NP-MRD: Showing NP-Card for (1r,4s,5r,7s,10s,11r,12r,13s,14s,18s,20r)-7,11,14,20-tetrahydroxy-4,13,17-trimethyl-3,9-dioxapentacyclo[10.8.0.0¹,⁵.0⁴,¹⁰.0¹³,¹⁸]icos-16-ene-8,15-dione (NP0183503)

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Record Information

Version

2.0

Created at

2022-09-03 22:25:21 UTC

Updated at

2022-09-03 22:25:21 UTC

NP-MRD ID

NP0183503

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,4s,5r,7s,10s,11r,12r,13s,14s,18s,20r)-7,11,14,20-tetrahydroxy-4,13,17-trimethyl-3,9-dioxapentacyclo[10.8.0.0¹,⁵.0⁴,¹⁰.0¹³,¹⁸]icos-16-ene-8,15-dione

Description

CHEMBL470546 belongs to the class of organic compounds known as lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. Based on a literature review very few articles have been published on CHEMBL470546.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042200252D          

 29 33  0  0  1  0            999 V2000
    4.6003    0.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0924    0.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4015    1.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8936    2.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2027    2.9585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0766    2.0788    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5688    2.7290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7675    1.3139    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2304    1.9401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2754    0.6638    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9688   -0.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1267   -0.1860    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8807   -0.9734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4523    0.3890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1493   -0.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3676   -0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6615    0.8978    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4604    0.6922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8565    1.7873    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3212    2.3873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841    2.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9745    2.8933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8800    1.4890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7047    1.5089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5099    0.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3473    0.5010    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6455    1.8577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0716    2.5641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9533    1.1222    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10  2  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 26 25  1  1  0  0  0
 17 26  1  0  0  0  0
 14 26  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
  8 29  1  0  0  0  0
 29 14  1  6  0  0  0
M  END

     RDKit          3D

 57 61  0  0  0  0  0  0  0  0999 V2000
   -4.1959    1.8313   -0.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3736    1.0068    0.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8942    0.5281    1.4228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0124   -0.2748    2.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1183   -0.2128    3.4993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0206   -1.1383    1.5974 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6248   -2.4205    1.5219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5364   -0.6986    0.2609 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1024   -1.6562   -0.7689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9873    0.7198   -0.0058 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6620    1.1103   -1.4314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2206    0.9876   -1.7532 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4001    2.2602   -1.6614 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5422   -0.0436   -1.0243 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0469   -1.0980   -2.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2471   -1.5395   -1.5737 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6515   -0.7553   -0.4720 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1336   -0.7052   -0.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1631   -1.5077    0.7214 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3703   -0.8873    1.9506 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9078    0.3547    2.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5535    0.4935    3.2657 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8922    1.5765    1.3823 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1996    1.9758    1.0668 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0085    1.6179    0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9512    0.5270   -0.7332 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6791   -1.8855    0.5716 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5014   -2.9429   -0.2677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0192   -0.6119    0.1983 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7268    2.8507   -0.6734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2163    2.0172   -0.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3271    1.3872   -1.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9357    0.7214    1.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2102   -1.2875    2.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5979   -2.3377    1.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7964   -2.6652   -0.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2184   -1.6309   -0.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9680   -1.3525   -1.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3501    1.3988    0.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9547    2.2013   -1.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3444    0.6122   -2.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1736    0.7838   -2.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2994    2.9583   -1.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3138   -1.8332   -2.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2548   -0.4954   -2.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4432    0.1336   -1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6300   -0.6639    0.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5116   -1.6355   -0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7193   -2.4895    0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5472    2.3915    2.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2511    2.9569    0.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9813    1.8874    0.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3041    2.5735   -0.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2899    0.8414   -1.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202   -2.2454    1.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495   -3.7667    0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2227    0.0772    1.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  6
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  6
 15 16  1  0
 16 17  1  0
 17 18  1  1
 17 26  1  0
 26 25  1  0
 25 23  1  0
 23 24  1  0
 23 21  1  0
 21 22  2  0
 21 20  1  0
 20 19  1  0
 19 27  1  0
 27 28  1  0
 27 29  1  0
 10  2  1  0
 26 14  1  0
 29  8  1  0
 29 14  1  0
 19 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  6 34  1  1
  7 35  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  1
 11 40  1  0
 11 41  1  0
 12 42  1  6
 13 43  1  0
 15 44  1  0
 15 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 26 54  1  6
 25 52  1  0
 25 53  1  0
 23 50  1  1
 24 51  1  0
 19 49  1  1
 27 55  1  1
 28 56  1  0
 29 57  1  1
M  END


