MiMeDB: Showing metabocard for (-)-(2R,3R,4aR)-altenuene-3-acetoxy ester (MMDBc0019808)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 09:49:50 UTC

Update Date

2022-08-31 06:45:54 UTC

Metabolite ID

MMDBc0019808

Metabolite Identification

Common Name

(-)-(2R,3R,4aR)-altenuene-3-acetoxy ester

Description

(-)-(2R,3R,4aR)-altenuene-3-acetoxy ester 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. Based on a literature review very few articles have been published on (-)-(2R,3R,4aR)-altenuene-3-acetoxy ester.

Structure

MOL SDF PDB SMILES InChI

  Mrv1652305152111492D          

 26 28  0  0  1  0            999 V2000
   -1.4586   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6336   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.1105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4914   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -1.5395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2211   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -0.1105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -1.5395    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
  9  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  4  1  0  0  0  0
 11  6  2  0  0  0  0
 11 10  1  0  0  0  0
 12  6  1  0  0  0  0
 13  5  2  0  0  0  0
 14  7  1  0  0  0  0
 14 12  1  0  0  0  0
 15 10  2  0  0  0  0
 15 13  1  0  0  0  0
 16 15  1  0  0  0  0
 17  2  1  1  0  0  0
 17  7  1  0  0  0  0
 17 11  1  0  0  0  0
 18  8  2  0  0  0  0
 12 19  1  6  0  0  0
 20 13  1  0  0  0  0
 21 16  2  0  0  0  0
 22  3  1  0  0  0  0
 22  9  1  0  0  0  0
 23  8  1  0  0  0  0
 14 23  1  1  0  0  0
 24 16  1  0  0  0  0
 24 17  1  0  0  0  0
 12 25  1  1  0  0  0
 14 26  1  6  0  0  0
M  END

  Mrv1652305152111492D          

 26 28  0  0  1  0            999 V2000
   -1.4586   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6336   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.1105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4914   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -1.5395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2211   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -0.1105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -1.5395    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
  9  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  4  1  0  0  0  0
 11  6  2  0  0  0  0
 11 10  1  0  0  0  0
 12  6  1  0  0  0  0
 13  5  2  0  0  0  0
 14  7  1  0  0  0  0
 14 12  1  0  0  0  0
 15 10  2  0  0  0  0
 15 13  1  0  0  0  0
 16 15  1  0  0  0  0
 17  2  1  1  0  0  0
 17  7  1  0  0  0  0
 17 11  1  0  0  0  0
 18  8  2  0  0  0  0
 12 19  1  6  0  0  0
 20 13  1  0  0  0  0
 21 16  2  0  0  0  0
 22  3  1  0  0  0  0
 22  9  1  0  0  0  0
 23  8  1  0  0  0  0
 14 23  1  1  0  0  0
 24 16  1  0  0  0  0
 24 17  1  0  0  0  0
 12 25  1  1  0  0  0
 14 26  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0019808

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(O)C=C2C3=C(C(O)=CC(OC)=C3)C(=O)O[C@]2(C)C[C@@]1([H])OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H18O7/c1-8(18)23-14-7-17(2)11(6-12(14)19)10-4-9(22-3)5-13(20)15(10)16(21)24-17/h4-6,12,14,19-20H,7H2,1-3H3/t12-,14-,17-/m1/s1

> <INCHI_KEY>
NRCQFDXVYVENDF-SUYBPPKGSA-N

> <FORMULA>
C17H18O7

> <MOLECULAR_WEIGHT>
334.324

> <EXACT_MASS>
334.10525292

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
33.29269776508674

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R,4aR)-2,7-dihydroxy-9-methoxy-4a-methyl-6-oxo-2H,3H,4H,4aH,6H-benzo[c]chromen-3-yl acetate

> <ALOGPS_LOGP>
1.62

> <JCHEM_LOGP>
1.4445886880000003

> <ALOGPS_LOGS>
-2.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.75369101989341

