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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:03:38 UTC

Update Date

2021-09-26 23:10:12 UTC

HMDB ID

HMDB0255425

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Naftidrofuryl

Description

Naftidrofuryl, also known as drosunal, belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. Naftidrofuryl is a very strong basic compound (based on its pKa). Naftidrofuryl is a potentially toxic compound. Naftidrofuryl increases the peripheric circulation of blood, e.g. in peripheral vascular disease (PAOD), Raynaud's phenomenon, cerebrovascular diseases, diffuse circulatory insufficiency in the elderly going along with confusion or behavioral disturbances. Convulsions, Nausea and epigastric pain, rash, hepatitis or hepatic failure, calcium oxalate stones (A302, L1000). Overdosage may result in disturbance of the atrioventricular conduction time, ventricular arrhythmia, convulsions, acute renal failure or acute hepatic necrosis (A302). It is also a stimulator of metabolism by improving aerobic glucose metabolism and by these means preserving cell function in ischemic conditions. time, ventricular arrhythmia, convulsions, acute renal failure or acute hepatic necrosis (A302). or platelet aggregation. This compound has been identified in human blood as reported by (PMID: 31557052 ). Naftidrofuryl is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Naftidrofuryl 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

  Mrv0541 02241205102D          

 28 30  0  0  0  0            999 V2000
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2489    1.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6969    1.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1094    2.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9164    2.4705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    0.0000    0.0000 C   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
  3  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  2  0  0  0  0
  9 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
 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
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 19 28  2  0  0  0  0
 23 28  1  0  0  0  0
M  END

HMDB0255425
     RDKit          3D
Naftidrofuryl
 61 63  0  0  0  0  0  0  0  0999 V2000
    4.5572   -1.6501   -3.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1740   -0.8958   -1.8798 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2470   -0.8601   -0.7398 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9325   -0.1318    0.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1290   -0.9449    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844   -0.3100   -1.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193   -0.3243    0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7465    0.2210   -0.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2624    0.2946    0.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0516   -0.1042    1.7264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062    0.8393    0.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2213   -0.0497   -0.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3934   -1.4454   -0.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4501   -2.4118   -0.8251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5505   -3.7318   -0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076   -4.1480    0.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5352   -3.2010    0.7100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5858   -3.6703    1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5497   -2.7668    1.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4572   -1.4536    1.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4245   -0.9668    0.7314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4453   -1.8637    0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4320    2.1867   -0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7675    3.2150    0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3491    3.6170    1.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8965    5.0345    1.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9287    5.0375   -0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7260    4.3983   -0.3526 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3691   -1.9725   -3.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0099   -2.5328   -2.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8892   -0.9815   -3.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4239    0.1574   -2.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1305   -1.3622   -1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3155    0.0893    1.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3093    0.8556   -0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1316   -0.9775    1.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0260   -1.9827    0.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0437   -0.4928    0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1718    0.7321   -1.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5918   -0.9405   -1.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8473   -1.3978    0.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3824    0.2445    0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2472    0.7995    1.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1607    0.4106   -1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5091   -0.0292   -1.7279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208   -2.0742   -1.4433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8228   -4.4780   -0.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6720   -5.1912    0.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6337   -4.7089    1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3840   -3.1168    2.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2093   -0.7302    1.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3506    0.0576    0.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8349    2.0339   -1.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4370    2.5220   -0.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3129    2.9401    0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6040    3.7169    2.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1710    3.0030    2.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9022    5.1569    1.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1667    5.8080    1.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9609    6.0367   -0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8173    4.4908   -0.3741 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
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 11 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 22 13  1  0
 28 24  1  0
 22 17  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
 26 59  1  0
 27 60  1  0
 27 61  1  0
M  END

  Mrv0541 02241205102D          

 28 30  0  0  0  0            999 V2000
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2489    1.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6969    1.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1094    2.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9164    2.4705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    0.0000    0.0000 C   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
  3  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  2  0  0  0  0
  9 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
 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
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 19 28  2  0  0  0  0
 23 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255425

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN(CC)CCOC(=O)C(CC1CCCO1)CC1=C2C=CC=CC2=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H33NO3/c1-3-25(4-2)14-16-28-24(26)21(18-22-12-8-15-27-22)17-20-11-7-10-19-9-5-6-13-23(19)20/h5-7,9-11,13,21-22H,3-4,8,12,14-18H2,1-2H3

