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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 02:03:30 UTC

Update Date

2021-09-26 22:59:00 UTC

HMDB ID

HMDB0248627

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Arterolane

Description

Arterolane, also known as OZ277 CPD, belongs to the class of organic compounds known as trioxolanes. Trioxolanes are compounds containing a five-member aliphatic saturated heterocycle made up of three oxygen atoms and two carbon atoms. Based on a literature review a significant number of articles have been published on Arterolane. This compound has been identified in human blood as reported by (PMID: 31557052 ). Arterolane is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Arterolane 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


  Mrv1652309112104032D          

 28 32  0  0  0  0            999 V2000
   -6.5791   -4.8938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7631   -4.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6413   -5.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9471   -4.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6447   -3.8826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8287   -3.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3152   -4.4065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5263   -2.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7103   -2.8713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4079   -2.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5919   -1.9819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0784   -2.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809   -3.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1968   -3.5171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6974   -1.8959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1163   -2.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517   -1.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517   -0.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3012   -0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0368   -0.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0368   -1.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5873   -2.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3012   -1.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -1.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -0.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2381   -2.8482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5002   -3.2162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8849   -3.9560    0.0000 N   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 19 25  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 24  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 21  1  0  0  0  0
 24 25  1  0  0  0  0
 17 18  1  0  0  0  0
 16 26  1  0  0  0  0
 26 27  1  0  0  0  0
 12 27  1  0  0  0  0
  2 28  1  0  0  0  0
M  END

HMDB0248627
     RDKit          3D
Arterolane
 64 68  0  0  0  0  0  0  0  0999 V2000
   -6.0260   -0.5114   -1.7008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8065   -0.0723   -0.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9540    1.4268   -0.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1509   -0.6471   -0.6356 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2786   -0.6033    0.8134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9601   -0.2786    1.1300 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6938    0.0332    1.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1727    1.1757    1.5576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6641   -1.0872    1.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3073   -0.5026    1.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0370    0.0776    0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3804    0.6198    0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3038   -0.5822    0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6898   -1.8163    0.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2116   -1.4929    1.9503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6085   -0.7424   -1.1357 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3493    0.3561   -1.3238 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2829    0.1583   -0.2799 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5566   -0.3462    0.7734 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9598    1.4314    0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9975    1.0925    1.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0548    0.1905    0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6917    0.7493   -0.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6459    1.0683   -1.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6872    2.0561   -1.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8429   -0.1460   -2.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3096   -0.8012   -0.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3919   -1.1176    0.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9843    0.3442   -2.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4999   -1.3505   -2.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9841   -0.7884   -1.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2087    1.7100    0.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8314    1.6716   -1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0529    1.9671   -0.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3072   -1.0116   -1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8769   -0.0064   -0.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4096   -1.7333    0.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0129   -0.3007    1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2911    1.0488    1.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8618   -1.3304    2.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8550   -1.9385    1.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2770    0.3769    2.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7611    0.7999   -0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9797   -0.7714   -0.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4953    1.1295    1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4987    1.3172   -0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292   -2.4329    1.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1809   -2.4483    0.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6873   -2.4479    2.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3723   -1.0987    2.7822 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2538    2.1868    0.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5306    0.5384    2.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4771    2.0109    1.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8351    0.0133    1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2309    1.6674   -0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3488   -0.0543   -1.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1281    1.5161   -2.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9872    2.5102   -1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3408    2.8542   -0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3645   -0.8351   -2.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9347    0.2635   -2.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7616   -1.7217   -1.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1822   -1.7019   -0.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9389   -1.6424    1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 15 10  1  0
 27 18  1  0
 19 13  1  0
 25 20  1  0
 28 22  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 28 63  1  0
 28 64  1  0
M  END


  Mrv1652309112104032D          

 28 32  0  0  0  0            999 V2000
   -6.5791   -4.8938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7631   -4.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6413   -5.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9471   -4.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6447   -3.8826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8287   -3.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3152   -4.4065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5263   -2.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7103   -2.8713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4079   -2.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5919   -1.9819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0784   -2.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809   -3.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1968   -3.5171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6974   -1.8959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1163   -2.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517   -1.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517   -0.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3012   -0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0368   -0.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0368   -1.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5873   -2.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3012   -1.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -1.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -0.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2381   -2.8482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5002   -3.2162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8849   -3.9560    0.0000 N   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 19 25  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 24  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 21  1  0  0  0  0
 24 25  1  0  0  0  0
 17 18  1  0  0  0  0
 16 26  1  0  0  0  0
 26 27  1  0  0  0  0
 12 27  1  0  0  0  0
  2 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248627

