NP-MRD: Showing NP-Card for (1r,2r,3e,5r,6s)-1,5,6-tris(acetyloxy)-1-[(2r)-6-oxo-2,3-dihydropyran-2-yl]hept-3-en-2-yl acetate (NP0162087)

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Record Information

Version

2.0

Created at

2022-09-02 20:25:23 UTC

Updated at

2022-09-02 20:25:23 UTC

NP-MRD ID

NP0162087

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,3e,5r,6s)-1,5,6-tris(acetyloxy)-1-[(2r)-6-oxo-2,3-dihydropyran-2-yl]hept-3-en-2-yl acetate

Description

(1R,2R,3E,5R,6S)-1,5,6-tris(acetyloxy)-1-[(2R)-6-oxo-3,6-dihydro-2H-pyran-2-yl]hept-3-en-2-yl acetate belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. Based on a literature review very few articles have been published on (1R,2R,3E,5R,6S)-1,5,6-tris(acetyloxy)-1-[(2R)-6-oxo-3,6-dihydro-2H-pyran-2-yl]hept-3-en-2-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022222252D          

 30 30  0  0  1  0            999 V2000
   -3.3809    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    1.9520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.9520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4934    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441    3.3809    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5691    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9816    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8066    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    4.0954    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7441    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441    6.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934    5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934    4.0954    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9059    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441    0.5230    0.0000 O   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  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 20 15  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 20 26  1  0  0  0  0
  7 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
M  END

     RDKit          3D

 56 56  0  0  0  0  0  0  0  0999 V2000
    4.0069    0.8364    3.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1665    0.1469    2.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2790   -0.2315    1.7029 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0519   -0.0842    1.3364 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1094   -0.7281    0.0816 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3844   -2.0502    0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5719    0.1379   -1.0410 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1196    0.3922   -0.9110 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1765   -0.4573   -1.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2993   -0.1893   -1.1014 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0029   -1.3740   -1.3022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8897   -1.5450   -2.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5897   -2.8520   -2.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1392   -0.6526   -3.1654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6266    0.3575    0.2604 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2857   -0.5989    1.2780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3301   -0.2730    2.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0802   -1.2091    3.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2226    0.8501    2.1757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0868    0.6275    0.4325 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6709    1.6937   -0.4092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1182    1.7784   -0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8367    0.7581    0.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2036   -0.5360    0.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8667   -1.5487    0.7798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8063   -0.5828    0.2189 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3235    1.3324   -1.1399 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1389    1.6550   -2.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9184    2.9383   -2.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2270    0.8240   -3.1449 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1446    0.3457    3.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7335    1.8993    3.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8907    0.6921    4.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1792   -0.9760   -0.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4336   -2.5740   -0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9958   -2.6923    0.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3661   -1.9189    0.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044   -0.4353   -1.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8030    1.3664   -0.5112 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4950   -1.4179   -1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6234    0.5484   -1.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5605   -2.6781   -2.9444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9448   -3.5837   -2.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8077   -3.2223   -1.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9970    1.2436    0.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7223   -1.2479    4.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0002   -0.8941    3.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1846   -2.2476    2.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2772    0.8957    1.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5376    1.4344   -1.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2244    2.7031   -0.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6304    2.7369   -0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9198    0.8172    0.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2634    3.6907   -2.7240 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0803    3.2667   -1.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8466    2.8323   -2.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5  7  1  0
  7 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 20  1  0
  6 35  1  0
  6 36  1  0
  6 37  1  0
  5 34  1  6
  1 31  1  0
  1 32  1  0
  1 33  1  0
  7 38  1  6
 29 54  1  0
 29 55  1  0
 29 56  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  6
 13 42  1  0
 13 43  1  0
 13 44  1  0
 15 45  1  1
 18 46  1  0
 18 47  1  0
 18 48  1  0
 20 49  1  1
 21 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  0
M  END


  Mrv1652309022222252D          

 30 30  0  0  1  0            999 V2000
   -3.3809    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    1.9520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.9520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4934    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441    3.3809    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5691    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9816    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8066    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    4.0954    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7441    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    5.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441    6.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934    5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934    4.0954    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9059    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441    0.5230    0.0000 O   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  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 20 15  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 20 26  1  0  0  0  0
  7 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0162087

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](OC(C)=O)[C@H](OC(C)=O)\C=C\[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1CC=CC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O10/c1-11(26-12(2)21)16(27-13(3)22)9-10-18(28-14(4)23)20(29-15(5)24)17-7-6-8-19(25)30-17/h6,8-11,16-18,20H,7H2,1-5H3/b10-9+/t11-,16+,17+,18+,20+/m0/s1

> <INCHI_KEY>
MMNBRQJCWMECEK-XZTGAOHVSA-N

> <FORMULA>
C20H26O10

> <MOLECULAR_WEIGHT>
426.418

> <EXACT_MASS>
426.152597037

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
41.74969977763992

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,3E,5R,6S)-1,5,6-tris(acetyloxy)-1-[(2R)-6-oxo-3,6-dihydro-2H-pyran-2-yl]hept-3-en-2-yl acetate

> <ALOGPS_LOGP>
1.74

> <JCHEM_LOGP>
1.012229365

> <ALOGPS_LOGS>
-3.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.034287710312384