> <INCHI_KEY>
KBAFPSLPKGSANY-UHFFFAOYSA-N

> <FORMULA>
C24H33NO3

> <MOLECULAR_WEIGHT>
383.5237

> <EXACT_MASS>
383.246043927

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
44.63287557974944

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(diethylamino)ethyl 3-(naphthalen-1-yl)-2-(oxolan-2-ylmethyl)propanoate

> <ALOGPS_LOGP>
4.73

> <JCHEM_LOGP>
4.582761381666666

> <ALOGPS_LOGS>
-5.78

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.962059476101427

> <JCHEM_POLAR_SURFACE_AREA>
38.769999999999996

> <JCHEM_REFRACTIVITY>
113.76880000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.36e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
naftidrofuryl

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255425
     RDKit          3D
Naftidrofuryl
 61 63  0  0  0  0  0  0  0  0999 V2000
    4.5572   -1.6501   -3.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1740   -0.8958   -1.8798 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2470   -0.8601   -0.7398 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9325   -0.1318    0.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1290   -0.9449    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844   -0.3100   -1.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193   -0.3243    0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7465    0.2210   -0.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2624    0.2946    0.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0516   -0.1042    1.7264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062    0.8393    0.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2213   -0.0497   -0.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3934   -1.4454   -0.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4501   -2.4118   -0.8251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5505   -3.7318   -0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076   -4.1480    0.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5352   -3.2010    0.7100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5858   -3.6703    1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5497   -2.7668    1.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4572   -1.4536    1.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4245   -0.9668    0.7314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4453   -1.8637    0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4320    2.1867   -0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7675    3.2150    0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3491    3.6170    1.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8965    5.0345    1.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9287    5.0375   -0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7260    4.3983   -0.3526 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3691   -1.9725   -3.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0099   -2.5328   -2.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8892   -0.9815   -3.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4239    0.1574   -2.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1305   -1.3622   -1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3155    0.0893    1.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3093    0.8556   -0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1316   -0.9775    1.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0260   -1.9827    0.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0437   -0.4928    0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1718    0.7321   -1.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5918   -0.9405   -1.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8473   -1.3978    0.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3824    0.2445    0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2472    0.7995    1.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1607    0.4106   -1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5091   -0.0292   -1.7279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208   -2.0742   -1.4433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8228   -4.4780   -0.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6720   -5.1912    0.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6337   -4.7089    1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3840   -3.1168    2.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2093   -0.7302    1.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3506    0.0576    0.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8349    2.0339   -1.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4370    2.5220   -0.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3129    2.9401    0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6040    3.7169    2.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1710    3.0030    2.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9022    5.1569    1.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1667    5.8080    1.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9609    6.0367   -0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8173    4.4908   -0.3741 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
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 11 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 22 13  1  0
 28 24  1  0
 22 17  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
 26 59  1  0
 27 60  1  0
 27 61  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003   0.770   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      13.337   0.000   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      13.337  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.671  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.671   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      17.338   0.770   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      18.672   0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      18.672  -1.540   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      20.005   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.005   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.672   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.265   2.454   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.234   3.598   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.004   4.932   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      18.511   4.612   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      21.339   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      22.673   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.673   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.006   3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      25.340   2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      25.340   0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      26.674   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      26.674  -1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      25.340  -2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      24.006  -1.540   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      24.006   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13                                                       
