NP-MRD: Showing NP-Card for {[(4r,6r,12s)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulfanyl}acetic acid (NP0322563)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 01:24:22 UTC

Updated at

2022-09-12 01:24:23 UTC

NP-MRD ID

NP0322563

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{[(4r,6r,12s)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulfanyl}acetic acid

Description

2-{[(4R,6R,12S)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulfanyl}acetic acid belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. Based on a literature review very few articles have been published on 2-{[(4R,6R,12S)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulfanyl}acetic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 43  0  0  0  0  0  0  0  0999 V2000
   -2.6168    3.3661    0.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9476    1.9867    0.2639 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6871    1.2024   -0.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3087   -0.0687   -0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6857   -1.2948   -0.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1440   -2.2181    0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7371   -2.6358   -0.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1975   -2.4136    1.0789 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2046   -3.3586    1.0724 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6802   -1.0257    1.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2748   -0.2548    2.0387 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6873   -0.4595    0.2239 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9798    0.3463    1.1944 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2731    1.0786    0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0648    0.0388   -0.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7895   -1.1750   -0.3915 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0884    0.4943   -1.3641 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0160    0.5545   -0.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5612    1.7007    0.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4096    2.0470    1.0679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6438    2.2277   -0.0506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8529    4.0976    0.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4293    3.3512    1.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8962    3.7188   -0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1817    1.4661    1.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4903    1.8672   -1.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0102    0.9238   -1.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4125   -0.0869   -0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2167   -0.0976    0.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8581   -1.0317   -1.5462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4292   -1.8831   -1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7971   -3.1236    0.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1903   -1.6711    1.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7121   -3.7477   -0.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3739   -2.1744   -1.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4278   -2.6207    1.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9270   -3.2026    0.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1005   -1.2779   -0.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9274    1.6635    0.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8822    1.7976   -0.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9822    0.8059   -1.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852    0.9494   -1.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2179    0.1377   -1.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 17  1  0
 15 16  2  0
 21  2  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  1
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  1
  9 37  1  0
 12 38  1  6
 18 42  1  0
 18 43  1  0
 14 39  1  0
 14 40  1  0
 17 41  1  0
M  END


  Mrv1652309122203242D          

 21 21  0  0  1  0            999 V2000
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000   -0.8250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  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  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  2 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0322563

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1CCCCC[C@@H](O)C(=O)[C@@H](CC(=O)O1)SCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H22O6S/c1-9-5-3-2-4-6-10(15)14(19)11(7-13(18)20-9)21-8-12(16)17/h9-11,15H,2-8H2,1H3,(H,16,17)/t9-,10+,11+/m0/s1

> <INCHI_KEY>
VVKPWHINRBQMFJ-HBNTYKKESA-N

> <FORMULA>
C14H22O6S

> <MOLECULAR_WEIGHT>
318.38

> <EXACT_MASS>
318.113709602

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
32.46560326352204

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[(4R,6R,12S)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulfanyl}acetic acid

> <JCHEM_LOGP>
1.510136971333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.817652036884244

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.015988344052281

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5093859022699325

> <JCHEM_POLAR_SURFACE_AREA>
100.89999999999999

> <JCHEM_REFRACTIVITY>
77.4159

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
{[(4R,6R,12S)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulfanyl}acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  S   UNK     0      -0.000  -1.540   0.000  0.00  0.00           S+0
HETATM   14  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   12   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    2                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Value	Source
2-{[(4R,6R,12S)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulfanyl}acetate	Generator
2-{[(4R,6R,12S)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulphanyl}acetate	Generator
2-{[(4R,6R,12S)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulphanyl}acetic acid	Generator

Chemical Formula

C₁₄H₂₂O₆S

Average Mass

318.3800 Da

Monoisotopic Mass

318.11371 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H]1CCCCC[C@@H](O)C(=O)[C@@H](CC(=O)O1)SCC(O)=O

InChI Identifier

InChI=1S/C14H22O6S/c1-9-5-3-2-4-6-10(15)14(19)11(7-13(18)20-9)21-8-12(16)17/h9-11,15H,2-8H2,1H3,(H,16,17)/t9-,10+,11+/m0/s1

InChI Key

VVKPWHINRBQMFJ-HBNTYKKESA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Heterocyclic fatty acid
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Fatty acyl
Fatty acid
Carboxylic acid ester
Ketone
Lactone
Cyclic ketone
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Dialkylthioether
Sulfenyl compound
Thioether
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxygen compound
Organooxygen compound
Organosulfur compound
Organic oxide
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

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163052539

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {[(4r,6r,12s)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulfanyl}acetic acid (NP0322563)

MOL for NP0322563 ({[(4r,6r,12s)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulfanyl}acetic acid)

3D MOL for NP0322563 ({[(4r,6r,12s)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulfanyl}acetic acid)

3D SDF for NP0322563 ({[(4r,6r,12s)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulfanyl}acetic acid)

3D-SDF for NP0322563 ({[(4r,6r,12s)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulfanyl}acetic acid)

PDB for NP0322563 ({[(4r,6r,12s)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulfanyl}acetic acid)

3D PDB for NP0322563 ({[(4r,6r,12s)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulfanyl}acetic acid)

SMILES for NP0322563 ({[(4r,6r,12s)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulfanyl}acetic acid)

INCHI for NP0322563 ({[(4r,6r,12s)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulfanyl}acetic acid)

Structure for NP0322563 ({[(4r,6r,12s)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulfanyl}acetic acid)

3D Structure for NP0322563 ({[(4r,6r,12s)-6-hydroxy-12-methyl-2,5-dioxo-1-oxacyclododecan-4-yl]sulfanyl}acetic acid)