NP-MRD: Showing NP-Card for D-Pantethine (NP0000252)

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Record Information

Version

2.0

Created at

2006-08-13 05:31:00 UTC

Updated at

2024-09-17 15:41:23 UTC

NP-MRD ID

NP0000252

Secondary Accession Numbers

None

Natural Product Identification

Common Name

D-Pantethine

Description

D-Pantethine, also known as pantetina or pantomin, belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. Most vitamin B5 supplements are in the form of calcium pantothenate, a salt of pantothenic acid, with doses in the range of 5 to 10 mg/day. Pantethine is available in the United States as a dietary supplement because of evidence of its health benefits for lowering elevated LDL-cholesterol and triglycerides, and raising HDL-cholesterol (the 'good' cholesterol). In contrast, pantethine is sold as a dietary supplement for lowering blood cholesterol and triglycerides at doses of 500 to 1200 mg/day. These clinical trials were conducted with daily intakes ranging from 600 to 1200 mg/day. Pantethine (bis-pantethine or co-enzyme pantethine) is a dimeric form of pantetheine, which is produced from pantothenic acid (vitamin B5) by the addition of cysteamine. D-Pantethine is a drug. Pantetheine is an intermediate in the production of coenzyme A by the body. In multiple clinical trials of patients with elevated cholesterol and triglycerides, total and LDL cholesterol were decreased by an average of 12%, triglycerides decreased by 19%, and HDL cholesterol was increased by 9%. Pantethine is composed of two molecules of pantetheine linked by a bridging disulfide. Most of the literature on pantethine and lipids is 20 to 30 years old, but recent carefully controlled trials of 600 and 900 mg/d doses have shown similar statistically significant lowering of LDL cholesterol in individuals with greatly or moderately elevated levels of blood lipids. A few trials conducted in Japan tested 300 mg/day and reported decreases in total cholesterol of about 4%, increases in HDL-cholesterol of 5% and inconsistent results for triglycerides. Direct dose-response evidence is not available because no trial tested more than one dose. Within this dose range there is no evidence of a dose-effect relationship, i.E. Changes in lipid concentrations overlapped across the range of doses.

Structure

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


  Mrv1652305271900072D          

 36 35  0  0  1  0            999 V2000
    9.8067   -6.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8067   -7.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5212   -7.6588    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.5212   -8.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2356   -8.8963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2356   -9.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9501  -10.1338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9501  -10.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6646  -11.3713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6646  -12.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3791  -12.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.2368  -17.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2368  -18.3838    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   18.3803  -21.2713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.8067   -8.8963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2356  -11.3713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2368  -15.9088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
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  1 26  1  0  0  0  0
  2 27  1  0  0  0  0
  2 28  1  0  0  0  0
  3 29  1  1  0  0  0
  4 30  2  0  0  0  0
  8 31  2  0  0  0  0
 17 32  2  0  0  0  0
 21 33  2  0  0  0  0
 22 34  1  1  0  0  0
 23 35  1  0  0  0  0
 23 36  1  0  0  0  0
M  END

HMDB0003828
     RDKit          3D
D-Pantethine
 78 77  0  0  0  0  0  0  0  0999 V2000
  -11.1879   -1.7115   -0.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3861   -0.2924   -0.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.3875    1.0825    1.6095 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3120    0.5780   -0.9987 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.4804    1.8938   -0.5721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0168    0.0586   -0.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6995   -1.1202   -0.7660 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.9157    0.3463    0.7786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9506   -0.0882   -0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6267   -1.1004   -0.4480 N   0  0  0  0  0  0  0  0  0  0  0  0
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   12.3013   -1.3148   -0.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2  6  1  0
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 33 72  1  0
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 34 74  1  0
 34 75  1  0
 35 76  1  0
 35 77  1  0
 36 78  1  0
M  END


