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Showing metabocard for Dolichol phosphate (HMDB0006353)

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enzymes (6) Show 6 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2007-05-23 01:44:46 UTC
Update Date2022-03-07 02:49:31 UTC
HMDB IDHMDB0006353
Secondary Accession Numbers
  • HMDB06353
Metabolite Identification
Common NameDolichol phosphate
DescriptionDolichol phosphate is the most prevalent polyisoprenyl-glycosyl carrier found in mammals. It is involved in reactions such as the C-4 and O-mannosylation of proteins, the formation of glycosylphosphatidylinositol (GPI) anchors and the N-glycosylation of proteins. The chain length of eukaryotic dolichol molecules differs from 14 to 17 isoprene units in unicellular organisms like yeast whereas mammalian cells produce dolichol with 18-21 isoprene units. During the de novo synthesis of dolichol in eukaryotes, farnesyl pyrophosphate, a metabolite of cholesterol biosynthesis, is elongated by successive condensations to isopentenyl pyrophosphate molecules. These reactions are catalyzed by cis-isopentenyltransferases. After the polyisoprene pyrophosphate chain has reached its final length, both phosphate residues are released by mono- or pyrophosphatases. The isoprene unit of the polyprenol is then reduced by a nicotinamide adenine dinucleotide phosphate (NADPH)-dependent microsomal reductase. The final step in dolichol phosphate synthesis is catalyzed by dolichol kinase (DK1), an enzyme that transfers a phosphate from choline-phosphate cytidine triphosphate (CTP) to dolichol. Once synthesized, dolichol phosphate can react with cytosolic GDP-mannose in the endoplasmic reticulum membrane to form dolichyl phosphate D-mannose. A new inherited metabolic disorder, Dolichol kinase (DK1) deficiency has recently been discovered. Affected patients present with a very severe clinical phenotype, with death in early infancy. Symptoms include secondary microencephaly, dry, thin, parchmentlike skin, hyperkeratosis, minimal hair growth and muscular hypotonia. (PMID: 17273964 ).
Structure
Data?1582752382
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0006353 (Dolichol phosphate)


  Mrv1652309121723102D          

 20 19  0  0  0  0            999 V2000
    4.4395   -0.3017    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.6168   -0.3017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2659   -0.3017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4361    0.5211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4361   -1.1278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9037    0.1063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1907   -0.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4775    0.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7646   -0.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4742    0.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0514    0.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7611   -0.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4775    0.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1907   -0.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4844    0.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9620    0.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6752   -0.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3915    0.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1081   -0.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3950    0.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  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
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
M  STY  1   1 SRU
M  SCN  1   1 HT 
M  SAL   1  5  11  12  13  14  15
M  SDI   1  4   -2.5848   -0.4697   -2.5848    0.3360
M  SDI   1  4    0.3189    0.3360    0.3189   -0.4697
M  SBL   1  2  10  15
M  SMT   1 n
M  END
Download

3D MOL for HMDB0006353 (Dolichol phosphate)

HMDB0006353
     RDKit          3D
Dolichol phosphate
 49 48  0  0  0  0  0  0  0  0999 V2000
   -4.4328    1.3825   -1.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2029    0.3141   -0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6444    0.6871   -0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8170   -0.8835   -0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5867   -1.6214   -0.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4241   -0.8825   -0.8222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2069   -1.7494   -0.9808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1672   -2.9264   -1.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1231   -1.4435   -0.2940 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1446   -2.2404   -0.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2509   -1.3642   -0.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5290   -0.1720    0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9194   -0.5603    1.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5799    0.6874   -0.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9288    1.9154    0.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4256    1.5361    1.3983 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8015    2.9628    2.2585 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.7567    2.7265    3.7310 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2962    3.4950    1.7122 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6219    4.1058    1.7993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2817    1.1760   -2.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4484    1.5894   -0.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0153    2.3614   -1.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2323   -0.2084    0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0660    1.2484   -0.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217    1.3238    0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6338   -1.5317    0.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7922   -2.4504   -1.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3705   -2.2224    0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5954   -0.3269   -1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1474   -0.1288   -0.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3841   -2.7537   -2.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1036   -3.1526   -2.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9045   -3.8287   -1.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -0.5811    0.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0361   -3.0560   -1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3794   -2.7727    0.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2082   -1.9087   -1.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9961   -0.9534   -1.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6173    0.4814    0.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3341   -1.4403    1.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6500    0.2518    2.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0038   -0.7319    1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4827    0.0926   -0.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0950    1.0789   -1.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0194    2.5748    0.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6551    2.5681   -0.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6646    2.9349    0.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9018    4.3969    0.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 19 48  1  0
 20 49  1  0
M  END
Download

