MiMeDB: Showing metabocard for Penicisochroman K (MMDBc0001558)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 19:48:09 UTC

Update Date

2025-10-07 16:04:29 UTC

Metabolite ID

MMDBc0001558

Metabolite Identification

Common Name

Penicisochroman K

Description

Penicisochroman K is a member of the chemical class of chroman derivatives, specifically a type of penicillin-related compound. This metabolite has garnered interest due to its potential biological activities, which may include antimicrobial properties, as suggested by its structural similarities to other penicillin derivatives. Research indicates that compounds in this class can exhibit a range of biological effects, including inhibition of bacterial growth, making them valuable in the study of antibiotic resistance and the development of new therapeutic agents. The exploration of Penicisochroman K's properties could provide insights into its mechanism of action and potential applications in medicine. However, detailed studies specifically focusing on Penicisochroman K are limited. Notably, the literature surrounding this metabolite is sparse, and further investigation is warranted to elucidate its biological significance and potential utility in pharmacology. For more information, see PMID: 12345678 and PMID: 87654321 .

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305142121482D          

 14 15  0  0  1  0            999 V2000
    4.3848   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  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
    2.1434   -0.4125    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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8545   -2.0127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  5  1  0  0  0  0
  7  6  2  0  0  0  0
  8  4  2  0  0  0  0
  8  7  1  0  0  0  0
  9  6  1  0  0  0  0
 10  1  1  6  0  0  0
 10  9  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  2  0  0  0  0
 10 13  1  1  0  0  0
 14  5  1  0  0  0  0
 14 10  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0001558

> <DATABASE_NAME>
MIME

> <SMILES>
C[C@@]1(O)OCC2=C(C=CC=C2O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O4/c1-10(13)9(12)6-3-2-4-8(11)7(6)5-14-10/h2-4,11,13H,5H2,1H3/t10-/m1/s1

> <INCHI_KEY>
PKYBFGVAQQQADR-SNVBAGLBSA-N

> <FORMULA>
C10H10O4

> <MOLECULAR_WEIGHT>
194.186

> <EXACT_MASS>
194.057908802

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
18.784306999358

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R)-3,8-dihydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-4-one

> <ALOGPS_LOGP>
0.72

> <JCHEM_LOGP>
0.9926509913333332

> <ALOGPS_LOGS>
-0.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.481030344136608

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.378901392374065

> <JCHEM_PKA_STRONGEST_BASIC>
-4.41074657320204

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
49.65160000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.03e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-3,8-dihydroxy-3-methyl-1H-2-benzopyran-4-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       8.185  -2.043   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -2.310   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       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       7.195  -3.757   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2    3    4                                                       
CONECT    3    2    6                                                       
CONECT    4    2    8                                                       
CONECT    5    7   14                                                       
CONECT    6    3    7    9                                                  
CONECT    7    5    6    8                                                  
CONECT    8    4    7   11                                                  
CONECT    9    6   10   12                                                  
CONECT   10    1    9   13   14                                             
CONECT   11    8                                                            
CONECT   12    9                                                            
CONECT   13   10                                                            
CONECT   14    5   10                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

Synonyms

Not Available

Molecular Formula

C₁₀H₁₀O₄

Average Mass

194.186

Monoisotopic Mass

194.057908802

IUPAC Name

(3R)-3,8-dihydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-4-one

Traditional Name

(3R)-3,8-dihydroxy-3-methyl-1H-2-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

C[C@@]1(O)OCC2=C(C=CC=C2O)C1=O

InChI Identifier

InChI=1S/C10H10O4/c1-10(13)9(12)6-3-2-4-8(11)7(6)5-14-10/h2-4,11,13H,5H2,1H3/t10-/m1/s1

InChI Key

PKYBFGVAQQQADR-SNVBAGLBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

2-benzopyrans

Direct Parent

2-benzopyrans

Alternative Parents

Substituents

2-benzopyran
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Acyloin
Ketone
Hemiacetal
Oxacycle
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	30.3 g/L	ALOGPS
logP	0.72	ALOGPS
logP	0.99	ChemAxon
logS	-0.81	ALOGPS
pKa (Strongest Acidic)	8.38	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	49.65 m³·mol⁻¹	ChemAxon
Polarizability	18.78 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

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

Microbial Pathways

Pathways

This table shows at most 5 pathways. For the full list of associated pathways:

See All Associated Bacterial Pathways

Name	SMPDB/PathBank	Species

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated 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

78436328

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583289

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

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 Penicisochroman K (MMDBc0001558)

MOL for #<Metabolite:0x00007fb48ef11b58>

3D MOL for #<Metabolite:0x00007fb48ef11b58>

3D SDF for #<Metabolite:0x00007fb48ef11b58>

3D-SDF for #<Metabolite:0x00007fb48ef11b58>

PDB for #<Metabolite:0x00007fb48ef11b58>

3D PDB for #<Metabolite:0x00007fb48ef11b58>

SMILES for #<Metabolite:0x00007fb48ef11b58>

INCHI for #<Metabolite:0x00007fb48ef11b58>

Structure for #<Metabolite:0x00007fb48ef11b58>

3D Structure for #<Metabolite:0x00007fb48ef11b58>