NP-MRD: Showing NP-Card for (4Z,9a)-9-(3-Methyl-2E-pentenoyloxy)-4,10(14)-oplopadien-3-one (NP0335277)

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Record Information

Version

2.0

Created at

2024-09-11 00:52:02 UTC

Updated at

2024-09-11 00:52:03 UTC

NP-MRD ID

NP0335277

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4Z,9a)-9-(3-Methyl-2E-pentenoyloxy)-4,10(14)-oplopadien-3-one

Description

(4Z,9a)-9-(3-Methyl-2E-pentenoyloxy)-4,10(14)-oplopadien-3-one belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review very few articles have been published on (4Z,9a)-9-(3-Methyl-2E-pentenoyloxy)-4,10(14)-oplopadien-3-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262303242D          

 24 25  0  0  0  0            999 V2000
   -1.8095    0.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8095   -0.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0959   -0.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3836   -0.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3836    0.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0959    1.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5947    0.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0815    0.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5947   -0.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9065    0.2097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8491   -1.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0959    1.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0959   -1.4403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8095   -1.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3836   -1.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3313    1.0333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0464    0.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7614    1.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4764    0.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1915    1.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0464   -0.2028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9065    0.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4764   -0.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6742   -1.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  0  0  0  0
  3  4  1  0  0  0  0
  3 13  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 16  1  0  0  0  0
  6 12  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  9 11  2  0  0  0  0
 11 24  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 21  2  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 23  1  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335277

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C(C)=C\C(=O)OC1CC(C(C)C)C2C(CC(=O)\C2=C/C)C1=C

> <INCHI_IDENTIFIER>
InChI=1/C21H30O3/c1-7-13(5)9-20(23)24-19-11-16(12(3)4)21-15(8-2)18(22)10-17(21)14(19)6/h8-9,12,16-17,19,21H,6-7,10-11H2,1-5H3/b13-9+,15-8+

> <INCHI_KEY>
ORVROQPLYIDWBD-QXJXSTHZNA-N

> <FORMULA>
C21H30O3

> <MOLECULAR_WEIGHT>
330.468

> <EXACT_MASS>
330.219494826

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
38.41933972374084

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1Z)-1-ethylidene-4-methylidene-2-oxo-7-(propan-2-yl)-octahydro-1H-inden-5-yl (2E)-3-methylpent-2-enoate

> <JCHEM_LOGP>
5.113503621666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.818892740070549

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
98.09029999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1Z)-1-ethylidene-7-isopropyl-4-methylidene-2-oxo-hexahydroinden-5-yl (2E)-3-methylpent-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      -3.378   1.161   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.378  -0.379   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.046  -1.149   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.716  -0.379   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.716   1.161   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.046   1.929   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.843   1.639   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.752   0.391   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.843  -0.859   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -7.292   0.391   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -5.318  -2.324   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.046   3.469   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.046  -2.689   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.378  -3.469   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.716  -3.469   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.618   1.929   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.953   1.161   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.288   1.929   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.623   1.161   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.957   1.929   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.953  -0.379   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.292   1.161   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.623  -0.379   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.859  -2.324   0.000  0.00  0.00           C+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3    9                                                  
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    1    5   12                                                  
CONECT    7    1    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    2    8   11                                                  
CONECT   10    8                                                            
CONECT   11    9   24                                                       
CONECT   12    6                                                            
CONECT   13    3   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    5   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   22                                                       
CONECT   21   17                                                            
CONECT   22   20                                                            
CONECT   23   19                                                            
CONECT   24   11                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀O₃

Average Mass

330.4680 Da

Monoisotopic Mass

330.21949 Da

IUPAC Name

(1Z)-1-ethylidene-4-methylidene-2-oxo-7-(propan-2-yl)-octahydro-1H-inden-5-yl (2E)-3-methylpent-2-enoate

Traditional Name

(1Z)-1-ethylidene-7-isopropyl-4-methylidene-2-oxo-hexahydroinden-5-yl (2E)-3-methylpent-2-enoate

CAS Registry Number

Not Available

SMILES

CC\C(C)=C\C(=O)OC1CC(C(C)C)C2C(CC(=O)\C2=C/C)C1=C

InChI Identifier

InChI=1/C21H30O3/c1-7-13(5)9-20(23)24-19-11-16(12(3)4)21-15(8-2)18(22)10-17(21)14(19)6/h8-9,12,16-17,19,21H,6-7,10-11H2,1-5H3/b13-9+,15-8+

InChI Key

ORVROQPLYIDWBD-QXJXSTHZNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Oplopane sesquiterpenoid
Fatty acid ester
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Cyclic ketone
Ketone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	5.11	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	98.09 m³·mol⁻¹	ChemAxon
Polarizability	38.42 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (4Z,9a)-9-(3-Methyl-2E-pentenoyloxy)-4,10(14)-oplopadien-3-one (NP0335277)

MOL for NP0335277 ((4Z,9a)-9-(3-Methyl-2E-pentenoyloxy)-4,10(14)-oplopadien-3-one)

3D MOL for NP0335277 ((4Z,9a)-9-(3-Methyl-2E-pentenoyloxy)-4,10(14)-oplopadien-3-one)

3D SDF for NP0335277 ((4Z,9a)-9-(3-Methyl-2E-pentenoyloxy)-4,10(14)-oplopadien-3-one)

3D-SDF for NP0335277 ((4Z,9a)-9-(3-Methyl-2E-pentenoyloxy)-4,10(14)-oplopadien-3-one)

PDB for NP0335277 ((4Z,9a)-9-(3-Methyl-2E-pentenoyloxy)-4,10(14)-oplopadien-3-one)

3D PDB for NP0335277 ((4Z,9a)-9-(3-Methyl-2E-pentenoyloxy)-4,10(14)-oplopadien-3-one)

SMILES for NP0335277 ((4Z,9a)-9-(3-Methyl-2E-pentenoyloxy)-4,10(14)-oplopadien-3-one)

INCHI for NP0335277 ((4Z,9a)-9-(3-Methyl-2E-pentenoyloxy)-4,10(14)-oplopadien-3-one)

Structure for NP0335277 ((4Z,9a)-9-(3-Methyl-2E-pentenoyloxy)-4,10(14)-oplopadien-3-one)

3D Structure for NP0335277 ((4Z,9a)-9-(3-Methyl-2E-pentenoyloxy)-4,10(14)-oplopadien-3-one)