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Showing NP-Card for Allyl alcohol (NP0047299)

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Record Information
Version1.0
Created at2022-03-17 20:37:52 UTC
Updated at2022-03-17 20:37:52 UTC
NP-MRD IDNP0047299
Secondary Accession NumbersNone
Natural Product Identification
Common NameAllyl alcohol
DescriptionAllyl alcohol, also known as vinyl carbinol or 2-propen-1-ol, 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). Allyl alcohol is an extremely weak basic (essentially neutral) compound (based on its pKa). Allyl alcohol exists in all living organisms, ranging from bacteria to humans. Allyl alcohol is a mustard and pungent tasting compound. Outside of the human body, Allyl alcohol is found, on average, in the highest concentration within soft-necked garlics. Allyl alcohol has also been detected, but not quantified in, several different foods, such as devilfish, lovages, red beetroots, oil palms, and pineapples. This could make allyl alcohol a potential biomarker for the consumption of these foods. It was first documented in 2008 (PMID: 18383315). A propenol in which the C=C bond connects C-2 and C-3 (PMID: 24594943).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0047299 (Allyl alcohol)


  Mrv0541 05061306032D          

  4  3  0  0  0  0            999 V2000
    2.0625   -0.7145    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
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
M  END
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3D MOL for NP0047299 (Allyl alcohol)

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3D SDF for NP0047299 (Allyl alcohol)

  Mrv0541 05061306032D          

  4  3  0  0  0  0            999 V2000
    2.0625   -0.7145    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
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047299

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC=C

> <INCHI_IDENTIFIER>
InChI=1S/C3H6O/c1-2-3-4/h2,4H,1,3H2

> <INCHI_KEY>
XXROGKLTLUQVRX-UHFFFAOYSA-N

> <FORMULA>
C3H6O

> <MOLECULAR_WEIGHT>
58.0791

> <EXACT_MASS>
58.041864814

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
6.389915869206211

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
prop-2-en-1-ol

> <ALOGPS_LOGP>
-0.03

> <JCHEM_LOGP>
0.21267275466666663

> <ALOGPS_LOGS>
0.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.164537799036992

> <JCHEM_PKA_STRONGEST_BASIC>
-2.2894311667012195

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
17.424

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.10e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
allyl alcohol

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0047299 (Allyl alcohol)
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PDB for NP0047299 (Allyl alcohol)
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       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310  -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  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3                                                            
MASTER        0    0    0    0    0    0    0    0    4    0    6    0
END

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3D PDB for NP0047299 (Allyl alcohol)
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SMILES for NP0047299 (Allyl alcohol)
OCC=C
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INCHI for NP0047299 (Allyl alcohol)
InChI=1S/C3H6O/c1-2-3-4/h2,4H,1,3H2
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View in JSmol
Synonyms
ValueSource
2-Propen-1-olChEBI
2-PropenolChEBI
2-Propenyl alcoholChEBI
3-HydroxypropeneChEBI
Vinyl carbinolChEBI
VinylcarbinolChEBI
Allylic alcoholMeSH
1-Propen-3-olMeSH
Chemical FormulaC3H6O
Average Mass58.0791 Da
Monoisotopic Mass58.04186 Da
IUPAC Nameprop-2-en-1-ol
Traditional Nameallyl alcohol
CAS Registry Number107-18-6
SMILES
OCC=C
InChI Identifier
InChI=1S/C3H6O/c1-2-3-4/h2,4H,1,3H2
InChI KeyXXROGKLTLUQVRX-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Allium cepaFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Allium fistulosumFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Allium sativumFooDB
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
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.03ALOGPS
logP0.21ChemAxon
logS0.56ALOGPS
pKa (Strongest Acidic)16.16ChemAxon
pKa (Strongest Basic)-2.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity17.42 m³·mol⁻¹ChemAxon
Polarizability6.39 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0031652  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008312  
KNApSAcK IDNot Available
Chemspider ID13872989  
KEGG Compound IDC02001  
BioCyc IDALLYL-ALCOHOL  
BiGG IDNot Available
Wikipedia LinkAllyl_alcohol  
METLIN IDNot Available
PubChem Compound7858  
PDB IDNot Available
ChEBI ID16605  
Good Scents IDNot Available
References
General References
  1. O'Connor JC, Marty MS, Becker RA, Snajdr S, Kaplan AM: Results of the negative control chemical allyl alcohol in the 15-day intact adult male rat screening assay for endocrine activity. Birth Defects Res B Dev Reprod Toxicol. 2008 Apr;83(2):117-22. doi: 10.1002/bdrb.20152. [PubMed:18383315  ] 
  2. Kluver N, Ortmann J, Paschke H, Renner P, Ritter AP, Scholz S: Transient overexpression of adh8a increases allyl alcohol toxicity in zebrafish embryos. PLoS One. 2014 Mar 3;9(3):e90619. doi: 10.1371/journal.pone.0090619. eCollection  2014. [PubMed:24594943  ]