MiMeDB: Showing metabocard for (1R,4R,5R)-5-hydroxycamphor (MMDBc0054023)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 22:46:51 UTC

Update Date

2022-09-01 02:26:43 UTC

Metabolite ID

MMDBc0054023

Metabolite Identification

Common Name

(1R,4R,5R)-5-hydroxycamphor

Description

5-Exo-Hydroxycamphor belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Thus, 5-exo-hydroxycamphor is considered to be an isoprenoid lipid molecule. 5-Exo-Hydroxycamphor is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI

CAH
  Mrv0541 02231216292D          

 14 15  0  0  0  0            999 V2000
   -0.3250   -0.6294    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1005   -1.0197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6950   -1.5916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7352   -0.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0949    0.0910    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7005   -0.3742    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4886   -0.1303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4055   -0.9996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    0.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8346    1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2319    1.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3262   -1.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0818    0.6474    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7672    0.2058    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  1  0  0  0  0
  1  9  1  0  0  0  0
  1 12  1  6  0  0  0
  2  3  2  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
  5  9  1  0  0  0  0
  5 13  1  1  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  6 14  1  1  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054023

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(O)C[C@@]2(C)C(=O)C[C@]1([H])C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C10H16O2/c1-9(2)6-4-8(12)10(9,3)5-7(6)11/h6-7,11H,4-5H2,1-3H3/t6-,7+,10-/m0/s1

> <INCHI_KEY>
DJQYBVLXBVJHMU-PJKMHFRUSA-N

> <FORMULA>
C10H16O2

> <MOLECULAR_WEIGHT>
168.2328

> <EXACT_MASS>
168.115029756

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
18.619657834052234

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4R,5R)-5-hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

> <ALOGPS_LOGP>
1.12

> <JCHEM_LOGP>
1.2442207930000007

> <ALOGPS_LOGS>
-1.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.285185518195565

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.880177626673294

> <JCHEM_PKA_STRONGEST_BASIC>
-2.850777884154712

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
46.08449999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-exo-hydroxycamphor

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: CAH                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.607  -1.175   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.054  -1.903   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.164  -2.971   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.372  -0.670   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.177   0.170   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.308  -0.699   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.779  -0.243   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.757  -1.866   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.476   1.692   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.558   2.787   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.433   2.935   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.609  -2.715   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0       0.153   1.209   0.000  0.00  0.00           H+0
HETATM   14  H   UNK     0       1.432   0.384   0.000  0.00  0.00           H+0
CONECT    1    2    8    9   12                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    9   13                                             
CONECT    6    5    7    8   14                                             
CONECT    7    6                                                            
CONECT    8    1    6                                                       
CONECT    9    1    5   10   11                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    1                                                            
CONECT   13    5                                                            
CONECT   14    6                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

Synonyms

Value	Source
(1R,4R,5R)-5-Hydroxycamphor	ChEBI
5-exo-HYDROXYCAMPHOR	ChEBI

Molecular Formula

C₁₀H₁₆O₂

Average Mass

168.2328

Monoisotopic Mass

168.115029756

IUPAC Name

(1R,4R,5R)-5-hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

Traditional Name

5-exo-hydroxycamphor

CAS Registry Number

Not Available

SMILES

[H][C@@]1(O)C[C@@]2(C)C(=O)C[C@]1([H])C2(C)C

InChI Identifier

InChI=1S/C10H16O2/c1-9(2)6-4-8(12)10(9,3)5-7(6)11/h6-7,11H,4-5H2,1-3H3/t6-,7+,10-/m0/s1

InChI Key

DJQYBVLXBVJHMU-PJKMHFRUSA-N

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

Bicyclic monoterpenoid
Bornane monoterpenoid
Cyclic alcohol
Secondary alcohol
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

5-hydroxycamphor (CHEBI:15398 )
Bicyclic monoterpenoids (LMPR0102120048 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	12.4 g/L	ALOGPS
logP	1.12	ALOGPS
logP	1.24	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	14.88	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	46.08 m³·mol⁻¹	ChemAxon
Polarizability	18.62 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ffx-5900000000-5dd0a8c805633a55e39e	2017-08-28	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0uxr-0900000000-39428c1c08523235b361	2017-07-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0uxr-0900000000-73e542e521ab9c9e867d	2017-07-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ka9-2900000000-56a6f6579d838f691a72	2017-07-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-11e11305d7fcd95f4e13	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0900000000-b56709b3299198af27cc	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9800000000-f4d5c5056412ef9e1e9b	2017-07-26	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human

Exposure Sources

Host Biospecimen and Location

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

External Links

HMDB ID

Not Available

DrugBank ID

DB02817

Phenol Explorer Compound ID

Not Available

FooDB 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

447414

PDB ID

Not Available

ChEBI ID

15398

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for (1R,4R,5R)-5-hydroxycamphor (MMDBc0054023)

MOL for #<Metabolite:0x00007fdb1b6fca68>

3D MOL for #<Metabolite:0x00007fdb1b6fca68>

3D SDF for #<Metabolite:0x00007fdb1b6fca68>

3D-SDF for #<Metabolite:0x00007fdb1b6fca68>

PDB for #<Metabolite:0x00007fdb1b6fca68>

3D PDB for #<Metabolite:0x00007fdb1b6fca68>

SMILES for #<Metabolite:0x00007fdb1b6fca68>

INCHI for #<Metabolite:0x00007fdb1b6fca68>

Structure for #<Metabolite:0x00007fdb1b6fca68>

3D Structure for #<Metabolite:0x00007fdb1b6fca68>