Hmdb loader

Showing metabocard for Prenol (HMDB0030124)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
enzymes (2) Show 2 proteins
Show more...Show more...Show more...
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:34:56 UTC
Update Date2023-02-21 17:19:29 UTC
HMDB IDHMDB0030124
Secondary Accession Numbers
  • HMDB30124
Metabolite Identification
Common NamePrenol
DescriptionPrenol, also known as prenyl alcohol, belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl). Thus, prenol is considered to be a fatty alcohol. Prenol is a fruity, green, and herb tasting compound. Prenol has been detected, but not quantified in, several different foods, such as fats and oils, breakfast cereal, citrus, red raspberries (Rubus idaeus), and fruits. This could make prenol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Prenol.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0030124 (Prenol)

  Mrv0541 05061305012D          

  6  5  0  0  0  0            999 V2000
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  1  0  0  0  0
M  END
Download

3D MOL for HMDB0030124 (Prenol)

HMDB0030124
     RDKit          3D
Prenol
 16 15  0  0  0  0  0  0  0  0999 V2000
   -1.5318    1.4165    0.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6565    0.2729    0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1627   -1.0482   -0.3340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6586    0.3886    0.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6130   -0.7237    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4887   -0.3101   -0.9938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9465    2.3673    0.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8811    1.3932    1.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3596    1.4663   -0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7028   -1.2355   -1.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2617   -1.0663   -0.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8352   -1.8465    0.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0958    1.3241    0.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0622   -1.6056   -0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1341   -0.9495    0.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2854    0.1565   -0.6450 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
  1  7  1  0
  1  8  1  0
  1  9  1  0
  3 10  1  0
  3 11  1  0
  3 12  1  0
  4 13  1  0
  5 14  1  0
  5 15  1  0
  6 16  1  0
M  END
Download

3D SDF for HMDB0030124 (Prenol)

  Mrv0541 05061305012D          

  6  5  0  0  0  0            999 V2000
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030124

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCO

> <INCHI_IDENTIFIER>
InChI=1S/C5H10O/c1-5(2)3-4-6/h3,6H,4H2,1-2H3

> <INCHI_KEY>
ASUAYTHWZCLXAN-UHFFFAOYSA-N

> <FORMULA>
C5H10O

> <MOLECULAR_WEIGHT>
86.1323

> <EXACT_MASS>
86.073164942

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
10.379292573281996

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methylbut-2-en-1-ol

> <ALOGPS_LOGP>
0.92

> <JCHEM_LOGP>
0.8426690210000004

> <ALOGPS_LOGS>
0.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.402962104093483

> <JCHEM_PKA_STRONGEST_BASIC>
-2.18514437566951

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
27.379499999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
prenol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0030124 (Prenol)

HMDB0030124
     RDKit          3D
Prenol
 16 15  0  0  0  0  0  0  0  0999 V2000
   -1.5318    1.4165    0.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6565    0.2729    0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1627   -1.0482   -0.3340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6586    0.3886    0.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6130   -0.7237    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4887   -0.3101   -0.9938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9465    2.3673    0.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8811    1.3932    1.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3596    1.4663   -0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7028   -1.2355   -1.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2617   -1.0663   -0.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8352   -1.8465    0.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0958    1.3241    0.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0622   -1.6056   -0.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1341   -0.9495    0.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2854    0.1565   -0.6450 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
  1  7  1  0
  1  8  1  0
  1  9  1  0
  3 10  1  0
  3 11  1  0
  3 12  1  0
  4 13  1  0
  5 14  1  0
  5 15  1  0
  6 16  1  0
M  END
Download

PDB for HMDB0030124 (Prenol)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.540   2.667   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    5                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    1    2    3                                                  
CONECT    6    4                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
Download

3D PDB for HMDB0030124 (Prenol)

COMPND    HMDB0030124
HETATM    1  C1  UNL     1      -1.532   1.417   0.407  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.656   0.273   0.124  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.163  -1.048  -0.334  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.659   0.389   0.273  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.613  -0.724   0.007  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.489  -0.310  -0.994  1.00  0.00           O  
HETATM    7  H1  UNL     1      -0.946   2.367   0.318  1.00  0.00           H  
HETATM    8  H2  UNL     1      -1.881   1.393   1.478  1.00  0.00           H  
HETATM    9  H3  UNL     1      -2.360   1.466  -0.304  1.00  0.00           H  
HETATM   10  H4  UNL     1      -0.703  -1.236  -1.340  1.00  0.00           H  
HETATM   11  H5  UNL     1      -2.262  -1.066  -0.446  1.00  0.00           H  
HETATM   12  H6  UNL     1      -0.835  -1.846   0.338  1.00  0.00           H  
HETATM   13  H7  UNL     1       1.096   1.324   0.604  1.00  0.00           H  
HETATM   14  H8  UNL     1       1.062  -1.606  -0.376  1.00  0.00           H  
HETATM   15  H9  UNL     1       2.134  -0.950   0.955  1.00  0.00           H  
HETATM   16  H10 UNL     1       3.285   0.156  -0.645  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3    4    4
CONECT    3   10   11   12
CONECT    4    5   13
CONECT    5    6   14   15
CONECT    6   16
END
Download

SMILES for HMDB0030124 (Prenol)

CC(C)=CCO
Download

INCHI for HMDB0030124 (Prenol)

InChI=1S/C5H10O/c1-5(2)3-4-6/h3,6H,4H2,1-2H3
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
3-Methyl-2-buten-1-olChEBI
Prenyl alcoholKegg
2-Butenol, 3-methylHMDB
3,3-Dimethylallyl alcoholHMDB
3-Methyl-2-butene-1-olHMDB
3-Methyl-2-butenolHMDB
3-Methyl-2-butenyl alcoholHMDB
3-Methylbut-2-en-1-olHMDB, MeSH
3-Methylcrotyl alcoholHMDB
Butenol methylHMDB
Dimethylallyl alcoholHMDB
FEMA 3647HMDB
IsopentenolHMDB
Isopentenyl alcoholHMDB
Methyl-3-but-2-en-1-olHMDB
PrenolMeSH
Chemical FormulaC5H10O
Average Molecular Weight86.1323
Monoisotopic Molecular Weight86.073164942
IUPAC Name3-methylbut-2-en-1-ol
Traditional Nameprenol
CAS Registry Number556-82-1
SMILES
CC(C)=CCO
InChI Identifier
InChI=1S/C5H10O/c1-5(2)3-4-6/h3,6H,4H2,1-2H3
InChI KeyASUAYTHWZCLXAN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentPrimary alcohols
Alternative Parents
Substituents
  • Hydrocarbon derivative
  • Primary alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point138.00 to 174.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility40940 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.055 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Clostridium difficile infection		 details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB001927
KNApSAcK IDC00055661
Chemspider ID10700
KEGG Compound IDC01390
BioCyc IDPRENOL
BiGG IDNot Available
Wikipedia LinkPrenol
METLIN IDNot Available
PubChem Compound11173
PDB IDNot Available
ChEBI ID16019
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1032261
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details
1. Sulfotransferase family cytosolic 2B member 1
General function:
Involved in sulfotransferase activity
Specific function:
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:
SULT2B1
Uniprot ID:
O00204
Molecular weight:
39598.595
Reactions
Prenol → [(3-methylbut-2-en-1-yl)oxy]sulfonic aciddetails
Enzyme Details
2. UDP-glucuronosyltransferase 1-1
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91
Reactions
Prenol → 3,4,5-trihydroxy-6-[(3-methylbut-2-en-1-yl)oxy]oxane-2-carboxylic aciddetails