NP-MRD: Showing NP-Card for (+)-Diethyl D-malate (NP0072850)

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Record Information

Version

2.0

Created at

2022-04-28 18:07:43 UTC

Updated at

2022-04-28 18:07:43 UTC

NP-MRD ID

NP0072850

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Diethyl D-malate

Description

(1S,2R,10R,11S,14R,15S)-14-acetyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-6-en-14-yl (2R)-2-chloro-2-fluoroacetate belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety. (+)-Diethyl D-malate is found in Diospyros maritima . Based on a literature review very few articles have been published on (1S,2R,10R,11S,14R,15S)-14-acetyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-6-en-14-yl (2R)-2-chloro-2-fluoroacetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282220072D          

 29 32  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4788    2.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2462    3.1959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1672    3.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1183    2.3959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7749    1.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6706    1.0780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5357    2.2152    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1923    1.7157    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6400    3.0336    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
  9 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
  8 15  1  6  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  6  0  0  0
 16 19  1  6  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 16 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 13 28  1  6  0  0  0
  6 29  1  6  0  0  0
M  END

     RDKit          3D

 59 62  0  0  0  0  0  0  0  0999 V2000
    4.3637    1.3193   -1.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9096    0.1758   -0.9272 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5196   -0.8888   -1.1776 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8881    0.1405    0.0972 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9080   -1.1772    0.7007 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0948   -1.5600    1.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1403   -0.8875    1.3615 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1304   -2.9228    1.9268 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3421   -3.1961    2.4809 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8617   -4.0896    0.6003 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0041    1.1109    1.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5746    1.3445    1.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7654    0.3435    0.9693 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6615    0.6921    0.7727 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3912    0.6597    2.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7513    1.3054    1.8207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4462    0.4487    0.8345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7523    0.2882    0.9578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5575   -0.5263    0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7848   -0.2994   -0.0215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8462   -1.5822   -0.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3758   -1.6239   -0.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7629   -0.2401   -0.2823 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1468    0.4843   -1.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2880   -0.3713   -0.1037 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5550   -0.4350   -1.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9170   -0.6880   -1.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4685    0.4174   -0.3811 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4119    1.7589   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0584    2.3043   -1.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0019    1.1698   -2.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4960    1.2711   -1.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3095   -2.9668    2.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6478    0.7272    2.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4007    2.0977    0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2452    2.3696    1.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5830    1.0818    2.8241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8908   -0.6768    1.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8291    1.7069    0.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5108   -0.3629    2.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8907    1.3478    2.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2680    1.3936    2.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5332    2.3241    1.4432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2847    0.7909    1.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0352   -1.5215   -1.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2774   -2.5567   -0.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2809   -2.0672    0.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8735   -2.2668   -1.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5880    0.1196   -2.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9694    1.5781   -1.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2181    0.3472   -1.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0596   -1.3438    0.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9519   -1.3288   -1.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    0.4993   -2.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0282   -1.6361   -0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3913   -0.7864   -2.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8447    1.7181   -2.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3841    2.1712   -1.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9436    2.4942   -0.3718 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 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  6
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  6
  4  5  1  1
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 28  4  1  0
 28 13  1  0
 25 14  1  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  1
 14 39  1  6
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 18 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  1
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 29 57  1  0
 29 58  1  0
 29 59  1  0
  8 33  1  1
M  END


  Mrv1652304282220072D          

 29 32  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4788    2.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2462    3.1959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1672    3.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1183    2.3959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7749    1.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6706    1.0780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5357    2.2152    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1923    1.7157    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6400    3.0336    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
  9 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
  8 15  1  6  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  6  0  0  0
 16 19  1  6  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 16 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 13 28  1  6  0  0  0
  6 29  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0072850

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)[C@]1(CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C)OC(=O)[C@H](F)Cl

> <INCHI_IDENTIFIER>
InChI=1S/C23H30ClFO4/c1-13(26)23(29-20(28)19(24)25)11-8-18-16-5-4-14-12-15(27)6-9-21(14,2)17(16)7-10-22(18,23)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18+,19+,21+,22+,23+/m1/s1

> <INCHI_KEY>
GTIGEMPITXNVCC-YYXSXRTQSA-N

> <FORMULA>
C23H30ClFO4

> <MOLECULAR_WEIGHT>
424.94

> <EXACT_MASS>
424.1816653

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
44.124419498214465

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,10R,11S,14R,15S)-14-acetyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl (2R)-2-chloro-2-fluoroacetate