CONECT   18   11   19                                                       
CONECT   19   18   20   28                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   19   23                                                  
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0255425
HETATM    1  C1  UNL     1       4.557  -1.650  -3.046  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.174  -0.896  -1.880  1.00  0.00           C  
HETATM    3  N1  UNL     1       4.247  -0.860  -0.740  1.00  0.00           N  
HETATM    4  C3  UNL     1       4.932  -0.132   0.288  1.00  0.00           C  
HETATM    5  C4  UNL     1       6.129  -0.945   0.785  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.984  -0.310  -1.137  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.019  -0.324   0.010  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.747   0.221  -0.400  1.00  0.00           O  
HETATM    9  C7  UNL     1      -0.262   0.295   0.554  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.052  -0.104   1.726  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.606   0.839   0.221  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.221  -0.050  -0.854  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.393  -1.445  -0.449  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.450  -2.412  -0.825  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.551  -3.732  -0.443  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.608  -4.148   0.340  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.535  -3.201   0.710  1.00  0.00           C  
HETATM   18  C15 UNL     1      -4.586  -3.670   1.490  1.00  0.00           C  
HETATM   19  C16 UNL     1      -5.550  -2.767   1.881  1.00  0.00           C  
HETATM   20  C17 UNL     1      -5.457  -1.454   1.503  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.425  -0.967   0.731  1.00  0.00           C  
HETATM   22  C19 UNL     1      -3.445  -1.864   0.330  1.00  0.00           C  
HETATM   23  C20 UNL     1      -1.432   2.187  -0.399  1.00  0.00           C  
HETATM   24  C21 UNL     1      -0.768   3.215   0.405  1.00  0.00           C  
HETATM   25  C22 UNL     1      -1.349   3.617   1.683  1.00  0.00           C  
HETATM   26  C23 UNL     1      -1.897   5.034   1.455  1.00  0.00           C  
HETATM   27  C24 UNL     1      -1.929   5.037  -0.077  1.00  0.00           C  
HETATM   28  O3  UNL     1      -0.726   4.398  -0.353  1.00  0.00           O  
HETATM   29  H1  UNL     1       5.369  -1.972  -3.735  1.00  0.00           H  
HETATM   30  H2  UNL     1       4.010  -2.533  -2.665  1.00  0.00           H  
HETATM   31  H3  UNL     1       3.889  -0.981  -3.658  1.00  0.00           H  
HETATM   32  H4  UNL     1       5.424   0.157  -2.180  1.00  0.00           H  
HETATM   33  H5  UNL     1       6.130  -1.362  -1.579  1.00  0.00           H  
HETATM   34  H6  UNL     1       4.316   0.089   1.159  1.00  0.00           H  
HETATM   35  H7  UNL     1       5.309   0.856  -0.097  1.00  0.00           H  
HETATM   36  H8  UNL     1       6.132  -0.977   1.898  1.00  0.00           H  
HETATM   37  H9  UNL     1       6.026  -1.983   0.360  1.00  0.00           H  
HETATM   38  H10 UNL     1       7.044  -0.493   0.366  1.00  0.00           H  
HETATM   39  H11 UNL     1       3.172   0.732  -1.492  1.00  0.00           H  
HETATM   40  H12 UNL     1       2.592  -0.940  -1.980  1.00  0.00           H  
HETATM   41  H13 UNL     1       1.847  -1.398   0.297  1.00  0.00           H  
HETATM   42  H14 UNL     1       2.382   0.245   0.885  1.00  0.00           H  
HETATM   43  H15 UNL     1      -2.247   0.800   1.087  1.00  0.00           H  
HETATM   44  H16 UNL     1      -3.161   0.411  -1.254  1.00  0.00           H  
HETATM   45  H17 UNL     1      -1.509  -0.029  -1.728  1.00  0.00           H  
HETATM   46  H18 UNL     1      -0.621  -2.074  -1.443  1.00  0.00           H  
HETATM   47  H19 UNL     1      -0.823  -4.478  -0.733  1.00  0.00           H  
HETATM   48  H20 UNL     1      -2.672  -5.191   0.633  1.00  0.00           H  
HETATM   49  H21 UNL     1      -4.634  -4.709   1.770  1.00  0.00           H  
HETATM   50  H22 UNL     1      -6.384  -3.117   2.494  1.00  0.00           H  
HETATM   51  H23 UNL     1      -6.209  -0.730   1.804  1.00  0.00           H  
HETATM   52  H24 UNL     1      -4.351   0.058   0.424  1.00  0.00           H  
HETATM   53  H25 UNL     1      -0.835   2.034  -1.342  1.00  0.00           H  
HETATM   54  H26 UNL     1      -2.437   2.522  -0.754  1.00  0.00           H  
HETATM   55  H27 UNL     1       0.313   2.940   0.562  1.00  0.00           H  
HETATM   56  H28 UNL     1      -0.604   3.717   2.494  1.00  0.00           H  
HETATM   57  H29 UNL     1      -2.171   3.003   2.076  1.00  0.00           H  
HETATM   58  H30 UNL     1      -2.902   5.157   1.892  1.00  0.00           H  
HETATM   59  H31 UNL     1      -1.167   5.808   1.800  1.00  0.00           H  
HETATM   60  H32 UNL     1      -1.961   6.037  -0.497  1.00  0.00           H  
HETATM   61  H33 UNL     1      -2.817   4.491  -0.374  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4    6
CONECT    4    5   34   35
CONECT    5   36   37   38
CONECT    6    7   39   40
CONECT    7    8   41   42
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   23   43
CONECT   12   13   44   45
CONECT   13   14   14   22
CONECT   14   15   46
CONECT   15   16   16   47
CONECT   16   17   48
CONECT   17   18   18   22
CONECT   18   19   49
CONECT   19   20   20   50
CONECT   20   21   51
CONECT   21   22   22   52
CONECT   23   24   53   54
CONECT   24   25   28   55
CONECT   25   26   56   57
CONECT   26   27   58   59
CONECT   27   28   60   61
END

HMDB0255425
     RDKit          3D
Naftidrofuryl
 61 63  0  0  0  0  0  0  0  0999 V2000
    4.5572   -1.6501   -3.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1740   -0.8958   -1.8798 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2470   -0.8601   -0.7398 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9325   -0.1318    0.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1290   -0.9449    0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844   -0.3100   -1.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193   -0.3243    0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7465    0.2210   -0.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2624    0.2946    0.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0516   -0.1042    1.7264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062    0.8393    0.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2213   -0.0497   -0.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3934   -1.4454   -0.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4501   -2.4118   -0.8251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5505   -3.7318   -0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076   -4.1480    0.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5352   -3.2010    0.7100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5858   -3.6703    1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5497   -2.7668    1.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4572   -1.4536    1.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4245   -0.9668    0.7314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4453   -1.8637    0.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4320    2.1867   -0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7675    3.2150    0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3491    3.6170    1.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8965    5.0345    1.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9287    5.0375   -0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7260    4.3983   -0.3526 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3691   -1.9725   -3.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0099   -2.5328   -2.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8892   -0.9815   -3.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4239    0.1574   -2.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1305   -1.3622   -1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3155    0.0893    1.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3093    0.8556   -0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1316   -0.9775    1.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0260   -1.9827    0.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0437   -0.4928    0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1718    0.7321   -1.4917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5918   -0.9405   -1.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8473   -1.3978    0.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3824    0.2445    0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2472    0.7995    1.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1607    0.4106   -1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5091   -0.0292   -1.7279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208   -2.0742   -1.4433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8228   -4.4780   -0.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6720   -5.1912    0.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6337   -4.7089    1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3840   -3.1168    2.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2093   -0.7302    1.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3506    0.0576    0.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8349    2.0339   -1.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4370    2.5220   -0.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3129    2.9401    0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6040    3.7169    2.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1710    3.0030    2.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9022    5.1569    1.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1667    5.8080    1.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9609    6.0367   -0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8173    4.4908   -0.3741 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
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
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 11 23  1  0
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  1 29  1  0
  1 30  1  0
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  2 33  1  0
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 27 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Drosunal	Kegg
Artocoron	MeSH
Dusodril	MeSH
Lipha brand OF naftidrofuryl oxalate	MeSH
Merck brand OF nafronyl oxalate	MeSH
Nafti ratiopharm	MeSH
Nafti-puren	MeSH
Naftilux	MeSH
Oxalate, nafronyl	MeSH
Oxalate, naftifurin	MeSH
Praxilene	MeSH
Ratiopharm brand OF naftidrofuryl oxalate	MeSH
Alpharma brand OF naftidrofuryl oxalate	MeSH
Azunaftil	MeSH
Di actane	MeSH
Di-actane	MeSH
DiActane	MeSH
Gévatran	MeSH
Menarini brand OF naftidrofuryl oxalate	MeSH
Merck lipha santé brand 2 OF naftidrofuryl oxalate	MeSH
Nafronyl oxalate	MeSH
Nafronyloxalate	MeSH
Nafti-ratiopharm	MeSH
NaftiPuren	MeSH
Naftiratiopharm	MeSH
CT Arzneimittel brand OF naftidrofuryl oxalate	MeSH
CT-Arzneimittel brand OF naftidrofuryl oxalate	MeSH
Abbott brand OF naftidrofuryl oxalate	MeSH
Hexal brand OF naftidrofuryl oxalate	MeSH
Azupharma brand OF naftidrofuryl oxalate	MeSH
Faes brand OF naftidrofuryl oxalate	MeSH
Merck lipha santé brand 1 OF naftidrofuryl oxalate	MeSH
Nafti puren	MeSH
Naftifurin oxalate	MeSH
Naftilong	MeSH
Thérabel brand OF naftidrofuryl oxalate	MeSH
Nafti von CT	MeSH

Chemical Formula

C₂₄H₃₃NO₃

Average Molecular Weight

383.5237

Monoisotopic Molecular Weight

383.246043927

IUPAC Name

2-(diethylamino)ethyl 3-(naphthalen-1-yl)-2-(oxolan-2-ylmethyl)propanoate

Traditional Name

naftidrofuryl

CAS Registry Number

Not Available

SMILES

CCN(CC)CCOC(=O)C(CC1CCCO1)CC1=C2C=CC=CC2=CC=C1

InChI Identifier

InChI=1S/C24H33NO3/c1-3-25(4-2)14-16-28-24(26)21(18-22-12-8-15-27-22)17-20-11-7-10-19-9-5-6-13-23(19)20/h5-7,9-11,13,21-22H,3-4,8,12,14-18H2,1-2H3

InChI Key

KBAFPSLPKGSANY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Not Available

Direct Parent

Naphthalenes

Alternative Parents

Substituents

Naphthalene
Fatty acid ester
Fatty acyl
Tetrahydrofuran
Amino acid or derivatives
Carboxylic acid ester
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Carbonyl group
Organopnictogen compound
Organic nitrogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Amine
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Membrane (HMDB: HMDB0255425)

Source

Exogenous

Exogenous (HMDB: HMDB0255425)

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	4.73	ALOGPS
logP	4.58	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Basic)	8.96	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	38.77 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	113.77 m³·mol⁻¹	ChemAxon
Polarizability	44.63 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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+H]+	194.415	30932474
DeepCCS	[M-H]-	191.865	30932474
DeepCCS	[M-2H]-	226.139	30932474
DeepCCS	[M+Na]+	202.413	30932474
AllCCS	[M+H]+	196.1	32859911
AllCCS	[M+H-H2O]+	193.4	32859911
AllCCS	[M+NH4]+	198.6	32859911
AllCCS	[M+Na]+	199.3	32859911
AllCCS	[M-H]-	199.9	32859911
AllCCS	[M+Na-2H]-	200.6	32859911
AllCCS	[M+HCOO]-	201.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Naftidrofuryl	CCN(CC)CCOC(=O)C(CC1CCCO1)CC1=C2C=CC=CC2=CC=C1	3923.2	Standard polar	33892256
Naftidrofuryl	CCN(CC)CCOC(=O)C(CC1CCCO1)CC1=C2C=CC=CC2=CC=C1	2667.3	Standard non polar	33892256
Naftidrofuryl	CCN(CC)CCOC(=O)C(CC1CCCO1)CC1=C2C=CC=CC2=CC=C1	2773.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Naftidrofuryl GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9120000000-58acd41b3b73264d3617	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Naftidrofuryl GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-000i-9100000000-d75c1dd41b1e807c5df5	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naftidrofuryl 10V, Positive-QTOF	splash10-0f89-2549000000-3701aef880e3113e8174	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naftidrofuryl 20V, Positive-QTOF	splash10-0udr-9822000000-8205fc5c8916c186cad3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naftidrofuryl 40V, Positive-QTOF	splash10-0v6r-8920000000-7c3b1ec379dfac422f84	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naftidrofuryl 10V, Negative-QTOF	splash10-001i-3059000000-dabb68bdf42dd117b1b6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naftidrofuryl 20V, Negative-QTOF	splash10-001r-6295000000-6891e2b71701c4e8a67c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naftidrofuryl 40V, Negative-QTOF	splash10-00dr-9340000000-468b51b4371edaf437a2	2016-08-03	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

DB13588

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

Naftidrofuryl

METLIN ID

Not Available

PubChem Compound

4417

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 Naftidrofuryl (HMDB0255425)

MOL for HMDB0255425 (Naftidrofuryl)

3D MOL for HMDB0255425 (Naftidrofuryl)

3D SDF for HMDB0255425 (Naftidrofuryl)

3D-SDF for HMDB0255425 (Naftidrofuryl)

PDB for HMDB0255425 (Naftidrofuryl)

3D PDB for HMDB0255425 (Naftidrofuryl)

SMILES for HMDB0255425 (Naftidrofuryl)

INCHI for HMDB0255425 (Naftidrofuryl)

Structure for HMDB0255425 (Naftidrofuryl)

3D Structure for HMDB0255425 (Naftidrofuryl)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra