MiMeDB: Showing metabocard for Yanuthone M (MMDBc0008110)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 01:03:51 UTC

Update Date

2022-08-31 06:28:07 UTC

Metabolite ID

MMDBc0008110

Metabolite Identification

Common Name

Yanuthone M

Description

yanuthone M belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review very few articles have been published on yanuthone M.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152103032D          

 31 32  0  0  1  0            999 V2000
    0.1914   -4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -5.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -4.7802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -4.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -5.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    0.1105    0.0000 C   0  0  0  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
    1.0164   -4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    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
    2.1434    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4914   -5.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    2.3645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  1  4  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 13  8  1  0  0  0  0
 12 14  1  4  0  0  0
 16  1  1  0  0  0  0
 16  9  2  0  0  0  0
 16 11  1  0  0  0  0
 17  2  1  0  0  0  0
 17 10  1  0  0  0  0
 17 12  2  0  0  0  0
 18  3  1  0  0  0  0
 18 15  2  0  0  0  0
 19  4  1  0  0  0  0
 20 15  1  0  0  0  0
 21 18  1  0  0  0  0
 22 21  1  0  0  0  0
 23  5  1  0  0  0  0
 23  6  1  0  0  0  0
 23 13  1  0  0  0  0
 24 14  1  1  0  0  0
 24 20  1  0  0  0  0
 24 22  1  0  0  0  0
 25 19  2  0  0  0  0
 26 20  2  0  0  0  0
 27 23  1  0  0  0  0
 28 19  1  0  0  0  0
 21 28  1  6  0  0  0
 29 22  1  0  0  0  0
 29 24  1  0  0  0  0
 21 30  1  1  0  0  0
 22 31  1  1  0  0  0
M  END


  Mrv1652305152103032D          

 31 32  0  0  1  0            999 V2000
    0.1914   -4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -5.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -4.7802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -4.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -5.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    0.1105    0.0000 C   0  0  0  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
    1.0164   -4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    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
    2.1434    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4914   -5.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    2.3645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  1  4  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 13  8  1  0  0  0  0
 12 14  1  4  0  0  0
 16  1  1  0  0  0  0
 16  9  2  0  0  0  0
 16 11  1  0  0  0  0
 17  2  1  0  0  0  0
 17 10  1  0  0  0  0
 17 12  2  0  0  0  0
 18  3  1  0  0  0  0
 18 15  2  0  0  0  0
 19  4  1  0  0  0  0
 20 15  1  0  0  0  0
 21 18  1  0  0  0  0
 22 21  1  0  0  0  0
 23  5  1  0  0  0  0
 23  6  1  0  0  0  0
 23 13  1  0  0  0  0
 24 14  1  1  0  0  0
 24 20  1  0  0  0  0
 24 22  1  0  0  0  0
 25 19  2  0  0  0  0
 26 20  2  0  0  0  0
 27 23  1  0  0  0  0
 28 19  1  0  0  0  0
 21 28  1  6  0  0  0
 29 22  1  0  0  0  0
 29 24  1  0  0  0  0
 21 30  1  1  0  0  0
 22 31  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0008110

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]12O[C@@]1(CC=C(C)CCC=C(C)CCCC(C)(C)O)C(=O)C=C(C)[C@@]2([H])OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H36O5/c1-16(11-8-13-23(5,6)27)9-7-10-17(2)12-14-24-20(26)15-18(3)21(22(24)29-24)28-19(4)25/h9,12,15,21-22,27H,7-8,10-11,13-14H2,1-6H3/t21-,22-,24+/m1/s1

> <INCHI_KEY>
UDCFQVYVEMPFKM-AKFKNWHVSA-N

> <FORMULA>
C24H36O5

> <MOLECULAR_WEIGHT>
404.547

> <EXACT_MASS>
404.256274259

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
46.493565828874225

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,6R)-6-(11-hydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl)-3-methyl-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl acetate

> <ALOGPS_LOGP>
4.60

> <JCHEM_LOGP>
4.447000906333334

> <ALOGPS_LOGS>
-5.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.60781345467095

