NP-MRD: Showing NP-Card for 1-{6,10,15,18,19-pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-dien-7-yl}ethanone (NP0242301)

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Record Information

Version

2.0

Created at

2022-09-07 02:35:44 UTC

Updated at

2022-09-07 02:35:44 UTC

NP-MRD ID

NP0242301

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-{6,10,15,18,19-pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-dien-7-yl}ethanone

Description

1-{6,10,15,18,19-Pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]Docosa-1,3-dien-7-yl}ethan-1-one belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 1-{6,10,15,18,19-pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-dien-7-yl}ethanone is found in Buxus papillosa. 1-{6,10,15,18,19-Pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]Docosa-1,3-dien-7-yl}ethan-1-one is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241512162D          

 30 34  0  0  0  0            999 V2000
    0.9846   -1.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -1.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3705   -2.3404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1639   -2.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3651   -1.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9574   -1.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7728   -0.7402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9739    0.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7674    0.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3597   -0.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1107    0.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8460   -0.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4629    0.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2457   -0.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4116   -0.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0824   -0.3616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1232   -1.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9461   -2.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1250   -2.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7947   -1.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2384   -1.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0119   -1.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4835   -1.7629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6587   -1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1586   -1.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8792   -0.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9712   -0.1092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5433   -1.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9793   -0.9661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870   -0.3918    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  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
 12 13  2  0  0  0  0
 13 14  1  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  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  5 25  1  0  0  0  0
 10 25  1  0  0  0  0
 17 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  7 29  1  0  0  0  0
  2 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END


  Mrv1533004241512162D          

 30 34  0  0  0  0            999 V2000
    0.9846   -1.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -1.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3705   -2.3404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1639   -2.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3651   -1.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9574   -1.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7728   -0.7402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9739    0.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7674    0.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3597   -0.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1107    0.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8460   -0.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4629    0.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2457   -0.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4116   -0.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0824   -0.3616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1232   -1.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9461   -2.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1250   -2.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7947   -1.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2384   -1.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0119   -1.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4835   -1.7629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6587   -1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1586   -1.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8792   -0.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9712   -0.1092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5433   -1.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9793   -0.9661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870   -0.3918    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  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
 12 13  2  0  0  0  0
 13 14  1  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  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  5 25  1  0  0  0  0
 10 25  1  0  0  0  0
 17 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  7 29  1  0  0  0  0
  2 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0242301

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OCC2(C)C(CCC3=CC4=CCC5(C)C(CCC5(C)C4CCC23)C(C)=O)N1C

> <INCHI_IDENTIFIER>
InChI=1S/C27H41NO2/c1-17(29)21-12-14-27(5)23-9-8-22-19(15-20(23)11-13-26(21,27)4)7-10-24-25(22,3)16-30-18(2)28(24)6/h11,15,18,21-24H,7-10,12-14,16H2,1-6H3

> <INCHI_KEY>
KIKNIHBRBBRNQJ-UHFFFAOYSA-N

> <FORMULA>
C27H41NO2

> <MOLECULAR_WEIGHT>
411.63

> <EXACT_MASS>
411.313729564

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
49.59424958959585

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{6,10,15,18,19-pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-dien-7-yl}ethan-1-one

> <ALOGPS_LOGP>
6.00

> <JCHEM_LOGP>
4.602532076666665

> <ALOGPS_LOGS>
-5.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.395881723152247

> <JCHEM_PKA_STRONGEST_BASIC>
7.648368314081645

> <JCHEM_POLAR_SURFACE_AREA>
29.54

> <JCHEM_REFRACTIVITY>
124.01289999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.55e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{6,10,15,18,19-pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-dien-7-yl}ethanone

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       1.838  -3.718   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.319  -3.297   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.425  -4.369   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       5.906  -3.947   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.282  -2.454   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.387  -3.526   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.176  -1.382   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.551   0.112   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.033   0.533   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.138  -0.539   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.540   0.099   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.913  -0.599   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.064   0.423   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.525  -0.063   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.835  -1.572   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.087  -0.675   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.163  -2.351   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.833  -3.855   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.300  -4.005   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.683  -2.594   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.645  -3.731   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.222  -2.108   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.236  -3.291   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.696  -3.257   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.763  -2.032   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.575  -1.734   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      16.746  -0.204   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      17.814  -2.648   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0       3.695  -1.803   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       2.589  -0.731   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   29                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7   25                                             
CONECT    6    5                                                            
CONECT    7    5    8   29                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   25                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   22                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   20                                             
CONECT   16   15                                                            
CONECT   17   15   18   26                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   12   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24    5   10                                                  
CONECT   26   17   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29    7    2   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₄₁NO₂

Average Mass

411.6300 Da

Monoisotopic Mass

411.31373 Da

IUPAC Name

1-{6,10,15,18,19-pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-dien-7-yl}ethan-1-one

Traditional Name

1-{6,10,15,18,19-pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-dien-7-yl}ethanone

CAS Registry Number

Not Available

SMILES

CC1OCC2(C)C(CCC3=CC4=CCC5(C)C(CCC5(C)C4CCC23)C(C)=O)N1C

InChI Identifier

InChI=1S/C27H41NO2/c1-17(29)21-12-14-27(5)23-9-8-22-19(15-20(23)11-13-26(21,27)4)7-10-24-25(22,3)16-30-18(2)28(24)6/h11,15,18,21-24H,7-10,12-14,16H2,1-6H3

InChI Key

KIKNIHBRBBRNQJ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Buxus papillosa	LOTUS Database	35616633

Chemical Taxonomy

Description

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
Pinguisane sesquiterpenoid
1,3-oxazinane
Oxazinane
Hemiaminal
Ketone
Azacycle
Organoheterocyclic compound
Oxacycle
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	ALOGPS
logP	4.6	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	19.4	ChemAxon
pKa (Strongest Basic)	7.65	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	124.01 m³·mol⁻¹	ChemAxon
Polarizability	49.59 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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 1-{6,10,15,18,19-pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-dien-7-yl}ethanone (NP0242301)

MOL for NP0242301 (1-{6,10,15,18,19-pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-dien-7-yl}ethanone)

3D MOL for NP0242301 (1-{6,10,15,18,19-pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-dien-7-yl}ethanone)

3D SDF for NP0242301 (1-{6,10,15,18,19-pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-dien-7-yl}ethanone)

3D-SDF for NP0242301 (1-{6,10,15,18,19-pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-dien-7-yl}ethanone)

PDB for NP0242301 (1-{6,10,15,18,19-pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-dien-7-yl}ethanone)

3D PDB for NP0242301 (1-{6,10,15,18,19-pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-dien-7-yl}ethanone)

SMILES for NP0242301 (1-{6,10,15,18,19-pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-dien-7-yl}ethanone)

INCHI for NP0242301 (1-{6,10,15,18,19-pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-dien-7-yl}ethanone)

Structure for NP0242301 (1-{6,10,15,18,19-pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-dien-7-yl}ethanone)

3D Structure for NP0242301 (1-{6,10,15,18,19-pentamethyl-17-oxa-19-azapentacyclo[12.8.0.0³,¹¹.0⁶,¹⁰.0¹⁵,²⁰]docosa-1,3-dien-7-yl}ethanone)