MiMeDB: Showing metabocard for Aculene A (MMDBc0008413)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 01:16:17 UTC

Update Date

2022-08-31 06:28:32 UTC

Metabolite ID

MMDBc0008413

Metabolite Identification

Common Name

Aculene A

Description

Aculene A belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids. Aculene A is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on Aculene A.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152103162D          

 25 27  0  0  1  0            999 V2000
    0.8611    1.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5603   -1.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6680    1.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7099   -4.6316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1330   -3.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569    0.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3526    0.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9056   -4.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569   -0.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4380   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5149   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230    0.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7076    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5902   -3.3021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9230   -0.8729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3526   -1.1324    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7738   -2.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7076   -0.6180    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8316   -3.6264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6680   -1.6576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5621   -2.2547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1690   -1.9367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3902   -3.1006    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5362   -0.3281    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  5  1  0  0  0  0
 12  2  1  0  0  0  0
 12  7  2  0  0  0  0
 12 10  1  0  0  0  0
 13  4  1  0  0  0  0
 13 11  2  0  0  0  0
 14  8  2  0  0  0  0
 14 13  1  0  0  0  0
 15  6  1  0  0  0  0
 16 11  1  0  0  0  0
 17 10  1  0  0  0  0
 15 18  1  6  0  0  0
 19  3  1  1  0  0  0
 19 14  1  0  0  0  0
 19 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20  9  1  0  0  0  0
 20 15  1  0  0  0  0
 21 16  2  0  0  0  0
 22 18  2  0  0  0  0
 17 23  1  1  0  0  0
 23 18  1  0  0  0  0
 15 24  1  1  0  0  0
 17 25  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0008413

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(CCCN1)C(=O)O[C@@]1([H])CC(C)=CC=C2C(CC)=CC(=O)[C@@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C19H25NO3/c1-4-13-11-16(21)19(3)14(13)8-7-12(2)10-17(19)23-18(22)15-6-5-9-20-15/h7-8,11,15,17,20H,4-6,9-10H2,1-3H3/t15-,17-,19-/m0/s1

> <INCHI_KEY>
LOOAMPJDSIVZQC-IEZWGBDMSA-N

> <FORMULA>
C19H25NO3

> <MOLECULAR_WEIGHT>
315.413

> <EXACT_MASS>
315.183443669

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
34.836472204516404

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aR,4S)-1-ethyl-3a,6-dimethyl-3-oxo-3,3a,4,5-tetrahydroazulen-4-yl (2S)-pyrrolidine-2-carboxylate

> <ALOGPS_LOGP>
2.87

> <JCHEM_LOGP>
2.797757577333333

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.35316534208855

> <JCHEM_POLAR_SURFACE_AREA>
55.400000000000006

> <JCHEM_REFRACTIVITY>
91.58379999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3aR,4S)-1-ethyl-3a,6-dimethyl-3-oxo-4,5-dihydroazulen-4-yl (2S)-pyrrolidine-2-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       1.607   2.647   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.968  -0.384   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.779  -2.669   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.114   2.327   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.925  -8.646   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.715  -7.324   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.760   1.004   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.258   1.347   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.424  -8.303   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.760  -1.771   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.684  -0.384   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.428  -0.384   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.590   0.862   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.054   0.386   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.702  -6.164   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.590  -1.629   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.258  -2.114   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.044  -4.663   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.054  -1.154   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       5.286  -6.769   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       3.114  -3.094   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.516  -4.209   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.916  -3.615   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0       8.195  -5.788   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       6.601  -0.612   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2   12                                                            
CONECT    3   19                                                            
CONECT    4    1   13                                                       
CONECT    5    6    9                                                       
CONECT    6    5   15                                                       
CONECT    7    8   12                                                       
CONECT    8    7   14                                                       
CONECT    9    5   20                                                       
CONECT   10   12   17                                                       
CONECT   11   13   16                                                       
CONECT   12    2    7   10                                                  
CONECT   13    4   11   14                                                  
CONECT   14    8   13   19                                                  
CONECT   15    6   18   20   24                                             
CONECT   16   11   19   21                                                  
CONECT   17   10   19   23   25                                             
CONECT   18   15   22   23                                                  
CONECT   19    3   14   16   17                                             
CONECT   20    9   15                                                       
CONECT   21   16                                                            
CONECT   22   18                                                            
CONECT   23   17   18                                                       
CONECT   24   15                                                            
CONECT   25   17                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

Synonyms

Value	Source
(3AR,4S)-1-ethyl-3a,6-dimethyl-3-oxo-3,3a,4,5-tetrahydroazulen-4-yl (2S)-pyrrolidine-2-carboxylate	ChEBI
(3AR,4S)-1-ethyl-3a,6-dimethyl-3-oxo-3,3a,4,5-tetrahydroazulen-4-yl (2S)-pyrrolidine-2-carboxylic acid	Generator

Molecular Formula

C₁₉H₂₅NO₃

Average Mass

315.413

Monoisotopic Mass

315.183443669

IUPAC Name

(3aR,4S)-1-ethyl-3a,6-dimethyl-3-oxo-3,3a,4,5-tetrahydroazulen-4-yl (2S)-pyrrolidine-2-carboxylate

Traditional Name

(3aR,4S)-1-ethyl-3a,6-dimethyl-3-oxo-4,5-dihydroazulen-4-yl (2S)-pyrrolidine-2-carboxylate

CAS Registry Number

Not Available

SMILES

[H][C@]1(CCCN1)C(=O)O[C@@]1([H])CC(C)=CC=C2C(CC)=CC(=O)[C@@]12C

InChI Identifier

InChI=1S/C19H25NO3/c1-4-13-11-16(21)19(3)14(13)8-7-12(2)10-17(19)23-18(22)15-6-5-9-20-15/h7-8,11,15,17,20H,4-6,9-10H2,1-3H3/t15-,17-,19-/m0/s1

InChI Key

LOOAMPJDSIVZQC-IEZWGBDMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid esters

Alternative Parents

Substituents

Proline or derivatives
Alpha-amino acid ester
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine carboxylic acid
Pyrrolidine
Ketone
Carboxylic acid ester
Azacycle
Organoheterocyclic compound
Secondary amine
Monocarboxylic acid or derivatives
Secondary aliphatic amine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
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	0.046 g/L	ALOGPS
logP	2.87	ALOGPS
logP	2.8	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	7.35	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.4 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	91.58 m³·mol⁻¹	ChemAxon
Polarizability	34.84 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	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

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	2	Human feces	Metabolic reconstruction

Exposure Sources

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

78440194

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139585297

PDB ID

Not Available

ChEBI ID

156057

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for Aculene A (MMDBc0008413)

MOL for #<Metabolite:0x0000556b6ad3be60>

3D MOL for #<Metabolite:0x0000556b6ad3be60>

3D SDF for #<Metabolite:0x0000556b6ad3be60>

3D-SDF for #<Metabolite:0x0000556b6ad3be60>

PDB for #<Metabolite:0x0000556b6ad3be60>

3D PDB for #<Metabolite:0x0000556b6ad3be60>

SMILES for #<Metabolite:0x0000556b6ad3be60>

INCHI for #<Metabolite:0x0000556b6ad3be60>

Structure for #<Metabolite:0x0000556b6ad3be60>

3D Structure for #<Metabolite:0x0000556b6ad3be60>