NP-MRD: Showing NP-Card for 23-ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosane-11-carboxylic acid (NP0161163)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 19:16:26 UTC

Updated at

2022-09-02 19:16:26 UTC

NP-MRD ID

NP0161163

Secondary Accession Numbers

None

Natural Product Identification

Common Name

23-ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosane-11-carboxylic acid

Description

23-Ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]Tetracosane-11-carboxylic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 23-ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosane-11-carboxylic acid is found in Tripterygium wilfordii. 23-Ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]Tetracosane-11-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161505452D          

 37 42  0  0  0  0            999 V2000
    0.6074   -2.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7137   -1.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4753   -1.4540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5817   -0.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9310   -0.0524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2823    0.7386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8281    1.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5284    2.1815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6742    1.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9367    0.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7662    0.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4315    1.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2524    1.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0727    0.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4069    0.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8931    0.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2272    0.1085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7134    0.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5337    0.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4777    1.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8678   -0.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3816   -0.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5613   -0.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8955   -1.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0751   -1.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2548   -1.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9207   -0.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4345   -1.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1004   -0.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6196   -1.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7897   -0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3823   -0.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8645    0.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4091    0.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3346    0.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5635    1.6779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9065    0.2908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 15 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 11 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
  4 32  1  0  0  0  0
 10 32  1  0  0  0  0
 32 33  1  0  0  0  0
  6 33  1  0  0  0  0
 33 34  1  0  0  0  0
 19 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
M  END

     RDKit          3D

 89 94  0  0  0  0  0  0  0  0999 V2000
    5.5635    2.6234   -2.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556    2.0663   -2.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0927    0.7614   -1.6422 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5261    0.5992   -0.3422 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6024   -0.2626   -0.3487 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1801   -1.4930    0.1680 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4504   -2.2198   -0.9050 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4677   -3.5902   -0.5349 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0808   -1.7427   -1.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4857   -0.6827   -0.4152 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4482   -0.0637    0.5382 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8901    0.9232    1.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4594    1.2820    1.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6122    0.0255    1.1005 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8591    0.2815    1.0937 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0823    1.6497    1.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5313   -0.6664    2.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9938   -0.4821    2.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7286   -0.5360    0.8964 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0020   -1.9386    0.4621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0972    0.1113    1.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8632    0.1291   -0.1333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1498    0.7993   -1.2545 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0488    2.2899   -0.9012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9331    0.7077   -2.4812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4235    0.2692   -3.5362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2554    1.1053   -2.4973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7178    0.3117   -1.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0272    0.3195   -0.0841 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5445    0.0971   -0.2071 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0872    1.0080   -1.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2153   -1.3009   -0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2553   -1.3320   -1.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1268   -1.0388    0.2071 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2204   -2.3784    0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3071   -1.0319    1.2970 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1749   -0.2130    2.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7838    3.0836   -1.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6015    3.4345   -2.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3267    1.8817   -2.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5090    2.7587   -1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8398    2.0688   -3.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8458    1.5709    0.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0439   -2.0773    0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1404   -2.2006   -1.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4343   -3.6953    0.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4344   -2.6728   -1.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1012   -1.4481   -2.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1951    0.1782   -1.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9372    0.6000    2.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4739    1.8674    1.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1333    1.9011    2.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4677    1.9105    0.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8256   -0.3546    2.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6956    1.5303    2.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1776    1.8461    1.9227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    2.4694    1.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2420   -1.7013    1.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0878   -0.3487    3.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3778   -1.3615    2.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3087    0.4063    2.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7729   -2.1562   -0.5873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4639   -2.6280    1.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0851   -2.2374    0.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6397   -0.5830    1.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0153    1.0716    1.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2339   -0.8702   -0.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7863    0.7492    0.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8973    2.8526   -1.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0433    2.4650    0.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1113    2.7321   -1.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5682    1.7851   -1.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6537   -0.6478   -1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2592    1.1505   -2.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1662    1.3907    0.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5817    2.0033   -1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3651    0.4881   -2.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0203    1.1645   -1.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7480   -1.4334   -1.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4479   -2.1010   -0.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4362   -2.4009   -1.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5371   -0.7297   -1.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0900   -2.9653    0.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3242   -3.0184    0.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2730   -2.1445    2.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8095   -1.7869    1.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208   -0.3295    3.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1816   -0.6840    2.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2778    0.8290    1.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6 36  1  0
 36 37  1  0
 36 11  1  0
 11 12  1  1
 12 13  1  0
 13 14  1  0
 14 34  1  0
 34 35  1  1
 34 33  1  0
 33 32  1  0
 32 30  1  0
 30 31  1  6
 30 29  1  0
 29 28  1  0
 28 23  1  0
 23 24  1  0
 23 22  1  0
 22 21  1  0
 21 19  1  0
 19 20  1  6
 19 18  1  0
 18 17  1  0
 17 15  1  0
 15 16  1  1
 23 25  1  6
 25 27  1  0
 25 26  2  0
 34 10  1  0
 10  9  1  0
  9  7  1  0
  7  8  1  0
 11  4  1  0
 10 11  1  0
  7  6  1  0
 15 14  1  0
 15 30  1  0
 19 29  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  2 41  1  0
  2 42  1  0
  4 43  1  1
  6 44  1  1
 36 86  1  1
 37 87  1  0
 37 88  1  0
 37 89  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 13 53  1  0
 14 54  1  1
 35 83  1  0
 35 84  1  0
 35 85  1  0
 33 81  1  0
 33 82  1  0
 32 79  1  0
 32 80  1  0
 31 76  1  0
 31 77  1  0
 31 78  1  0
 29 75  1  1
 28 73  1  0
 28 74  1  0
 24 69  1  0
 24 70  1  0
 24 71  1  0
 22 67  1  0
 22 68  1  0
 21 65  1  0
 21 66  1  0
 20 62  1  0
 20 63  1  0
 20 64  1  0
 18 60  1  0
 18 61  1  0
 17 58  1  0
 17 59  1  0
 16 55  1  0
 16 56  1  0
 16 57  1  0
 27 72  1  0
 10 49  1  6
  9 47  1  0
  9 48  1  0
  7 45  1  6
  8 46  1  0
M  END