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.009511589710836

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2203861047370124

> <JCHEM_POLAR_SURFACE_AREA>
76.13000000000001

> <JCHEM_REFRACTIVITY>
115.75449999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.04e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,6R)-6-(11-hydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl)-3-methyl-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       0.357  -7.796   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.357  -2.461   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.057 -10.463   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.517  -8.923   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.897  -5.128   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.207  -9.129   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -6.462   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.795   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -9.129   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -1.127   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.977 -10.463   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.897   0.206   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.897  -7.796   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.897  -2.461   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.517 -10.463   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.668   5.390   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.517 -12.003   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       4.001   5.390   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   30  H   UNK     0       5.335   4.620   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.897   4.414   0.000  0.00  0.00           H+0
CONECT    1   16                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4   19                                                            
CONECT    5   23                                                            
CONECT    6   23                                                            
CONECT    7    9   10                                                       
CONECT    8   11   13                                                       
CONECT    9    7   16                                                       
CONECT   10    7   17                                                       
CONECT   11    8   16                                                       
CONECT   12   14   17                                                       
CONECT   13    8   23                                                       
CONECT   14   12   24                                                       
CONECT   15   18   20                                                       
CONECT   16    1    9   11                                                  
CONECT   17    2   10   12                                                  
CONECT   18    3   15   21                                                  
CONECT   19    4   25   28                                                  
CONECT   20   15   24   26                                                  
CONECT   21   18   22   28   30                                             
CONECT   22   21   24   29   31                                             
CONECT   23    5    6   13   27                                             
CONECT   24   14   20   22   29                                             
CONECT   25   19                                                            
CONECT   26   20                                                            
CONECT   27   23                                                            
CONECT   28   19   21                                                       
CONECT   29   22   24                                                       
CONECT   30   21                                                            
CONECT   31   22                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

Synonyms

Not Available

Molecular Formula

C₂₄H₃₆O₅

Average Mass

404.547

Monoisotopic Mass

404.256274259

IUPAC Name

(1R,2R,6R)-6-(11-hydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl)-3-methyl-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl acetate

Traditional Name

(1R,2R,6R)-6-(11-hydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl)-3-methyl-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-2-yl acetate

CAS Registry Number

Not Available

SMILES

[H][C@]12O[C@@]1(CC=C(C)CCC=C(C)CCCC(C)(C)O)C(=O)C=C(C)[C@@]2([H])OC(C)=O

InChI Identifier

InChI=1S/C24H36O5/c1-16(11-8-13-23(5,6)27)9-7-10-17(2)12-14-24-20(26)15-18(3)21(22(24)29-24)28-19(4)25/h9,12,15,21-22,27H,7-8,10-11,13-14H2,1-6H3/t21-,22-,24+/m1/s1

InChI Key

UDCFQVYVEMPFKM-AKFKNWHVSA-N

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

Farsesane sesquiterpenoid
Sesquiterpenoid
Cyclohexenone
Tertiary alcohol
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.003 g/L	ALOGPS
logP	4.6	ALOGPS
logP	4.45	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	12.01	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	76.13 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	115.75 m³·mol⁻¹	ChemAxon
Polarizability	46.49 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	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

Not Available

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
Eukaryota/Fungi	Ascomycota	1	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

78439685

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139585209

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Yanuthone M (MMDBc0008110)

MOL for #<Metabolite:0x00007fa4f48b5ce0>

3D MOL for #<Metabolite:0x00007fa4f48b5ce0>

3D SDF for #<Metabolite:0x00007fa4f48b5ce0>

3D-SDF for #<Metabolite:0x00007fa4f48b5ce0>

PDB for #<Metabolite:0x00007fa4f48b5ce0>

3D PDB for #<Metabolite:0x00007fa4f48b5ce0>

SMILES for #<Metabolite:0x00007fa4f48b5ce0>

INCHI for #<Metabolite:0x00007fa4f48b5ce0>

Structure for #<Metabolite:0x00007fa4f48b5ce0>

3D Structure for #<Metabolite:0x00007fa4f48b5ce0>