NP-MRD: Showing NP-Card for D-Panthenol (NP0002743)

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Record Information

Version

1.0

Created at

2020-11-23 19:39:19 UTC

Updated at

2021-08-19 23:59:18 UTC

NP-MRD ID

NP0002743

Secondary Accession Numbers

None

Natural Product Identification

Common Name

D-Panthenol

Provided By

BMRB

Description

Panthenol, also known as bepanthen or bepantol, belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). Thus, panthenol is considered to be a fatty amide. Panthenol is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. It was first documented in 1990 (PMID: 2080639). Based on a literature review a significant number of articles have been published on Panthenol (PMID: 17984079) (PMID: 8992089) (PMID: 10965426) (PMID: 12113650).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


     RDKit          2D

 33 32  0  0  0  0  0  0  0  0999 V2000
   -2.0315    1.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0876   -0.1773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -1.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5865   -0.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0855   -0.0651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5886   -0.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447   -1.7323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5326    1.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4322    2.4659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7936    1.9665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0637    1.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3338    0.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6039   -0.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8740   -1.2256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5124    1.5601    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2514    1.4855    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1586    2.8163    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6383   -1.8033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7028   -2.0933    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1997   -3.1752    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7136    1.3734    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8249   -1.6021    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8835   -1.3352    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8923   -0.4717    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6254   -2.5303    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8497    3.4655    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8617    2.4386    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4264   -0.1894    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1318    1.6406    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5358   -0.8996    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8059   -1.6977    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4019    0.8425    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8179   -2.7246    0.0000 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
  4  5  1  0
  2  6  1  6
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
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  1 15  1  6
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  3 18  1  6
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  3 20  1  0
  4 21  1  1
  4 22  1  0
  5 23  1  0
  6 24  1  1
  7 25  1  0
 10 26  1  0
 11 27  1  6
 11 28  1  0
 12 29  1  1
 12 30  1  0
 13 31  1  6
 13 32  1  0
 14 33  1  0
M  END

NP0002743
     RDKit          3D

 33 32  0  0  0  0  0  0  0  0999 V2000
   -1.3601    0.8945   -1.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9945   -0.1665   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0956    0.1119    1.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4413   -0.2878   -0.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0444    0.9557   -0.6619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2636   -1.4754   -0.5843 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4496   -1.6936   -1.9731 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1895   -1.3152   -0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9877   -1.2962   -1.3869 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7934   -1.1751    0.8932 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -1.0100    1.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6781    0.2655    0.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1761    0.4623    0.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5841    1.6267    0.0947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7006    1.9145   -0.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6477    0.6851   -2.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2532    0.8808   -1.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2542    0.6832    1.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0565    0.6340    1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1683   -0.8536    1.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4462   -0.5471   -1.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9416   -1.0378   -0.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7594    0.9060    0.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7029   -2.3077   -0.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6131   -1.8906   -2.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1806   -1.1952    1.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3800   -0.9698    2.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7195   -1.9014    0.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5837    0.1343   -0.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1091    1.1320    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3932    0.4969    1.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6896   -0.4024    0.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5240    1.8080    0.2755 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
  4  5  1  0
  2  6  1  0
  6  7  1  0
  6  8  1  0
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  8 10  1  0
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 14 33  1  0
M  END


     RDKit          2D

 33 32  0  0  0  0  0  0  0  0999 V2000
   -2.0315    1.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0876   -0.1773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -1.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5865   -0.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0855   -0.0651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5886   -0.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447   -1.7323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5326    1.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4322    2.4659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7936    1.9665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0637    1.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3338    0.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6039   -0.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8740   -1.2256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5124    1.5601    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2514    1.4855    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1586    2.8163    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6383   -1.8033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7028   -2.0933    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1997   -3.1752    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7136    1.3734    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8249   -1.6021    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8835   -1.3352    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8923   -0.4717    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6254   -2.5303    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8497    3.4655    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8617    2.4386    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4264   -0.1894    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1318    1.6406    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5358   -0.8996    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8059   -1.6977    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4019    0.8425    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8179   -2.7246    0.0000 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
  4  5  1  0
  2  6  1  6
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  1 15  1  6
  1 16  1  0
  1 17  1  0
  3 18  1  6
  3 19  1  0
  3 20  1  0
  4 21  1  1
  4 22  1  0
  5 23  1  0
  6 24  1  1
  7 25  1  0
 10 26  1  0
 11 27  1  6
 11 28  1  0
 12 29  1  1
 12 30  1  0
 13 31  1  6
 13 32  1  0
 14 33  1  0
M  END
> <DATABASE_ID>
NP0002743