3D SDF for HMDB0006353 (Dolichol phosphate)


  Mrv1652309121723102D          

 20 19  0  0  0  0            999 V2000
    4.4395   -0.3017    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.6168   -0.3017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2659   -0.3017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4361    0.5211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4361   -1.1278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9037    0.1063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1907   -0.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4775    0.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7646   -0.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4742    0.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0514    0.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7611   -0.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4775    0.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1907   -0.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4844    0.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9620    0.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6752   -0.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3915    0.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1081   -0.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3950    0.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  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
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
M  STY  1   1 SRU
M  SCN  1   1 HT 
M  SAL   1  5  11  12  13  14  15
M  SDI   1  4   -2.5848   -0.4697   -2.5848    0.3360
M  SDI   1  4    0.3189    0.3360    0.3189   -0.4697
M  SBL   1  2  10  15
M  SMT   1 n
M  END
> <DATABASE_ID>
HMDB0006353

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCOP(O)(O)=O)CC\C=C(/C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H29O4P/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-19-20(16,17)18/h7,9,15H,5-6,8,10-12H2,1-4H3,(H2,16,17,18)/b14-9+

> <INCHI_KEY>
DZHSRPJGCZHWOM-NTEUORMPSA-N

> <FORMULA>
(C5H8)nC10H21O4P

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <ALOGPS_LOGP>
3.40

> <ALOGPS_LOGS>
-3.80

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.85e-02 g/l

$$$$
Download

3D-SDF for HMDB0006353 (Dolichol phosphate)

HMDB0006353
     RDKit          3D
Dolichol phosphate
 49 48  0  0  0  0  0  0  0  0999 V2000
   -4.4328    1.3825   -1.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2029    0.3141   -0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6444    0.6871   -0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8170   -0.8835   -0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5867   -1.6214   -0.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4241   -0.8825   -0.8222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2069   -1.7494   -0.9808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1672   -2.9264   -1.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1231   -1.4435   -0.2940 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1446   -2.2404   -0.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2509   -1.3642   -0.8656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5290   -0.1720    0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9194   -0.5603    1.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5799    0.6874   -0.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9288    1.9154    0.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4256    1.5361    1.3983 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8015    2.9628    2.2585 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.7567    2.7265    3.7310 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2962    3.4950    1.7122 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6219    4.1058    1.7993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2817    1.1760   -2.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4484    1.5894   -0.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0153    2.3614   -1.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2323   -0.2084    0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0660    1.2484   -0.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217    1.3238    0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6338   -1.5317    0.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7922   -2.4504   -1.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3705   -2.2224    0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5954   -0.3269   -1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1474   -0.1288   -0.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3841   -2.7537   -2.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1036   -3.1526   -2.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9045   -3.8287   -1.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -0.5811    0.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0361   -3.0560   -1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3794   -2.7727    0.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2082   -1.9087   -1.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9961   -0.9534   -1.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6173    0.4814    0.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3341   -1.4403    1.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6500    0.2518    2.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0038   -0.7319    1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4827    0.0926   -0.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0950    1.0789   -1.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0194    2.5748    0.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6551    2.5681   -0.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6646    2.9349    0.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9018    4.3969    0.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 19 48  1  0
 20 49  1  0
M  END
Download

