NP-MRD: Showing NP-Card for 2,2,7,7-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁶,¹⁰]undecane (NP0166045)

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Record Information

Version

2.0

Created at

2022-09-03 01:20:39 UTC

Updated at

2022-09-03 01:20:39 UTC

NP-MRD ID

NP0166045

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,2,7,7-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁶,¹⁰]undecane

Description

Cycloisolongifolene belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. 2,2,7,7-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁶,¹⁰]undecane was first documented in 2012 (PMID: 22305785). Based on a literature review a small amount of articles have been published on Cycloisolongifolene (PMID: 29606759) (PMID: 33488162) (PMID: 28398606) (PMID: 24199734).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 42  0  0  0  0  0  0  0  0999 V2000
   -2.2285    0.9317    1.3716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8214    0.3153    0.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6498    0.9366   -1.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1994   -1.1365    0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2220   -1.9774    0.8629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1635   -1.9084    0.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5436   -0.5545   -0.0888 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2064   -0.0524   -1.4744 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3497    0.8939   -1.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7013    1.3888   -0.4739 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3355    1.7863    0.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4155    0.4865   -0.2708 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8932    0.0520    0.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730    0.1885    1.6718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9402   -0.7943   -0.4394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0874    0.1552    2.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3482    1.0606    1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7400    1.8780    1.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4819    2.0189   -1.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2666    0.4327   -2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7110    0.6461   -0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3712   -1.5239   -0.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1808   -1.2071    0.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5707   -3.0334    0.7907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1848   -1.6622    1.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1335   -2.5556   -0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8757   -2.3746    0.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2533   -0.6827   -2.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1896    0.3454   -2.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9539    1.7160   -2.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4815    2.0894   -0.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0846    2.5674   -0.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3011    2.0596    1.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8718   -0.6757    2.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7767    1.1223    2.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2936    0.2722    1.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8195   -0.2437   -0.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3119   -1.5380    0.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5017   -1.4230   -1.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 15  1  0
 13 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  6
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  1  0
 12  2  1  6
 12 11  1  0
  7 13  1  0
 12  7  1  0
 11 10  1  0
 12  8  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 10 31  1  6
  9 29  1  0
  9 30  1  0
  8 28  1  6
  6 26  1  0
  6 27  1  0
  5 24  1  0
  5 25  1  0
  4 22  1  0
  4 23  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
 11 32  1  0
 11 33  1  0
M  END


  Mrv1652309032203202D          

 15 18  0  0  0  0            999 V2000
    3.0562    1.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3097    0.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0915    1.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8024    0.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4143   -0.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6156   -0.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1839    0.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6567    0.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0501    0.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3497   -0.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4388   -0.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880    0.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9142   -0.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441   -1.5826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5847   -1.2560    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  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
  8 12  1  0  0  0  0
  2 12  1  0  0  0  0
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0166045

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)C2CC3C11CCCC(C)(C)C31C2

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-12(2)6-5-7-14-11-8-10(13(14,3)4)9-15(11,12)14/h10-11H,5-9H2,1-4H3

> <INCHI_KEY>
VRSGYUIZSVSWIY-UHFFFAOYSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.357

> <EXACT_MASS>
204.187800773

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
25.532731556175566

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,2,7,7-tetramethyltetracyclo[6.2.1.0^{1,6}.0^{6,10}]undecane

> <ALOGPS_LOGP>
5.34

> <JCHEM_LOGP>
3.7539686750000003

> <ALOGPS_LOGS>
-5.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
62.79039999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.31e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2,7,7-tetramethyltetracyclo[6.2.1.0^{1,6}.0^{6,10}]undecane

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       5.705   1.984   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.311   1.328   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.904   2.813   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.231   0.018   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.507  -1.356   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.016  -1.467   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.210   0.223   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.226   1.399   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.094   0.586   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.653  -0.820   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.686  -0.557   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.778   1.181   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.706  -1.447   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.389  -2.954   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.958  -2.345   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   12                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12   13                                             
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    8    2    7                                             
CONECT   13   10    7   14   15                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄

