.2930 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5500   -0.3806   -0.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3396   -1.2732   -1.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0242   -0.6730   -2.7917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8843   -1.3976   -1.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6899   -1.6248   -3.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2766   -0.1863   -1.5420 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1395   -0.0241   -0.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0027   -0.9443    0.3055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1096    0.0089    0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3926    0.8441   -0.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2001    1.8095   -0.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6576    3.0842    0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7752    3.7299   -0.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7527    4.4158   -0.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5246    5.3768   -1.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1700    4.3102    1.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8815    2.9974    1.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5518    3.1332    2.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8034    2.6474    0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0277    2.2011    0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5256    1.0350    1.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3007   -0.2334    0.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7020   -1.5060    1.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2506   -2.5350    0.8796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3929   -2.0002   -0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7330   -2.9779   -1.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6482   -4.0077   -1.5702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5327   -3.4643   -0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1427   -4.8867   -0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8162   -2.5758    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1493   -1.1337    0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4923   -0.5811    1.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2446   -0.1548    2.1620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1611   -0.5506    1.3462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5405   -0.7411   -0.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7060    0.1220   -1.2887 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8664    1.3106    0.0626 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3721   -0.4039    0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2588   -1.6136    1.2602 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0713    0.7008   -0.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5011   -0.3422   -0.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0001   -1.0680   -1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7638    0.1080    1.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8940   -1.2382    1.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2822   -2.6795    0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6815   -2.0403    2.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6867   -1.2326   -0.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8833   -2.1787    0.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7666    0.6795    0.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2321   -1.4167    2.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7342   -0.4489    3.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1211    0.3805    2.9128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6150    0.6538   -0.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8255   -2.2431   -1.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0897   -0.4287   -2.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4930    0.2462   -3.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9645   -1.4085   -3.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4043   -2.2542   -1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6187   -1.8909   -3.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9284   -0.7285   -3.9214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2640   -2.5271   -3.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2758   -1.5001    1.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.5780   -0.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6054    0.6997    1.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4704    0.2320   -1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3471    1.3990   -0.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0468    1.9853   -1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8329    2.9268    1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2111    3.8055   -0.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7752    3.6152   -1.7736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9834    6.3472   -1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5168    5.6079   -0.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6488    4.9757   -2.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7899    5.1523    1.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2299    4.3543    1.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0564    2.2495    1.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4848    2.2216    3.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6126    3.4802    2.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0555    3.9417    3.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3650    2.8013   -0.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8013    2.8206    0.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1946    1.1906    2.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8347   -1.5552    1.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4931   -1.5547    2.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4265   -1.7650   -0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4710   -2.5381   -2.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7403   -4.2442   -2.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5762   -5.4352   -1.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0204   -5.0010   -0.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4948   -5.4125    0.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9336   -2.9488    0.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5506   -0.7075   -0.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8650    0.4874   -1.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5734    0.3766    1.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5480   -2.3924    0.7620 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
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 39  2  0
 39 40  1  0
 40 41  1  0
 41 42  2  0
 41 43  1  0
 40 44  1  0
 44 45  1  0
 20 46  1  0
 16 47  1  0
 47 48  1  0
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  1 49  1  0
  1 50  1  0
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 47103  1  0
 48104  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,21',24'-Trihydroxy-5,6,11',13',22'-pentamethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1,.0,]pentacosane]-10',14',16',22'-tetraen-4-yl 2-methylhexanoic acid	Generator
3,21',24'-Trihydroxy-5,6,11',13',22'-pentamethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-4-yl 2-methylhexanoic acid	Generator

Chemical Formula

C₃₈H₅₆O₁₀

Average Molecular Weight

672.856

Monoisotopic Molecular Weight

672.387348003

IUPAC Name

3,21',24'-trihydroxy-5,6,11',13',22'-pentamethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-4-yl 2-methylhexanoate

Traditional Name

3,21',24'-trihydroxy-5,6,11',13',22'-pentamethyl-2'-oxo-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]pentacosane]-10',14',16',22'-tetraen-4-yl 2-methylhexanoate

