MiMeDB: Showing metabocard for Sequoiatone A (MMDBc0015627)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 06:25:58 UTC

Update Date

2022-08-31 06:39:36 UTC

MiMeDB ID

MMDBc0015627

Metabolite Identification

Common Name

Sequoiatone A

Description

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152108252D          

 31 33  0  0  1  0            999 V2000
   -4.4369    7.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1501    7.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3405    5.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1366    8.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2588    3.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7225    6.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0080    7.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935    6.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5791    7.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8646    6.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9194    5.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0919    7.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1501    7.1539    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6731    6.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2520    6.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3382    7.0958    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4450    6.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2788    7.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0325    6.8183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5644    6.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1094    5.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3651    7.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5845    7.4314    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5644    5.9164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2890    5.2639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7520    8.5264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5944    4.6827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7593    6.9465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1720    8.1459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8646    7.5664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0056    6.6109    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 13  2  1  6  0  0  0
 13 10  1  0  0  0  0
 14  3  1  0  0  0  0
 14 11  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 16 15  1  0  0  0  0
 17 15  2  0  0  0  0
 19 17  1  0  0  0  0
 19 18  2  0  0  0  0
 20 13  1  0  0  0  0
 20 18  1  0  0  0  0
 21 17  1  0  0  0  0
 22 18  1  0  0  0  0
 23  4  1  6  0  0  0
 23 16  1  0  0  0  0
 23 19  1  0  0  0  0
 24 20  2  0  0  0  0
 25 21  2  0  0  0  0
 26 22  2  0  0  0  0
 27  5  1  0  0  0  0
 27 21  1  0  0  0  0
 28 12  1  0  0  0  0
 28 14  1  0  0  0  0
 29 22  1  0  0  0  0
 29 23  1  0  0  0  0
 13 30  1  1  0  0  0
 16 31  1  1  0  0  0
M  END


  Mrv1652305152108252D          

 31 33  0  0  1  0            999 V2000
   -4.4369    7.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1501    7.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3405    5.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1366    8.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2588    3.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7225    6.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0080    7.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935    6.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5791    7.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8646    6.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9194    5.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0919    7.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1501    7.1539    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6731    6.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2520    6.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3382    7.0958    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4450    6.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2788    7.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0325    6.8183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5644    6.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1094    5.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3651    7.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5845    7.4314    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5644    5.9164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2890    5.2639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7520    8.5264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5944    4.6827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7593    6.9465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1720    8.1459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8646    7.5664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0056    6.6109    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 13  2  1  6  0  0  0
 13 10  1  0  0  0  0
 14  3  1  0  0  0  0
 14 11  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 16 15  1  0  0  0  0
 17 15  2  0  0  0  0
 19 17  1  0  0  0  0
 19 18  2  0  0  0  0
 20 13  1  0  0  0  0
 20 18  1  0  0  0  0
 21 17  1  0  0  0  0
 22 18  1  0  0  0  0
 23  4  1  6  0  0  0
 23 16  1  0  0  0  0
 23 19  1  0  0  0  0
 24 20  2  0  0  0  0
 25 21  2  0  0  0  0
 26 22  2  0  0  0  0
 27  5  1  0  0  0  0
 27 21  1  0  0  0  0
 28 12  1  0  0  0  0
 28 14  1  0  0  0  0
 29 22  1  0  0  0  0
 29 23  1  0  0  0  0
 13 30  1  1  0  0  0
 16 31  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0015627

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](C)(CCCCCC)C(=O)C1=C2C(C(=O)OC)=C3C=C(C)OC[C@@]3([H])[C@]2(C)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O6/c1-6-7-8-9-10-13(2)20(24)18-19-17(21(25)27-5)15-11-14(3)28-12-16(15)23(19,4)29-22(18)26/h11,13,16H,6-10,12H2,1-5H3/t13-,16+,23-/m0/s1

> <INCHI_KEY>
UMDDQZKJZQPILY-LZDDTZTRSA-N

> <FORMULA>
C23H30O6

> <MOLECULAR_WEIGHT>
402.487

> <EXACT_MASS>
402.204238686

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
45.00500818083811

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1S,2S)-2,10-dimethyl-5-[(2S)-2-methyloctanoyl]-4-oxo-3,11-dioxatricyclo[6.4.0.0^{2,6}]dodeca-5,7,9-triene-7-carboxylate