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(CO)[C@@H](O)C(=O)NCCCO

> <INCHI_IDENTIFIER>
InChI=1S/C9H19NO4/c1-9(2,6-12)7(13)8(14)10-4-3-5-11/h7,11-13H,3-6H2,1-2H3,(H,10,14)/t7-/m0/s1

> <INCHI_KEY>
SNPLKNRPJHDVJA-ZETCQYMHSA-N

> <FORMULA>
C9H19NO4

> <MOLECULAR_WEIGHT>
205.2515

> <EXACT_MASS>
205.131408101

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
21.92886810205789

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide

> <ALOGPS_LOGP>
-1.00

> <JCHEM_LOGP>
-1.7005134243333335

> <ALOGPS_LOGS>
-0.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.016110435805928

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.685869948391623

> <JCHEM_PKA_STRONGEST_BASIC>
-2.390706370314997

> <JCHEM_POLAR_SURFACE_AREA>
89.79

> <JCHEM_REFRACTIVITY>
51.884800000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.21e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dexpanthenol

> <JCHEM_VEBER_RULE>
0

$$$$

NP0002743
     RDKit          3D

 33 32  0  0  0  0  0  0  0  0999 V2000
   -1.3601    0.8945   -1.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9945   -0.1665   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0956    0.1119    1.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4413   -0.2878   -0.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0444    0.9557   -0.6619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2636   -1.4754   -0.5843 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4496   -1.6936   -1.9731 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1895   -1.3152   -0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9877   -1.2962   -1.3869 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7934   -1.1751    0.8932 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -1.0100    1.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6781    0.2655    0.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1761    0.4623    0.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5841    1.6267    0.0947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7006    1.9145   -0.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6477    0.6851   -2.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2532    0.8808   -1.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2542    0.6832    1.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0565    0.6340    1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1683   -0.8536    1.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4462   -0.5471   -1.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9416   -1.0378   -0.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7594    0.9060    0.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7029   -2.3077   -0.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6131   -1.8906   -2.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1806   -1.1952    1.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3800   -0.9698    2.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7195   -1.9014    0.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5837    0.1343   -0.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1091    1.1320    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3932    0.4969    1.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6896   -0.4024    0.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5240    1.8080    0.2755 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
  4  5  1  0
  2  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  1
  7 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
M  END

HEADER    PROTEIN                                 02-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-20         0                                  
HETATM    1  C   UNK     0    8662.7588665.117   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8664.0928664.348   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8661.4248664.348   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8662.7588666.656   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0    8665.4258665.117   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0    8664.0928662.807   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8660.0908665.117   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8660.6528663.014   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8662.1928663.014   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8666.7618664.348   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8658.7568664.348   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8668.0968665.117   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8669.4288664.348   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    8670.7648665.117   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8    9                                             
CONECT    4    1                                                            
CONECT    5    2   10                                                       
CONECT    6    2                                                            
CONECT    7    3   11                                                       
CONECT    8    3                                                            
CONECT    9    3                                                            
CONECT   10    5   12                                                       
CONECT   11    7                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

COMPND    NP0002743
HETATM    1  C1  UNL     1      -1.360   0.894  -1.159  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.994  -0.167  -0.325  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.096   0.112   1.130  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.441  -0.288  -0.837  1.00  0.00           C  
HETATM    5  O1  UNL     1      -4.044   0.956  -0.662  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.264  -1.475  -0.584  1.00  0.00           C  
HETATM    7  O2  UNL     1      -1.450  -1.694  -1.973  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.189  -1.315  -0.388  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.988  -1.296  -1.387  1.00  0.00           O  
HETATM   10  N1  UNL     1       0.793  -1.175   0.893  1.00  0.00           N  
HETATM   11  C7  UNL     1       2.204  -1.010   1.129  1.00  0.00           C  
HETATM   12  C8  UNL     1       2.678   0.266   0.460  1.00  0.00           C  
HETATM   13  C9  UNL     1       4.176   0.462   0.712  1.00  0.00           C  
HETATM   14  O4  UNL     1       4.584   1.627   0.095  1.00  0.00           O  
HETATM   15  H1  UNL     1      -1.701   1.915  -0.924  1.00  0.00           H  
HETATM   16  H2  UNL     1      -1.648   0.685  -2.230  1.00  0.00           H  
HETATM   17  H3  UNL     1      -0.253   0.881  -1.143  1.00  0.00           H  
HETATM   18  H4  UNL     1      -1.254   0.683   1.562  1.00  0.00           H  
HETATM   19  H5  UNL     1      -3.057   0.634   1.361  1.00  0.00           H  
HETATM   20  H6  UNL     1      -2.168  -0.854   1.670  1.00  0.00           H  
HETATM   21  H7  UNL     1      -3.446  -0.547  -1.923  1.00  0.00           H  
HETATM   22  H8  UNL     1      -3.942  -1.038  -0.214  1.00  0.00           H  
HETATM   23  H9  UNL     1      -4.759   0.906   0.018  1.00  0.00           H  
HETATM   24  H10 UNL     1      -1.703  -2.308  -0.033  1.00  0.00           H  
HETATM   25  H11 UNL     1      -0.613  -1.891  -2.431  1.00  0.00           H  
HETATM   26  H12 UNL     1       0.181  -1.195   1.767  1.00  0.00           H  
HETATM   27  H13 UNL     1       2.380  -0.970   2.221  1.00  0.00           H  
HETATM   28  H14 UNL     1       2.720  -1.901   0.695  1.00  0.00           H  
HETATM   29  H15 UNL     1       2.584   0.134  -0.627  1.00  0.00           H  
HETATM   30  H16 UNL     1       2.109   1.132   0.812  1.00  0.00           H  
HETATM   31  H17 UNL     1       4.393   0.497   1.797  1.00  0.00           H  
HETATM   32  H18 UNL     1       4.690  -0.402   0.242  1.00  0.00           H  
HETATM   33  H19 UNL     1       5.524   1.808   0.276  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    4    6
CONECT    3   18   19   20
CONECT    4    5   21   22
CONECT    5   23
CONECT    6    7    8   24
CONECT    7   25
CONECT    8    9    9   10
CONECT   10   11   26
CONECT   11   12   27   28
CONECT   12   13   29   30
CONECT   13   14   31   32
CONECT   14   33
END

