NP-MRD: Showing NP-Card for (1r,4r,6r,10s)-4,12,12-trimethyl-9-methylidenetricyclo[8.2.0.0⁴,⁶]dodecan-5-one (NP0184761)

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Record Information

Version

1.0

Created at

2022-09-03 23:58:10 UTC

Updated at

2022-09-03 23:58:11 UTC

NP-MRD ID

NP0184761

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,4r,6r,10s)-4,12,12-trimethyl-9-methylidenetricyclo[8.2.0.0⁴,⁶]dodecan-5-one

Description

(1R,4R,6R,10S)-4,12,12-trimethyl-9-methylidenetricyclo[8.2.0.0⁴,⁶]Dodecan-5-one belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (1r,4r,6r,10s)-4,12,12-trimethyl-9-methylidenetricyclo[8.2.0.0⁴,⁶]dodecan-5-one is found in Annona squamosa. Based on a literature review very few articles have been published on (1R,4R,6R,10S)-4,12,12-trimethyl-9-methylidenetricyclo[8.2.0.0⁴,⁶]Dodecan-5-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309042201582D          

 17 19  0  0  1  0            999 V2000
    2.1423    0.8957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6659    0.2582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4441    0.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2163    0.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6212   -0.4770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2476   -1.0139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0585   -1.1657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4694   -1.2879    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8744   -2.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8319   -1.8115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0069   -1.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3806   -1.2659    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2459   -0.4519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4319   -0.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5666   -1.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8066   -1.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5076   -2.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0184761

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12CC[C@@H]3[C@H](CC3(C)C)C(=C)CC[C@H]1C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H24O/c1-10-5-6-13-14(17)16(13,4)8-7-12-11(10)9-15(12,2)3/h11-13H,1,5-9H2,2-4H3/t11-,12-,13+,16-/m1/s1

> <INCHI_KEY>
SNVUDGMIDCJEIG-NFFDBFGFSA-N

> <FORMULA>
C16H24O

> <MOLECULAR_WEIGHT>
232.367

> <EXACT_MASS>
232.182715393

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
27.7099652851656

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4R,6R,10S)-4,12,12-trimethyl-9-methylidenetricyclo[8.2.0.0^{4,6}]dodecan-5-one

> <JCHEM_LOGP>
4.1923443423333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.539952536819087

> <JCHEM_PKA_STRONGEST_BASIC>
-7.565998328818472

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
69.942

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4R,6R,10S)-4,12,12-trimethyl-9-methylidenetricyclo[8.2.0.0^{4,6}]dodecan-5-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       3.999   1.672   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.976   0.482   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.429   0.993   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.870   0.451   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.626  -0.890   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.796  -1.893   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      11.309  -2.176   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.343  -2.404   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.099  -3.746   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.153  -3.381   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.613  -3.365   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.444  -2.363   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.192  -0.844   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.673  -1.095   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.924  -2.614   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.506  -3.214   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.814  -4.150   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    5    9   10                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12    2   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   12   16   17                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₄O

Average Mass

232.3670 Da

Monoisotopic Mass

232.18272 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@]12CC[C@@H]3[C@H](CC3(C)C)C(=C)CC[C@H]1C2=O

InChI Identifier

InChI=1S/C16H24O/c1-10-5-6-13-14(17)16(13,4)8-7-12-11(10)9-15(12,2)3/h11-13H,1,5-9H2,2-4H3/t11-,12-,13+,16-/m1/s1

InChI Key

SNVUDGMIDCJEIG-NFFDBFGFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Annona squamosa	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

Caryophyllane sesquiterpenoid
Sesquiterpenoid
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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

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

14697675

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,4r,6r,10s)-4,12,12-trimethyl-9-methylidenetricyclo[8.2.0.0⁴,⁶]dodecan-5-one (NP0184761)

MOL for NP0184761 ((1r,4r,6r,10s)-4,12,12-trimethyl-9-methylidenetricyclo[8.2.0.0⁴,⁶]dodecan-5-one)

3D MOL for NP0184761 ((1r,4r,6r,10s)-4,12,12-trimethyl-9-methylidenetricyclo[8.2.0.0⁴,⁶]dodecan-5-one)

3D SDF for NP0184761 ((1r,4r,6r,10s)-4,12,12-trimethyl-9-methylidenetricyclo[8.2.0.0⁴,⁶]dodecan-5-one)

3D-SDF for NP0184761 ((1r,4r,6r,10s)-4,12,12-trimethyl-9-methylidenetricyclo[8.2.0.0⁴,⁶]dodecan-5-one)

PDB for NP0184761 ((1r,4r,6r,10s)-4,12,12-trimethyl-9-methylidenetricyclo[8.2.0.0⁴,⁶]dodecan-5-one)

3D PDB for NP0184761 ((1r,4r,6r,10s)-4,12,12-trimethyl-9-methylidenetricyclo[8.2.0.0⁴,⁶]dodecan-5-one)

SMILES for NP0184761 ((1r,4r,6r,10s)-4,12,12-trimethyl-9-methylidenetricyclo[8.2.0.0⁴,⁶]dodecan-5-one)

INCHI for NP0184761 ((1r,4r,6r,10s)-4,12,12-trimethyl-9-methylidenetricyclo[8.2.0.0⁴,⁶]dodecan-5-one)

Structure for NP0184761 ((1r,4r,6r,10s)-4,12,12-trimethyl-9-methylidenetricyclo[8.2.0.0⁴,⁶]dodecan-5-one)

3D Structure for NP0184761 ((1r,4r,6r,10s)-4,12,12-trimethyl-9-methylidenetricyclo[8.2.0.0⁴,⁶]dodecan-5-one)