PDB for HMDB0006353 (Dolichol phosphate)

HEADER    PROTEIN                                 12-SEP-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-17         0                                  
HETATM    1  P   UNK     0       8.287  -0.563   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0       6.751  -0.563   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       9.830  -0.563   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       8.281   0.973   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       8.281  -2.105   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.420   0.198   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.089  -0.557   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.758   0.217   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.427  -0.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.752   1.753   0.000  0.00  0.00           C+0
HETATM   11  C     n     1      -0.096   0.224   0.000  0.00  0.00           C+0
HETATM   12  C     n     1      -1.421  -0.550   0.000  0.00  0.00           C+0
HETATM   13  C     n     1      -2.758   0.224   0.000  0.00  0.00           C+0
HETATM   14  C     n     1      -4.089  -0.550   0.000  0.00  0.00           C+0
HETATM   15  C     n     1      -2.771   1.760   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.529   0.224   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.860  -0.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.197   0.224   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -9.535  -0.550   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -8.204   1.760   0.000  0.00  0.00           C+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    6                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8   11                                                       
CONECT   10    8                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13   16                                                       
CONECT   15   13                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END
Download

3D PDB for HMDB0006353 (Dolichol phosphate)

COMPND    HMDB0006353
HETATM    1  C1  UNL     1      -4.433   1.383  -1.066  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.203   0.314  -0.443  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.644   0.687  -0.090  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.817  -0.883  -0.164  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.587  -1.621  -0.322  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.424  -0.883  -0.822  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.207  -1.749  -0.981  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.167  -2.926  -1.869  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.123  -1.443  -0.294  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.145  -2.240  -0.378  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.251  -1.364  -0.866  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.529  -0.172   0.024  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.919  -0.560   1.409  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.580   0.687  -0.632  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.929   1.915   0.170  1.00  0.00           C  
HETATM   16  O1  UNL     1       4.426   1.536   1.398  1.00  0.00           O  
HETATM   17  P1  UNL     1       4.801   2.963   2.258  1.00  0.00           P  
HETATM   18  O2  UNL     1       4.757   2.726   3.731  1.00  0.00           O  
HETATM   19  O3  UNL     1       6.296   3.495   1.712  1.00  0.00           O  
HETATM   20  O4  UNL     1       3.622   4.106   1.799  1.00  0.00           O  
HETATM   21  H1  UNL     1      -4.282   1.176  -2.171  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.448   1.589  -0.628  1.00  0.00           H  
HETATM   23  H3  UNL     1      -5.015   2.361  -1.083  1.00  0.00           H  
HETATM   24  H4  UNL     1      -7.232  -0.208   0.134  1.00  0.00           H  
HETATM   25  H5  UNL     1      -7.066   1.248  -0.946  1.00  0.00           H  
HETATM   26  H6  UNL     1      -6.622   1.324   0.803  1.00  0.00           H  
HETATM   27  H7  UNL     1      -5.634  -1.532   0.327  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.792  -2.450  -1.086  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.371  -2.222   0.605  1.00  0.00           H  
HETATM   30  H10 UNL     1      -2.595  -0.327  -1.753  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.147  -0.129  -0.027  1.00  0.00           H  
HETATM   32  H12 UNL     1      -0.384  -2.754  -2.638  1.00  0.00           H  
HETATM   33  H13 UNL     1      -2.104  -3.153  -2.372  1.00  0.00           H  
HETATM   34  H14 UNL     1      -0.905  -3.829  -1.245  1.00  0.00           H  
HETATM   35  H15 UNL     1      -0.096  -0.581   0.381  1.00  0.00           H  
HETATM   36  H16 UNL     1       1.036  -3.056  -1.150  1.00  0.00           H  
HETATM   37  H17 UNL     1       1.379  -2.773   0.562  1.00  0.00           H  
HETATM   38  H18 UNL     1       3.208  -1.909  -1.003  1.00  0.00           H  
HETATM   39  H19 UNL     1       1.996  -0.953  -1.866  1.00  0.00           H  
HETATM   40  H20 UNL     1       1.617   0.481   0.109  1.00  0.00           H  
HETATM   41  H21 UNL     1       2.334  -1.440   1.763  1.00  0.00           H  
HETATM   42  H22 UNL     1       2.650   0.252   2.115  1.00  0.00           H  
HETATM   43  H23 UNL     1       4.004  -0.732   1.460  1.00  0.00           H  
HETATM   44  H24 UNL     1       4.483   0.093  -0.887  1.00  0.00           H  
HETATM   45  H25 UNL     1       3.095   1.079  -1.576  1.00  0.00           H  
HETATM   46  H26 UNL     1       3.019   2.575   0.288  1.00  0.00           H  
HETATM   47  H27 UNL     1       4.655   2.568  -0.381  1.00  0.00           H  
HETATM   48  H28 UNL     1       6.665   2.935   0.971  1.00  0.00           H  
HETATM   49  H29 UNL     1       3.902   4.397   0.874  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4    4
CONECT    3   24   25   26
CONECT    4    5   27
CONECT    5    6   28   29
CONECT    6    7   30   31
CONECT    7    8    9    9
CONECT    8   32   33   34
CONECT    9   10   35
CONECT   10   11   36   37
CONECT   11   12   38   39
CONECT   12   13   14   40
CONECT   13   41   42   43
CONECT   14   15   44   45
CONECT   15   16   46   47
CONECT   16   17
CONECT   17   18   18   19   20
CONECT   19   48
CONECT   20   49
END
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SMILES for HMDB0006353 (Dolichol phosphate)