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(N)CNC(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3

> <INCHI_IDENTIFIER>
InChI=1S/C22H36N2O4/c1-20(2,23)13-24-19(25)12-14-3-5-21(6-4-14)26-22(28-27-21)17-8-15-7-16(10-17)11-18(22)9-15/h14-18H,3-13,23H2,1-2H3,(H,24,25)

> <INCHI_KEY>
VXYZBLXGCYNIHP-UHFFFAOYSA-N

> <FORMULA>
C22H36N2O4

> <MOLECULAR_WEIGHT>
392.54

> <EXACT_MASS>
392.267507647

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
44.333626335131726

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(2-amino-2-methylpropyl)-2-{dispiro[adamantane-2,2'-[1,3,5]trioxolane-4',1''-cyclohexane]-4''-yl}acetamide

> <ALOGPS_LOGP>
3.34

> <JCHEM_LOGP>
3.108270558333336

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.428272455381482

> <JCHEM_PKA_STRONGEST_BASIC>
9.633585975905184

> <JCHEM_POLAR_SURFACE_AREA>
82.81

> <JCHEM_REFRACTIVITY>
104.8546

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.67e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
arterolane

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248627
     RDKit          3D
Arterolane
 64 68  0  0  0  0  0  0  0  0999 V2000
   -6.0260   -0.5114   -1.7008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8065   -0.0723   -0.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9540    1.4268   -0.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1509   -0.6471   -0.6356 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2786   -0.6033    0.8134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9601   -0.2786    1.1300 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6938    0.0332    1.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1727    1.1757    1.5576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6641   -1.0872    1.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3073   -0.5026    1.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0370    0.0776    0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3804    0.6198    0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3038   -0.5822    0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6898   -1.8163    0.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2116   -1.4929    1.9503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6085   -0.7424   -1.1357 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3493    0.3561   -1.3238 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2829    0.1583   -0.2799 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5566   -0.3462    0.7734 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9598    1.4314    0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9975    1.0925    1.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0548    0.1905    0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6917    0.7493   -0.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6459    1.0683   -1.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6872    2.0561   -1.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8429   -0.1460   -2.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3096   -0.8012   -0.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3919   -1.1176    0.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9843    0.3442   -2.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4999   -1.3505   -2.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9841   -0.7884   -1.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2087    1.7100    0.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8314    1.6716   -1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0529    1.9671   -0.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3072   -1.0116   -1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8769   -0.0064   -0.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4096   -1.7333    0.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0129   -0.3007    1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2911    1.0488    1.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8618   -1.3304    2.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8550   -1.9385    1.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2770    0.3769    2.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7611    0.7999   -0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9797   -0.7714   -0.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4953    1.1295    1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4987    1.3172   -0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292   -2.4329    1.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1809   -2.4483    0.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6873   -2.4479    2.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3723   -1.0987    2.7822 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2538    2.1868    0.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5306    0.5384    2.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4771    2.0109    1.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8351    0.0133    1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2309    1.6674   -0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3488   -0.0543   -1.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1281    1.5161   -2.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9872    2.5102   -1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3408    2.8542   -0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3645   -0.8351   -2.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9347    0.2635   -2.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7616   -1.7217   -1.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1822   -1.7019   -0.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9389   -1.6424    1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 15 10  1  0
 27 18  1  0
 19 13  1  0
 25 20  1  0
 28 22  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 28 63  1  0
 28 64  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0     -12.281  -9.135   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.758  -8.908   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.530 -10.431   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.235  -8.680   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -8.670  -7.247   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -7.147  -7.020   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -6.188  -8.225   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -6.582  -5.587   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.059  -5.360   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.495  -3.927   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.972  -3.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.013  -4.905   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.578  -6.338   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.101  -6.565   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.302  -3.539   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.217  -3.793   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.590  -3.096   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.590  -1.701   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.429  -0.225   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.802  -0.923   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.802  -2.318   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.963  -3.793   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.429  -3.016   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.056  -2.318   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.056  -0.923   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.445  -5.317   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.934  -6.004   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0     -10.985  -7.385   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4   28                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15   27                                             
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   12   16                                                       
CONECT   16   15   17   24   26                                             
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21   17                                                       
CONECT   23   21   24                                                       
CONECT   24   23   16   25                                                  
CONECT   25   24   19                                                       
CONECT   26   16   27                                                       
CONECT   27   26   12                                                       
CONECT   28    2                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