  Mrv1652305271900072D          

 36 35  0  0  1  0            999 V2000
    9.8067   -6.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8067   -7.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5212   -7.6588    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.5212   -8.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2356   -8.8963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2356   -9.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9501  -10.1338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9501  -10.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6646  -11.3713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6646  -12.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3791  -12.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3791  -13.4338    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   14.8080  -15.9088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    9.5245   -8.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2356   -7.2463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.2356  -11.3713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2368  -15.9088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6659  -18.3838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2368  -20.0338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9481  -19.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4784  -20.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
  1 26  1  0  0  0  0
  2 27  1  0  0  0  0
  2 28  1  0  0  0  0
  3 29  1  1  0  0  0
  4 30  2  0  0  0  0
  8 31  2  0  0  0  0
 17 32  2  0  0  0  0
 21 33  2  0  0  0  0
 22 34  1  1  0  0  0
 23 35  1  0  0  0  0
 23 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000252

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(CO)[C@@H](O)C(=O)NCCC(=O)NCCSSCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)CO

> <INCHI_IDENTIFIER>
InChI=1S/C22H42N4O8S2/c1-21(2,13-27)17(31)19(33)25-7-5-15(29)23-9-11-35-36-12-10-24-16(30)6-8-26-20(34)18(32)22(3,4)14-28/h17-18,27-28,31-32H,5-14H2,1-4H3,(H,23,29)(H,24,30)(H,25,33)(H,26,34)/t17-,18-/m0/s1

> <INCHI_KEY>
DJWYOLJPSHDSAL-ROUUACIJSA-N

> <FORMULA>
C22H42N4O8S2

> <MOLECULAR_WEIGHT>
554.721

> <EXACT_MASS>
554.24440572

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
59.41677010534338

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-N-[2-({2-[(2-{3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanamido}ethyl)disulfanyl]ethyl}carbamoyl)ethyl]-2,4-dihydroxy-3,3-dimethylbutanamide

> <ALOGPS_LOGP>
-0.25

> <JCHEM_LOGP>
-3.379128931333332

> <ALOGPS_LOGS>
-3.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.980423925289173

