NP-MRD: Showing NP-Card for 4-hydroxy-5-methylidene-3-tridecylideneoxolan-2-one (NP0320641)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 22:24:26 UTC

Updated at

2022-09-11 22:24:26 UTC

NP-MRD ID

NP0320641

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-hydroxy-5-methylidene-3-tridecylideneoxolan-2-one

Description

4-Hydroxy-5-methylidene-3-tridecylideneoxolan-2-one belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. 4-hydroxy-5-methylidene-3-tridecylideneoxolan-2-one is found in Cinnamomum subavenium. 4-Hydroxy-5-methylidene-3-tridecylideneoxolan-2-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004151517192D          

 21 21  0  0  0  0            999 V2000
    6.4416   -5.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1561   -5.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8706   -5.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5850   -5.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2995   -5.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0140   -5.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7284   -5.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4429   -5.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1574   -5.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8719   -5.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5863   -5.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3008   -5.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0153   -5.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7297   -5.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4834   -5.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6549   -4.8493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0354   -6.2694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8559   -6.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6229   -6.9838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8160   -6.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2029   -7.3643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  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
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0320641

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCC=C1C(O)C(=C)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H30O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-16-17(19)15(2)21-18(16)20/h14,17,19H,2-13H2,1H3

> <INCHI_KEY>
WCKRVXUPNAUYPH-UHFFFAOYSA-N

> <FORMULA>
C18H30O3

> <MOLECULAR_WEIGHT>
294.435

> <EXACT_MASS>
294.219494826

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
36.85883278200642

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-5-methylidene-3-tridecylideneoxolan-2-one

> <ALOGPS_LOGP>
5.99

> <JCHEM_LOGP>
5.412292273000001

> <ALOGPS_LOGS>
-5.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.968293103937235

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.379884274877147

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6642440151797535

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
86.94069999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.55e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-5-methylidene-3-tridecylideneoxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0      12.024 -10.415   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.358 -11.185   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.692 -10.415   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.025 -11.185   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.359 -10.415   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.693 -11.185   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.026 -10.415   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.360 -11.185   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.694 -10.415   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.027 -11.185   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      25.361 -10.415   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.695 -11.185   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      28.028 -10.415   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      29.362 -11.185   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      30.769 -10.558   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      31.089  -9.052   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      31.799 -11.703   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      33.331 -11.542   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      31.029 -13.037   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      29.523 -12.716   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      28.379 -13.747   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   14   21                                                  
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₃₀O₃

Average Mass

294.4350 Da

Monoisotopic Mass

294.21949 Da

IUPAC Name

4-hydroxy-5-methylidene-3-tridecylideneoxolan-2-one

Traditional Name

4-hydroxy-5-methylidene-3-tridecylideneoxolan-2-one

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCC=C1C(O)C(=C)OC1=O

InChI Identifier

InChI=1S/C18H30O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-16-17(19)15(2)21-18(16)20/h14,17,19H,2-13H2,1H3

InChI Key

WCKRVXUPNAUYPH-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cinnamomum subavenium	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrahydrofurans

Sub Class

Not Available

Direct Parent

Tetrahydrofurans

Alternative Parents

Substituents

Enol ester
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Lactone
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Carbonyl group
Organooxygen compound
Organic oxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.99	ALOGPS
logP	5.41	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	11.38	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	86.94 m³·mol⁻¹	ChemAxon
Polarizability	36.86 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85079263

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-hydroxy-5-methylidene-3-tridecylideneoxolan-2-one (NP0320641)

MOL for NP0320641 (4-hydroxy-5-methylidene-3-tridecylideneoxolan-2-one)

3D MOL for NP0320641 (4-hydroxy-5-methylidene-3-tridecylideneoxolan-2-one)

3D SDF for NP0320641 (4-hydroxy-5-methylidene-3-tridecylideneoxolan-2-one)

3D-SDF for NP0320641 (4-hydroxy-5-methylidene-3-tridecylideneoxolan-2-one)

PDB for NP0320641 (4-hydroxy-5-methylidene-3-tridecylideneoxolan-2-one)

3D PDB for NP0320641 (4-hydroxy-5-methylidene-3-tridecylideneoxolan-2-one)

SMILES for NP0320641 (4-hydroxy-5-methylidene-3-tridecylideneoxolan-2-one)

INCHI for NP0320641 (4-hydroxy-5-methylidene-3-tridecylideneoxolan-2-one)

Structure for NP0320641 (4-hydroxy-5-methylidene-3-tridecylideneoxolan-2-one)

3D Structure for NP0320641 (4-hydroxy-5-methylidene-3-tridecylideneoxolan-2-one)