COMPND    HMDB0248627
HETATM    1  C1  UNL     1      -6.026  -0.511  -1.701  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.806  -0.072  -0.484  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.954   1.427  -0.451  1.00  0.00           C  
HETATM    4  N1  UNL     1      -8.151  -0.647  -0.636  1.00  0.00           N  
HETATM    5  C4  UNL     1      -6.279  -0.603   0.813  1.00  0.00           C  
HETATM    6  N2  UNL     1      -4.960  -0.279   1.130  1.00  0.00           N  
HETATM    7  C5  UNL     1      -3.694   0.033   1.434  1.00  0.00           C  
HETATM    8  O1  UNL     1      -3.173   1.176   1.558  1.00  0.00           O  
HETATM    9  C6  UNL     1      -2.664  -1.087   1.686  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.307  -0.503   1.617  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.037   0.078   0.245  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.380   0.620   0.303  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.304  -0.582   0.233  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.690  -1.816   0.807  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.212  -1.493   1.950  1.00  0.00           C  
HETATM   16  O2  UNL     1       1.609  -0.742  -1.136  1.00  0.00           O  
HETATM   17  O3  UNL     1       2.349   0.356  -1.324  1.00  0.00           O  
HETATM   18  C13 UNL     1       3.283   0.158  -0.280  1.00  0.00           C  
HETATM   19  O4  UNL     1       2.557  -0.346   0.773  1.00  0.00           O  
HETATM   20  C14 UNL     1       3.960   1.431   0.109  1.00  0.00           C  
HETATM   21  C15 UNL     1       4.997   1.093   1.161  1.00  0.00           C  
HETATM   22  C16 UNL     1       6.055   0.191   0.588  1.00  0.00           C  
HETATM   23  C17 UNL     1       6.692   0.749  -0.668  1.00  0.00           C  
HETATM   24  C18 UNL     1       5.646   1.068  -1.692  1.00  0.00           C  
HETATM   25  C19 UNL     1       4.687   2.056  -1.070  1.00  0.00           C  
HETATM   26  C20 UNL     1       4.843  -0.146  -2.104  1.00  0.00           C  
HETATM   27  C21 UNL     1       4.310  -0.801  -0.838  1.00  0.00           C  
HETATM   28  C22 UNL     1       5.392  -1.118   0.145  1.00  0.00           C  
HETATM   29  H1  UNL     1      -5.984   0.344  -2.455  1.00  0.00           H  
HETATM   30  H2  UNL     1      -6.500  -1.350  -2.248  1.00  0.00           H  
HETATM   31  H3  UNL     1      -4.984  -0.788  -1.498  1.00  0.00           H  
HETATM   32  H4  UNL     1      -7.209   1.710   0.574  1.00  0.00           H  
HETATM   33  H5  UNL     1      -7.831   1.672  -1.106  1.00  0.00           H  
HETATM   34  H6  UNL     1      -6.053   1.967  -0.795  1.00  0.00           H  
HETATM   35  H7  UNL     1      -8.307  -1.012  -1.578  1.00  0.00           H  
HETATM   36  H8  UNL     1      -8.877  -0.006  -0.260  1.00  0.00           H  
HETATM   37  H9  UNL     1      -6.410  -1.733   0.774  1.00  0.00           H  
HETATM   38  H10 UNL     1      -7.013  -0.301   1.603  1.00  0.00           H  
HETATM   39  H11 UNL     1      -5.291   1.049   1.082  1.00  0.00           H  
HETATM   40  H12 UNL     1      -2.862  -1.330   2.776  1.00  0.00           H  
HETATM   41  H13 UNL     1      -2.855  -1.939   1.038  1.00  0.00           H  
HETATM   42  H14 UNL     1      -1.277   0.377   2.312  1.00  0.00           H  
HETATM   43  H15 UNL     1      -1.761   0.800  -0.087  1.00  0.00           H  
HETATM   44  H16 UNL     1      -0.980  -0.771  -0.504  1.00  0.00           H  
HETATM   45  H17 UNL     1       0.495   1.130   1.295  1.00  0.00           H  
HETATM   46  H18 UNL     1       0.499   1.317  -0.550  1.00  0.00           H  
HETATM   47  H19 UNL     1       1.529  -2.433   1.243  1.00  0.00           H  
HETATM   48  H20 UNL     1       0.181  -2.448   0.051  1.00  0.00           H  
HETATM   49  H21 UNL     1      -0.687  -2.448   2.313  1.00  0.00           H  
HETATM   50  H22 UNL     1       0.372  -1.099   2.782  1.00  0.00           H  
HETATM   51  H23 UNL     1       3.254   2.187   0.516  1.00  0.00           H  
HETATM   52  H24 UNL     1       4.531   0.538   2.013  1.00  0.00           H  
HETATM   53  H25 UNL     1       5.477   2.011   1.553  1.00  0.00           H  
HETATM   54  H26 UNL     1       6.835   0.013   1.337  1.00  0.00           H  
HETATM   55  H27 UNL     1       7.231   1.667  -0.416  1.00  0.00           H  
HETATM   56  H28 UNL     1       7.349  -0.054  -1.060  1.00  0.00           H  
HETATM   57  H29 UNL     1       6.128   1.516  -2.569  1.00  0.00           H  
HETATM   58  H30 UNL     1       3.987   2.510  -1.774  1.00  0.00           H  
HETATM   59  H31 UNL     1       5.341   2.854  -0.612  1.00  0.00           H  
HETATM   60  H32 UNL     1       5.364  -0.835  -2.763  1.00  0.00           H  
HETATM   61  H33 UNL     1       3.935   0.264  -2.613  1.00  0.00           H  
HETATM   62  H34 UNL     1       3.762  -1.722  -1.098  1.00  0.00           H  
HETATM   63  H35 UNL     1       6.182  -1.702  -0.375  1.00  0.00           H  
HETATM   64  H36 UNL     1       4.939  -1.642   1.003  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4    5
CONECT    3   32   33   34
CONECT    4   35   36
CONECT    5    6   37   38
CONECT    6    7   39
CONECT    7    8    8    9
CONECT    9   10   40   41
CONECT   10   11   15   42
CONECT   11   12   43   44
CONECT   12   13   45   46
CONECT   13   14   16   19
CONECT   14   15   47   48
CONECT   15   49   50
CONECT   16   17
CONECT   17   18
CONECT   18   19   20   27
CONECT   20   21   25   51
CONECT   21   22   52   53
CONECT   22   23   28   54
CONECT   23   24   55   56
CONECT   24   25   26   57
CONECT   25   58   59
CONECT   26   27   60   61
CONECT   27   28   62
CONECT   28   63   64
END