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.383448763384695

> <JCHEM_PKA_STRONGEST_BASIC>
-2.786005263248618

> <JCHEM_POLAR_SURFACE_AREA>
197.31999999999996

> <JCHEM_REFRACTIVITY>
139.8344

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pantethine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003828
     RDKit          3D
D-Pantethine
 78 77  0  0  0  0  0  0  0  0999 V2000
  -11.1879   -1.7115   -0.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3861   -0.2924   -0.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7220    0.2490   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2071   -0.2178    1.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3875    1.0825    1.6095 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3120    0.5780   -0.9987 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.4804    1.8938   -0.5721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0168    0.0586   -0.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6995   -1.1202   -0.7660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1672    0.8538    0.2849 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9157    0.3463    0.7786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9506   -0.0882   -0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6959   -0.5957    0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5888   -0.5740    1.5717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6267   -1.1004   -0.4480 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4237   -1.5857    0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7450   -0.4890    0.9799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3123    0.8143   -0.2286 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1826    0.1333   -1.5586 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8602    0.4937   -0.9918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1164   -0.2603    0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4252   -0.0804    0.8268 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5731   -0.4603    0.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4201   -0.9684   -1.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9557   -0.2915    0.6368 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9761   -0.8873   -0.2879 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3428   -0.7494    0.1803 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8906    0.5206    0.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1498    1.5295    0.1214 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2575    0.7647    0.8350 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3761    2.1360    1.1327 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3114    0.3587   -0.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3055   -1.1062   -0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1460    1.1126   -1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6690    0.7230    0.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7663    0.0141    1.6448 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1808   -2.2339   -0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7467   -1.7026   -1.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5974   -2.3059   -0.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9447    1.1369   -0.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5263   -0.5186   -0.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6317    0.5779   -1.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1816   -0.5224    1.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9782   -0.8701    1.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2265    1.1741    2.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3713    0.5269   -2.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0334    2.5365   -1.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4781    1.8511    0.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3907    1.0864    1.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1645   -0.5004    1.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6981    0.7745   -0.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4164   -0.8572   -0.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6945   -1.1276   -1.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6906   -2.3789    0.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7037   -2.0181   -0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7931   -0.8934    1.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3482   -0.0533    1.7754 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5413    0.2285   -1.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8871    1.5760   -0.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9711   -1.3398    0.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3447   -0.0085    1.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5577    0.3398    1.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0830    0.7719    0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0693   -0.8363    1.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8437   -0.3659   -1.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6801   -1.9305   -0.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8386   -1.6427    0.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4975    0.2462    1.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8139    2.5634    0.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4831   -1.2708   -1.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3013   -1.3148   -0.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1543   -1.7546    0.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1101    1.6005   -1.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3574    1.8648   -1.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9151    0.4032   -2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6454    1.7950    0.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4795    0.4591   -0.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3227   -0.8054    1.5628 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  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
 35 36  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  5 45  1  0
  6 46  1  6
  7 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 30 68  1  1
 31 69  1  0
 33 70  1  0
 33 71  1  0
 33 72  1  0
 34 73  1  0
 34 74  1  0
 34 75  1  0
 35 76  1  0
 35 77  1  0
 36 78  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      18.306 -11.986   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.306 -13.526   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.640 -14.296   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      19.640 -15.836   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      20.973 -16.606   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      20.973 -18.146   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.307 -18.916   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.307 -20.456   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      23.641 -21.226   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      23.641 -22.766   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.974 -23.536   0.000  0.00  0.00           C+0
HETATM   12  S   UNK     0      24.974 -25.076   0.000  0.00  0.00           S+0
HETATM   13  S   UNK     0      26.308 -25.846   0.000  0.00  0.00           S+0
HETATM   14  C   UNK     0      26.308 -27.386   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.642 -28.156   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      27.642 -29.696   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      28.975 -30.466   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.975 -32.006   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      30.309 -32.776   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      30.309 -34.316   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      31.642 -35.086   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      31.642 -36.626   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      32.976 -37.396   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      32.976 -38.936   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      34.310 -39.706   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      16.972 -11.216   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      16.789 -13.259   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      17.779 -14.973   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      20.973 -13.526   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      18.306 -16.606   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      20.973 -21.226   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      30.309 -29.696   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      32.976 -34.316   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      30.309 -37.396   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      33.503 -35.949   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      34.493 -37.664   0.000  0.00  0.00           C+0
CONECT    1    2   26                                                       
CONECT    2    1    3   27   28                                             
CONECT    3    2    4   29                                                  
CONECT    4    3    5   30                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   31                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   32                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   33                                                  
CONECT   22   21   23   34                                                  
CONECT   23   22   24   35   36                                             
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26    1                                                            
CONECT   27    2                                                            
CONECT   28    2                                                            
CONECT   29    3                                                            
CONECT   30    4                                                            
CONECT   31    8                                                            
CONECT   32   17                                                            
CONECT   33   21                                                            
CONECT   34   22                                                            
CONECT   35   23                                                            
CONECT   36   23                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   70    0
END

