NP-MRD: Showing NP-Card for isopropyl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate (NP0299587)

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Record Information

Version

2.0

Created at

2022-09-10 11:29:36 UTC

Updated at

2022-09-10 11:29:36 UTC

NP-MRD ID

NP0299587

Secondary Accession Numbers

None

Natural Product Identification

Common Name

isopropyl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate

Description

Propan-2-yl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. isopropyl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate is found in Tessmannia densiflora. Propan-2-yl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004171507192D          

 26 27  0  0  0  0            999 V2000
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597   -4.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1850   -4.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6222   -5.1406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4467   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9081   -4.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7011   -4.6552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7299   -5.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546   -5.7619    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  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  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 22 26  1  0  0  0  0
M  END


  Mrv1533004171507192D          

 26 27  0  0  0  0            999 V2000
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597   -4.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1850   -4.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6222   -5.1406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4467   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9081   -4.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7011   -4.6552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7299   -5.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546   -5.7619    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  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  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 22 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0299587

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)OC(=O)CCC1C(CCC(C)C1(C)CCC1=COC=C1)=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C23H36O3/c1-16(2)20-8-7-18(5)23(6,13-11-19-12-14-25-15-19)21(20)9-10-22(24)26-17(3)4/h12,14-15,17-18,21H,7-11,13H2,1-6H3

> <INCHI_KEY>
WXJSQSRTYFZBJE-UHFFFAOYSA-N

> <FORMULA>
C23H36O3

> <MOLECULAR_WEIGHT>
360.538

> <EXACT_MASS>
360.266445019

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
42.82686847314322

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
propan-2-yl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate

> <ALOGPS_LOGP>
6.14

> <JCHEM_LOGP>
6.049245374000001

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7841331859013736

> <JCHEM_POLAR_SURFACE_AREA>
39.44

> <JCHEM_REFRACTIVITY>
106.6228

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.83e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isopropyl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -2.667  -6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -8.470   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.000  -6.160   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.334  -8.470   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.667  -6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.391  -8.290   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.945  -8.290   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.761  -9.596   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.301  -9.542   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.162  -8.265   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      10.642  -8.690   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      10.696 -10.229   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.249 -10.756   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   10   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    9   19   20                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   26                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   22                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Value	Source
Propan-2-yl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoic acid	Generator

Chemical Formula

C₂₃H₃₆O₃

Average Mass

360.5380 Da

Monoisotopic Mass

360.26645 Da

IUPAC Name

propan-2-yl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate

Traditional Name

isopropyl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate

CAS Registry Number

Not Available

SMILES

CC(C)OC(=O)CCC1C(CCC(C)C1(C)CCC1=COC=C1)=C(C)C

InChI Identifier

InChI=1S/C23H36O3/c1-16(2)20-8-7-18(5)23(6,13-11-19-12-14-25-15-19)21(20)9-10-22(24)26-17(3)4/h12,14-15,17-18,21H,7-11,13H2,1-6H3

InChI Key

WXJSQSRTYFZBJE-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Tessmannia densiflora	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

Aromatic monoterpenoid
Monocyclic monoterpenoid
P-menthane monoterpenoid
Fatty acid ester
Fatty acyl
Heteroaromatic compound
Furan
Carboxylic acid ester
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	6.14	ALOGPS
logP	6.05	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	39.44 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	106.62 m³·mol⁻¹	ChemAxon
Polarizability	42.83 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for isopropyl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate (NP0299587)

MOL for NP0299587 (isopropyl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate)

3D MOL for NP0299587 (isopropyl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate)

3D SDF for NP0299587 (isopropyl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate)

3D-SDF for NP0299587 (isopropyl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate)

PDB for NP0299587 (isopropyl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate)

3D PDB for NP0299587 (isopropyl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate)

SMILES for NP0299587 (isopropyl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate)

INCHI for NP0299587 (isopropyl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate)

Structure for NP0299587 (isopropyl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate)

3D Structure for NP0299587 (isopropyl 3-{2-[2-(furan-3-yl)ethyl]-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl}propanoate)