HMDB0248627
     RDKit          3D
Arterolane
 64 68  0  0  0  0  0  0  0  0999 V2000
   -6.0260   -0.5114   -1.7008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8065   -0.0723   -0.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9540    1.4268   -0.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1509   -0.6471   -0.6356 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2786   -0.6033    0.8134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9601   -0.2786    1.1300 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6938    0.0332    1.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1727    1.1757    1.5576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6641   -1.0872    1.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3073   -0.5026    1.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0370    0.0776    0.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3804    0.6198    0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3038   -0.5822    0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6898   -1.8163    0.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2116   -1.4929    1.9503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6085   -0.7424   -1.1357 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3493    0.3561   -1.3238 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2829    0.1583   -0.2799 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5566   -0.3462    0.7734 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9598    1.4314    0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9975    1.0925    1.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0548    0.1905    0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6917    0.7493   -0.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6459    1.0683   -1.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6872    2.0561   -1.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8429   -0.1460   -2.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3096   -0.8012   -0.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3919   -1.1176    0.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9843    0.3442   -2.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4999   -1.3505   -2.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9841   -0.7884   -1.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2087    1.7100    0.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8314    1.6716   -1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0529    1.9671   -0.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3072   -1.0116   -1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8769   -0.0064   -0.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4096   -1.7333    0.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0129   -0.3007    1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2911    1.0488    1.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8618   -1.3304    2.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8550   -1.9385    1.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2770    0.3769    2.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7611    0.7999   -0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9797   -0.7714   -0.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4953    1.1295    1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4987    1.3172   -0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292   -2.4329    1.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1809   -2.4483    0.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6873   -2.4479    2.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3723   -1.0987    2.7822 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2538    2.1868    0.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5306    0.5384    2.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4771    2.0109    1.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8351    0.0133    1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2309    1.6674   -0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3488   -0.0543   -1.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1281    1.5161   -2.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9872    2.5102   -1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3408    2.8542   -0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3645   -0.8351   -2.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9347    0.2635   -2.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7616   -1.7217   -1.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1822   -1.7019   -0.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9389   -1.6424    1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 15 10  1  0
 27 18  1  0
 19 13  1  0
 25 20  1  0
 28 22  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 28 63  1  0
 28 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
OZ277 CPD	MeSH