COMPND    HMDB0003828
HETATM    1  C1  UNL     1     -11.188  -1.712  -0.819  1.00  0.00           C  
HETATM    2  C2  UNL     1     -11.386  -0.292  -0.347  1.00  0.00           C  
HETATM    3  C3  UNL     1     -12.722   0.249  -0.758  1.00  0.00           C  
HETATM    4  C4  UNL     1     -11.207  -0.218   1.160  1.00  0.00           C  
HETATM    5  O1  UNL     1     -11.388   1.082   1.610  1.00  0.00           O  
HETATM    6  C5  UNL     1     -10.312   0.578  -0.999  1.00  0.00           C  
HETATM    7  O2  UNL     1     -10.480   1.894  -0.572  1.00  0.00           O  
HETATM    8  C6  UNL     1      -9.017   0.059  -0.487  1.00  0.00           C  
HETATM    9  O3  UNL     1      -8.699  -1.120  -0.766  1.00  0.00           O  
HETATM   10  N1  UNL     1      -8.167   0.854   0.285  1.00  0.00           N  
HETATM   11  C7  UNL     1      -6.916   0.346   0.779  1.00  0.00           C  
HETATM   12  C8  UNL     1      -5.951  -0.088  -0.300  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.696  -0.596   0.323  1.00  0.00           C  
HETATM   14  O4  UNL     1      -4.589  -0.574   1.572  1.00  0.00           O  
HETATM   15  N2  UNL     1      -3.627  -1.100  -0.448  1.00  0.00           N  
HETATM   16  C10 UNL     1      -2.424  -1.586   0.187  1.00  0.00           C  
HETATM   17  C11 UNL     1      -1.745  -0.489   0.980  1.00  0.00           C  
HETATM   18  S1  UNL     1      -1.312   0.814  -0.229  1.00  0.00           S  
HETATM   19  S2  UNL     1       0.183   0.133  -1.559  1.00  0.00           S  
HETATM   20  C12 UNL     1       1.860   0.494  -0.992  1.00  0.00           C  
HETATM   21  C13 UNL     1       2.116  -0.260   0.281  1.00  0.00           C  
HETATM   22  N3  UNL     1       3.425  -0.080   0.827  1.00  0.00           N  
HETATM   23  C14 UNL     1       4.573  -0.460   0.105  1.00  0.00           C  
HETATM   24  O5  UNL     1       4.420  -0.968  -1.043  1.00  0.00           O  
HETATM   25  C15 UNL     1       5.956  -0.291   0.637  1.00  0.00           C  
HETATM   26  C16 UNL     1       6.976  -0.887  -0.288  1.00  0.00           C  
HETATM   27  N4  UNL     1       8.343  -0.749   0.180  1.00  0.00           N  
HETATM   28  C17 UNL     1       8.891   0.521   0.369  1.00  0.00           C  
HETATM   29  O6  UNL     1       8.150   1.529   0.121  1.00  0.00           O  
HETATM   30  C18 UNL     1      10.257   0.765   0.835  1.00  0.00           C  
HETATM   31  O7  UNL     1      10.376   2.136   1.133  1.00  0.00           O  
HETATM   32  C19 UNL     1      11.311   0.359  -0.160  1.00  0.00           C  
HETATM   33  C20 UNL     1      11.305  -1.106  -0.515  1.00  0.00           C  
HETATM   34  C21 UNL     1      11.146   1.113  -1.468  1.00  0.00           C  
HETATM   35  C22 UNL     1      12.669   0.723   0.468  1.00  0.00           C  
HETATM   36  O8  UNL     1      12.766   0.014   1.645  1.00  0.00           O  
HETATM   37  H1  UNL     1     -12.181  -2.234  -0.922  1.00  0.00           H  
HETATM   38  H2  UNL     1     -10.747  -1.703  -1.834  1.00  0.00           H  
HETATM   39  H3  UNL     1     -10.597  -2.306  -0.106  1.00  0.00           H  
HETATM   40  H4  UNL     1     -12.945   1.137  -0.131  1.00  0.00           H  
HETATM   41  H5  UNL     1     -13.526  -0.519  -0.666  1.00  0.00           H  
HETATM   42  H6  UNL     1     -12.632   0.578  -1.822  1.00  0.00           H  
HETATM   43  H7  UNL     1     -10.182  -0.522   1.446  1.00  0.00           H  
HETATM   44  H8  UNL     1     -11.978  -0.870   1.637  1.00  0.00           H  