NP0002743
     RDKit          3D

33 32  0  0  0  0  0  0  0  0999 V2000
   -1.3601    0.8945   -1.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9945   -0.1665   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0956    0.1119    1.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4413   -0.2878   -0.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0444    0.9557   -0.6619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2636   -1.4754   -0.5843 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4496   -1.6936   -1.9731 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1895   -1.3152   -0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9877   -1.2962   -1.3869 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7934   -1.1751    0.8932 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -1.0100    1.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6781    0.2655    0.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1761    0.4623    0.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5841    1.6267    0.0947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7006    1.9145   -0.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6477    0.6851   -2.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2532    0.8808   -1.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2542    0.6832    1.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0565    0.6340    1.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1683   -0.8536    1.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4462   -0.5471   -1.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9416   -1.0378   -0.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7594    0.9060    0.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7029   -2.3077   -0.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6131   -1.8906   -2.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1806   -1.1952    1.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3800   -0.9698    2.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7195   -1.9014    0.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5837    0.1343   -0.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1091    1.1320    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3932    0.4969    1.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6896   -0.4024    0.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5240    1.8080    0.2755 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
  4  5  1  0
  2  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  1
  7 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
M  END

View in JSmol

Synonyms

Value	Source
(+)-Panthenol	ChEBI
(R)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide	ChEBI
2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide	ChEBI
Bepanthen	ChEBI
Bepanthene	ChEBI
Bepantol	ChEBI
Cozyme	ChEBI
D(+)-Panthenol	ChEBI
D(+)-Pantothenyl alcohol	ChEBI
D-(+)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide	ChEBI
D-p-a Injection	ChEBI
D-Panthenol	ChEBI
D-Pantothenol	ChEBI
D-Pantothenyl alcohol	ChEBI
Dexpanthenol	ChEBI
Ilopan	ChEBI
Motilyn	ChEBI
N-Pantoyl-propanolamine	ChEBI
Panadon	ChEBI
Panthoderm	ChEBI
Pantol	ChEBI
Pantothenyl alcohol	ChEBI
Provitamin b	ChEBI
Synapan	ChEBI
Thenalton	ChEBI
Zentinic	ChEBI
Artesan brand OF dexpanthenol	HMDB
Azupharma brand OF dexpanthenol	HMDB
Dermapharm brand OF dexpanthenol	HMDB
Dexpanthenol heumann	HMDB
Heumann brand OF dexpanthenol	HMDB
LAW brand OF dexpanthenol	HMDB
Mann brand OF dexpanthenol	HMDB
Marolderm	HMDB
Nasicur	HMDB
Panthenol braun	HMDB
Panthenol lichtenstein	HMDB
Rhinoclir	HMDB
Roche nicholas brand OF dexpanthenol	HMDB
Savage brand OF dexpanthenol	HMDB
Cassella-med brand OF dexpanthenol	HMDB
Jenapharm brand OF dexpanthenol	HMDB
Jones brand OF dexpanthenol	HMDB
Lichtenstein brand OF dexpanthenol	HMDB
Otriven dexpanthenol	HMDB
Pan rhinol	HMDB
Panthenol law	HMDB
Panthogenat	HMDB
Bioglan brand OF dexpanthenol	HMDB
Braun brand OF dexpanthenol	HMDB
Febena brand OF dexpanthenol	HMDB
Pan-ophtal	HMDB
Panthenol jenapharm	HMDB
Panthenol-ratiopharm	HMDB
Repa-ophtal	HMDB
Ucee D	HMDB
Wund- und heilsalbe law	HMDB
Pantothenol	HMDB
Corneregel	HMDB
Merck brand OF dexpanthenol	HMDB
Merckle brand OF dexpanthenol	HMDB
NasenSpray ratiopharm panthenol	HMDB
Novartis brand OF dexpanthenol	HMDB
Roche consumer health brand OF dexpanthenol	HMDB
Roche brand OF dexpanthenol	HMDB
Siozwo sana	HMDB
Urupan	HMDB
Winzer brand OF dexpanthenol	HMDB
CT-Arzneimittel brand OF dexpanthenol	HMDB
Panthenol von CT	HMDB
Ratiopharm brand OF dexpanthenol	HMDB
(2R)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide	HMDB
D(+)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide	HMDB
D(+)-alpha,gamma-Dihydroxy-N-(3-hydroxypropyl)-beta,beta-dimethylbutyramide	HMDB
D(+)-Α,γ-dihydroxy-N-(3-hydroxypropyl)-β,β-dimethylbutyramide	HMDB
Panthenol	ChEBI
(+)-2,4-Dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide	MeSH
DL-Panthenol	MeSH