CC(CCOP(O)(O)=O)CC\C=C(/C)CCC=C(C)C
Download

INCHI for HMDB0006353 (Dolichol phosphate)

InChI=1S/C15H29O4P/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-19-20(16,17)18/h7,9,15H,5-6,8,10-12H2,1-4H3,(H2,16,17,18)/b14-9+
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View in JSmolView Stereo Labels
Synonyms
ValueSource
Dolichol phosphoric acidGenerator
Dolichol monophosphateHMDB
Dolichol-PHMDB
Dolichol-phosphateHMDB
Dolichol-PO4HMDB
Dolichyl-phosphateHMDB
Dolychol phosphateHMDB
Chemical Formula(C5H8)nC10H21O4P
Average Molecular WeightNot Available
Monoisotopic Molecular WeightNot Available
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number34457-14-2
SMILES
CC(CCOP(O)(O)=O)CC\C=C(/C)CCC=C(C)C
InChI Identifier
InChI=1S/C15H29O4P/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-19-20(16,17)18/h7,9,15H,5-6,8,10-12H2,1-4H3,(H2,16,17,18)/b14-9+
InChI KeyDZHSRPJGCZHWOM-NTEUORMPSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentSesquiterpenoids
Alternative Parents
Substituents
  • Farsesane sesquiterpenoid
  • Sesquiterpenoid
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP3.4ALOGPS
logS-3.8ALOGPS
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+167.18930932474
DeepCCS[M-H]-164.83130932474
DeepCCS[M-2H]-197.71730932474
DeepCCS[M+Na]+173.28330932474