HETATM   45  H9  UNL     1     -12.227   1.174   2.136  1.00  0.00           H  
HETATM   46  H10 UNL     1     -10.371   0.527  -2.092  1.00  0.00           H  
HETATM   47  H11 UNL     1     -10.033   2.537  -1.201  1.00  0.00           H  
HETATM   48  H12 UNL     1      -8.478   1.851   0.495  1.00  0.00           H  
HETATM   49  H13 UNL     1      -6.391   1.086   1.433  1.00  0.00           H  
HETATM   50  H14 UNL     1      -7.165  -0.500   1.463  1.00  0.00           H  
HETATM   51  H15 UNL     1      -5.698   0.774  -0.974  1.00  0.00           H  
HETATM   52  H16 UNL     1      -6.416  -0.857  -0.932  1.00  0.00           H  
HETATM   53  H17 UNL     1      -3.695  -1.128  -1.478  1.00  0.00           H  
HETATM   54  H18 UNL     1      -2.691  -2.379   0.933  1.00  0.00           H  
HETATM   55  H19 UNL     1      -1.704  -2.018  -0.510  1.00  0.00           H  
HETATM   56  H20 UNL     1      -0.793  -0.893   1.370  1.00  0.00           H  
HETATM   57  H21 UNL     1      -2.348  -0.053   1.775  1.00  0.00           H  
HETATM   58  H22 UNL     1       2.541   0.229  -1.803  1.00  0.00           H  
HETATM   59  H23 UNL     1       1.887   1.576  -0.731  1.00  0.00           H  
HETATM   60  H24 UNL     1       1.971  -1.340   0.063  1.00  0.00           H  
HETATM   61  H25 UNL     1       1.345  -0.009   1.064  1.00  0.00           H  
HETATM   62  H26 UNL     1       3.558   0.340   1.779  1.00  0.00           H  
HETATM   63  H27 UNL     1       6.083   0.772   0.861  1.00  0.00           H  
HETATM   64  H28 UNL     1       6.069  -0.836   1.616  1.00  0.00           H  
HETATM   65  H29 UNL     1       6.844  -0.366  -1.281  1.00  0.00           H  
HETATM   66  H30 UNL     1       6.680  -1.931  -0.483  1.00  0.00           H  
HETATM   67  H31 UNL     1       8.839  -1.643   0.366  1.00  0.00           H  
HETATM   68  H32 UNL     1      10.497   0.246   1.788  1.00  0.00           H  
HETATM   69  H33 UNL     1      10.814   2.563   0.363  1.00  0.00           H  
HETATM   70  H34 UNL     1      10.483  -1.271  -1.233  1.00  0.00           H  
HETATM   71  H35 UNL     1      12.301  -1.315  -0.999  1.00  0.00           H  
HETATM   72  H36 UNL     1      11.154  -1.755   0.359  1.00  0.00           H  
HETATM   73  H37 UNL     1      12.110   1.600  -1.710  1.00  0.00           H  
HETATM   74  H38 UNL     1      10.357   1.865  -1.462  1.00  0.00           H  
HETATM   75  H39 UNL     1      10.915   0.403  -2.305  1.00  0.00           H  
HETATM   76  H40 UNL     1      12.645   1.795   0.674  1.00  0.00           H  
HETATM   77  H41 UNL     1      13.479   0.459  -0.258  1.00  0.00           H  
HETATM   78  H42 UNL     1      13.323  -0.805   1.563  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3    4    6
CONECT    3   40   41   42
CONECT    4    5   43   44
CONECT    5   45
CONECT    6    7    8   46
CONECT    7   47
CONECT    8    9    9   10
CONECT   10   11   48
CONECT   11   12   49   50
CONECT   12   13   51   52
CONECT   13   14   14   15
CONECT   15   16   53
CONECT   16   17   54   55
CONECT   17   18   56   57
CONECT   18   19
CONECT   19   20
CONECT   20   21   58   59
CONECT   21   22   60   61
CONECT   22   23   62
CONECT   23   24   24   25
CONECT   25   26   63   64
CONECT   26   27   65   66
CONECT   27   28   67
CONECT   28   29   29   30
CONECT   30   31   32   68
CONECT   31   69
CONECT   32   33   34   35
CONECT   33   70   71   72
CONECT   34   73   74   75
CONECT   35   36   76   77
CONECT   36   78
END