Chemical Formula

C₉H₁₉NO₄

Average Mass

205.2515 Da

Monoisotopic Mass

205.13141 Da

IUPAC Name

(2R)-2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide

Traditional Name

dexpanthenol

CAS Registry Number

Not Available

SMILES

CC(C)(CO)[C@@H](O)C(=O)NCCCO

InChI Identifier

InChI=1S/C9H19NO4/c1-9(2,6-12)7(13)8(14)10-4-3-5-11/h7,11-13H,3-6H2,1-2H3,(H,10,14)/t7-/m0/s1

InChI Key

SNPLKNRPJHDVJA-ZETCQYMHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Secondary alcohols

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	483.60 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1000000 mg/L @ 25 °C (exp)	The Good Scents Company Information System
LogP	-0.989 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	-1	ALOGPS
logP	-1.7	ChemAxon
logS	-0.23	ALOGPS
pKa (Strongest Acidic)	12.69	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	89.79 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	51.88 m³·mol⁻¹	ChemAxon
Polarizability	21.93 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0004231

DrugBank ID

DB09357

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB008430

KNApSAcK ID

Not Available

Chemspider ID

115991

KEGG Compound ID

C05944

BioCyc ID

PANTOTHENOL

BiGG ID

Not Available

Wikipedia Link

Panthenol

METLIN ID

Not Available

PubChem Compound

131204

PDB ID

Not Available

ChEBI ID

27373

Good Scents ID

rw1131321

References

General References

Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
Gobbels M, Gross D: [Clinical study of the effectiveness of a dexpanthenol containing artificial tears solution (Siccaprotect) in treatment of dry eyes]. Klin Monbl Augenheilkd. 1996 Aug-Sep;209(2-3):84-8. doi: 10.1055/s-2008-1035283. [PubMed:8992089 ]
Gehring W, Gloor M: Effect of topically applied dexpanthenol on epidermal barrier function and stratum corneum hydration. Results of a human in vivo study. Arzneimittelforschung. 2000 Jul;50(7):659-63. doi: 10.1055/s-0031-1300268. [PubMed:10965426 ]
Sachs M, Asskali F, Lanaras C, Forster H, Bockhorn H: [The metabolism of panthenol in patients with postoperative intestinal atony]. Z Ernahrungswiss. 1990 Dec;29(4):270-83. doi: 10.1007/BF02023084. [PubMed:2080639 ]
Ebner F, Heller A, Rippke F, Tausch I: Topical use of dexpanthenol in skin disorders. Am J Clin Dermatol. 2002;3(6):427-33. doi: 10.2165/00128071-200203060-00005. [PubMed:12113650 ]

Showing NP-Card for D-Panthenol (NP0002743)

MOL for NP0002743 (D-Panthenol)

3D MOL for NP0002743 (D-Panthenol)

3D SDF for NP0002743 (D-Panthenol)

3D-SDF for NP0002743 (D-Panthenol)

PDB for NP0002743 (D-Panthenol)

3D PDB for NP0002743 (D-Panthenol)

SMILES for NP0002743 (D-Panthenol)

INCHI for NP0002743 (D-Panthenol)

Structure for NP0002743 (D-Panthenol)

3D Structure for NP0002743 (D-Panthenol)