> <ALOGPS_LOGP>
3.84

> <JCHEM_LOGP>
4.690405834333334

> <ALOGPS_LOGS>
-5.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.74676497661552

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.78529001546142

> <JCHEM_PKA_STRONGEST_BASIC>
-4.816553069674751

> <JCHEM_POLAR_SURFACE_AREA>
60.440000000000005

> <JCHEM_REFRACTIVITY>
108.31409999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.16e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(R)-((1S,2R,10R,11S,14R,15S)-14-acetyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl chloro(fluoro)acetate)

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       7.929   4.020   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.452   2.572   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.968   2.301   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       7.459   1.394   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.943   1.666   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.420   3.114   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.413   4.291   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.904   3.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.911   2.208   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.434   0.759   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.950   0.488   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.395   2.479   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.872   3.927   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.865   5.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.381   4.833   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.667   3.877   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.095   2.398   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.179   1.534   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.894   5.400   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.326   5.966   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.312   6.358   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.087   4.472   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -3.313   3.540   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -3.118   2.012   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -4.733   4.135   0.000  0.00  0.00           C+0
HETATM   26  F   UNK     0      -5.959   3.203   0.000  0.00  0.00           F+0
HETATM   27 Cl   UNK     0      -4.928   5.663   0.000  0.00  0.00          Cl+0
HETATM   28  C   UNK     0       0.200   5.313   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.897   4.562   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7    8   29                                             
CONECT    7    6    1                                                       
CONECT    8    6    9   15                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10    5                                                       
CONECT   12    9   13   18                                                  
CONECT   13   12   14   16   28                                             
CONECT   14   13   15                                                       
CONECT   15   14    8                                                       
CONECT   16   13   17   19   22                                             
CONECT   17   16   18                                                       
CONECT   18   17   12                                                       
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   16   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   13                                                            
CONECT   29    6                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Value	Source
(1S,2R,10R,11S,14R,15S)-14-Acetyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0,.0,]heptadec-6-en-14-yl (2R)-2-chloro-2-fluoroacetic acid	Generator

Chemical Formula

C₂₃H₃₀ClFO₄

Average Mass

424.9400 Da

Monoisotopic Mass

424.18167 Da

IUPAC Name

(1S,2R,10R,11S,14R,15S)-14-acetyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl (2R)-2-chloro-2-fluoroacetate

Traditional Name

(R)-((1S,2R,10R,11S,14R,15S)-14-acetyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl chloro(fluoro)acetate)

CAS Registry Number

Not Available

SMILES

CC(=O)[C@]1(CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C)OC(=O)[C@H](F)Cl

InChI Identifier

InChI=1S/C23H30ClFO4/c1-13(26)23(29-20(28)19(24)25)11-8-18-16-5-4-14-12-15(27)6-9-21(14,2)17(16)7-10-22(18,23)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18+,19+,21+,22+,23+/m1/s1

InChI Key

GTIGEMPITXNVCC-YYXSXRTQSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Diospyros maritima	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Pregnane steroids

Direct Parent

Gluco/mineralocorticoids, progestogins and derivatives

Alternative Parents

Substituents

Progestogin-skeleton
Steroid ester
20-oxosteroid
Oxosteroid
3-oxosteroid
3-oxo-delta-4-steroid
Delta-4-steroid
Cyclohexenone
Alpha-acyloxy ketone
Alpha-halocarboxylic acid or derivatives
Alpha-halocarboxylic acid derivative
Cyclic ketone
Ketone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organofluoride
Organochloride
Organohalogen compound
Carbonyl group
Alkyl halide
Alkyl fluoride
Alkyl chloride
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	3.84	ALOGPS
logP	4.69	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	17.79	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	60.44 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	108.31 m³·mol⁻¹	ChemAxon
Polarizability	44.12 Å³	ChemAxon
Number of Rings	4	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

162821345

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (+)-Diethyl D-malate (NP0072850)

MOL for NP0072850 ((+)-Diethyl D-malate)

3D MOL for NP0072850 ((+)-Diethyl D-malate)

3D SDF for NP0072850 ((+)-Diethyl D-malate)

3D-SDF for NP0072850 ((+)-Diethyl D-malate)

PDB for NP0072850 ((+)-Diethyl D-malate)

3D PDB for NP0072850 ((+)-Diethyl D-malate)

SMILES for NP0072850 ((+)-Diethyl D-malate)

INCHI for NP0072850 ((+)-Diethyl D-malate)

Structure for NP0072850 ((+)-Diethyl D-malate)

3D Structure for NP0072850 ((+)-Diethyl D-malate)