MiMeDB: Showing metabocard for (+)-5(6),13-halimadiene-15-ol (MMDBc0003116)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 21:15:11 UTC

Update Date

2022-08-31 06:20:29 UTC

Metabolite ID

MMDBc0003116

Metabolite Identification

Common Name

(+)-5(6),13-halimadiene-15-ol

Description

tuberculosinol belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Thus, tuberculosinol is considered to be an isoprenoid lipid molecule. tuberculosinol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305142123152D          

 24 25  0  0  1  0            999 V2000
    1.9815   -2.3085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1027   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296   -0.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8868   -1.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0421   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565   -2.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6993   -1.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6387   -2.7972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6047   -0.6147    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 12  6  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15  1  1  0  0  0  0
 15 10  1  0  0  0  0
 15 11  2  0  0  0  0
 16  2  1  6  0  0  0
 16  8  1  0  0  0  0
 17  9  2  0  0  0  0
 18  7  1  0  0  0  0
 18 17  1  0  0  0  0
 19  3  1  0  0  0  0
 19  4  1  0  0  0  0
 19 12  1  0  0  0  0
 19 17  1  0  0  0  0
 20  5  1  6  0  0  0
 20 13  1  1  0  0  0
 20 16  1  0  0  0  0
 20 18  1  0  0  0  0
 21 14  1  0  0  0  0
 22 11  1  0  0  0  0
 16 23  1  1  0  0  0
 18 24  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0003116

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CO)=C(\C)CC[C@]1(C)[C@@]([H])(C)CC=C2[C@@]1([H])CCCC2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O/c1-15(11-14-21)10-13-20(5)16(2)8-9-17-18(20)7-6-12-19(17,3)4/h9,11,16,18,21H,6-8,10,12-14H2,1-5H3/b15-11+/t16-,18+,20+/m0/s1

> <INCHI_KEY>
VHFDWNJLUATPID-AHKHSGQUSA-N

> <FORMULA>
C20H34O

> <MOLECULAR_WEIGHT>
290.491

> <EXACT_MASS>
290.260965715

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
36.67815529631022

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-5-[(1R,2S,8aS)-1,2,5,5-tetramethyl-1,2,3,5,6,7,8,8a-octahydronaphthalen-1-yl]-3-methylpent-2-en-1-ol

> <ALOGPS_LOGP>
6.60

> <JCHEM_LOGP>
5.101376776

> <ALOGPS_LOGS>
-4.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.330030363097084

> <JCHEM_PKA_STRONGEST_BASIC>
-2.2170447191813354

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
93.12629999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.22e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tuberculosinol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 14-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-21         0                                  
HETATM    1  C   UNK     0       3.699  -4.309   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.011   3.490   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.991   3.490   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.658  -1.950   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.162  -1.682   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.655  -2.595   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.679  -1.950   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.666  -3.774   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.172  -2.862   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.192  -5.221   0.000  0.00  0.00           O+0
HETATM   22  H   UNK     0       1.129  -1.147   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0       8.002  -1.540   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       5.335  -1.540   0.000  0.00  0.00           H+0
CONECT    1   15                                                            
CONECT    2   16                                                            
CONECT    3   19                                                            
CONECT    4   19                                                            
CONECT    5   20                                                            
CONECT    6    7   12                                                       
CONECT    7    6   18                                                       
CONECT    8    9   16                                                       
CONECT    9    8   17                                                       
CONECT   10   13   15                                                       
CONECT   11   14   15   22                                                  
CONECT   12    6   19                                                       
CONECT   13   10   20                                                       
CONECT   14   11   21                                                       
CONECT   15    1   10   11                                                  
CONECT   16    2    8   20   23                                             
CONECT   17    9   18   19                                                  
CONECT   18    7   17   20   24                                             
CONECT   19    3    4   12   17                                             
CONECT   20    5   13   16   18                                             
CONECT   21   14                                                            
CONECT   22   11                                                            
CONECT   23   16                                                            
CONECT   24   18                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

Synonyms

Value	Source
Halima-5,6-dien-15-ol	ChEBI

Molecular Formula

C₂₀H₃₄O

Average Mass

290.491

Monoisotopic Mass

290.260965715

IUPAC Name

(2E)-5-[(1R,2S,8aS)-1,2,5,5-tetramethyl-1,2,3,5,6,7,8,8a-octahydronaphthalen-1-yl]-3-methylpent-2-en-1-ol

Traditional Name

tuberculosinol

CAS Registry Number

Not Available

SMILES

[H]\C(CO)=C(\C)CC[C@]1(C)[C@@]([H])(C)CC=C2[C@@]1([H])CCCC2(C)C

InChI Identifier

InChI=1S/C20H34O/c1-15(11-14-21)10-13-20(5)16(2)8-9-17-18(20)7-6-12-19(17,3)4/h9,11,16,18,21H,6-8,10,12-14H2,1-5H3/b15-11+/t16-,18+,20+/m0/s1

InChI Key

VHFDWNJLUATPID-AHKHSGQUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Fatty alcohols

Alternative Parents

Substituents

Fatty alcohol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

diterpenoid (CHEBI:50387 )
Labdane and halimane diterpenoids (LMPR0104030005 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0032 g/L	ALOGPS
logP	6.6	ALOGPS
logP	5.1	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	16.33	ChemAxon
pKa (Strongest Basic)	-2.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	93.13 m³·mol⁻¹	ChemAxon
Polarizability	36.68 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

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	Actinobacteria	4	Human ; Human sputum; Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

21865738

KEGG Compound ID

C19963

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24883452

PDB ID

Not Available

ChEBI ID

50387

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 (+)-5(6),13-halimadiene-15-ol (MMDBc0003116)

MOL for #<Metabolite:0x00007feccb8ec820>

3D MOL for #<Metabolite:0x00007feccb8ec820>

3D SDF for #<Metabolite:0x00007feccb8ec820>

3D-SDF for #<Metabolite:0x00007feccb8ec820>

PDB for #<Metabolite:0x00007feccb8ec820>

3D PDB for #<Metabolite:0x00007feccb8ec820>

SMILES for #<Metabolite:0x00007feccb8ec820>

INCHI for #<Metabolite:0x00007feccb8ec820>

Structure for #<Metabolite:0x00007feccb8ec820>

3D Structure for #<Metabolite:0x00007feccb8ec820>