MiMeDB: Showing metabocard for Prehnitene (MMDBc0047747)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:40:47 UTC

Update Date

2022-09-01 01:47:57 UTC

MiMeDB ID

MMDBc0047747

Metabolite Identification

Common Name

Prehnitene

Description

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

10263
  Mrv1652303202019012D          

 24 24  0  0  0  0            999 V2000
    3.0790    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -1.0808    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.7490    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5905    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    1.7490    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5675    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9058    0.8555    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071    0.6683    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3943   -0.0304    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3943   -0.7946    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7637   -0.0304    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.6683    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2522    0.8555    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071   -1.4933    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9058   -1.6805    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  7  1  0  0  0  0
  2  4  2  0  0  0  0
  2  8  1  0  0  0  0
  3  5  1  0  0  0  0
  3  9  1  0  0  0  0
  4  6  1  0  0  0  0
  4 10  1  0  0  0  0
  5  6  2  0  0  0  0
  5 11  1  0  0  0  0
  6 12  1  0  0  0  0
  7 13  1  0  0  0  0
  7 14  1  0  0  0  0
  7 15  1  0  0  0  0
  8 16  1  0  0  0  0
  8 17  1  0  0  0  0
  8 18  1  0  0  0  0
  9 20  1  0  0  0  0
  9 21  1  0  0  0  0
  9 22  1  0  0  0  0
 10 19  1  0  0  0  0
 10 23  1  0  0  0  0
 10 24  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047747

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C1=C([H])C(=C(C(=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H14/c1-7-5-6-8(2)10(4)9(7)3/h5-6H,1-4H3

> <INCHI_KEY>
UOHMMEJUHBCKEE-UHFFFAOYSA-N

> <FORMULA>
C10H14

> <MOLECULAR_WEIGHT>
134.2182

> <EXACT_MASS>
134.109550448

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
17.021252519109932

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,2,3,4-tetramethylbenzene

> <ALOGPS_LOGP>
4.07

> <JCHEM_LOGP>
4.026931373333333

> <ALOGPS_LOGS>
-3.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
46.2228

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.09e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,2,3,4-tetramethylbenzene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 10263                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0       5.747   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.414   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.081   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.414  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.081  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.747  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.747   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.080   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.415   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.080  -2.310   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0       7.908  -2.017   0.000  0.00  0.00           H+0
HETATM   12  H   UNK     0       5.747  -3.265   0.000  0.00  0.00           H+0
HETATM   13  H   UNK     0       6.702   2.310   0.000  0.00  0.00           H+0
HETATM   14  H   UNK     0       5.747   3.265   0.000  0.00  0.00           H+0
HETATM   15  H   UNK     0       4.793   2.310   0.000  0.00  0.00           H+0
HETATM   16  H   UNK     0       3.557   1.597   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0       2.253   1.247   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       2.603  -0.057   0.000  0.00  0.00           H+0
HETATM   19  H   UNK     0       2.603  -1.483   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0       8.892  -0.057   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0       9.242   1.247   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0       7.937   1.597   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.253  -2.787   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.557  -3.137   0.000  0.00  0.00           H+0
CONECT    1    2    3    7                                                  
CONECT    2    1    4    8                                                  
CONECT    3    1    5    9                                                  
CONECT    4    2    6   10                                                  
CONECT    5    3    6   11                                                  
CONECT    6    4    5   12                                                  
CONECT    7    1   13   14   15                                             
CONECT    8    2   16   17   18                                             
CONECT    9    3   20   21   22                                             
CONECT   10    4   19   23   24                                             
CONECT   11    5                                                            
CONECT   12    6                                                            
CONECT   13    7                                                            
CONECT   14    7                                                            
CONECT   15    7                                                            
CONECT   16    8                                                            
CONECT   17    8                                                            
CONECT   18    8                                                            
CONECT   19   10                                                            
CONECT   20    9                                                            
CONECT   21    9                                                            
CONECT   22    9                                                            
CONECT   23   10                                                            
CONECT   24   10                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

Synonyms

Not Available

Chemical Formula

C₁₀H₁₄

Average Molecular Weight

134.2182

Monoisotopic Molecular Weight

134.109550448

IUPAC Name

1,2,3,4-tetramethylbenzene

Traditional Name

1,2,3,4-tetramethylbenzene

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C(=C(C(=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C10H14/c1-7-5-6-8(2)10(4)9(7)3/h5-6H,1-4H3