  Mrv1652309042200252D          

 29 33  0  0  1  0            999 V2000
    4.6003    0.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0924    0.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4015    1.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8936    2.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2027    2.9585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0766    2.0788    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5688    2.7290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7675    1.3139    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2304    1.9401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2754    0.6638    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9688   -0.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1267   -0.1860    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8807   -0.9734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4523    0.3890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1493   -0.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3676   -0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6615    0.8978    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4604    0.6922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8565    1.7873    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3212    2.3873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4841    2.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9745    2.8933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8800    1.4890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7047    1.5089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5099    0.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3473    0.5010    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6455    1.8577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0716    2.5641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9533    1.1222    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10  2  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 26 25  1  1  0  0  0
 17 26  1  0  0  0  0
 14 26  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
  8 29  1  0  0  0  0
 29 14  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0183503

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(=O)[C@@H](O)[C@@]2(C)[C@H]1C[C@@H](O)[C@@]13CO[C@@]4(C)[C@@H]1C[C@H](O)C(=O)O[C@H]4[C@H](O)[C@H]23

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O8/c1-8-4-10(22)16(26)19(2)9(8)5-13(24)21-7-28-20(3)12(21)6-11(23)18(27)29-17(20)14(25)15(19)21/h4,9,11-17,23-26H,5-7H2,1-3H3/t9-,11-,12-,13+,14+,15+,16+,17-,19-,20-,21+/m0/s1

> <INCHI_KEY>
JQRXDXNJURQDRN-JBAAVECLSA-N

> <FORMULA>
C21H28O8

> <MOLECULAR_WEIGHT>
408.447

> <EXACT_MASS>
408.178417862

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.741673741369546

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,4S,5R,7S,10S,11R,12R,13S,14S,18S,20R)-7,11,14,20-tetrahydroxy-4,13,17-trimethyl-3,9-dioxapentacyclo[10.8.0.0^{1,5}.0^{4,10}.0^{13,18}]icos-16-ene-8,15-dione

> <JCHEM_LOGP>
-1.1873863533333324

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.05932852403621

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.470748441586437

> <JCHEM_PKA_STRONGEST_BASIC>
-2.980685232719119

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
98.97790000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4S,5R,7S,10S,11R,12R,13S,14S,18S,20R)-7,11,14,20-tetrahydroxy-4,13,17-trimethyl-3,9-dioxapentacyclo[10.8.0.0^{1,5}.0^{4,10}.0^{13,18}]icos-16-ene-8,15-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       8.587   0.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.639   1.453   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.216   2.881   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.268   4.095   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       7.845   5.523   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.743   3.880   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.795   5.094   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.166   2.453   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.163   3.622   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.114   1.239   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.542  -0.189   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.970  -0.347   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.511  -1.817   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.711   0.726   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.145  -0.714   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.686  -0.175   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.235   1.676   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.726   1.292   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.599   3.336   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.600   4.456   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.904   4.162   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.819   5.401   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.643   2.780   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -3.182   2.817   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.952   1.323   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.648   0.935   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.072   3.468   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.867   4.786   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.646   2.095   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10   29                                             
CONECT    9    8                                                            
CONECT   10    8    2   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   26   29                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   26                                             
CONECT   18   17                                                            
CONECT   19   17   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   17   14                                                  
CONECT   27   19   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27    8   14                                                  
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₈O₈

Average Mass

408.4470 Da

Monoisotopic Mass

408.17842 Da

IUPAC Name

(1R,4S,5R,7S,10S,11R,12R,13S,14S,18S,20R)-7,11,14,20-tetrahydroxy-4,13,17-trimethyl-3,9-dioxapentacyclo[10.8.0.0^{1,5}.0^{4,10}.0^{13,18}]icos-16-ene-8,15-dione

Traditional Name

(1R,4S,5R,7S,10S,11R,12R,13S,14S,18S,20R)-7,11,14,20-tetrahydroxy-4,13,17-trimethyl-3,9-dioxapentacyclo[10.8.0.0^{1,5}.0^{4,10}.0^{13,18}]icos-16-ene-8,15-dione

CAS Registry Number

Not Available

SMILES

CC1=CC(=O)[C@@H](O)[C@@]2(C)[C@H]1C[C@@H](O)[C@@]13CO[C@@]4(C)[C@@H]1C[C@H](O)C(=O)O[C@H]4[C@H](O)[C@H]23

InChI Identifier

InChI=1S/C21H28O8/c1-8-4-10(22)16(26)19(2)9(8)5-13(24)21-7-28-20(3)12(21)6-11(23)18(27)29-17(20)14(25)15(19)21/h4,9,11-17,23-26H,5-7H2,1-3H3/t9-,11-,12-,13+,14+,15+,16+,17-,19-,20-,21+/m0/s1

InChI Key

JQRXDXNJURQDRN-JBAAVECLSA-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 lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Not Available

Direct Parent

Lactones

Alternative Parents

Substituents

Caprolactone
Cyclohexenone
Oxepane
Cyclic alcohol
Tetrahydrofuran
Carboxylic acid ester
Ketone
Lactone
Secondary alcohol
Cyclic ketone
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Polyol
Oxacycle
Carboxylic acid derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Alcohol
Hydrocarbon derivative
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	-1.2	ChemAxon
pKa (Strongest Acidic)	12.47	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	98.98 m³·mol⁻¹	ChemAxon
Polarizability	40.74 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

24693802

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44575518

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,4s,5r,7s,10s,11r,12r,13s,14s,18s,20r)-7,11,14,20-tetrahydroxy-4,13,17-trimethyl-3,9-dioxapentacyclo[10.8.0.0¹,⁵.0⁴,¹⁰.0¹³,¹⁸]icos-16-ene-8,15-dione (NP0183503)

MOL for NP0183503 ((1r,4s,5r,7s,10s,11r,12r,13s,14s,18s,20r)-7,11,14,20-tetrahydroxy-4,13,17-trimethyl-3,9-dioxapentacyclo[10.8.0.0¹,⁵.0⁴,¹⁰.0¹³,¹⁸]icos-16-ene-8,15-dione)

3D MOL for NP0183503 ((1r,4s,5r,7s,10s,11r,12r,13s,14s,18s,20r)-7,11,14,20-tetrahydroxy-4,13,17-trimethyl-3,9-dioxapentacyclo[10.8.0.0¹,⁵.0⁴,¹⁰.0¹³,¹⁸]icos-16-ene-8,15-dione)

3D SDF for NP0183503 ((1r,4s,5r,7s,10s,11r,12r,13s,14s,18s,20r)-7,11,14,20-tetrahydroxy-4,13,17-trimethyl-3,9-dioxapentacyclo[10.8.0.0¹,⁵.0⁴,¹⁰.0¹³,¹⁸]icos-16-ene-8,15-dione)

3D-SDF for NP0183503 ((1r,4s,5r,7s,10s,11r,12r,13s,14s,18s,20r)-7,11,14,20-tetrahydroxy-4,13,17-trimethyl-3,9-dioxapentacyclo[10.8.0.0¹,⁵.0⁴,¹⁰.0¹³,¹⁸]icos-16-ene-8,15-dione)

PDB for NP0183503 ((1r,4s,5r,7s,10s,11r,12r,13s,14s,18s,20r)-7,11,14,20-tetrahydroxy-4,13,17-trimethyl-3,9-dioxapentacyclo[10.8.0.0¹,⁵.0⁴,¹⁰.0¹³,¹⁸]icos-16-ene-8,15-dione)

3D PDB for NP0183503 ((1r,4s,5r,7s,10s,11r,12r,13s,14s,18s,20r)-7,11,14,20-tetrahydroxy-4,13,17-trimethyl-3,9-dioxapentacyclo[10.8.0.0¹,⁵.0⁴,¹⁰.0¹³,¹⁸]icos-16-ene-8,15-dione)

SMILES for NP0183503 ((1r,4s,5r,7s,10s,11r,12r,13s,14s,18s,20r)-7,11,14,20-tetrahydroxy-4,13,17-trimethyl-3,9-dioxapentacyclo[10.8.0.0¹,⁵.0⁴,¹⁰.0¹³,¹⁸]icos-16-ene-8,15-dione)

INCHI for NP0183503 ((1r,4s,5r,7s,10s,11r,12r,13s,14s,18s,20r)-7,11,14,20-tetrahydroxy-4,13,17-trimethyl-3,9-dioxapentacyclo[10.8.0.0¹,⁵.0⁴,¹⁰.0¹³,¹⁸]icos-16-ene-8,15-dione)

Structure for NP0183503 ((1r,4s,5r,7s,10s,11r,12r,13s,14s,18s,20r)-7,11,14,20-tetrahydroxy-4,13,17-trimethyl-3,9-dioxapentacyclo[10.8.0.0¹,⁵.0⁴,¹⁰.0¹³,¹⁸]icos-16-ene-8,15-dione)

3D Structure for NP0183503 ((1r,4s,5r,7s,10s,11r,12r,13s,14s,18s,20r)-7,11,14,20-tetrahydroxy-4,13,17-trimethyl-3,9-dioxapentacyclo[10.8.0.0¹,⁵.0⁴,¹⁰.0¹³,¹⁸]icos-16-ene-8,15-dione)