  Mrv1533004161505452D          

 37 42  0  0  0  0            999 V2000
    0.6074   -2.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7137   -1.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4753   -1.4540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5817   -0.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9310   -0.0524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2823    0.7386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8281    1.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5284    2.1815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6742    1.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9367    0.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7662    0.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4315    1.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2524    1.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0727    0.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4069    0.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8931    0.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2272    0.1085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7134    0.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5337    0.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4777    1.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8678   -0.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3816   -0.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5613   -0.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8955   -1.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0751   -1.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2548   -1.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9207   -0.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4345   -1.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1004   -0.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6196   -1.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7897   -0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3823   -0.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8645    0.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4091    0.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3346    0.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5635    1.6779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9065    0.2908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 15 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 11 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
  4 32  1  0  0  0  0
 10 32  1  0  0  0  0
 32 33  1  0  0  0  0
  6 33  1  0  0  0  0
 33 34  1  0  0  0  0
 19 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0161163

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC1OC2C(C)C11CCC3C(C)(CCC4(C)C5CC(C)(CCC5(C)CCC34C)C(O)=O)C1CC2O

> <INCHI_IDENTIFIER>
InChI=1S/C32H52O5/c1-8-36-26-32-10-9-21-29(5,22(32)17-20(33)24(37-26)19(32)2)14-16-31(7)23-18-28(4,25(34)35)12-11-27(23,3)13-15-30(21,31)6/h19-24,26,33H,8-18H2,1-7H3,(H,34,35)

> <INCHI_KEY>
MILUXBBEUPIOMH-UHFFFAOYSA-N

> <FORMULA>
C32H52O5

> <MOLECULAR_WEIGHT>
516.763

> <EXACT_MASS>
516.381474774

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
61.02905942046698

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
23-ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosane-11-carboxylic acid

