NP-MRD: Showing NP-Card for Acetomycin (NP0021343)

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Record Information

Version

1.0

Created at

2021-01-06 06:36:17 UTC

Updated at

2021-07-15 17:36:06 UTC

NP-MRD ID

NP0021343

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Acetomycin

Provided By

NPAtlas

Description

Acetomycin is found in Streptomyces ramulosus. It was first documented in 1985 (PMID: 4093332). Based on a literature review a small amount of articles have been published on Acetomycin (PMID: 17305349) (PMID: 1309871) (PMID: 1965311).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120423D          

 29 29  0  0  0  0            999 V2000
    4.4768   -0.3129   -0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1456    0.2984   -0.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183    1.4966   -0.3670 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9598   -0.4040   -0.9744 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6812    0.1706   -0.7881 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0410    0.2008   -2.0349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3992    0.0734   -1.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2824    0.0873   -2.6510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5645   -0.0737   -0.2942 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6240   -1.1222    0.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8431    1.2207    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0871    1.6158    1.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8956    2.1737   -0.5070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400   -0.6986    0.0015 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0964   -0.9459    1.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6143   -0.7128   -1.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2421    0.4648   -0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6247   -1.1166   -0.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7386    1.2038   -0.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9379   -0.9514    1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4678   -1.0648   -0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2035   -2.1415   -0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1927    0.8257    2.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0481    2.2074    1.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2963    2.3146    2.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2504   -1.6815   -0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7350   -1.0589    2.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8345   -0.1609    1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6766   -1.9080    1.4939 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  1  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14  5  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  5 19  1  1  0  0  0
 10 20  1  0  0  0  0
 10 21  1  0  0  0  0
 10 22  1  0  0  0  0
 12 23  1  0  0  0  0
 12 24  1  0  0  0  0
 12 25  1  0  0  0  0
 14 26  1  6  0  0  0
 15 27  1  0  0  0  0
 15 28  1  0  0  0  0
 15 29  1  0  0  0  0
M  END

     RDKit          3D

 29 29  0  0  0  0  0  0  0  0999 V2000
    4.4768   -0.3129   -0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1456    0.2984   -0.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183    1.4966   -0.3670 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9598   -0.4040   -0.9744 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6812    0.1706   -0.7881 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0410    0.2008   -2.0349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3992    0.0734   -1.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2824    0.0873   -2.6510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5645   -0.0737   -0.2942 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6240   -1.1222    0.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8431    1.2207    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0871    1.6158    1.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8956    2.1737   -0.5070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400   -0.6986    0.0015 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0964   -0.9459    1.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6143   -0.7128   -1.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2421    0.4648   -0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6247   -1.1166   -0.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7386    1.2038   -0.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9379   -0.9514    1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4678   -1.0648   -0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2035   -2.1415   -0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1927    0.8257    2.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0481    2.2074    1.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2963    2.3146    2.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2504   -1.6815   -0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7350   -1.0589    2.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8345   -0.1609    1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6766   -1.9080    1.4939 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  1
 11 12  1  0
 11 13  2  0
  9 14  1  0
 14 15  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  5 19  1  1
 10 20  1  0
 10 21  1  0
 10 22  1  0
 12 23  1  0
 12 24  1  0
 12 25  1  0
 14 26  1  6
 15 27  1  0
 15 28  1  0
 15 29  1  0
M  END


  Mrv1652306242120423D          

 29 29  0  0  0  0            999 V2000
    4.4768   -0.3129   -0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1456    0.2984   -0.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183    1.4966   -0.3670 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9598   -0.4040   -0.9744 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6812    0.1706   -0.7881 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0410    0.2008   -2.0349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3992    0.0734   -1.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2824    0.0873   -2.6510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5645   -0.0737   -0.2942 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6240   -1.1222    0.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8431    1.2207    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0871    1.6158    1.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8956    2.1737   -0.5070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400   -0.6986    0.0015 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0964   -0.9459    1.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6143   -0.7128   -1.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2421    0.4648   -0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6247   -1.1166   -0.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7386    1.2038   -0.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9379   -0.9514    1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4678   -1.0648   -0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2035   -2.1415   -0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1927    0.8257    2.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0481    2.2074    1.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2963    2.3146    2.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2504   -1.6815   -0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7350   -1.0589    2.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8345   -0.1609    1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6766   -1.9080    1.4939 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  1  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14  5  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  5 19  1  1  0  0  0
 10 20  1  0  0  0  0
 10 21  1  0  0  0  0
 10 22  1  0  0  0  0
 12 23  1  0  0  0  0
 12 24  1  0  0  0  0
 12 25  1  0  0  0  0
 14 26  1  6  0  0  0
 15 27  1  0  0  0  0
 15 28  1  0  0  0  0
 15 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0021343

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])([H])C(=O)O[C@@]1([H])OC(=O)[C@@](C(=O)C([H])([H])[H])(C([H])([H])[H])[C@]1([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H14O5/c1-5-8(14-7(3)12)15-9(13)10(5,4)6(2)11/h5,8H,1-4H3/t5-,8+,10+/m1/s1

> <INCHI_KEY>
OYMZTORLGBISLR-UHFFFAOYSA-N

> <FORMULA>
C10H14O5

> <MOLECULAR_WEIGHT>
214.217

> <EXACT_MASS>
214.084123551

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
21.026432946774502

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S,4S)-4-acetyl-3,4-dimethyl-5-oxooxolan-2-yl acetate

> <ALOGPS_LOGP>
0.77

> <JCHEM_LOGP>
1.0973935696666666

> <ALOGPS_LOGS>
-1.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.300799916594173

> <JCHEM_PKA_STRONGEST_BASIC>
-6.79318097661076

> <JCHEM_POLAR_SURFACE_AREA>
69.67

> <JCHEM_REFRACTIVITY>
49.3601

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.50e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S)-4-acetyl-3,4-dimethyl-5-oxooxolan-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 29 29  0  0  0  0  0  0  0  0999 V2000
    4.4768   -0.3129   -0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1456    0.2984   -0.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183    1.4966   -0.3670 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9598   -0.4040   -0.9744 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6812    0.1706   -0.7881 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0410    0.2008   -2.0349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3992    0.0734   -1.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2824    0.0873   -2.6510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5645   -0.0737   -0.2942 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6240   -1.1222    0.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8431    1.2207    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0871    1.6158    1.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8956    2.1737   -0.5070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400   -0.6986    0.0015 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0964   -0.9459    1.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6143   -0.7128   -1.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2421    0.4648   -0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6247   -1.1166   -0.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7386    1.2038   -0.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9379   -0.9514    1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4678   -1.0648   -0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2035   -2.1415   -0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1927    0.8257    2.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0481    2.2074    1.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2963    2.3146    2.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2504   -1.6815   -0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7350   -1.0589    2.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8345   -0.1609    1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6766   -1.9080    1.4939 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  1
 11 12  1  0
 11 13  2  0
  9 14  1  0
 14 15  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  5 19  1  1
 10 20  1  0
 10 21  1  0
 10 22  1  0
 12 23  1  0
 12 24  1  0
 12 25  1  0
 14 26  1  6
 15 27  1  0
 15 28  1  0
 15 29  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       4.477  -0.313  -0.950  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.146   0.298  -0.751  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.018   1.497  -0.367  0.00  0.00           O+0
HETATM    4  O   UNK     0       1.960  -0.404  -0.974  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.681   0.171  -0.788  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.041   0.201  -2.035  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.399   0.073  -1.767  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.282   0.087  -2.651  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.565  -0.074  -0.294  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.624  -1.122   0.025  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.843   1.221   0.262  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.087   1.616   1.660  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.896   2.174  -0.507  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.240  -0.699   0.002  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.096  -0.946   1.401  0.00  0.00           C+0
HETATM   16  H   UNK     0       4.614  -0.713  -1.976  0.00  0.00           H+0
HETATM   17  H   UNK     0       5.242   0.465  -0.772  0.00  0.00           H+0
HETATM   18  H   UNK     0       4.625  -1.117  -0.199  0.00  0.00           H+0
HETATM   19  H   UNK     0       0.739   1.204  -0.457  0.00  0.00           H+0
HETATM   20  H   UNK     0      -2.938  -0.951   1.069  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.468  -1.065  -0.699  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.204  -2.142  -0.076  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.193   0.826   2.377  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.048   2.207   1.674  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.296   2.315   2.004  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.250  -1.682  -0.549  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.735  -1.059   2.103  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.835  -0.161   1.741  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.677  -1.908   1.494  0.00  0.00           H+0
CONECT    1    2   16   17   18                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   14   19                                             
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11   14                                             
CONECT   10    9   20   21   22                                             
CONECT   11    9   12   13                                                  
CONECT   12   11   23   24   25                                             
CONECT   13   11                                                            
CONECT   14    9   15    5   26                                             
CONECT   15   14   27   28   29                                             
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    5                                                            
CONECT   20   10                                                            
CONECT   21   10                                                            
CONECT   22   10                                                            
CONECT   23   12                                                            
CONECT   24   12                                                            
CONECT   25   12                                                            
CONECT   26   14                                                            
CONECT   27   15                                                            
CONECT   28   15                                                            
CONECT   29   15                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   58    0
END

RDKit          3D

29 29  0  0  0  0  0  0  0  0999 V2000
    4.4768   -0.3129   -0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1456    0.2984   -0.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183    1.4966   -0.3670 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9598   -0.4040   -0.9744 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6812    0.1706   -0.7881 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0410    0.2008   -2.0349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3992    0.0734   -1.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2824    0.0873   -2.6510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5645   -0.0737   -0.2942 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6240   -1.1222    0.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8431    1.2207    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0871    1.6158    1.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8956    2.1737   -0.5070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400   -0.6986    0.0015 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0964   -0.9459    1.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6143   -0.7128   -1.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2421    0.4648   -0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6247   -1.1166   -0.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7386    1.2038   -0.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9379   -0.9514    1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4678   -1.0648   -0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2035   -2.1415   -0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1927    0.8257    2.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0481    2.2074    1.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2963    2.3146    2.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2504   -1.6815   -0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7350   -1.0589    2.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8345   -0.1609    1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6766   -1.9080    1.4939 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  1
 11 12  1  0
 11 13  2  0
  9 14  1  0
 14 15  1  0
 14  5  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  5 19  1  1
 10 20  1  0
 10 21  1  0
 10 22  1  0
 12 23  1  0
 12 24  1  0
 12 25  1  0
 14 26  1  6
 15 27  1  0
 15 28  1  0
 15 29  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
3-Acetyl-5-(acetyloxy)dihydro-3,4-dimethyl-2(3H)furanone	MeSH
4-Acetyl-3,4-dimethyl-5-oxooxolan-2-yl acetic acid	Generator

Chemical Formula

C₁₀H₁₄O₅

Average Mass

214.2170 Da

Monoisotopic Mass

214.08412 Da

IUPAC Name

(2S,3S,4S)-4-acetyl-3,4-dimethyl-5-oxooxolan-2-yl acetate

Traditional Name

(2S,3S,4S)-4-acetyl-3,4-dimethyl-5-oxooxolan-2-yl acetate

CAS Registry Number

Not Available

SMILES

CC1C(OC(C)=O)OC(=O)C1(C)C(C)=O

InChI Identifier

InChI=1S/C10H14O5/c1-5-8(14-7(3)12)15-9(13)10(5,4)6(2)11/h5,8H,1-4H3

InChI Key

OYMZTORLGBISLR-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces ramulosus	NPAtlas	4093332

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as acylals. These are diesters of geminal diols.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Acylals

Alternative Parents

Substituents

Acylal
Gamma butyrolactone
Dicarboxylic acid or derivatives
Tetrahydrofuran
Lactone
Ketone
Oxacycle
Organoheterocyclic compound
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.77	ALOGPS
logP	1.1	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	18.3	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	69.67 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	49.36 m³·mol⁻¹	ChemAxon
Polarizability	21.03 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA009542

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3046431

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3819935

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Uhr H, Zeeck A, Clegg W, Egert E, Fuhrer H, Peter HH: The structure of acetomycin. Spectroscopic characterization and X-ray analysis of a bromo derivative. J Antibiot (Tokyo). 1985 Dec;38(12):1684-90. doi: 10.7164/antibiotics.38.1684. [PubMed:4093332 ]
Calad SA, Woerpel KA: Formation of chiral quaternary carbon stereocenters using silylene transfer reactions: enantioselective synthesis of (+)-5-epi-acetomycin. Org Lett. 2007 Mar 15;9(6):1037-40. doi: 10.1021/ol063072p. Epub 2007 Feb 17. [PubMed:17305349 ]
Villani-Price D, Yang DC, Walsh RE, Fretland DJ, Keith RH, Kocan G, Kachur JF, Gaginella TS, Tsai BS: Multiple actions of the leukotriene B4 receptor antagonist SC-41930. J Pharmacol Exp Ther. 1992 Jan;260(1):187-91. [PubMed:1309871 ]
Fretland DJ, Widomski DL, Zemaitis JM, Walsh RE, Levin S, Djuric SW, Shone RL, Tsai BS, Gaginella TS: Inflammation of guinea pig dermis. Effects of leukotriene B4 receptor antagonist, SC-41930. Inflammation. 1990 Dec;14(6):727-39. doi: 10.1007/BF00916375. [PubMed:1965311 ]

Showing NP-Card for Acetomycin (NP0021343)

MOL for NP0021343 (Acetomycin)

3D MOL for NP0021343 (Acetomycin)

3D SDF for NP0021343 (Acetomycin)

3D-SDF for NP0021343 (Acetomycin)

PDB for NP0021343 (Acetomycin)

3D PDB for NP0021343 (Acetomycin)

SMILES for NP0021343 (Acetomycin)

INCHI for NP0021343 (Acetomycin)

Structure for NP0021343 (Acetomycin)

3D Structure for NP0021343 (Acetomycin)