MiMeDB: Showing metabocard for Yanuthone K (MMDBc0008101)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 01:03:34 UTC

Update Date

2022-08-31 06:28:06 UTC

Metabolite ID

MMDBc0008101

Metabolite Identification

Common Name

Yanuthone K

Description

yanuthone K belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review very few articles have been published on yanuthone K.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152103032D          

 30 31  0  0  1  0            999 V2000
   -5.9961    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7586    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2836    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    1.5395    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
   -3.9336    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7586    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5211    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2836    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0461    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    0.1105    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
   -5.1711    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6961    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    0.8250    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
    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
    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  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  4  0  0  0
 12  8  1  0  0  0  0
 13 14  1  4  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16  9  2  0  0  0  0
 17  3  1  0  0  0  0
 17 10  1  0  0  0  0
 17 11  2  0  0  0  0
 18  4  1  0  0  0  0
 18 12  1  0  0  0  0
 18 13  2  0  0  0  0
 19  5  1  0  0  0  0
 19 15  2  0  0  0  0
 20  6  1  0  0  0  0
 21 15  1  0  0  0  0
 22 19  1  0  0  0  0
 23 22  1  0  0  0  0
 24 14  1  1  0  0  0
 24 21  1  0  0  0  0
 24 23  1  0  0  0  0
 25 20  2  0  0  0  0
 26 21  2  0  0  0  0
 27 20  1  0  0  0  0
 22 27  1  6  0  0  0
 28 23  1  0  0  0  0
 28 24  1  0  0  0  0
 22 29  1  1  0  0  0
 23 30  1  1  0  0  0
M  END


  Mrv1652305152103032D          

 30 31  0  0  1  0            999 V2000
   -5.9961    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7586    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2836    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    1.5395    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
   -3.9336    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7586    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5211    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2836    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0461    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    0.1105    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
   -5.1711    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6961    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    0.8250    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
    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
    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  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  4  0  0  0
 12  8  1  0  0  0  0
 13 14  1  4  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 16  9  2  0  0  0  0
 17  3  1  0  0  0  0
 17 10  1  0  0  0  0
 17 11  2  0  0  0  0
 18  4  1  0  0  0  0
 18 12  1  0  0  0  0
 18 13  2  0  0  0  0
 19  5  1  0  0  0  0
 19 15  2  0  0  0  0
 20  6  1  0  0  0  0
 21 15  1  0  0  0  0
 22 19  1  0  0  0  0
 23 22  1  0  0  0  0
 24 14  1  1  0  0  0
 24 21  1  0  0  0  0
 24 23  1  0  0  0  0
 25 20  2  0  0  0  0
 26 21  2  0  0  0  0
 27 20  1  0  0  0  0
 22 27  1  6  0  0  0
 28 23  1  0  0  0  0
 28 24  1  0  0  0  0
 22 29  1  1  0  0  0
 23 30  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0008101

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H34O4/c1-16(2)9-7-10-17(3)11-8-12-18(4)13-14-24-21(26)15-19(5)22(23(24)28-24)27-20(6)25/h9,11,13,15,22-23H,7-8,10,12,14H2,1-6H3/t22-,23-,24+/m1/s1

> <INCHI_KEY>
DOKAHTTXUSOTHL-SMIHKQSGSA-N

> <FORMULA>
C24H34O4

> <MOLECULAR_WEIGHT>
386.532

> <EXACT_MASS>
386.245709575

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
44.869179727023955

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,6R)-3-methyl-5-oxo-6-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-7-oxabicyclo[4.1.0]hept-3-en-2-yl acetate

> <ALOGPS_LOGP>
5.81

> <JCHEM_LOGP>
5.51253611

> <ALOGPS_LOGS>
-5.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.009511589710812

> <JCHEM_PKA_STRONGEST_BASIC>
-4.30654468426148

> <JCHEM_POLAR_SURFACE_AREA>
55.900000000000006

> <JCHEM_REFRACTIVITY>
114.76839999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.77e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,6R)-3-methyl-5-oxo-6-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-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     -11.193   6.875   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.883   8.208   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.263   5.541   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.357   2.874   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.343   5.541   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.723   2.874   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.883   5.541   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.573   4.207   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.263   2.874   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.953   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.357   0.206   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      -9.653   6.875   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.033   4.207   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.413   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667   3.080   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       4.001   5.390   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   29  H   UNK     0       5.335   4.620   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.897   4.414   0.000  0.00  0.00           H+0
CONECT    1   16                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4   18                                                            
CONECT    5   19                                                            
CONECT    6   20                                                            
CONECT    7    9   10                                                       
CONECT    8   11   12                                                       
CONECT    9    7   16                                                       
CONECT   10    7   17                                                       
CONECT   11    8   17                                                       
CONECT   12    8   18                                                       
CONECT   13   14   18                                                       
CONECT   14   13   24                                                       
CONECT   15   19   21                                                       
CONECT   16    1    2    9                                                  
CONECT   17    3   10   11                                                  
CONECT   18    4   12   13                                                  
CONECT   19    5   15   22                                                  
CONECT   20    6   25   27                                                  
CONECT   21   15   24   26                                                  
CONECT   22   19   23   27   29                                             
CONECT   23   22   24   28   30                                             
CONECT   24   14   21   23   28                                             
CONECT   25   20                                                            
CONECT   26   21                                                            
CONECT   27   20   22                                                       
CONECT   28   23   24                                                       
CONECT   29   22                                                            
CONECT   30   23                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

Synonyms

Not Available

Molecular Formula

C₂₄H₃₄O₄

Average Mass

386.532

Monoisotopic Mass

386.245709575

IUPAC Name

(1R,2R,6R)-3-methyl-5-oxo-6-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-7-oxabicyclo[4.1.0]hept-3-en-2-yl acetate

Traditional Name

(1R,2R,6R)-3-methyl-5-oxo-6-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-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)CCC=C(C)C)C(=O)C=C(C)[C@@]2([H])OC(C)=O

InChI Identifier

InChI=1S/C24H34O4/c1-16(2)9-7-10-17(3)11-8-12-18(4)13-14-24-21(26)15-19(5)22(23(24)28-24)27-20(6)25/h9,11,13,15,22-23H,7-8,10,12,14H2,1-6H3/t22-,23-,24+/m1/s1

InChI Key

DOKAHTTXUSOTHL-SMIHKQSGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Cyclohexenone
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
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	0.0028 g/L	ALOGPS
logP	5.81	ALOGPS
logP	5.51	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	12.01	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	55.9 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	114.77 m³·mol⁻¹	ChemAxon
Polarizability	44.87 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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
Eukaryota/Fungi	Ascomycota	1	Human feces	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	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

78439684

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139585206

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 K (MMDBc0008101)

MOL for #<Metabolite:0x00007f92389794c0>

3D MOL for #<Metabolite:0x00007f92389794c0>

3D SDF for #<Metabolite:0x00007f92389794c0>

3D-SDF for #<Metabolite:0x00007f92389794c0>

PDB for #<Metabolite:0x00007f92389794c0>

3D PDB for #<Metabolite:0x00007f92389794c0>

SMILES for #<Metabolite:0x00007f92389794c0>

INCHI for #<Metabolite:0x00007f92389794c0>

Structure for #<Metabolite:0x00007f92389794c0>

3D Structure for #<Metabolite:0x00007f92389794c0>