NP-MRD: Showing NP-Card for 8α-acetoxy-5α-hydroxy-7-oxodecan-10-olide (NP0007656)

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Record Information

Version

2.0

Created at

2020-12-09 04:28:24 UTC

Updated at

2021-07-15 16:58:11 UTC

NP-MRD ID

NP0007656

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8α-acetoxy-5α-hydroxy-7-oxodecan-10-olide

Provided By

NPAtlas

Description

CHEMBL467139 belongs to the class of organic compounds known as alpha-acyloxy ketones. These are ketones that have an acyloxy substituent alpha to the carbonyl group. They have the general structure R4C(=O)OC(R2)(R3)C(R1)=O (R1=organyl, R4=H or organyl; R2,R3 = any atom). 8α-acetoxy-5α-hydroxy-7-oxodecan-10-olide is found in Phomopsis sp. Based on a literature review very few articles have been published on CHEMBL467139.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242119023D          

 36 36  0  0  0  0            999 V2000
    3.0925   -1.8762    1.9575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8785   -1.2103    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124   -1.2580   -0.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7464   -0.4839    0.3409 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4914    0.1581   -0.8617 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2409    1.6074   -0.8267 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5663    2.0745    0.4602 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3869    3.2109    0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0026    0.9769    1.1122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3405    0.7012    1.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9185    0.4964    2.3770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1985    0.6343    0.0723 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6681   -0.8218   -0.0293 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8959   -1.5305   -1.1283 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3941   -2.8299   -1.2118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4309   -1.6034   -0.8675 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3464   -0.5206   -1.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0387   -0.1709   -2.6448 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7243   -2.9120    1.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5386   -1.3768    2.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1678   -1.9334    2.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3802   -0.0279   -1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1451    2.2383   -1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5340    1.8602   -1.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4131    2.4925    1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8532    3.1889   -0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1998    3.1323    0.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1641    4.1651    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7089    0.9517   -0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1017    1.2804    0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7404   -0.8792   -0.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5533   -1.3493    0.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0898   -1.0023   -2.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367   -3.1758   -0.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0447   -2.5869   -1.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2164   -1.6203    0.2374 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  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17  5  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  5 22  1  6  0  0  0
  6 23  1  0  0  0  0
  6 24  1  0  0  0  0
  7 25  1  1  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
  8 28  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 13 31  1  0  0  0  0
 13 32  1  0  0  0  0
 14 33  1  6  0  0  0
 15 34  1  0  0  0  0
 16 35  1  0  0  0  0
 16 36  1  0  0  0  0
M  END

     RDKit          3D

 36 36  0  0  0  0  0  0  0  0999 V2000
    3.0925   -1.8762    1.9575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8785   -1.2103    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124   -1.2580   -0.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7464   -0.4839    0.3409 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4914    0.1581   -0.8617 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2409    1.6074   -0.8267 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5663    2.0745    0.4602 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3869    3.2109    0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0026    0.9769    1.1122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3405    0.7012    1.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9185    0.4964    2.3770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1985    0.6343    0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6681   -0.8218   -0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8959   -1.5305   -1.1283 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3941   -2.8299   -1.2118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4309   -1.6034   -0.8675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3464   -0.5206   -1.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0387   -0.1709   -2.6448 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7243   -2.9120    1.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5386   -1.3768    2.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1678   -1.9334    2.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3802   -0.0279   -1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1451    2.2383   -1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5340    1.8602   -1.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4131    2.4925    1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8532    3.1889   -0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1998    3.1323    0.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1641    4.1651    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7089    0.9517   -0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1017    1.2804    0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7404   -0.8792   -0.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5533   -1.3493    0.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0898   -1.0023   -2.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367   -3.1758   -0.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0447   -2.5869   -1.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2164   -1.6203    0.2374 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  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  6
  6 23  1  0
  6 24  1  0
  7 25  1  1
  8 26  1  0
  8 27  1  0
  8 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  6
 15 34  1  0
 16 35  1  0
 16 36  1  0
M  END


  Mrv1652306242119023D          

 36 36  0  0  0  0            999 V2000
    3.0925   -1.8762    1.9575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8785   -1.2103    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124   -1.2580   -0.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7464   -0.4839    0.3409 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4914    0.1581   -0.8617 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2409    1.6074   -0.8267 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5663    2.0745    0.4602 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3869    3.2109    0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0026    0.9769    1.1122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3405    0.7012    1.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9185    0.4964    2.3770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1985    0.6343    0.0723 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6681   -0.8218   -0.0293 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8959   -1.5305   -1.1283 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3941   -2.8299   -1.2118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4309   -1.6034   -0.8675 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3464   -0.5206   -1.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0387   -0.1709   -2.6448 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7243   -2.9120    1.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5386   -1.3768    2.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1678   -1.9334    2.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3802   -0.0279   -1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1451    2.2383   -1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5340    1.8602   -1.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4131    2.4925    1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8532    3.1889   -0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1998    3.1323    0.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1641    4.1651    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7089    0.9517   -0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1017    1.2804    0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7404   -0.8792   -0.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5533   -1.3493    0.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0898   -1.0023   -2.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367   -3.1758   -0.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0447   -2.5869   -1.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2164   -1.6203    0.2374 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  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17  5  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  5 22  1  6  0  0  0
  6 23  1  0  0  0  0
  6 24  1  0  0  0  0
  7 25  1  1  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
  8 28  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 13 31  1  0  0  0  0
 13 32  1  0  0  0  0
 14 33  1  6  0  0  0
 15 34  1  0  0  0  0
 16 35  1  0  0  0  0
 16 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007656

