MiMeDB: Showing metabocard for Tricycloalternarene D (MMDBc0001284)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 19:34:00 UTC

Update Date

2022-08-31 06:17:52 UTC

Metabolite ID

MMDBc0001284

Metabolite Identification

Common Name

Tricycloalternarene D

Description

Tricycloalternarene D belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. Based on a literature review a small amount of articles have been published on Tricycloalternarene D.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305142121342D          

 32 34  0  0  1  0            999 V2000
   -2.6866    3.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0292    2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1713    3.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1917    0.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2576    2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9721    1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5432    1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8306    3.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5756    2.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4873    0.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2942    0.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4097    2.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6003    2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6866    2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3147    1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1713    2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4010    1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2166    3.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1547    2.1542    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2785    4.0665    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7687    2.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4716    3.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7067    1.5411    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3147    0.9936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5335    4.8511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9195    4.5080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8858    1.8186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5137    1.7126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9721    2.6436    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5432    2.6436    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9617    2.3257    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7265    4.6795    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 14  1  1  0  0  0  0
 14  6  1  0  0  0  0
 15  2  1  0  0  0  0
 15 13  1  0  0  0  0
 16  3  1  0  0  0  0
 16  7  1  0  0  0  0
 17 10  2  0  0  0  0
 17 14  1  0  0  0  0
 18 12  1  0  0  0  0
 19 12  1  0  0  0  0
 19 17  1  0  0  0  0
 20  8  1  0  0  0  0
 21  9  1  0  0  0  0
 21 18  2  0  0  0  0
 22 18  1  0  0  0  0
 22 20  1  0  0  0  0
 23  4  1  1  0  0  0
 23 11  1  0  0  0  0
 23 19  1  0  0  0  0
 24 15  2  0  0  0  0
 20 25  1  6  0  0  0
 26 22  2  0  0  0  0
 27 13  1  0  0  0  0
 27 16  1  0  0  0  0
 28 21  1  0  0  0  0
 28 23  1  0  0  0  0
 29 14  1  0  0  0  0
 30 16  1  0  0  0  0
 19 31  1  1  0  0  0
 20 32  1  1  0  0  0
M  END


  Mrv1652305142121342D          

 32 34  0  0  1  0            999 V2000
   -2.6866    3.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0292    2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1713    3.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1917    0.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2576    2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9721    1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5432    1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8306    3.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5756    2.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4873    0.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2942    0.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4097    2.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6003    2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6866    2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3147    1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1713    2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4010    1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2166    3.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1547    2.1542    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2785    4.0665    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7687    2.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4716    3.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7067    1.5411    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3147    0.9936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5335    4.8511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9195    4.5080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8858    1.8186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5137    1.7126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9721    2.6436    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5432    2.6436    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9617    2.3257    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7265    4.6795    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 14  1  1  0  0  0  0
 14  6  1  0  0  0  0
 15  2  1  0  0  0  0
 15 13  1  0  0  0  0
 16  3  1  0  0  0  0
 16  7  1  0  0  0  0
 17 10  2  0  0  0  0
 17 14  1  0  0  0  0
 18 12  1  0  0  0  0
 19 12  1  0  0  0  0
 19 17  1  0  0  0  0
 20  8  1  0  0  0  0
 21  9  1  0  0  0  0
 21 18  2  0  0  0  0
 22 18  1  0  0  0  0
 22 20  1  0  0  0  0
 23  4  1  1  0  0  0
 23 11  1  0  0  0  0
 23 19  1  0  0  0  0
 24 15  2  0  0  0  0
 20 25  1  6  0  0  0
 26 22  2  0  0  0  0
 27 13  1  0  0  0  0
 27 16  1  0  0  0  0
 28 21  1  0  0  0  0
 28 23  1  0  0  0  0
 29 14  1  0  0  0  0
 30 16  1  0  0  0  0
 19 31  1  1  0  0  0
 20 32  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0001284

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(C)(CCCC([H])(C)C1=CC[C@]2(C)OC3=C(C[C@]12[H])C(=O)[C@@]([H])(O)CC3)OCC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H34O5/c1-14(6-5-7-16(3)27-13-15(2)24)17-10-11-23(4)19(17)12-18-21(28-23)9-8-20(25)22(18)26/h10,14,16,19-20,25H,5-9,11-13H2,1-4H3/t14?,16?,19-,20+,23+/m1/s1

> <INCHI_KEY>
JJJIYVRGEHVHMY-FSFYIAILSA-N

> <FORMULA>
C23H34O5

> <MOLECULAR_WEIGHT>
390.52

> <EXACT_MASS>
390.240624195

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
44.48929233098376

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,7R,11S)-11-hydroxy-3-methyl-6-[6-(2-oxopropoxy)heptan-2-yl]-2-oxatricyclo[7.4.0.0^{3,7}]trideca-1(9),5-dien-10-one