HMDB0003828
     RDKit          3D
D-Pantethine
 78 77  0  0  0  0  0  0  0  0999 V2000
  -11.1879   -1.7115   -0.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3861   -0.2924   -0.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7220    0.2490   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2071   -0.2178    1.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3875    1.0825    1.6095 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3120    0.5780   -0.9987 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.4804    1.8938   -0.5721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0168    0.0586   -0.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6995   -1.1202   -0.7660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1672    0.8538    0.2849 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9157    0.3463    0.7786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9506   -0.0882   -0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6959   -0.5957    0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5888   -0.5740    1.5717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6267   -1.1004   -0.4480 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4237   -1.5857    0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7450   -0.4890    0.9799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3123    0.8143   -0.2286 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1826    0.1333   -1.5586 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8602    0.4937   -0.9918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1164   -0.2603    0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4252   -0.0804    0.8268 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5731   -0.4603    0.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4201   -0.9684   -1.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9557   -0.2915    0.6368 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9761   -0.8873   -0.2879 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3428   -0.7494    0.1803 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8906    0.5206    0.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1498    1.5295    0.1214 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2575    0.7647    0.8350 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3761    2.1360    1.1327 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3114    0.3587   -0.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3055   -1.1062   -0.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1460    1.1126   -1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6690    0.7230    0.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7663    0.0141    1.6448 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1808   -2.2339   -0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7467   -1.7026   -1.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5974   -2.3059   -0.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9447    1.1369   -0.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5263   -0.5186   -0.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6317    0.5779   -1.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1816   -0.5224    1.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9782   -0.8701    1.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2265    1.1741    2.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3713    0.5269   -2.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0334    2.5365   -1.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4781    1.8511    0.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3907    1.0864    1.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1645   -0.5004    1.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6981    0.7745   -0.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4164   -0.8572   -0.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6945   -1.1276   -1.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6906   -2.3789    0.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7037   -2.0181   -0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7931   -0.8934    1.3699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3482   -0.0533    1.7754 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5413    0.2285   -1.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8871    1.5760   -0.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9711   -1.3398    0.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3447   -0.0085    1.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5577    0.3398    1.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0830    0.7719    0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0693   -0.8363    1.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8437   -0.3659   -1.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6801   -1.9305   -0.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8386   -1.6427    0.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4975    0.2462    1.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8139    2.5634    0.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4831   -1.2708   -1.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3013   -1.3148   -0.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1543   -1.7546    0.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1101    1.6005   -1.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3574    1.8648   -1.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9151    0.4032   -2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6454    1.7950    0.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4795    0.4591   -0.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3227   -0.8054    1.5628 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  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
 35 36  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  0
  3 41  1  0
  3 42  1  0
  4 43  1  0
  4 44  1  0
  5 45  1  0
  6 46  1  6
  7 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  0
 26 66  1  0
 27 67  1  0
 30 68  1  1
 31 69  1  0
 33 70  1  0
 33 71  1  0
 33 72  1  0
 34 73  1  0
 34 74  1  0
 34 75  1  0
 35 76  1  0
 35 77  1  0
 36 78  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(R-(R,r))-N,n'-(dithiobis(ethyleneimino(3-oxopropane-3,1-diyl)))bis(2,4-dihydroxy-3,3-dimethylbutyramide)	ChEBI
Bis(pantothenamidoethyl) disulfide	ChEBI
D-Bis(N-pantothenyl-beta-aminoethyl) disulfide	ChEBI
N-[2-[2-[2-[3-[(2,4-Dihydroxy-3,3-dimethyl-butanoyl)amino]propanoylamino]ethyldisulfanyl]ethylcarbamoyl]ethyl]-2,4-dihydroxy-3,3-dimethyl-butanamide	ChEBI
Pantetina	ChEBI
Pantomin	ChEBI
Bis(pantothenamidoethyl) disulphide	Generator
D-Bis(N-pantothenyl-b-aminoethyl) disulfide	Generator
D-Bis(N-pantothenyl-b-aminoethyl) disulphide	Generator
D-Bis(N-pantothenyl-beta-aminoethyl) disulphide	Generator
D-Bis(N-pantothenyl-β-aminoethyl) disulfide	Generator
D-Bis(N-pantothenyl-β-aminoethyl) disulphide	Generator
N-[2-[2-[2-[3-[(2,4-Dihydroxy-3,3-dimethyl-butanoyl)amino]propanoylamino]ethyldisulphanyl]ethylcarbamoyl]ethyl]-2,4-dihydroxy-3,3-dimethyl-butanamide	Generator
Lipodel	HMDB
Liponet	HMDB
Obliterol	HMDB
Pantethine, (D)-(+)-isomer	HMDB
Pantethine, 14C-labeled CPD	HMDB
Pantethine	HMDB
Pantosin	HMDB
D-Pantethine	ChEBI