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H18O6/c1-7-5-11(18-8(2)13)10(15)6-9(14)3-4-12(16)17-7/h7,9,11,14H,3-6H2,1-2H3/t7-,9+,11-/m1/s1

> <INCHI_KEY>
VSNVWTRDWTULGY-POZPLHJXSA-N

> <FORMULA>
C12H18O6

> <MOLECULAR_WEIGHT>
258.27

> <EXACT_MASS>
258.1103383

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
25.025278939065206

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,4R,7S)-7-hydroxy-2-methyl-5,10-dioxooxecan-4-yl acetate

> <ALOGPS_LOGP>
-0.17

> <JCHEM_LOGP>
-0.12379365333333348

> <ALOGPS_LOGS>
-0.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.872339294429025

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.78591044491844

> <JCHEM_PKA_STRONGEST_BASIC>
-2.773079655821175

> <JCHEM_POLAR_SURFACE_AREA>
89.9

> <JCHEM_REFRACTIVITY>
60.48890000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.93e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,4R,7S)-7-hydroxy-2-methyl-5,10-dioxooxecan-4-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 36  0  0  0  0  0  0  0  0999 V2000
    3.0925   -1.8762    1.9575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8785   -1.2103    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124   -1.2580   -0.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7464   -0.4839    0.3409 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4914    0.1581   -0.8617 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2409    1.6074   -0.8267 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5663    2.0745    0.4602 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3869    3.2109    0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0026    0.9769    1.1122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3405    0.7012    1.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9185    0.4964    2.3770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1985    0.6343    0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6681   -0.8218   -0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8959   -1.5305   -1.1283 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3941   -2.8299   -1.2118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4309   -1.6034   -0.8675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3464   -0.5206   -1.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0387   -0.1709   -2.6448 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7243   -2.9120    1.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5386   -1.3768    2.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1678   -1.9334    2.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3802   -0.0279   -1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1451    2.2383   -1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5340    1.8602   -1.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4131    2.4925    1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8532    3.1889   -0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1998    3.1323    0.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1641    4.1651    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7089    0.9517   -0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1017    1.2804    0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7404   -0.8792   -0.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5533   -1.3493    0.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0898   -1.0023   -2.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367   -3.1758   -0.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0447   -2.5869   -1.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2164   -1.6203    0.2374 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  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  6
  6 23  1  0
  6 24  1  0
  7 25  1  1
  8 26  1  0
  8 27  1  0
  8 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  6
 15 34  1  0
 16 35  1  0
 16 36  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       3.092  -1.876   1.958  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.878  -1.210   0.647  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.712  -1.258  -0.282  0.00  0.00           O+0
HETATM    4  O   UNK     0       1.746  -0.484   0.341  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.491   0.158  -0.862  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.241   1.607  -0.827  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.566   2.075   0.460  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.387   3.211   0.215  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.003   0.977   1.112  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.341   0.701   1.281  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.919   0.496   2.377  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.199   0.634   0.072  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.668  -0.822  -0.029  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.896  -1.531  -1.128  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.394  -2.830  -1.212  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.431  -1.603  -0.868  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.346  -0.521  -1.523  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.039  -0.171  -2.645  0.00  0.00           O+0
HETATM   19  H   UNK     0       2.724  -2.912   1.910  0.00  0.00           H+0
HETATM   20  H   UNK     0       2.539  -1.377   2.775  0.00  0.00           H+0
HETATM   21  H   UNK     0       4.168  -1.933   2.231  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.380  -0.028  -1.532  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.145   2.238  -1.041  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.534   1.860  -1.647  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.413   2.493   1.082  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.853   3.189  -0.792  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.200   3.132   0.970  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.164   4.165   0.271  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.709   0.952  -0.846  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.102   1.280   0.262  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.740  -0.879  -0.300  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.553  -1.349   0.939  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.090  -1.002  -2.082  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.437  -3.176  -0.281  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.045  -2.587  -1.245  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.216  -1.620   0.237  0.00  0.00           H+0
CONECT    1    2   19   20   21                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   17   22                                             
CONECT    6    5    7   23   24                                             
CONECT    7    6    8    9   25                                             
CONECT    8    7   26   27   28                                             
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   29   30                                             
CONECT   13   12   14   31   32                                             
CONECT   14   13   15   16   33                                             
CONECT   15   14   34                                                       
CONECT   16   14   17   35   36                                             
CONECT   17   16   18    5                                                  
CONECT   18   17                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    5                                                            
CONECT   23    6                                                            
CONECT   24    6                                                            
CONECT   25    7                                                            
CONECT   26    8                                                            
CONECT   27    8                                                            
CONECT   28    8                                                            
CONECT   29   12                                                            
CONECT   30   12                                                            
CONECT   31   13                                                            
CONECT   32   13                                                            
CONECT   33   14                                                            
CONECT   34   15                                                            
CONECT   35   16                                                            
CONECT   36   16                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   72    0
END

RDKit          3D

36 36  0  0  0  0  0  0  0  0999 V2000
    3.0925   -1.8762    1.9575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8785   -1.2103    0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124   -1.2580   -0.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7464   -0.4839    0.3409 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4914    0.1581   -0.8617 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2409    1.6074   -0.8267 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5663    2.0745    0.4602 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3869    3.2109    0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0026    0.9769    1.1122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3405    0.7012    1.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9185    0.4964    2.3770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1985    0.6343    0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6681   -0.8218   -0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8959   -1.5305   -1.1283 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3941   -2.8299   -1.2118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4309   -1.6034   -0.8675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3464   -0.5206   -1.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0387   -0.1709   -2.6448 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7243   -2.9120    1.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5386   -1.3768    2.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1678   -1.9334    2.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3802   -0.0279   -1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1451    2.2383   -1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5340    1.8602   -1.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4131    2.4925    1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8532    3.1889   -0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1998    3.1323    0.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1641    4.1651    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7089    0.9517   -0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1017    1.2804    0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7404   -0.8792   -0.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5533   -1.3493    0.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0898   -1.0023   -2.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367   -3.1758   -0.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0447   -2.5869   -1.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2164   -1.6203    0.2374 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  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  6
  6 23  1  0
  6 24  1  0
  7 25  1  1
  8 26  1  0
  8 27  1  0
  8 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  6
 15 34  1  0
 16 35  1  0
 16 36  1  0
M  END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Value	Source
(2R,4R,7S)-7-Hydroxy-2-methyl-5,10-dioxooxecan-4-yl acetic acid	Generator

Chemical Formula

C₁₂H₁₈O₆

Average Mass

258.2700 Da

Monoisotopic Mass

258.11034 Da

IUPAC Name

(2R,4R,7S)-7-hydroxy-2-methyl-5,10-dioxooxecan-4-yl acetate

Traditional Name

(2R,4R,7S)-7-hydroxy-2-methyl-5,10-dioxooxecan-4-yl acetate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H18O6/c1-7-5-11(18-8(2)13)10(15)6-9(14)3-4-12(16)17-7/h7,9,11,14H,3-6H2,1-2H3/t7-,9+,11-/m1/s1

InChI Key

VSNVWTRDWTULGY-POZPLHJXSA-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
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Phomopsis sp. Phomopsis sp.	NPAtlas	18336005

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha-acyloxy ketones. These are ketones that have an acyloxy substituent alpha to the carbonyl group. They have the general structure R4C(=O)OC(R2)(R3)C(R1)=O (R1=organyl, R4=H or organyl; R2,R3 = any atom).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alpha-acyloxy ketones

Alternative Parents

Substituents

Alpha-acyloxy ketone
Dicarboxylic acid or derivatives
Cyclic ketone
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Alcohol
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	-0.17	ALOGPS
logP	-0.12	ChemAxon
logS	-0.82	ALOGPS
pKa (Strongest Acidic)	14.79	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	60.49 m³·mol⁻¹	ChemAxon
Polarizability	25.03 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

NPA006946

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

24692482

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24862055

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 8α-acetoxy-5α-hydroxy-7-oxodecan-10-olide (NP0007656)

MOL for NP0007656 (8α-acetoxy-5α-hydroxy-7-oxodecan-10-olide)

3D MOL for NP0007656 (8α-acetoxy-5α-hydroxy-7-oxodecan-10-olide)

3D SDF for NP0007656 (8α-acetoxy-5α-hydroxy-7-oxodecan-10-olide)

3D-SDF for NP0007656 (8α-acetoxy-5α-hydroxy-7-oxodecan-10-olide)

PDB for NP0007656 (8α-acetoxy-5α-hydroxy-7-oxodecan-10-olide)

3D PDB for NP0007656 (8α-acetoxy-5α-hydroxy-7-oxodecan-10-olide)

SMILES for NP0007656 (8α-acetoxy-5α-hydroxy-7-oxodecan-10-olide)

INCHI for NP0007656 (8α-acetoxy-5α-hydroxy-7-oxodecan-10-olide)

Structure for NP0007656 (8α-acetoxy-5α-hydroxy-7-oxodecan-10-olide)

3D Structure for NP0007656 (8α-acetoxy-5α-hydroxy-7-oxodecan-10-olide)