CAS Registry Number

Not Available

SMILES

CCCCC(C)C(=O)OC1C(C)C(C)OC2(CC3CC(CC=C(C)CC(C)C=CC=C4COC5C(O)C(C)=CC(C(=O)O3)C45O)O2)C1O

InChI Identifier

InChI=1S/C38H56O10/c1-8-9-12-23(4)35(41)46-32-25(6)26(7)47-37(33(32)40)19-29-18-28(48-37)15-14-22(3)16-21(2)11-10-13-27-20-44-34-31(39)24(5)17-30(36(42)45-29)38(27,34)43/h10-11,13-14,17,21,23,25-26,28-34,39-40,43H,8-9,12,15-16,18-20H2,1-7H3

InChI Key

NCJRFOYYZWVGGL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as milbemycins. These are a group of macrolides with a structure containing a 16-membered lactone ring fused to a 1,7-dioxaspiroundecane ring system and to either a benzofuran (or hydrogenated derivative thereof). In some cases (e.G. Milbemycin E), the tetrahydrofuranyl ring is missing. Milbemycins can be o-glycosylated at C13 to form Avermectins. Milbemycins are produced by Streptomyces species.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Milbemycins

Direct Parent

Milbemycins

Alternative Parents

Substituents

Milbemycin
Ketal
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Monosaccharide
Oxane
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Lactone
Secondary alcohol
Acetal
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxide
Carbonyl group
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	5.52	ALOGPS
logP	5.15	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	12.1	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	140.98 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	181.74 m³·mol⁻¹	ChemAxon
Polarizability	73.4 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	285.092	30932474
DeepCCS	[M+Na]+	259.849	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
milbemycin alpha5	CCCCC(C)C(=O)OC1C(C)C(C)OC2(CC3CC(CC=C(C)CC(C)C=CC=C4COC5C(O)C(C)=CC(C(=O)O3)C45O)O2)C1O	4834.7	Standard polar	33892256
milbemycin alpha5	CCCCC(C)C(=O)OC1C(C)C(C)OC2(CC3CC(CC=C(C)CC(C)C=CC=C4COC5C(O)C(C)=CC(C(=O)O3)C45O)O2)C1O	4223.7	Standard non polar	33892256
milbemycin alpha5	CCCCC(C)C(=O)OC1C(C)C(C)OC2(CC3CC(CC=C(C)CC(C)C=CC=C4COC5C(O)C(C)=CC(C(=O)O3)C45O)O2)C1O	4435.3	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 - Milbemycin alpha5 GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Milbemycin alpha5 GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Milbemycin alpha5 GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Milbemycin alpha5 GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Milbemycin alpha5 GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Milbemycin alpha5 GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Milbemycin alpha5 GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Milbemycin alpha5 GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Milbemycin alpha5 GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Milbemycin alpha5 GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Milbemycin alpha5 10V, Positive-QTOF	splash10-00di-0000019000-7752027bdd671d753baf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Milbemycin alpha5 20V, Positive-QTOF	splash10-052g-9000031000-67e5100de12add227099	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Milbemycin alpha5 40V, Positive-QTOF	splash10-052f-9000110000-cbb7bee40230aac9efb8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Milbemycin alpha5 10V, Negative-QTOF	splash10-00di-0200039000-77b27ed9288cb8cff580	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Milbemycin alpha5 20V, Negative-QTOF	splash10-05fv-3200096000-1717fa95aef1b4c42efc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Milbemycin alpha5 40V, Negative-QTOF	splash10-0a4i-9100002000-5730e4e2c650c3bfb74b	2021-10-12	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

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 Milbemycin alpha5 (HMDB0254723)

MOL for HMDB0254723 (Milbemycin alpha5)

3D MOL for HMDB0254723 (Milbemycin alpha5)

3D SDF for HMDB0254723 (Milbemycin alpha5)

3D-SDF for HMDB0254723 (Milbemycin alpha5)

PDB for HMDB0254723 (Milbemycin alpha5)

3D PDB for HMDB0254723 (Milbemycin alpha5)

SMILES for HMDB0254723 (Milbemycin alpha5)

INCHI for HMDB0254723 (Milbemycin alpha5)

Structure for HMDB0254723 (Milbemycin alpha5)

3D Structure for HMDB0254723 (Milbemycin alpha5)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra