Showing NP-Card for Ipomeamaronol (NP0049034)

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Record Information
Version2.0
Created at2022-03-17 21:06:05 UTC
Updated at2022-03-17 21:06:05 UTC
NP-MRD IDNP0049034
Secondary Accession NumbersNone
Natural Product Identification
Common NameIpomeamaronol
DescriptionIpomeamaronol belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Thus, ipomeamaronol is considered to be a fatty alcohol lipid molecule. Ipomeamaronol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Ipomeamaronol has been detected, but not quantified in, potato. Ipomeamaronol is found in Ceratocystis fimbriata and Ipomaea batatas. This could make ipomeamaronol a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0049034 (Ipomeamaronol)

  Mrv0541 05061310152D          

 19 20  0  0  0  0            999 V2000
   -4.6310    1.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2581    1.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6171    3.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4796    1.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4376    3.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001    1.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9166    2.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4876    2.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3455    2.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0226    2.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6310    2.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3081    1.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2021    2.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4456    2.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732    2.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0600    2.4561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2021    1.6311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6357    1.8415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1601    1.9041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
 11  1  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12  4  1  0  0  0  0
 12 10  2  0  0  0  0
 13  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14  3  1  0  0  0  0
 14 12  1  0  0  0  0
 15  2  1  0  0  0  0
 15  5  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 17 13  2  0  0  0  0
 18  6  1  0  0  0  0
 18 10  1  0  0  0  0
 19 14  1  0  0  0  0
 19 15  1  0  0  0  0
M  END
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3D MOL for NP0049034 (Ipomeamaronol)

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3D SDF for NP0049034 (Ipomeamaronol)
  Mrv0541 05061310152D          

 19 20  0  0  0  0            999 V2000
   -4.6310    1.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2581    1.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6171    3.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4796    1.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4376    3.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001    1.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9166    2.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4876    2.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3455    2.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0226    2.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6310    2.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3081    1.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2021    2.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4456    2.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732    2.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0600    2.4561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2021    1.6311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6357    1.8415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1601    1.9041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
 11  1  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12  4  1  0  0  0  0
 12 10  2  0  0  0  0
 13  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14  3  1  0  0  0  0
 14 12  1  0  0  0  0
 15  2  1  0  0  0  0
 15  5  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 17 13  2  0  0  0  0
 18  6  1  0  0  0  0
 18 10  1  0  0  0  0
 19 14  1  0  0  0  0
 19 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049034

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CO)CC(=O)CC1(C)CCC(O1)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O4/c1-11(9-16)7-13(17)8-15(2)5-3-14(19-15)12-4-6-18-10-12/h4,6,10-11,14,16H,3,5,7-9H2,1-2H3

> <INCHI_KEY>
LKVKWNDXOWODLO-UHFFFAOYSA-N

> <FORMULA>
C15H22O4

> <MOLECULAR_WEIGHT>
266.3328

> <EXACT_MASS>
266.151809192

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
28.952204318627995

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[5-(furan-3-yl)-2-methyloxolan-2-yl]-5-hydroxy-4-methylpentan-2-one

> <ALOGPS_LOGP>
1.77

> <JCHEM_LOGP>
1.9131966366666662

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.381705128434753

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.463213023478843

> <JCHEM_PKA_STRONGEST_BASIC>
-2.595783000442263

> <JCHEM_POLAR_SURFACE_AREA>
59.67

> <JCHEM_REFRACTIVITY>
71.62140000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.26e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[5-(furan-3-yl)-2-methyloxolan-2-yl]-5-hydroxy-4-methylpentan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0049034 (Ipomeamaronol)
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PDB for NP0049034 (Ipomeamaronol)
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      -8.645   3.045   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.215   3.339   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.152   5.831   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.895   2.192   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.684   5.992   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.427   2.031   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.311   5.355   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.644   5.355   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.978   5.355   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.909   4.468   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.645   4.585   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.575   3.698   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.977   4.585   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.832   4.324   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.310   4.585   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0     -11.312   4.585   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -5.977   3.045   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       3.053   3.437   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.166   3.554   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   15                                                            
CONECT    3    5   14                                                       
CONECT    4    6   12                                                       
CONECT    5    3   15                                                       
CONECT    6    4   18                                                       
CONECT    7   11   13                                                       
CONECT    8   13   15                                                       
CONECT    9   11   16                                                       
CONECT   10   12   18                                                       
CONECT   11    1    7    9                                                  
CONECT   12    4   10   14                                                  
CONECT   13    7    8   17                                                  
CONECT   14    3   12   19                                                  
CONECT   15    2    5    8   19                                             
CONECT   16    9                                                            
CONECT   17   13                                                            
CONECT   18    6   10                                                       
CONECT   19   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

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3D PDB for NP0049034 (Ipomeamaronol)
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SMILES for NP0049034 (Ipomeamaronol)
CC(CO)CC(=O)CC1(C)CCC(O1)C1=COC=C1
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INCHI for NP0049034 (Ipomeamaronol)
InChI=1S/C15H22O4/c1-11(9-16)7-13(17)8-15(2)5-3-14(19-15)12-4-6-18-10-12/h4,6,10-11,14,16H,3,5,7-9H2,1-2H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC15H22O4
Average Mass266.3328 Da
Monoisotopic Mass266.15181 Da
IUPAC Name1-[5-(furan-3-yl)-2-methyloxolan-2-yl]-5-hydroxy-4-methylpentan-2-one
Traditional Name1-[5-(furan-3-yl)-2-methyloxolan-2-yl]-5-hydroxy-4-methylpentan-2-one
CAS Registry Number26767-96-4
SMILES
CC(CO)CC(=O)CC1(C)CCC(O1)C1=COC=C1
InChI Identifier
InChI=1S/C15H22O4/c1-11(9-16)7-13(17)8-15(2)5-3-14(19-15)12-4-6-18-10-12/h4,6,10-11,14,16H,3,5,7-9H2,1-2H3
InChI KeyLKVKWNDXOWODLO-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Ceratocystis fimbriataFungi
Ipomaea batatasPlant
Solanum tuberosumFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty alcohols  
Direct ParentFatty alcohols  
Alternative Parents
Substituents
  • Fatty alcohol
    • 

  • Furan
    • 

  • Heteroaromatic compound
    • 

  • Tetrahydrofuran
    • 

  • Ketone
    • 

  • Dialkyl ether
    • 

  • Ether
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Primary alcohol
    • 

  • Carbonyl group
    • 

  • Alcohol
    • 

  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
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
logP1.77ALOGPS
logP1.91ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)15.46ChemAxon
pKa (Strongest Basic)-2.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area59.67 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity71.62 m³·mol⁻¹ChemAxon
Polarizability28.95 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0038148  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB017376  
KNApSAcK IDC00011474  
Chemspider ID185191  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound213591  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References