Chemical Formula

C₂₂H₃₆N₂O₄

Average Molecular Weight

392.54

Monoisotopic Molecular Weight

392.267507647

IUPAC Name

N-(2-amino-2-methylpropyl)-2-{dispiro[adamantane-2,2'-[1,3,5]trioxolane-4',1''-cyclohexane]-4''-yl}acetamide

Traditional Name

arterolane

CAS Registry Number

Not Available

SMILES

CC(C)(N)CNC(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3

InChI Identifier

InChI=1S/C22H36N2O4/c1-20(2,23)13-24-19(25)12-14-3-5-21(6-4-14)26-22(28-27-21)17-8-15-7-16(10-17)11-18(22)9-15/h14-18H,3-13,23H2,1-2H3,(H,24,25)

InChI Key

VXYZBLXGCYNIHP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trioxolanes. Trioxolanes are compounds containing a five-member aliphatic saturated heterocycle made up of three oxygen atoms and two carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Trioxolanes

Sub Class

Not Available

Direct Parent

Trioxolanes

Alternative Parents

Substituents

1,2,4-trioxolane
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Dialkyl peroxide
Carboxylic acid derivative
Oxacycle
Organic oxide
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Amine
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	3.34	ALOGPS
logP	3.11	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	15.43	ChemAxon
pKa (Strongest Basic)	9.63	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	82.81 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	104.85 m³·mol⁻¹	ChemAxon
Polarizability	44.33 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	188.025	30932474
DeepCCS	[M-H]-	185.667	30932474
DeepCCS	[M-2H]-	219.681	30932474
DeepCCS	[M+Na]+	194.909	30932474
AllCCS	[M+H]+	196.3	32859911
AllCCS	[M+H-H2O]+	194.4	32859911
AllCCS	[M+NH4]+	198.1	32859911
AllCCS	[M+Na]+	198.6	32859911
AllCCS	[M-H]-	189.8	32859911
AllCCS	[M+Na-2H]-	190.5	32859911
AllCCS	[M+HCOO]-	191.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Arterolane	CC(C)(N)CNC(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3	3110.6	Standard polar	33892256
Arterolane	CC(C)(N)CNC(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3	2791.2	Standard non polar	33892256
Arterolane	CC(C)(N)CNC(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3	3123.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Arterolane,1TMS,isomer #1	CC(C)(CNC(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)N[Si](C)(C)C	3150.7	Semi standard non polar	33892256
Arterolane,1TMS,isomer #1	CC(C)(CNC(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)N[Si](C)(C)C	3057.4	Standard non polar	33892256
Arterolane,1TMS,isomer #1	CC(C)(CNC(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)N[Si](C)(C)C	3747.3	Standard polar	33892256
Arterolane,1TMS,isomer #2	CC(C)(N)CN(C(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)[Si](C)(C)C	3003.6	Semi standard non polar	33892256
Arterolane,1TMS,isomer #2	CC(C)(N)CN(C(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)[Si](C)(C)C	3099.2	Standard non polar	33892256
Arterolane,1TMS,isomer #2	CC(C)(N)CN(C(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)[Si](C)(C)C	3939.3	Standard polar	33892256
Arterolane,2TMS,isomer #1	CC(C)(CN(C(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)[Si](C)(C)C)N[Si](C)(C)C	3117.3	Semi standard non polar	33892256
Arterolane,2TMS,isomer #1	CC(C)(CN(C(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)[Si](C)(C)C)N[Si](C)(C)C	3154.8	Standard non polar	33892256
Arterolane,2TMS,isomer #1	CC(C)(CN(C(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)[Si](C)(C)C)N[Si](C)(C)C	3689.6	Standard polar	33892256
Arterolane,2TMS,isomer #2	CC(C)(CNC(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)N([Si](C)(C)C)[Si](C)(C)C	3309.6	Semi standard non polar	33892256
Arterolane,2TMS,isomer #2	CC(C)(CNC(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)N([Si](C)(C)C)[Si](C)(C)C	3252.2	Standard non polar	33892256
Arterolane,2TMS,isomer #2	CC(C)(CNC(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)N([Si](C)(C)C)[Si](C)(C)C	3794.6	Standard polar	33892256
Arterolane,3TMS,isomer #1	CC(C)(CN(C(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3219.4	Semi standard non polar	33892256
