NP-MRD: Showing NP-Card for 5-{5-[(R)-1-methoxyethyl]furan-2-yl}dihydrofuran-2(3H)-one (NP0038743)

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Record Information

Version

2.0

Created at

2021-06-20 21:20:55 UTC

Updated at

2021-06-30 00:11:41 UTC

NP-MRD ID

NP0038743

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-{5-[(R)-1-methoxyethyl]furan-2-yl}dihydrofuran-2(3H)-one

Provided By

JEOL Database JEOL Logo

Description

(5S)-5-{5-[(1R)-1-methoxyethyl]furan-2-yl}oxolan-2-one belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. 5-{5-[(R)-1-methoxyethyl]furan-2-yl}dihydrofuran-2(3H)-one is found in Phomopsis sp. XZ-26. 5-{5-[(R)-1-methoxyethyl]furan-2-yl}dihydrofuran-2(3H)-one was first documented in 2009 (Lin, T., et al.). Based on a literature review very few articles have been published on (5S)-5-{5-[(1R)-1-methoxyethyl]furan-2-yl}oxolan-2-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123203D          

 29 30  0  0  0  0            999 V2000
   -4.7720   -1.6874   -1.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1838   -0.8927   -0.4639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3101   -1.0234    0.6654 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0985   -0.6299    1.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1452   -0.1116    0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0088    1.1685   -0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6328    1.4849    0.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0058    0.3828    0.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068    0.0558    0.9414 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6292   -0.1983    2.4166 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8726    1.1859    2.9672 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4786    1.8841    1.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0910    2.9383    1.8307 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2227    1.1934    0.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9258   -0.5943    0.8493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4808   -1.5277   -2.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7852   -2.7486   -1.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7752   -1.3980   -1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820   -2.0650    0.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9629   -1.2909    2.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4933    0.3897    1.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4802   -0.6878    2.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8122    1.7869   -0.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1516    2.4038   -0.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7461   -0.7936    0.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5410   -0.7952    2.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1871   -0.7234    2.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5644    1.1657    3.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0595    1.6874    3.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 15  1  0  0  0  0
 12 11  1  0  0  0  0
 11 10  1  0  0  0  0
 10  9  1  0  0  0  0
  9 14  1  0  0  0  0
  9  8  1  0  0  0  0
 15  8  1  0  0  0  0
 12 13  2  0  0  0  0
 14 12  1  0  0  0  0
  5  3  1  0  0  0  0
  8  7  2  0  0  0  0
  3  4  1  0  0  0  0
  9 25  1  6  0  0  0
  7  6  1  0  0  0  0
  3  2  1  0  0  0  0
  6  5  2  0  0  0  0
  2  1  1  0  0  0  0
  7 24  1  0  0  0  0
  6 23  1  0  0  0  0
 11 28  1  0  0  0  0
 11 29  1  0  0  0  0
 10 26  1  0  0  0  0
 10 27  1  0  0  0  0
  3 19  1  1  0  0  0
  4 20  1  0  0  0  0
  4 21  1  0  0  0  0
  4 22  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
M  END

     RDKit          3D

 29 30  0  0  0  0  0  0  0  0999 V2000
   -4.7720   -1.6874   -1.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1838   -0.8927   -0.4639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3101   -1.0234    0.6654 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0985   -0.6299    1.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1452   -0.1116    0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0088    1.1685   -0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6328    1.4849    0.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0058    0.3828    0.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068    0.0558    0.9414 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6292   -0.1983    2.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8726    1.1859    2.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4786    1.8841    1.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0910    2.9383    1.8307 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2227    1.1934    0.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9258   -0.5943    0.8493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4808   -1.5277   -2.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7852   -2.7486   -1.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7752   -1.3980   -1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820   -2.0650    0.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9629   -1.2909    2.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4933    0.3897    1.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4802   -0.6878    2.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8122    1.7869   -0.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1516    2.4038   -0.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7461   -0.7936    0.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5410   -0.7952    2.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1871   -0.7234    2.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5644    1.1657    3.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0595    1.6874    3.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 15  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9 14  1  0
  9  8  1  0
 15  8  1  0
 12 13  2  0
 14 12  1  0
  5  3  1  0
  8  7  2  0
  3  4  1  0
  9 25  1  6
  7  6  1  0
  3  2  1  0
  6  5  2  0
  2  1  1  0
  7 24  1  0
  6 23  1  0
 11 28  1  0
 11 29  1  0
 10 26  1  0
 10 27  1  0
  3 19  1  1
  4 20  1  0
  4 21  1  0
  4 22  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
M  END