Average Mass

204.3570 Da

Monoisotopic Mass

204.18780 Da

IUPAC Name

2,2,7,7-tetramethyltetracyclo[6.2.1.0^{1,6}.0^{6,10}]undecane

Traditional Name

2,2,7,7-tetramethyltetracyclo[6.2.1.0^{1,6}.0^{6,10}]undecane

CAS Registry Number

Not Available

SMILES

CC1(C)C2CC3C11CCCC(C)(C)C31C2

InChI Identifier

InChI=1S/C15H24/c1-12(2)6-5-7-14-11-8-10(13(14,3)4)9-15(11,12)14/h10-11H,5-9H2,1-4H3

InChI Key

VRSGYUIZSVSWIY-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Bornane monoterpenoid
Polycyclic hydrocarbon
Saturated hydrocarbon
Hydrocarbon
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	5.34	ALOGPS
logP	3.75	ChemAxon
logS	-5.4	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	62.79 m³·mol⁻¹	ChemAxon
Polarizability	25.53 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

C00055702

Chemspider ID

489603

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

563197

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Swapna Sonale R, Ramalakshmi K, Udaya Sankar K: Characterization of Neem (Azadirachta indica A. Juss) seed volatile compounds obtained by supercritical carbon dioxide process. J Food Sci Technol. 2018 Apr;55(4):1444-1454. doi: 10.1007/s13197-018-3060-y. Epub 2018 Feb 3. [PubMed:29606759 ]
Qadir A, Aqil M, Ali A, Ahmad FJ, Ahmad S, Arif M, Khan N: GC-MS analysis of the methanolic extracts of Smilax china and Salix alba and their antioxidant activity. Turk J Chem. 2020 Apr 1;44(2):352-363. doi: 10.3906/kim-1907-5. eCollection 2020. [PubMed:33488162 ]
Zhang L, Yang Z, Huang Z, Zhao M, Li P, Zhou W, Zhang K, Zheng X, Lin L, Tang J, Fang Y, Du Z: Variation in Essential Oil and Bioactive Compounds of Curcuma kwangsiensis Collected from Natural Habitats. Chem Biodivers. 2017 Jul;14(7). doi: 10.1002/cbdv.201700020. Epub 2017 Jun 15. [PubMed:28398606 ]
Chen CC, Chen Y, Hsi YT, Chang CS, Huang LF, Ho CT, Way TD, Kao JY: Chemical constituents and anticancer activity of Curcuma zedoaria roscoe essential oil against non-small cell lung carcinoma cells in vitro and in vivo. J Agric Food Chem. 2013 Nov 27;61(47):11418-27. doi: 10.1021/jf4026184. Epub 2013 Nov 18. [PubMed:24199734 ]
Kamazeri TS, Samah OA, Taher M, Susanti D, Qaralleh H: Antimicrobial activity and essential oils of Curcuma aeruginosa, Curcuma mangga, and Zingiber cassumunar from Malaysia. Asian Pac J Trop Med. 2012 Mar;5(3):202-9. doi: 10.1016/S1995-7645(12)60025-X. [PubMed:22305785 ]
LOTUS database [Link]

Showing NP-Card for 2,2,7,7-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁶,¹⁰]undecane (NP0166045)

MOL for NP0166045 (2,2,7,7-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁶,¹⁰]undecane)

3D MOL for NP0166045 (2,2,7,7-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁶,¹⁰]undecane)

3D SDF for NP0166045 (2,2,7,7-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁶,¹⁰]undecane)

3D-SDF for NP0166045 (2,2,7,7-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁶,¹⁰]undecane)

PDB for NP0166045 (2,2,7,7-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁶,¹⁰]undecane)

3D PDB for NP0166045 (2,2,7,7-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁶,¹⁰]undecane)

SMILES for NP0166045 (2,2,7,7-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁶,¹⁰]undecane)

INCHI for NP0166045 (2,2,7,7-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁶,¹⁰]undecane)

Structure for NP0166045 (2,2,7,7-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁶,¹⁰]undecane)

3D Structure for NP0166045 (2,2,7,7-tetramethyltetracyclo[6.2.1.0¹,⁶.0⁶,¹⁰]undecane)