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.499079069289857

> <JCHEM_PKA_STRONGEST_BASIC>
-3.344121881494165

> <JCHEM_POLAR_SURFACE_AREA>
102.29

> <JCHEM_REFRACTIVITY>
83.4463

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4aR)-2,7-dihydroxy-9-methoxy-4a-methyl-6-oxo-2H,3H,4H-benzo[c]chromen-3-yl acetate

> <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      -2.723  -2.874   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -4.207   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.057   2.461   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.517  -0.206   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.827  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.437  -0.206   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.897  -2.874   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.183  -2.874   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.057  -0.206   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.747  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.207  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.897  -0.206   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.057  -2.874   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.127  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.517  -2.874   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.747  -4.207   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.437  -2.874   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.413  -4.207   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.127   1.127   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.827  -4.207   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.517  -5.541   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.827   1.127   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -0.413  -1.540   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.207  -4.207   0.000  0.00  0.00           O+0
HETATM   25  H   UNK     0       0.357  -0.206   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.357  -2.874   0.000  0.00  0.00           H+0
CONECT    1    8                                                            
CONECT    2   17                                                            
CONECT    3   22                                                            
CONECT    4    9   10                                                       
CONECT    5    9   13                                                       
CONECT    6   11   12                                                       
CONECT    7   14   17                                                       
CONECT    8    1   18   23                                                  
CONECT    9    4    5   22                                                  
CONECT   10    4   11   15                                                  
CONECT   11    6   10   17                                                  
CONECT   12    6   14   19   25                                             
CONECT   13    5   15   20                                                  
CONECT   14    7   12   23   26                                             
CONECT   15   10   13   16                                                  
CONECT   16   15   21   24                                                  
CONECT   17    2    7   11   24                                             
CONECT   18    8                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21   16                                                            
CONECT   22    3    9                                                       
CONECT   23    8   14                                                       
CONECT   24   16   17                                                       
CONECT   25   12                                                            
CONECT   26   14                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

Synonyms

Not Available

Molecular Formula

C₁₇H₁₈O₇

Average Mass

334.324

Monoisotopic Mass

334.10525292

IUPAC Name

(2R,3R,4aR)-2,7-dihydroxy-9-methoxy-4a-methyl-6-oxo-2H,3H,4H,4aH,6H-benzo[c]chromen-3-yl acetate

Traditional Name

(2R,3R,4aR)-2,7-dihydroxy-9-methoxy-4a-methyl-6-oxo-2H,3H,4H-benzo[c]chromen-3-yl acetate

CAS Registry Number

Not Available

SMILES

[H][C@@]1(O)C=C2C3=C(C(O)=CC(OC)=C3)C(=O)O[C@]2(C)C[C@@]1([H])OC(C)=O

InChI Identifier

InChI=1S/C17H18O7/c1-8(18)23-14-7-17(2)11(6-12(14)19)10-4-9(22-3)5-13(20)15(10)16(21)24-17/h4-6,12,14,19-20H,7H2,1-3H3/t12-,14-,17-/m1/s1

InChI Key

NRCQFDXVYVENDF-SUYBPPKGSA-N

Chemical Taxonomy

Functional Ontology

Physical Properties

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, 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
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
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum

Biological Properties

Human Proteins and Enzymes

Human Pathways

Metabolic Reactions

Health Effects and Bioactivity

Microbial Sources

Exposure Sources

Host Biospecimen and Location

External Links

References

Showing metabocard for (-)-(2R,3R,4aR)-altenuene-3-acetoxy ester (MMDBc0019808)

MOL for #<Metabolite:0x00007fd5d9b38bf0>

3D MOL for #<Metabolite:0x00007fd5d9b38bf0>

3D SDF for #<Metabolite:0x00007fd5d9b38bf0>

3D-SDF for #<Metabolite:0x00007fd5d9b38bf0>

PDB for #<Metabolite:0x00007fd5d9b38bf0>

3D PDB for #<Metabolite:0x00007fd5d9b38bf0>

SMILES for #<Metabolite:0x00007fd5d9b38bf0>

INCHI for #<Metabolite:0x00007fd5d9b38bf0>

Structure for #<Metabolite:0x00007fd5d9b38bf0>

3D Structure for #<Metabolite:0x00007fd5d9b38bf0>