  Mrv1652306202123203D          

 29 30  0  0  0  0            999 V2000
   -4.7720   -1.6874   -1.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1838   -0.8927   -0.4639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3101   -1.0234    0.6654 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0985   -0.6299    1.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1452   -0.1116    0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0088    1.1685   -0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6328    1.4849    0.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0058    0.3828    0.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068    0.0558    0.9414 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6292   -0.1983    2.4166 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8726    1.1859    2.9672 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4786    1.8841    1.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0910    2.9383    1.8307 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2227    1.1934    0.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9258   -0.5943    0.8493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4808   -1.5277   -2.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7852   -2.7486   -1.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7752   -1.3980   -1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820   -2.0650    0.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9629   -1.2909    2.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4933    0.3897    1.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4802   -0.6878    2.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8122    1.7869   -0.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1516    2.4038   -0.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7461   -0.7936    0.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5410   -0.7952    2.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1871   -0.7234    2.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5644    1.1657    3.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0595    1.6874    3.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 15  1  0  0  0  0
 12 11  1  0  0  0  0
 11 10  1  0  0  0  0
 10  9  1  0  0  0  0
  9 14  1  0  0  0  0
  9  8  1  0  0  0  0
 15  8  1  0  0  0  0
 12 13  2  0  0  0  0
 14 12  1  0  0  0  0
  5  3  1  0  0  0  0
  8  7  2  0  0  0  0
  3  4  1  0  0  0  0
  9 25  1  6  0  0  0
  7  6  1  0  0  0  0
  3  2  1  0  0  0  0
  6  5  2  0  0  0  0
  2  1  1  0  0  0  0
  7 24  1  0  0  0  0
  6 23  1  0  0  0  0
 11 28  1  0  0  0  0
 11 29  1  0  0  0  0
 10 26  1  0  0  0  0
 10 27  1  0  0  0  0
  3 19  1  1  0  0  0
  4 20  1  0  0  0  0
  4 21  1  0  0  0  0
  4 22  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
M  END
> <DATABASE_ID>
NP0038743

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C(OC(=C1[H])[C@@]1([H])OC(=O)C([H])([H])C1([H])[H])[C@]([H])(OC([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C11H14O4/c1-7(13-2)8-3-4-9(14-8)10-5-6-11(12)15-10/h3-4,7,10H,5-6H2,1-2H3/t7-,10+/m1/s1

> <INCHI_KEY>
AJLZGQWGVBRJHY-XCBNKYQSSA-N

> <FORMULA>
C11H14O4

> <MOLECULAR_WEIGHT>
210.229

> <EXACT_MASS>
210.089208931

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
21.841820165068455

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S)-5-{5-[(1R)-1-methoxyethyl]furan-2-yl}oxolan-2-one

> <ALOGPS_LOGP>
1.69

> <JCHEM_LOGP>
1.2063910216666671

> <ALOGPS_LOGS>
-2.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.965312927269734

> <JCHEM_POLAR_SURFACE_AREA>
48.67

> <JCHEM_REFRACTIVITY>
52.8452

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.78e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5S)-5-{5-[(1R)-1-methoxyethyl]furan-2-yl}oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 29 30  0  0  0  0  0  0  0  0999 V2000
   -4.7720   -1.6874   -1.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1838   -0.8927   -0.4639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3101   -1.0234    0.6654 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0985   -0.6299    1.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1452   -0.1116    0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0088    1.1685   -0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6328    1.4849    0.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0058    0.3828    0.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068    0.0558    0.9414 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6292   -0.1983    2.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8726    1.1859    2.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4786    1.8841    1.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0910    2.9383    1.8307 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2227    1.1934    0.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9258   -0.5943    0.8493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4808   -1.5277   -2.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7852   -2.7486   -1.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7752   -1.3980   -1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820   -2.0650    0.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9629   -1.2909    2.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4933    0.3897    1.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4802   -0.6878    2.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8122    1.7869   -0.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1516    2.4038   -0.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7461   -0.7936    0.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5410   -0.7952    2.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1871   -0.7234    2.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5644    1.1657    3.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0595    1.6874    3.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 15  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9 14  1  0
  9  8  1  0
 15  8  1  0
 12 13  2  0
 14 12  1  0
  5  3  1  0
  8  7  2  0
  3  4  1  0
  9 25  1  6
  7  6  1  0
  3  2  1  0
  6  5  2  0
  2  1  1  0
  7 24  1  0
  6 23  1  0
 11 28  1  0
 11 29  1  0
 10 26  1  0
 10 27  1  0
  3 19  1  1
  4 20  1  0
  4 21  1  0
  4 22  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.772  -1.687  -1.570  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.184  -0.893  -0.464  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.310  -1.023   0.665  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.098  -0.630   1.909  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.145  -0.112   0.471  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.009   1.169  -0.025  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.633   1.485   0.051  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.006   0.383   0.597  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.407   0.056   0.941  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.629  -0.198   2.417  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.873   1.186   2.967  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.479   1.884   1.789  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.091   2.938   1.831  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.223   1.193   0.640  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.926  -0.594   0.849  0.00  0.00           O+0
HETATM   16  H   UNK     0      -5.481  -1.528  -2.387  0.00  0.00           H+0
HETATM   17  H   UNK     0      -4.785  -2.749  -1.303  0.00  0.00           H+0
HETATM   18  H   UNK     0      -3.775  -1.398  -1.916  0.00  0.00           H+0
HETATM   19  H   UNK     0      -3.982  -2.065   0.770  0.00  0.00           H+0
HETATM   20  H   UNK     0      -5.963  -1.291   2.035  0.00  0.00           H+0
HETATM   21  H   UNK     0      -5.493   0.390   1.826  0.00  0.00           H+0
HETATM   22  H   UNK     0      -4.480  -0.688   2.810  0.00  0.00           H+0
HETATM   23  H   UNK     0      -3.812   1.787  -0.402  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.152   2.404  -0.257  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.746  -0.794   0.339  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.541  -0.795   2.548  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.187  -0.723   2.921  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.564   1.166   3.812  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.060   1.687   3.242  0.00  0.00           H+0
CONECT    1    2   16   17   18                                             
CONECT    2    3    1                                                       
CONECT    3    5    4    2   19                                             
CONECT    4    3   20   21   22                                             
CONECT    5   15    3    6                                                  
CONECT    6    7    5   23                                                  
CONECT    7    8    6   24                                                  
CONECT    8    9   15    7                                                  
CONECT    9   10   14    8   25                                             
CONECT   10   11    9   26   27                                             
CONECT   11   12   10   28   29                                             
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14    9   12                                                       
CONECT   15    5    8                                                       
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    3                                                            
CONECT   20    4                                                            
CONECT   21    4                                                            
CONECT   22    4                                                            
CONECT   23    6                                                            
CONECT   24    7                                                            
CONECT   25    9                                                            
CONECT   26   10                                                            
CONECT   27   10                                                            
CONECT   28   11                                                            
CONECT   29   11                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