InChI Key

UOHMMEJUHBCKEE-UHFFFAOYSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.031 g/L	ALOGPS
logP	4.07	ALOGPS
logP	4.03	ChemAxon
logS	-3.6	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	46.22 m³·mol⁻¹	ChemAxon
Polarizability	17.02 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014i-4900000000-28da1a5b7cbbccda1f38	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-000i-0900000000-72f3f4dc86cbc594259e	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014i-4900000000-28da1a5b7cbbccda1f38	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-000i-0900000000-72f3f4dc86cbc594259e	2018-05-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-3900000000-74a8e03648e32bae639e	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-4611abcb869468b1fa70	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-06a4fe1a9da3ac5427c4	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0v00-9300000000-f3cb280395f8494e693c	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-05d9aa7c63c8c1b8b31e	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0900000000-19fdd4802bab4898a43f	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00lr-2900000000-974e18eb3001abf2957e	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0019-5900000000-10777b22ab7f07472f40	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-9500000000-07776fd135790c887320	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-9100000000-98b28b6b012c48e62514	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-f5fa2e4eafb73a2ce5ef	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0900000000-f5fa2e4eafb73a2ce5ef	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-2900000000-4ca7c509cbbe24c88488	2021-09-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 15.09 MHz, CDCl₃, experimental)		Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Fungi	Ascomycota	1	Human Feces	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