> <ALOGPS_LOGP>
3.66

> <JCHEM_LOGP>
2.765897260999999

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.33505786265309

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.371735198586912

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5109802514661466

> <JCHEM_POLAR_SURFACE_AREA>
72.83

> <JCHEM_REFRACTIVITY>
110.1929

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.52e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,7R,11S)-11-hydroxy-3-methyl-6-[6-(2-oxopropoxy)heptan-2-yl]-2-oxatricyclo[7.4.0.0^{3,7}]trideca-1(9),5-dien-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

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      -5.015   5.705   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.655   4.165   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.320   5.705   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.691   1.631   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.348   4.165   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.681   3.395   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.014   3.395   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -12.750   6.446   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -12.275   4.982   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.510   1.863   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.016   1.543   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.231   5.486   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.987   4.165   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.015   4.165   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.321   3.395   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.320   4.165   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.349   3.395   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.738   5.806   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -7.755   4.021   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -11.720   7.591   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -10.768   4.661   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -10.214   7.271   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -8.786   2.877   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.321   1.855   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0     -12.196   9.055   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -9.183   8.415   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.653   3.395   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0     -10.292   3.197   0.000  0.00  0.00           O+0
HETATM   29  H   UNK     0      -3.681   4.935   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.014   4.935   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0      -9.262   4.341   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0     -10.689   8.735   0.000  0.00  0.00           H+0
CONECT    1   14                                                            
CONECT    2   15                                                            
CONECT    3   16                                                            
CONECT    4   23                                                            
CONECT    5    6    7                                                       
CONECT    6    5   14                                                       
CONECT    7    5   16                                                       
CONECT    8    9   20                                                       
CONECT    9    8   21                                                       
CONECT   10   11   17                                                       
CONECT   11   10   23                                                       
CONECT   12   18   19                                                       
CONECT   13   15   27                                                       
CONECT   14    1    6   17   29                                             
CONECT   15    2   13   24                                                  
CONECT   16    3    7   27   30                                             
CONECT   17   10   14   19                                                  
CONECT   18   12   21   22                                                  
CONECT   19   12   17   23   31                                             
CONECT   20    8   22   25   32                                             
CONECT   21    9   18   28                                                  
CONECT   22   18   20   26                                                  
CONECT   23    4   11   19   28                                             
CONECT   24   15                                                            
CONECT   25   20                                                            
CONECT   26   22                                                            
CONECT   27   13   16                                                       
CONECT   28   21   23                                                       
CONECT   29   14                                                            
CONECT   30   16                                                            
CONECT   31   19                                                            
CONECT   32   20                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

Synonyms

Not Available

Molecular Formula

C₂₃H₃₄O₅

Average Mass

390.52

Monoisotopic Mass

390.240624195

IUPAC Name

(3S,7R,11S)-11-hydroxy-3-methyl-6-[6-(2-oxopropoxy)heptan-2-yl]-2-oxatricyclo[7.4.0.0^{3,7}]trideca-1(9),5-dien-10-one

Traditional Name

(3S,7R,11S)-11-hydroxy-3-methyl-6-[6-(2-oxopropoxy)heptan-2-yl]-2-oxatricyclo[7.4.0.0^{3,7}]trideca-1(9),5-dien-10-one

CAS Registry Number

Not Available

SMILES

[H]C(C)(CCCC([H])(C)C1=CC[C@]2(C)OC3=C(C[C@]12[H])C(=O)[C@@]([H])(O)CC3)OCC(C)=O

InChI Identifier

InChI=1S/C23H34O5/c1-14(6-5-7-16(3)27-13-15(2)24)17-10-11-23(4)19(17)12-18-21(28-23)9-8-20(25)22(18)26/h10,14,16,19-20,25H,5-9,11-13H2,1-4H3/t14?,16?,19-,20+,23+/m1/s1

InChI Key

JJJIYVRGEHVHMY-FSFYIAILSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Vinylogous ester
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Organic oxide
Hydrocarbon derivative
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	0.0085 g/L	ALOGPS
logP	3.66	ALOGPS
logP	2.77	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	13.37	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	110.19 m³·mol⁻¹	ChemAxon
Polarizability	44.49 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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; Human supragingival plaque	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

78440700

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583213

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 Tricycloalternarene D (MMDBc0001284)

MOL for #<Metabolite:0x00007f91fc9df158>

3D MOL for #<Metabolite:0x00007f91fc9df158>

3D SDF for #<Metabolite:0x00007f91fc9df158>

3D-SDF for #<Metabolite:0x00007f91fc9df158>

PDB for #<Metabolite:0x00007f91fc9df158>

3D PDB for #<Metabolite:0x00007f91fc9df158>

SMILES for #<Metabolite:0x00007f91fc9df158>

INCHI for #<Metabolite:0x00007f91fc9df158>

Structure for #<Metabolite:0x00007f91fc9df158>

3D Structure for #<Metabolite:0x00007f91fc9df158>