Arterolane,3TMS,isomer #1	CC(C)(CN(C(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3283.7	Standard non polar	33892256
Arterolane,3TMS,isomer #1	CC(C)(CN(C(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3646.6	Standard polar	33892256
Arterolane,1TBDMS,isomer #1	CC(C)(CNC(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)N[Si](C)(C)C(C)(C)C	3439.5	Semi standard non polar	33892256
Arterolane,1TBDMS,isomer #1	CC(C)(CNC(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)N[Si](C)(C)C(C)(C)C	3302.3	Standard non polar	33892256
Arterolane,1TBDMS,isomer #1	CC(C)(CNC(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)N[Si](C)(C)C(C)(C)C	3828.0	Standard polar	33892256
Arterolane,1TBDMS,isomer #2	CC(C)(N)CN(C(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)[Si](C)(C)C(C)(C)C	3259.1	Semi standard non polar	33892256
Arterolane,1TBDMS,isomer #2	CC(C)(N)CN(C(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)[Si](C)(C)C(C)(C)C	3329.6	Standard non polar	33892256
Arterolane,1TBDMS,isomer #2	CC(C)(N)CN(C(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)[Si](C)(C)C(C)(C)C	4037.3	Standard polar	33892256
Arterolane,2TBDMS,isomer #1	CC(C)(CN(C(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	3605.8	Semi standard non polar	33892256
Arterolane,2TBDMS,isomer #1	CC(C)(CN(C(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	3571.6	Standard non polar	33892256
Arterolane,2TBDMS,isomer #1	CC(C)(CN(C(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	3818.7	Standard polar	33892256
Arterolane,2TBDMS,isomer #2	CC(C)(CNC(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3747.2	Semi standard non polar	33892256
Arterolane,2TBDMS,isomer #2	CC(C)(CNC(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3647.3	Standard non polar	33892256
Arterolane,2TBDMS,isomer #2	CC(C)(CNC(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3873.9	Standard polar	33892256
Arterolane,3TBDMS,isomer #1	CC(C)(CN(C(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3924.5	Semi standard non polar	33892256
Arterolane,3TBDMS,isomer #1	CC(C)(CN(C(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3851.7	Standard non polar	33892256
Arterolane,3TBDMS,isomer #1	CC(C)(CN(C(=O)CC1CCC2(CC1)OOC1(O2)C2CC3CC(C2)CC1C3)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3770.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Arterolane GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9743000000-852a1f78db096c65aadd	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Arterolane GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Arterolane 10V, Positive-QTOF	splash10-0006-0019000000-ccab0ddcb17b3dba1519	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arterolane 20V, Positive-QTOF	splash10-0036-3019000000-1376a35c47769f5474bf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arterolane 40V, Positive-QTOF	splash10-0560-5911000000-5915a647b658d24cad9e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arterolane 10V, Negative-QTOF	splash10-0006-0009000000-6a5bc76b6d450594f4a3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arterolane 20V, Negative-QTOF	splash10-002f-0339000000-c31dc04eb9adccfe3689	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Arterolane 40V, Negative-QTOF	splash10-052b-1619000000-e923628fe2f7db789fa7	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

8651043

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Arterolane

METLIN ID

Not Available

PubChem Compound

10475633

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 Arterolane (HMDB0248627)

MOL for HMDB0248627 (Arterolane)

3D MOL for HMDB0248627 (Arterolane)

3D SDF for HMDB0248627 (Arterolane)

3D-SDF for HMDB0248627 (Arterolane)

PDB for HMDB0248627 (Arterolane)

3D PDB for HMDB0248627 (Arterolane)

SMILES for HMDB0248627 (Arterolane)

INCHI for HMDB0248627 (Arterolane)

Structure for HMDB0248627 (Arterolane)

3D Structure for HMDB0248627 (Arterolane)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra