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Showing metabocard for Spiradoline (HMDB0258424)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 19:58:37 UTC
Update Date2022-11-23 22:29:19 UTC
HMDB IDHMDB0258424
Secondary Accession NumbersNone
Metabolite Identification
Common NameSpiradoline
DescriptionSpiradoline belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids. Based on a literature review a significant number of articles have been published on Spiradoline. This compound has been identified in human blood as reported by (PMID: 31557052 ). Spiradoline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Spiradoline 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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0258424 (Spiradoline)

  Mrv1652309112121582D          

 28 31  0  0  0  0            999 V2000
    4.1570    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195    1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5840    2.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1971    3.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9116    2.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7400    1.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1570   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3945   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2195   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6320   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2195   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3945   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6320   -3.1599    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.4570   -1.7309    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 24 27  1  0  0  0  0
 23 28  1  0  0  0  0
M  END
Download

3D MOL for HMDB0258424 (Spiradoline)

HMDB0258424
     RDKit          3D
SPIRADOLINE
 58 61  0  0  0  0  0  0  0  0999 V2000
    0.3092    0.9851   -2.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7797    0.5126   -1.1488 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1176    0.0537   -1.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8099    0.0569   -2.1184 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6584   -0.4101    0.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0802   -0.8447    0.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4571   -2.1224   -0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8081   -2.4353   -0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8037   -1.4790   -0.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5045   -1.9297   -0.2919 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.3970   -0.2007    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6204    1.0238    0.3840 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.0570    0.1055    0.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1329    0.5079    0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062    1.9382    0.4426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3940    2.6364   -0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6755    1.9076   -0.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6994    2.6000    0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9738    2.3014   -0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4957    2.2503   -1.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1486    2.1067   -1.6782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6739    0.4703   -0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3614   -0.2765   -0.1727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5214   -1.4980    0.5155 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6228   -2.5559    0.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1608   -3.0367    1.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4351   -2.8313    2.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0972   -1.6069    1.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7822    1.0214   -2.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7787    0.3825   -3.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6756    2.0175   -2.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0760   -1.2797    0.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6359    0.4360    0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6865   -2.8779   -0.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0749   -3.4592   -0.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8032    1.1384    0.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4815    0.0401    0.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4714    2.0442    1.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    2.4651    0.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5741    3.6001    0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0169    3.0304   -1.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6624    2.0697    1.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5413    3.6775    0.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4140    1.3141    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6889    3.1283   -0.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7716    3.2063   -2.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9569    1.3986   -2.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4570   -0.0327   -0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0709    0.3123    0.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3378   -0.5815   -1.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1764   -2.2568   -0.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2354   -3.4054   -0.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1107   -4.1119    1.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6151   -2.4197    2.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0395   -3.7452    2.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2401   -2.6919    3.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0226   -0.7944    2.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1896   -1.8554    1.6688 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 13  6  1  0
 23 14  1  0
 28 24  1  0
 21 17  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  5 33  1  0
  7 34  1  0
  8 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 22 48  1  0
 22 49  1  0
 23 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  0
 28 58  1  0
M  END
Download

3D SDF for HMDB0258424 (Spiradoline)

  Mrv1652309112121582D          

 28 31  0  0  0  0            999 V2000
    4.1570    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195    1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5840    2.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1971    3.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9116    2.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7400    1.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1570   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3945   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2195   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6320   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2195   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3945   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6320   -3.1599    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.4570   -1.7309    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 24 27  1  0  0  0  0
 23 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258424

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C1CCC2(CCCO2)CC1N1CCCC1)C(=O)CC1=CC(Cl)=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H30Cl2N2O2/c1-25(21(27)14-16-5-6-17(23)18(24)13-16)19-7-9-22(8-4-12-28-22)15-20(19)26-10-2-3-11-26/h5-6,13,19-20H,2-4,7-12,14-15H2,1H3

> <INCHI_KEY>
NYKCGQQJNVPOLU-UHFFFAOYSA-N

> <FORMULA>
C22H30Cl2N2O2

> <MOLECULAR_WEIGHT>
425.39

> <EXACT_MASS>
424.1684336

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
44.526069180591556

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dichlorophenyl)-N-methyl-N-[7-(pyrrolidin-1-yl)-1-oxaspiro[4.5]decan-8-yl]acetamide

> <ALOGPS_LOGP>
4.27

> <JCHEM_LOGP>
3.811584052333333

> <ALOGPS_LOGS>
-4.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.755807213758489

> <JCHEM_POLAR_SURFACE_AREA>
32.78

> <JCHEM_REFRACTIVITY>
114.04199999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.47e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dichlorophenyl)-N-methyl-N-[7-(pyrrolidin-1-yl)-1-oxaspiro[4.5]decan-8-yl]acetamide

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0258424 (Spiradoline)

HMDB0258424
     RDKit          3D
SPIRADOLINE
 58 61  0  0  0  0  0  0  0  0999 V2000
    0.3092    0.9851   -2.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7797    0.5126   -1.1488 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1176    0.0537   -1.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8099    0.0569   -2.1184 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6584   -0.4101    0.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0802   -0.8447    0.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4571   -2.1224   -0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8081   -2.4353   -0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8037   -1.4790   -0.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5045   -1.9297   -0.2919 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.3970   -0.2007    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6204    1.0238    0.3840 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.0570    0.1055    0.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1329    0.5079    0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062    1.9382    0.4426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3940    2.6364   -0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6755    1.9076   -0.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6994    2.6000    0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9738    2.3014   -0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4957    2.2503   -1.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1486    2.1067   -1.6782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6739    0.4703   -0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3614   -0.2765   -0.1727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5214   -1.4980    0.5155 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6228   -2.5559    0.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1608   -3.0367    1.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4351   -2.8313    2.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0972   -1.6069    1.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7822    1.0214   -2.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7787    0.3825   -3.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6756    2.0175   -2.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0760   -1.2797    0.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6359    0.4360    0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6865   -2.8779   -0.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0749   -3.4592   -0.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8032    1.1384    0.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4815    0.0401    0.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4714    2.0442    1.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    2.4651    0.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5741    3.6001    0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0169    3.0304   -1.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6624    2.0697    1.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5413    3.6775    0.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4140    1.3141    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6889    3.1283   -0.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7716    3.2063   -2.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9569    1.3986   -2.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4570   -0.0327   -0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0709    0.3123    0.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3378   -0.5815   -1.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1764   -2.2568   -0.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2354   -3.4054   -0.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1107   -4.1119    1.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6151   -2.4197    2.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0395   -3.7452    2.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2401   -2.6919    3.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0226   -0.7944    2.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1896   -1.8554    1.6688 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 13  6  1  0
 23 14  1  0
 28 24  1  0
 21 17  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  5 33  1  0
  7 34  1  0
  8 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 22 48  1  0
 22 49  1  0
 23 50  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  0
 28 58  1  0
M  END
Download

PDB for HMDB0258424 (Spiradoline)

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       7.760   2.104   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       6.990   0.770   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       5.450   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.680  -0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.140  -0.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.465   2.016   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.140   2.104   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.680   2.104   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       5.450   3.437   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       4.823   4.844   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.968   5.875   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.302   5.105   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.981   3.598   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.760  -0.564   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.990  -1.897   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.300  -0.564   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.070  -1.897   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.610  -1.897   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.380  -3.231   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.610  -4.565   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.070  -4.565   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.300  -3.231   0.000  0.00  0.00           C+0
HETATM   27 Cl   UNK     0      12.380  -5.898   0.000  0.00  0.00          Cl+0
HETATM   28 Cl   UNK     0      13.920  -3.231   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   10   11                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6                                                       
CONECT   11    6   12                                                       
CONECT   12   11    3   13                                                  
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13                                                       
CONECT   18    2   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   24                                                            
CONECT   28   23                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END
Download

3D PDB for HMDB0258424 (Spiradoline)

COMPND    HMDB0258424
HETATM    1  C1  UNL     1       0.309   0.985  -2.451  1.00  0.00           C  
HETATM    2  N1  UNL     1       0.780   0.513  -1.149  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.118   0.054  -1.070  1.00  0.00           C  
HETATM    4  O1  UNL     1       2.810   0.057  -2.118  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.658  -0.410   0.231  1.00  0.00           C  
HETATM    6  C4  UNL     1       4.080  -0.845   0.090  1.00  0.00           C  
HETATM    7  C5  UNL     1       4.457  -2.122  -0.202  1.00  0.00           C  
HETATM    8  C6  UNL     1       5.808  -2.435  -0.314  1.00  0.00           C  
HETATM    9  C7  UNL     1       6.804  -1.479  -0.138  1.00  0.00           C  
HETATM   10 CL1  UNL     1       8.504  -1.930  -0.292  1.00  0.00          CL  
HETATM   11  C8  UNL     1       6.397  -0.201   0.155  1.00  0.00           C  
HETATM   12 CL2  UNL     1       7.620   1.024   0.384  1.00  0.00          CL  
HETATM   13  C9  UNL     1       5.057   0.106   0.266  1.00  0.00           C  
HETATM   14  C10 UNL     1      -0.133   0.508   0.003  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.306   1.938   0.443  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.394   2.636  -0.276  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.675   1.908  -0.375  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.699   2.600   0.525  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.974   2.301  -0.227  1.00  0.00           C  
HETATM   20  C16 UNL     1      -4.496   2.250  -1.647  1.00  0.00           C  
HETATM   21  O2  UNL     1      -3.149   2.107  -1.678  1.00  0.00           O  
HETATM   22  C17 UNL     1      -2.674   0.470  -0.088  1.00  0.00           C  
HETATM   23  C18 UNL     1      -1.361  -0.276  -0.173  1.00  0.00           C  
HETATM   24  N2  UNL     1      -1.521  -1.498   0.515  1.00  0.00           N  
HETATM   25  C19 UNL     1      -0.623  -2.556   0.224  1.00  0.00           C  
HETATM   26  C20 UNL     1      -0.161  -3.037   1.576  1.00  0.00           C  
HETATM   27  C21 UNL     1      -1.435  -2.831   2.392  1.00  0.00           C  
HETATM   28  C22 UNL     1      -2.097  -1.607   1.745  1.00  0.00           C  
HETATM   29  H1  UNL     1      -0.782   1.021  -2.538  1.00  0.00           H  
HETATM   30  H2  UNL     1       0.779   0.382  -3.272  1.00  0.00           H  
HETATM   31  H3  UNL     1       0.676   2.018  -2.619  1.00  0.00           H  
HETATM   32  H4  UNL     1       2.076  -1.280   0.553  1.00  0.00           H  
HETATM   33  H5  UNL     1       2.636   0.436   0.921  1.00  0.00           H  
HETATM   34  H6  UNL     1       3.687  -2.878  -0.341  1.00  0.00           H  
HETATM   35  H7  UNL     1       6.075  -3.459  -0.547  1.00  0.00           H  
HETATM   36  H8  UNL     1       4.803   1.138   0.499  1.00  0.00           H  
HETATM   37  H9  UNL     1       0.481   0.040   0.830  1.00  0.00           H  
HETATM   38  H10 UNL     1      -0.471   2.044   1.533  1.00  0.00           H  
HETATM   39  H11 UNL     1       0.654   2.465   0.233  1.00  0.00           H  
HETATM   40  H12 UNL     1      -1.574   3.600   0.290  1.00  0.00           H  
HETATM   41  H13 UNL     1      -1.017   3.030  -1.268  1.00  0.00           H  
HETATM   42  H14 UNL     1      -3.662   2.070   1.508  1.00  0.00           H  
HETATM   43  H15 UNL     1      -3.541   3.677   0.607  1.00  0.00           H  
HETATM   44  H16 UNL     1      -5.414   1.314   0.028  1.00  0.00           H  
HETATM   45  H17 UNL     1      -5.689   3.128  -0.059  1.00  0.00           H  
HETATM   46  H18 UNL     1      -4.772   3.206  -2.181  1.00  0.00           H  
HETATM   47  H19 UNL     1      -4.957   1.399  -2.206  1.00  0.00           H  
HETATM   48  H20 UNL     1      -3.457  -0.033  -0.735  1.00  0.00           H  
HETATM   49  H21 UNL     1      -3.071   0.312   0.944  1.00  0.00           H  
HETATM   50  H22 UNL     1      -1.338  -0.581  -1.276  1.00  0.00           H  
HETATM   51  H23 UNL     1       0.176  -2.257  -0.460  1.00  0.00           H  
HETATM   52  H24 UNL     1      -1.235  -3.405  -0.198  1.00  0.00           H  
HETATM   53  H25 UNL     1       0.111  -4.112   1.499  1.00  0.00           H  
HETATM   54  H26 UNL     1       0.615  -2.420   2.044  1.00  0.00           H  
HETATM   55  H27 UNL     1      -2.040  -3.745   2.258  1.00  0.00           H  
HETATM   56  H28 UNL     1      -1.240  -2.692   3.457  1.00  0.00           H  
HETATM   57  H29 UNL     1      -2.023  -0.794   2.479  1.00  0.00           H  
HETATM   58  H30 UNL     1      -3.190  -1.855   1.669  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   14
CONECT    3    4    4    5
CONECT    5    6   32   33
CONECT    6    7    7   13
CONECT    7    8   34
CONECT    8    9    9   35
CONECT    9   10   11
CONECT   11   12   13   13
CONECT   13   36
CONECT   14   15   23   37
CONECT   15   16   38   39
CONECT   16   17   40   41
CONECT   17   18   21   22
CONECT   18   19   42   43
CONECT   19   20   44   45
CONECT   20   21   46   47
CONECT   22   23   48   49
CONECT   23   24   50
CONECT   24   25   28
CONECT   25   26   51   52
CONECT   26   27   53   54
CONECT   27   28   55   56
CONECT   28   57   58
END
Download

SMILES for HMDB0258424 (Spiradoline)

CN(C1CCC2(CCCO2)CC1N1CCCC1)C(=O)CC1=CC(Cl)=C(Cl)C=C1
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INCHI for HMDB0258424 (Spiradoline)

InChI=1S/C22H30Cl2N2O2/c1-25(21(27)14-16-5-6-17(23)18(24)13-16)19-7-9-22(8-4-12-28-22)15-20(19)26-10-2-3-11-26/h5-6,13,19-20H,2-4,7-12,14-15H2,1H3
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC22H30Cl2N2O2
Average Molecular Weight425.39
Monoisotopic Molecular Weight424.1684336
IUPAC Name2-(3,4-dichlorophenyl)-N-methyl-N-[7-(pyrrolidin-1-yl)-1-oxaspiro[4.5]decan-8-yl]acetamide
Traditional Name2-(3,4-dichlorophenyl)-N-methyl-N-[7-(pyrrolidin-1-yl)-1-oxaspiro[4.5]decan-8-yl]acetamide
CAS Registry NumberNot Available
SMILES
CN(C1CCC2(CCCO2)CC1N1CCCC1)C(=O)CC1=CC(Cl)=C(Cl)C=C1
InChI Identifier
InChI=1S/C22H30Cl2N2O2/c1-25(21(27)14-16-5-6-17(23)18(24)13-16)19-7-9-22(8-4-12-28-22)15-20(19)26-10-2-3-11-26/h5-6,13,19-20H,2-4,7-12,14-15H2,1H3
InChI KeyNYKCGQQJNVPOLU-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylacetamides
Direct ParentPhenylacetamides
Alternative Parents
Substituents
  • Phenylacetamide
  • 1,2-dichlorobenzene
  • Chlorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • N-alkylpyrrolidine
  • Pyrrolidine
  • Tetrahydrofuran
  • Tertiary carboxylic acid amide
  • Amino acid or derivatives
  • Carboxamide group
  • Tertiary aliphatic amine
  • Tertiary amine
  • Carboxylic acid derivative
  • Dialkyl ether
  • Oxacycle
  • Ether
  • Azacycle
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Amine
  • Organic oxide
  • Organopnictogen compound
  • Organohalogen compound
  • Organochloride
  • Organonitrogen compound
  • Organooxygen compound
  • Carbonyl group
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Spiradoline GC-MS (Non-derivatized) - 70eV, Positivesplash10-0bta-6924000000-a880ff0c182b3cf7386f2021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Spiradoline GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID5418
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkSpiradoline
METLIN IDNot Available
PubChem Compound5620
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]