Not Available

References

Synthesis Reference

Not Available

General References

Lynch DW, Perone VB, Schuler RL, Ushry WB, Lewis TR: Acute toxicity of tetramethylbenzenes: durene, isodurene and prehnitene. Drug Chem Toxicol. 1978;1(3):219-30. doi: 10.3109/01480547809105016. [PubMed:755669 ]
Zou RQ, Bu XH, Zhang RH: Novel eclipsed 2D cadmium(II) coordination polymers with open-channel structure constructed from terephthalate and 3-(2-pyridyl)pyrazole: crystal structures, emission properties, and inclusion of guest molecules. Inorg Chem. 2004 Aug 23;43(17):5382-6. doi: 10.1021/ic049625e. [PubMed:15310217 ]
Baker MV, Bosnich MJ, Brown DH, Byrne LT, Hesler VJ, Skelton BW, White AH, Williams CC: Azolium-linked cyclophanes: a comprehensive examination of conformations by 1H NMR spectroscopy and structural studies. J Org Chem. 2004 Oct 29;69(22):7640-52. doi: 10.1021/jo049097o. [PubMed:15497992 ]
Zhu D, Kwon S, Pignatello JJ: Adsorption of single-ring organic compounds to wood charcoals prepared under different thermochemical conditions. Environ Sci Technol. 2005 Jun 1;39(11):3990-8. doi: 10.1021/es050129e. [PubMed:15984774 ]
Pawlukojc A, Natkaniec I, Bator G, Sobczyk L, Grech E, Nowicka-Scheibe J: Low frequency internal modes of 1,2,4,5-tetramethylbenzene, tetramethylpyrazine and tetramethyl-1,4-benzoquinone INS, Raman, infrared and theoretical DFT studies. Spectrochim Acta A Mol Biomol Spectrosc. 2006 Mar 1;63(3):766-73. doi: 10.1016/j.saa.2005.06.030. Epub 2005 Aug 10. [PubMed:16098791 ]
Berube JF, Gagnon K, Fortin D, Decken A, Harvey PD: Solution and solid-state properties of luminescent M-M bond-containing coordination/organometallic polymers using the RNC-M2(dppm)2-CNR building blocks (M = Pd, Pt; R = Aryl, Alkyl). Inorg Chem. 2006 Apr 3;45(7):2812-23. doi: 10.1021/ic0509480. [PubMed:16562938 ]
Kralj P, Zupan M, Stavber S: Remarkable effect of water on functionalization of the phenyl ring in methyl-substituted benzene derivatives with F-TEDA-BF4. J Org Chem. 2006 May 12;71(10):3880-8. doi: 10.1021/jo060213s. [PubMed:16674064 ]
Nelsen SF, Konradsson AE, Weaver MN, Stephenson RM, Lockard JV, Zink JI, Zhao Y: Comparisons of measured rate constants with spectroscopically determined electron-transfer parameters. J Phys Chem B. 2007 Jun 21;111(24):6776-81. doi: 10.1021/jp069032k. Epub 2007 Mar 24. [PubMed:17388559 ]
Lee GW, Lee SK: Observation of vibronic emission spectrum of jet-cooled duryl radical in corona excitation. J Chem Phys. 2007 Jun 7;126(21):214308. doi: 10.1063/1.2740629. [PubMed:17567197 ]
Jalowiecki P, Janasik B: Physiologically-based toxicokinetic modeling of durene (1,2,3,5-tetramethylbenzene) and isodurene (1,2,4,5-tetramethylbenzene) in humans. Int J Occup Med Environ Health. 2007;20(2):155-65. doi: 10.2478/v10001-007-0012-6. [PubMed:17638682 ]
Muranaka A, Shibahara M, Watanabe M, Matsumoto T, Shinmyozu T, Kobayashi N: Optical resolution, absolute configuration, and chiroptical properties of three-layered [3.3]paracyclophane. J Org Chem. 2008 Nov 21;73(22):9125-8. doi: 10.1021/jo801441h. Epub 2008 Oct 21. [PubMed:18937416 ]
Bellows D, Gingras E, Aly SM, Abd-El-Aziz AS, Leclerc M, Harvey PD: Organometallic and conjugated organic polymers held together by strong electrostatic interactions to form luminescent hybrid materials. Inorg Chem. 2008 Dec 15;47(24):11720-33. doi: 10.1021/ic801461j. [PubMed:19007160 ]
Hwang DH, Park MJ, Eom JH, Shim HK, Lee S, Yang NG, Lian D, Suh MC, Chin BD: Synthesis of a new polymeric host material for efficient organic electro-phosphorescent devices. J Nanosci Nanotechnol. 2008 Sep;8(9):4649-52. doi: 10.1166/jnn.2008.ic73. [PubMed:19049077 ]
Torrisi A, Mellot-Draznieks C, Bell RG: Impact of ligands on CO2 adsorption in metal-organic frameworks: first principles study of the interaction of CO2 with functionalized benzenes. I. Inductive effects on the aromatic ring. J Chem Phys. 2009 May 21;130(19):194703. doi: 10.1063/1.3120909. [PubMed:19466851 ]
Mohapatra H, Umapathy S: Influence of solvent on photoinduced electron-transfer reaction: time-resolved resonance Raman study. J Phys Chem A. 2009 Jun 25;113(25):6904-9. doi: 10.1021/jp903973q. [PubMed:19473021 ]
Zhang Q, He L, Liu JM, Wang W, Zhang J, Su CY: Pd2L2 metallacycles as molecular containers for small molecules. Dalton Trans. 2010 Dec 14;39(46):11171-9. doi: 10.1039/c0dt00406e. Epub 2010 Oct 21. [PubMed:20967343 ]
Sousa JP, Brancalion AP, Souza AB, Turatti IC, Ambrosio SR, Furtado NA, Lopes NP, Bastos JK: Validation of a gas chromatographic method to quantify sesquiterpenes in copaiba oils. J Pharm Biomed Anal. 2011 Mar 25;54(4):653-9. doi: 10.1016/j.jpba.2010.10.006. Epub 2010 Oct 16. [PubMed:21095089 ]
Schneider CJ, Moubaraki B, Cashion JD, Turner DR, Leita BA, Batten SR, Murray KS: Spin crossover in di-, tri- and tetranuclear, mixed-ligand tris(pyrazolyl)methane iron(II) complexes. Dalton Trans. 2011 Jul 14;40(26):6939-51. doi: 10.1039/c0dt01725f. Epub 2011 Jun 6. [PubMed:21643603 ]

Showing metabocard for Prehnitene (MMDBc0047747)

MOL for #<Metabolite:0x000055b76de2f7c8>

3D MOL for #<Metabolite:0x000055b76de2f7c8>

3D SDF for #<Metabolite:0x000055b76de2f7c8>

3D-SDF for #<Metabolite:0x000055b76de2f7c8>

PDB for #<Metabolite:0x000055b76de2f7c8>

3D PDB for #<Metabolite:0x000055b76de2f7c8>

SMILES for #<Metabolite:0x000055b76de2f7c8>

INCHI for #<Metabolite:0x000055b76de2f7c8>

Structure for #<Metabolite:0x000055b76de2f7c8>

3D Structure for #<Metabolite:0x000055b76de2f7c8>