Predicted Kovats Retention Indices

Not Available
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Dolichol phosphate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9630000000-2363aa5efd80171e1ae62016-09-22Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichol phosphate 10V, Positive-QTOFsplash10-0a4i-1496000000-ec1df72c4987cf00bd112016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichol phosphate 20V, Positive-QTOFsplash10-0a4i-7950000000-ed6057f6c271c64a2f442016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichol phosphate 40V, Positive-QTOFsplash10-06di-9700000000-4d5d06a74044e737dbcc2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichol phosphate 10V, Negative-QTOFsplash10-0ufr-8009000000-fca69e87dde06919337c2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichol phosphate 20V, Negative-QTOFsplash10-004i-9000000000-03b07e3a8c2213183b792016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichol phosphate 40V, Negative-QTOFsplash10-004i-9000000000-ea573660632a9aabc66c2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichol phosphate 10V, Negative-QTOFsplash10-0ufs-9006000000-8fa91985de106ac27a822021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichol phosphate 20V, Negative-QTOFsplash10-004i-9000000000-c47fda1609169ecd31ba2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichol phosphate 40V, Negative-QTOFsplash10-004i-9000000000-a5e502a2627af2048a1f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichol phosphate 10V, Positive-QTOFsplash10-0a4i-2972000000-fd11c45c9967a687430a2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichol phosphate 20V, Positive-QTOFsplash10-0kpi-4910000000-ca81e148de16a194714e2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichol phosphate 40V, Positive-QTOFsplash10-00ss-9300000000-1cdfee9a400fec1d5d182021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
  • Endoplasmic reticulum
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023901
KNApSAcK IDNot Available
Chemspider ID4444045
KEGG Compound IDC00110
BioCyc IDNot Available
BiGG ID1809214
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5280322
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDDOLP_L
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Kranz C, Jungeblut C, Denecke J, Erlekotte A, Sohlbach C, Debus V, Kehl HG, Harms E, Reith A, Reichel S, Grobe H, Hammersen G, Schwarzer U, Marquardt T: A defect in dolichol phosphate biosynthesis causes a new inherited disorder with death in early infancy. Am J Hum Genet. 2007 Mar;80(3):433-40. Epub 2007 Jan 31. [PubMed:17273964 ]

Enzymes

Enzyme Details
1. Dolichol-phosphate mannosyltransferase
General function:
Cell wall/membrane/envelope biogenesis
Specific function:
Transfers mannose from GDP-mannose to dolichol monophosphate to form dolichol phosphate mannose (Dol-P-Man) which is the mannosyl donor in pathways leading to N-glycosylation, glycosyl phosphatidylinositol membrane anchoring, and O-mannosylation of proteins.
Gene Name:
DPM1
Uniprot ID:
O60762
Molecular weight:
29633.995
Enzyme Details
2. Protein O-mannosyl-transferase 1
General function:
Involved in mannosyltransferase activity
Specific function:
Transfers mannosyl residues to the hydroxyl group of serine or threonine residues. Coexpression of both POMT1 and POMT2 is necessary for enzyme activity, expression of either POMT1 or POMT2 alone is insufficient.
Gene Name:
POMT1
Uniprot ID:
Q9Y6A1
Molecular weight:
82566.18
Enzyme Details
3. Protein O-mannosyl-transferase 2
General function:
Involved in mannosyltransferase activity
Specific function:
Transfers mannosyl residues to the hydroxyl group of serine or threonine residues. Coexpression of both POMT1 and POMT2 is necessary for enzyme activity, expression of either POMT1 or POMT2 alone is insufficient.
Gene Name:
POMT2
Uniprot ID:
Q9UKY4
Molecular weight:
84213.155
Enzyme Details
4. Dolichyl-phosphate beta-glucosyltransferase
General function:
Cell wall/membrane/envelope biogenesis
Specific function:
Not Available
Gene Name:
ALG5
Uniprot ID:
Q9Y673
Molecular weight:
33524.965
Enzyme Details
5. UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase
General function:
Involved in phospho-N-acetylmuramoyl-pentapeptide-transferase activity
Specific function:
Catalyzes the initial step in the synthesis of dolichol-P-P-oligosaccharides.
Gene Name:
DPAGT1
Uniprot ID:
Q9H3H5
Molecular weight:
46089.485
Enzyme Details
6. Dolichyldiphosphatase 1
General function:
Involved in catalytic activity
Specific function:
Required for efficient N-glycosylation. Necessary for maintaining optimal levels of dolichol-linked oligosaccharides. Hydrolyzes dolichyl pyrophosphate at a very high rate and dolichyl monophosphate at a much lower rate. Does not act on phosphatidate (By similarity).
Gene Name:
DOLPP1
Uniprot ID:
Q86YN1
Molecular weight:
22133.63