Chemical Formula

C₂₂H₄₂N₄O₈S₂

Average Mass

554.7210 Da

Monoisotopic Mass

554.24441 Da

IUPAC Name

(2R)-N-[2-({2-[(2-{3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanamido}ethyl)disulfanyl]ethyl}carbamoyl)ethyl]-2,4-dihydroxy-3,3-dimethylbutanamide

Traditional Name

pantethine

CAS Registry Number

16816-67-4

SMILES

CC(C)(CO)[C@@H](O)C(=O)NCCC(=O)NCCSSCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)CO

InChI Identifier

InChI=1S/C22H42N4O8S2/c1-21(2,13-27)17(31)19(33)25-7-5-15(29)23-9-11-35-36-12-10-24-16(30)6-8-26-20(34)18(32)22(3,4)14-28/h17-18,27-28,31-32H,5-14H2,1-4H3,(H,23,29)(H,24,30)(H,25,33)(H,26,34)/t17-,18-/m0/s1

InChI Key

DJWYOLJPSHDSAL-ROUUACIJSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Beta amino acids and derivatives

Alternative Parents

Substituents

Beta amino acid or derivatives
Fatty amide
Monosaccharide
N-acyl-amine
Fatty acyl
Carboxamide group
Organic disulfide
Secondary alcohol
Secondary carboxylic acid amide
Dialkyldisulfide
Sulfenyl compound
Primary alcohol
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

organic disulfide (CHEBI:31959 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	56640 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	-0.25	ALOGPS
logP	-3.4	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	12.38	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	197.32 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	139.83 m³·mol⁻¹	ChemAxon
Polarizability	59.42 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0003828

DrugBank ID

DB11190

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023231

KNApSAcK ID

Not Available

Chemspider ID

398402

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pantethine

METLIN ID

Not Available

PubChem Compound

452306

PDB ID

Not Available

ChEBI ID

31959

Good Scents ID

rw1364211

References

General References

Rana A, Seinen E, Siudeja K, Muntendam R, Srinivasan B, van der Want JJ, Hayflick S, Reijngoud DJ, Kayser O, Sibon OC: Pantethine rescues a Drosophila model for pantothenate kinase-associated neurodegeneration. Proc Natl Acad Sci U S A. 2010 Apr 13;107(15):6988-93. doi: 10.1073/pnas.0912105107. Epub 2010 Mar 29. [PubMed:20351285 ]
Cornille E, Abou-Hamdan M, Khrestchatisky M, Nieoullon A, de Reggi M, Gharib B: Enhancement of L-3-hydroxybutyryl-CoA dehydrogenase activity and circulating ketone body levels by pantethine. Relevance to dopaminergic injury. BMC Neurosci. 2010 Apr 23;11:51. doi: 10.1186/1471-2202-11-51. [PubMed:20416081 ]
Authors unspecified: Pantethine. Monograph. Altern Med Rev. 2010 Sep;15(3):279-82. [PubMed:21155629 ]
Balibar CJ, Hollis-Symynkywicz MF, Tao J: Pantethine rescues phosphopantothenoylcysteine synthetase and phosphopantothenoylcysteine decarboxylase deficiency in Escherichia coli but not in Pseudomonas aeruginosa. J Bacteriol. 2011 Jul;193(13):3304-12. doi: 10.1128/JB.00334-11. Epub 2011 May 6. [PubMed:21551303 ]
Rumberger JA, Napolitano J, Azumano I, Kamiya T, Evans M: Pantethine, a derivative of vitamin B(5) used as a nutritional supplement, favorably alters low-density lipoprotein cholesterol metabolism in low- to moderate-cardiovascular risk North American subjects: a triple-blinded placebo and diet-controlled investigation. Nutr Res. 2011 Aug;31(8):608-15. doi: 10.1016/j.nutres.2011.08.001. [PubMed:21925346 ]

Showing NP-Card for D-Pantethine (NP0000252)

MOL for NP0000252 (D-Pantethine)

3D MOL for NP0000252 (D-Pantethine)

3D SDF for NP0000252 (D-Pantethine)

3D-SDF for NP0000252 (D-Pantethine)

PDB for NP0000252 (D-Pantethine)

3D PDB for NP0000252 (D-Pantethine)

SMILES for NP0000252 (D-Pantethine)

INCHI for NP0000252 (D-Pantethine)

Structure for NP0000252 (D-Pantethine)

3D Structure for NP0000252 (D-Pantethine)