> <ALOGPS_LOGP>
5.33

> <JCHEM_LOGP>
6.364198509999998

> <ALOGPS_LOGS>
-6.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.174206818583329

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.77328022246011

> <JCHEM_PKA_STRONGEST_BASIC>
-3.160001937627116

> <JCHEM_POLAR_SURFACE_AREA>
75.99

> <JCHEM_REFRACTIVITY>
143.00730000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.67e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
23-ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosane-11-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       1.134  -4.833   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.332  -3.306   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.754  -2.714   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.952  -1.187   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.738  -0.098   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.394   1.379   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.413   2.637   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.853   4.072   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.992   2.404   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.482   0.857   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.030   0.694   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.405   2.102   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.938   1.938   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.469   1.774   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.093   0.366   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.000   1.611   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.624   0.203   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.532   1.447   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.063   1.283   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.958   2.819   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.687  -0.125   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.779  -1.369   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.248  -1.205   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.872  -2.614   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.340  -2.450   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.809  -2.286   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.185  -0.878   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.278  -2.122   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.654  -0.714   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.757  -1.979   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.207  -1.822   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.447  -0.423   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.480   0.523   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.497   1.680   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      15.558   1.653   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      15.985   3.132   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      16.626   0.543   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   32                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   33                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   32                                                  
CONECT   11   10   12   13   29                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   27                                             
CONECT   16   15                                                            
CONECT   17   15   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21   35                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   17   24   25                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   15   28   29                                             
CONECT   28   27                                                            
CONECT   29   27   11   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31    4   10   33                                             
CONECT   33   32    6   34                                                  
CONECT   34   33                                                            
CONECT   35   19   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   84    0
END

View in JSmol

Synonyms

Value	Source
23-Ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0,.0,.0,.0,]tetracosane-11-carboxylate	Generator
23-Ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosane-11-carboxylate	Generator

Chemical Formula

C₃₂H₅₂O₅

Average Mass

516.7630 Da

Monoisotopic Mass

516.38147 Da

IUPAC Name

23-ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosane-11-carboxylic acid

Traditional Name

23-ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosane-11-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCOC1OC2C(C)C11CCC3C(C)(CCC4(C)C5CC(C)(CCC5(C)CCC34C)C(O)=O)C1CC2O

InChI Identifier

InChI=1S/C32H52O5/c1-8-36-26-32-10-9-21-29(5,22(32)17-20(33)24(37-26)19(32)2)14-16-31(7)23-18-28(4,25(34)35)12-11-27(23,3)13-15-30(21,31)6/h19-24,26,33H,8-18H2,1-7H3,(H,34,35)

InChI Key

MILUXBBEUPIOMH-UHFFFAOYSA-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

Species Name	Source	Reference
Tripterygium wilfordii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Oxepane
Cyclic alcohol
Tetrahydrofuran
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Alcohol
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	5.33	ALOGPS
logP	6.36	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	4.77	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	143.01 m³·mol⁻¹	ChemAxon
Polarizability	61.03 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

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

74041548

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 23-ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosane-11-carboxylic acid (NP0161163)

MOL for NP0161163 (23-ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosane-11-carboxylic acid)

3D MOL for NP0161163 (23-ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosane-11-carboxylic acid)

3D SDF for NP0161163 (23-ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosane-11-carboxylic acid)

3D-SDF for NP0161163 (23-ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosane-11-carboxylic acid)

PDB for NP0161163 (23-ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosane-11-carboxylic acid)

3D PDB for NP0161163 (23-ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosane-11-carboxylic acid)

SMILES for NP0161163 (23-ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosane-11-carboxylic acid)

INCHI for NP0161163 (23-ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosane-11-carboxylic acid)

Structure for NP0161163 (23-ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosane-11-carboxylic acid)

3D Structure for NP0161163 (23-ethoxy-20-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosane-11-carboxylic acid)