MiMeDB: Showing metabocard for Psoracorylifol B (MMDBc0014979)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 05:52:58 UTC

Update Date

2022-08-31 06:38:32 UTC

Metabolite ID

MMDBc0014979

Metabolite Identification

Common Name

Psoracorylifol B

Description

4-[(1R,2S,5S,7R)-2-ethenyl-2-methyl-5-(propan-2-yl)-6,8-dioxabicyclo[3.2.1]octan-7-yl]phenol belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. Based on a literature review very few articles have been published on 4-[(1R,2S,5S,7R)-2-ethenyl-2-methyl-5-(propan-2-yl)-6,8-dioxabicyclo[3.2.1]octan-7-yl]phenol.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152107522D          

 23 25  0  0  1  0            999 V2000
    1.2522    2.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1905   -1.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5836   -1.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7710    1.7520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667    2.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2876    2.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9076    1.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0309    2.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6509    1.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3247    0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667    0.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9788   -0.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2259    1.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7125    2.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5174    1.2376    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1624    1.7520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9667    1.5684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1624   -0.1018    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4558    2.6694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5174    0.4126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3941    0.8251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4250    2.0574    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4129    2.5380    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 11 10  1  0  0  0  0
 12  2  1  0  0  0  0
 12  3  1  0  0  0  0
 13  6  2  0  0  0  0
 13  7  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15 13  1  6  0  0  0
 16 15  1  0  0  0  0
 17  4  1  1  0  0  0
 17  5  1  6  0  0  0
 17 10  1  0  0  0  0
 17 16  1  0  0  0  0
 18 11  1  0  0  0  0
 18 12  1  6  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
 20 18  1  0  0  0  0
 21 16  1  0  0  0  0
 21 18  1  0  0  0  0
 15 22  1  1  0  0  0
 16 23  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0014979

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(O[C@@]2(CC[C@@](C)(C=C)[C@@]1([H])O2)C(C)C)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H24O3/c1-5-17(4)10-11-18(12(2)3)20-15(16(17)21-18)13-6-8-14(19)9-7-13/h5-9,12,15-16,19H,1,10-11H2,2-4H3/t15-,16+,17-,18-/m1/s1

> <INCHI_KEY>
BPUKUJAZQKFJAN-XMTFNYHQSA-N

> <FORMULA>
C18H24O3

> <MOLECULAR_WEIGHT>
288.387

> <EXACT_MASS>
288.172544633

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
32.50944689172494

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(1R,2S,5S,7R)-2-ethenyl-2-methyl-5-(propan-2-yl)-6,8-dioxabicyclo[3.2.1]octan-7-yl]phenol

> <ALOGPS_LOGP>
3.55

> <JCHEM_LOGP>
4.641847423000001

> <ALOGPS_LOGS>
-4.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.470163692664862

> <JCHEM_PKA_STRONGEST_BASIC>
-4.096531871661098

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
82.4327

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1R,2S,5S,7R)-2-ethenyl-5-isopropyl-2-methyl-6,8-dioxabicyclo[3.2.1]octan-7-yl]phenol

> <JCHEM_VEBER_RULE>
1

$$$$

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       2.338   5.238   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.356  -2.145   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.956  -2.739   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.173   3.270   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.671   4.468   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.537   4.514   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.694   2.111   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.924   5.182   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.082   2.779   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.339   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.671   0.153   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.827  -1.691   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.422   2.978   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.197   4.315   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.966   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.170   3.270   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.671   2.928   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.170  -0.190   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.584   4.983   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.966   0.770   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.602   1.540   0.000  0.00  0.00           O+0
HETATM   22  H   UNK     0       0.793   3.841   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.637   4.738   0.000  0.00  0.00           H+0
CONECT    1    5                                                            
CONECT    2   12                                                            
CONECT    3   12                                                            
CONECT    4   17                                                            
CONECT    5    1   17                                                       
CONECT    6    8   13                                                       
CONECT    7    9   13                                                       
CONECT    8    6   14                                                       
CONECT    9    7   14                                                       
CONECT   10   11   17                                                       
CONECT   11   10   18                                                       
CONECT   12    2    3   18                                                  
CONECT   13    6    7   15                                                  
CONECT   14    8    9   19                                                  
CONECT   15   13   16   20   22                                             
CONECT   16   15   17   21   23                                             
CONECT   17    4    5   10   16                                             
CONECT   18   11   12   20   21                                             
CONECT   19   14                                                            
CONECT   20   15   18                                                       
CONECT   21   16   18                                                       
CONECT   22   15                                                            
CONECT   23   16                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

Synonyms

Not Available

Molecular Formula

C₁₈H₂₄O₃

Average Mass

288.387

Monoisotopic Mass

288.172544633

IUPAC Name

4-[(1R,2S,5S,7R)-2-ethenyl-2-methyl-5-(propan-2-yl)-6,8-dioxabicyclo[3.2.1]octan-7-yl]phenol

Traditional Name

4-[(1R,2S,5S,7R)-2-ethenyl-5-isopropyl-2-methyl-6,8-dioxabicyclo[3.2.1]octan-7-yl]phenol

CAS Registry Number

Not Available

SMILES

[H][C@@]1(O[C@@]2(CC[C@@](C)(C=C)[C@@]1([H])O2)C(C)C)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C18H24O3/c1-5-17(4)10-11-18(12(2)3)20-15(16(17)21-18)13-6-8-14(19)9-7-13/h5-9,12,15-16,19H,1,10-11H2,2-4H3/t15-,16+,17-,18-/m1/s1

InChI Key

BPUKUJAZQKFJAN-XMTFNYHQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Ketal
Phenol
Oxepane
Benzenoid
Oxane
Monocyclic benzene moiety
Meta-dioxolane
Oxacycle
Acetal
Organic oxygen compound
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	0.016 g/L	ALOGPS
logP	3.55	ALOGPS
logP	4.64	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	9.47	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	82.43 m³·mol⁻¹	ChemAxon
Polarizability	32.51 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

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
Bacteria	Proteobacteria	1	Human ; 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

9869651

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11694926

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 Psoracorylifol B (MMDBc0014979)

MOL for #<Metabolite:0x00007f46ac9d75e8>

3D MOL for #<Metabolite:0x00007f46ac9d75e8>

3D SDF for #<Metabolite:0x00007f46ac9d75e8>

3D-SDF for #<Metabolite:0x00007f46ac9d75e8>

PDB for #<Metabolite:0x00007f46ac9d75e8>

3D PDB for #<Metabolite:0x00007f46ac9d75e8>

SMILES for #<Metabolite:0x00007f46ac9d75e8>

INCHI for #<Metabolite:0x00007f46ac9d75e8>

Structure for #<Metabolite:0x00007f46ac9d75e8>

3D Structure for #<Metabolite:0x00007f46ac9d75e8>