RDKit          3D

29 30  0  0  0  0  0  0  0  0999 V2000
   -4.7720   -1.6874   -1.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1838   -0.8927   -0.4639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3101   -1.0234    0.6654 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0985   -0.6299    1.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1452   -0.1116    0.4714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0088    1.1685   -0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6328    1.4849    0.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0058    0.3828    0.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068    0.0558    0.9414 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6292   -0.1983    2.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8726    1.1859    2.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4786    1.8841    1.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0910    2.9383    1.8307 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2227    1.1934    0.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9258   -0.5943    0.8493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4808   -1.5277   -2.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7852   -2.7486   -1.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7752   -1.3980   -1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9820   -2.0650    0.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9629   -1.2909    2.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4933    0.3897    1.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4802   -0.6878    2.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8122    1.7869   -0.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1516    2.4038   -0.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7461   -0.7936    0.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5410   -0.7952    2.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1871   -0.7234    2.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5644    1.1657    3.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0595    1.6874    3.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 15  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9 14  1  0
  9  8  1  0
 15  8  1  0
 12 13  2  0
 14 12  1  0
  5  3  1  0
  8  7  2  0
  3  4  1  0
  9 25  1  6
  7  6  1  0
  3  2  1  0
  6  5  2  0
  2  1  1  0
  7 24  1  0
  6 23  1  0
 11 28  1  0
 11 29  1  0
 10 26  1  0
 10 27  1  0
  3 19  1  1
  4 20  1  0
  4 21  1  0
  4 22  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₄O₄

Average Mass

210.2290 Da

Monoisotopic Mass

210.08921 Da

IUPAC Name

(5S)-5-{5-[(1R)-1-methoxyethyl]furan-2-yl}oxolan-2-one

Traditional Name

(5S)-5-{5-[(1R)-1-methoxyethyl]furan-2-yl}oxolan-2-one

CAS Registry Number

Not Available

SMILES

[H]C1=C(OC(=C1[H])[C@@]1([H])OC(=O)C([H])([H])C1([H])[H])[C@]([H])(OC([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C11H14O4/c1-7(13-2)8-3-4-9(14-8)10-5-6-11(12)15-10/h3-4,7,10H,5-6H2,1-2H3/t7-,10+/m1/s1

InChI Key

AJLZGQWGVBRJHY-XCBNKYQSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Phomopsis sp. XZ-26	JEOL database	Lin, T., et al, EurJ. Org. Chem. 2009, 2975

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Gamma butyrolactone
Furan
Heteroaromatic compound
Oxolane
Carboxylic acid ester
Carboxylic acid derivative
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	1.69	ALOGPS
logP	1.21	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	48.67 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	52.85 m³·mol⁻¹	ChemAxon
Polarizability	21.84 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78438269

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44471978

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lin, T., et al. (2009). Lin, T., et al, EurJ. Org. Chem. 2009, 2975. Eur. J. Org. Chem..

Showing NP-Card for 5-{5-[(R)-1-methoxyethyl]furan-2-yl}dihydrofuran-2(3H)-one (NP0038743)

MOL for NP0038743 (5-{5-[(R)-1-methoxyethyl]furan-2-yl}dihydrofuran-2(3H)-one)

3D MOL for NP0038743 (5-{5-[(R)-1-methoxyethyl]furan-2-yl}dihydrofuran-2(3H)-one)

3D SDF for NP0038743 (5-{5-[(R)-1-methoxyethyl]furan-2-yl}dihydrofuran-2(3H)-one)

3D-SDF for NP0038743 (5-{5-[(R)-1-methoxyethyl]furan-2-yl}dihydrofuran-2(3H)-one)

PDB for NP0038743 (5-{5-[(R)-1-methoxyethyl]furan-2-yl}dihydrofuran-2(3H)-one)

3D PDB for NP0038743 (5-{5-[(R)-1-methoxyethyl]furan-2-yl}dihydrofuran-2(3H)-one)

SMILES for NP0038743 (5-{5-[(R)-1-methoxyethyl]furan-2-yl}dihydrofuran-2(3H)-one)

INCHI for NP0038743 (5-{5-[(R)-1-methoxyethyl]furan-2-yl}dihydrofuran-2(3H)-one)

Structure for NP0038743 (5-{5-[(R)-1-methoxyethyl]furan-2-yl}dihydrofuran-2(3H)-one)

3D Structure for NP0038743 (5-{5-[(R)-1-methoxyethyl]furan-2-yl}dihydrofuran-2(3H)-one)