> <JCHEM_PKA_STRONGEST_BASIC>
-6.26562433816021

> <JCHEM_POLAR_SURFACE_AREA>
131.5

> <JCHEM_REFRACTIVITY>
101.19579999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3E,5R,6S)-1,5,6-tris(acetyloxy)-1-[(2R)-6-oxo-2,3-dihydropyran-2-yl]hept-3-en-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      -6.311   0.976   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.541   2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -6.311   3.644   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.231   3.644   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   4.977   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.691   3.644   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.921   4.977   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.619   4.977   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.389   6.311   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.929   6.311   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.699   7.645   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.239   7.645   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.929   8.978   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.619   7.645   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.389   8.978   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.619  10.312   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.389  11.646   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.921  10.312   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.921   7.645   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.691   6.311   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.231   6.311   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.001   7.645   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.231   8.978   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.001  10.312   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.691   8.978   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.921   2.310   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.619   2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.389   3.644   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.389   0.976   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   27                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   10   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   15   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   20                                                       
CONECT   27    7   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   60    0
END

View in JSmol

Synonyms

Value	Source
(1R,2R,3E,5R,6S)-1,5,6-Tris(acetyloxy)-1-[(2R)-6-oxo-3,6-dihydro-2H-pyran-2-yl]hept-3-en-2-yl acetic acid	Generator

Chemical Formula

C₂₀H₂₆O₁₀

Average Mass

426.4180 Da

Monoisotopic Mass

426.15260 Da

IUPAC Name

(1R,2R,3E,5R,6S)-1,5,6-tris(acetyloxy)-1-[(2R)-6-oxo-3,6-dihydro-2H-pyran-2-yl]hept-3-en-2-yl acetate

Traditional Name

(1R,2R,3E,5R,6S)-1,5,6-tris(acetyloxy)-1-[(2R)-6-oxo-2,3-dihydropyran-2-yl]hept-3-en-2-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@H](OC(C)=O)[C@H](OC(C)=O)\C=C\[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1CC=CC(=O)O1

InChI Identifier

InChI=1S/C20H26O10/c1-11(26-12(2)21)16(27-13(3)22)9-10-18(28-14(4)23)20(29-15(5)24)17-7-6-8-19(25)30-17/h6,8-11,16-18,20H,7H2,1-5H3/b10-9+/t11-,16+,17+,18+,20+/m0/s1

InChI Key

MMNBRQJCWMECEK-XZTGAOHVSA-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 pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Dihydropyranone
Pyran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
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	1.74	ALOGPS
logP	1.01	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	15.03	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	131.5 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	101.2 m³·mol⁻¹	ChemAxon
Polarizability	41.75 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

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

14757882

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2r,3e,5r,6s)-1,5,6-tris(acetyloxy)-1-[(2r)-6-oxo-2,3-dihydropyran-2-yl]hept-3-en-2-yl acetate (NP0162087)

MOL for NP0162087 ((1r,2r,3e,5r,6s)-1,5,6-tris(acetyloxy)-1-[(2r)-6-oxo-2,3-dihydropyran-2-yl]hept-3-en-2-yl acetate)

3D MOL for NP0162087 ((1r,2r,3e,5r,6s)-1,5,6-tris(acetyloxy)-1-[(2r)-6-oxo-2,3-dihydropyran-2-yl]hept-3-en-2-yl acetate)

3D SDF for NP0162087 ((1r,2r,3e,5r,6s)-1,5,6-tris(acetyloxy)-1-[(2r)-6-oxo-2,3-dihydropyran-2-yl]hept-3-en-2-yl acetate)

3D-SDF for NP0162087 ((1r,2r,3e,5r,6s)-1,5,6-tris(acetyloxy)-1-[(2r)-6-oxo-2,3-dihydropyran-2-yl]hept-3-en-2-yl acetate)

PDB for NP0162087 ((1r,2r,3e,5r,6s)-1,5,6-tris(acetyloxy)-1-[(2r)-6-oxo-2,3-dihydropyran-2-yl]hept-3-en-2-yl acetate)

3D PDB for NP0162087 ((1r,2r,3e,5r,6s)-1,5,6-tris(acetyloxy)-1-[(2r)-6-oxo-2,3-dihydropyran-2-yl]hept-3-en-2-yl acetate)

SMILES for NP0162087 ((1r,2r,3e,5r,6s)-1,5,6-tris(acetyloxy)-1-[(2r)-6-oxo-2,3-dihydropyran-2-yl]hept-3-en-2-yl acetate)

INCHI for NP0162087 ((1r,2r,3e,5r,6s)-1,5,6-tris(acetyloxy)-1-[(2r)-6-oxo-2,3-dihydropyran-2-yl]hept-3-en-2-yl acetate)

Structure for NP0162087 ((1r,2r,3e,5r,6s)-1,5,6-tris(acetyloxy)-1-[(2r)-6-oxo-2,3-dihydropyran-2-yl]hept-3-en-2-yl acetate)

3D Structure for NP0162087 ((1r,2r,3e,5r,6s)-1,5,6-tris(acetyloxy)-1-[(2r)-6-oxo-2,3-dihydropyran-2-yl]hept-3-en-2-yl acetate)