> <ALOGPS_LOGP>
4.30

> <JCHEM_LOGP>
3.8386429609999997

> <ALOGPS_LOGS>
-4.95

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.328571361801853

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.628276108742323

> <JCHEM_PKA_STRONGEST_BASIC>
-4.7637958242884775

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
110.54019999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,2S)-2,10-dimethyl-5-[(2S)-2-methyloctanoyl]-4-oxo-3,11-dioxatricyclo[6.4.0.0^{2,6}]dodeca-5,7,9-triene-7-carboxylate

> <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      -8.282  13.354   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.280  14.894   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.969  10.530   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.855  15.016   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.216   7.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.949  12.584   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.615  13.354   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.281  12.584   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.948  13.354   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.614  12.584   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.316  10.809   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.638  13.872   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.280  13.354   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.723  11.435   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.070  11.714   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.231  13.246   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.564  11.394   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.387  13.354   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.794  12.727   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.053  12.584   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.938   9.987   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.548  14.885   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.824  13.872   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.053  11.044   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.406   9.826   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.404  15.916   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.843   8.741   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.884  12.967   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.054  15.206   0.000  0.00  0.00           O+0
HETATM   30  H   UNK     0      -1.614  14.124   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       7.477  12.340   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   23                                                            
CONECT    5   27                                                            
CONECT    6    1    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   13                                                       
CONECT   11   14   15                                                       
CONECT   12   16   28                                                       
CONECT   13    2   10   20   30                                             
CONECT   14    3   11   28                                                  
CONECT   15   11   16   17                                                  
CONECT   16   12   15   23   31                                             
CONECT   17   15   19   21                                                  
CONECT   18   19   20   22                                                  
CONECT   19   17   18   23                                                  
CONECT   20   13   18   24                                                  
CONECT   21   17   25   27                                                  
CONECT   22   18   26   29                                                  
CONECT   23    4   16   19   29                                             
CONECT   24   20                                                            
CONECT   25   21                                                            
CONECT   26   22                                                            
CONECT   27    5   21                                                       
CONECT   28   12   14                                                       
CONECT   29   22   23                                                       
CONECT   30   13                                                            
CONECT   31   16                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

Synonyms

Not Available

Chemical Formula

C₂₃H₃₀O₆

Average Molecular Weight

402.487

Monoisotopic Molecular Weight

402.204238686

IUPAC Name

methyl (1S,2S)-2,10-dimethyl-5-[(2S)-2-methyloctanoyl]-4-oxo-3,11-dioxatricyclo[6.4.0.0^{2,6}]dodeca-5,7,9-triene-7-carboxylate

Traditional Name

methyl (1S,2S)-2,10-dimethyl-5-[(2S)-2-methyloctanoyl]-4-oxo-3,11-dioxatricyclo[6.4.0.0^{2,6}]dodeca-5,7,9-triene-7-carboxylate

CAS Registry Number

Not Available

SMILES

[H][C@](C)(CCCCCC)C(=O)C1=C2C(C(=O)OC)=C3C=C(C)OC[C@@]3([H])[C@]2(C)OC1=O

InChI Identifier

InChI=1S/C23H30O6/c1-6-7-8-9-10-13(2)20(24)18-19-17(21(25)27-5)15-11-14(3)28-12-16(15)23(19,4)29-22(18)26/h11,13,16H,6-10,12H2,1-5H3/t13-,16+,23-/m0/s1

InChI Key

UMDDQZKJZQPILY-LZDDTZTRSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0045 g/L	ALOGPS
logP	4.3	ALOGPS
logP	3.84	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	6.63	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.9 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	110.54 m³·mol⁻¹	ChemAxon
Polarizability	45.01 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

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Fungi	Ascomycota	2	Human Feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

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

External Links

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 Sequoiatone A (MMDBc0015627)

MOL for #<Metabolite:0x00007f0911f36670>

3D MOL for #<Metabolite:0x00007f0911f36670>

3D SDF for #<Metabolite:0x00007f0911f36670>

3D-SDF for #<Metabolite:0x00007f0911f36670>

PDB for #<Metabolite:0x00007f0911f36670>

3D PDB for #<Metabolite:0x00007f0911f36670>

SMILES for #<Metabolite:0x00007f0911f36670>

INCHI for #<Metabolite:0x00007f0911f36670>

Structure for #<Metabolite:0x00007f0911f36670>

3D Structure for #<Metabolite:0x00007f0911f36670>