NP-MRD: Showing NP-Card for (1r,3s,9r,12s,13s,16s,17r,18s)-16-[(1r)-1-hydroxy-1-[(2s)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxapentacyclo[10.7.0.0¹,³.0³,⁹.0¹³,¹⁷]nonadec-4-en-18-yl acetate (NP0237843)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 21:06:33 UTC

Updated at

2022-09-06 21:06:33 UTC

NP-MRD ID

NP0237843

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3s,9r,12s,13s,16s,17r,18s)-16-[(1r)-1-hydroxy-1-[(2s)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxapentacyclo[10.7.0.0¹,³.0³,⁹.0¹³,¹⁷]nonadec-4-en-18-yl acetate

Description

(1R,3S,9R,12S,13S,16S,17R,18S)-16-[(1R)-1-hydroxy-1-[(2S)-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxapentacyclo[10.7.0.0¹,³.0³,⁹.0¹³,¹⁷]Nonadec-4-en-18-yl acetate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (1r,3s,9r,12s,13s,16s,17r,18s)-16-[(1r)-1-hydroxy-1-[(2s)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxapentacyclo[10.7.0.0¹,³.0³,⁹.0¹³,¹⁷]nonadec-4-en-18-yl acetate is found in Kadsura heteroclita. Based on a literature review very few articles have been published on (1R,3S,9R,12S,13S,16S,17R,18S)-16-[(1R)-1-hydroxy-1-[(2S)-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxapentacyclo[10.7.0.0¹,³.0³,⁹.0¹³,¹⁷]Nonadec-4-en-18-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062223062D          

 39 44  0  0  1  0            999 V2000
    0.8989   -2.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7091   -2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9795   -2.9699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2490   -1.5666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9786   -0.7871    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1684   -0.6316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8981    0.1479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3582   -0.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0879    0.3035    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3529   -0.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1730   -0.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7548    0.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5342   -0.1694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6602    0.9205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9604    1.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5422    1.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5196    2.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1825    1.0829    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3574    1.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1676    1.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4379    0.7718    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2481    0.6162    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0607    1.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9059    1.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5827    0.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3433   -0.1470    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8413   -0.8048    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1835   -1.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4990   -0.3068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3393   -1.4625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0186   -2.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5166   -2.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3353   -2.7780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8332   -3.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6559   -2.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4745   -1.9155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1579   -1.3601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5185   -0.1633    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8688   -0.9102    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
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  9  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 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
 15 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
  7 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  6  0  0  0
 27 29  1  6  0  0  0
 30 27  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 30 37  1  0  0  0  0
 26 38  1  0  0  0  0
  5 38  1  0  0  0  0
 22 38  1  0  0  0  0
 38 39  1  6  0  0  0
M  END

     RDKit          3D

 83 88  0  0  0  0  0  0  0  0999 V2000
    1.4659   -4.0136    1.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2662   -3.1595    0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7703   -3.4867   -0.8055 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5371   -2.0030    0.3618 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2901   -1.1251   -0.7223 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1519   -1.1637   -1.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0331   -0.0256   -0.8041 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0828    0.4221   -1.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4643   -0.3197   -0.6804 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9183   -1.7202   -0.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9705   -2.4254   -0.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0471   -1.9608    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6923   -2.8618    0.8638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4693   -0.6466    0.5222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6222    0.4814    0.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8703    0.7419   -1.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1905    1.6383    0.9606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1775    0.1667    0.5060 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4979    1.2196    1.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4177    1.9659    0.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4518    1.1488   -0.1532 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1770    0.8426    0.5384 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3905   -0.0394    1.7279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5488    2.0657    1.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9049    1.4720    1.3109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0953    0.3952    0.2163 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3303    0.7688   -0.4734 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3093    2.1491   -1.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2400    1.0411    0.6137 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0708   -0.2208   -1.2903 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5636   -1.4238   -0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7448   -1.1851    0.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6029   -0.2292    0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8094    0.0077    0.9588 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3609    0.6706   -1.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1698    1.6055   -1.2445 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2515    0.4556   -1.7889 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8195    0.2597   -0.4675 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7094    0.9550   -1.8035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6862   -3.4159    2.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549   -4.6292    1.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3578   -4.6646    1.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8462   -1.5483   -1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2985   -1.4197   -2.1921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5803   -2.0591   -0.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9352   -0.1299   -2.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2582    1.4797   -2.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2208   -2.2508   -1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0306   -3.4441   -0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9969    0.7084   -1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4971   -0.0578   -1.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5908    1.7624   -1.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8398    2.6347    0.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2942    1.6443    0.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1810    1.5320    2.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2259   -0.7369    1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0846    0.8334    2.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2413    1.9962    1.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9220    2.7629    0.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8656    2.5468    1.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1601    1.8656   -0.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7220    0.6425    2.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5073   -0.5218    2.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1975   -0.7848    1.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5231    2.8847    0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0849    2.4644    1.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7091    2.2128    1.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8309    1.0002    2.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2903   -0.5429    0.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6958    2.8777   -0.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3482    2.6129   -1.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1377    2.0866   -2.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0728    0.4408    1.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5748   -0.5906   -2.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7138   -1.7841    0.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7120   -2.2527   -1.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9175   -1.8498    1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1572    1.0541    0.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6222   -0.6563    0.5918 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5541   -0.2820    1.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4654    0.4396   -2.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2431    0.6414   -2.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7874    2.0339   -1.7830 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
  7  6  1  6
  7  8  1  0
  8  9  1  0
  9 10  1  6
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  1
 27 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 33 35  1  0
 35 36  2  0
 35 37  1  0
 26 38  1  0
 38 39  1  6
 38  5  1  0
  9  7  1  0
 18  9  1  0
 38 22  1  0
 21  7  1  0
 37 30  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  5 43  1  6
  6 44  1  0
  6 45  1  0
  8 46  1  0
  8 47  1  0
 10 48  1  0
 11 49  1  0
 16 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 17 55  1  0
 18 56  1  1
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  6
 23 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  1
 28 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  0
 30 74  1  6
 31 75  1  0
 31 76  1  0
 32 77  1  0
 34 78  1  0
 34 79  1  0
 34 80  1  0
 39 81  1  0
 39 82  1  0
 39 83  1  0
M  END


  Mrv1652309062223062D          

 39 44  0  0  1  0            999 V2000
    0.8989   -2.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7091   -2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9795   -2.9699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2490   -1.5666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9786   -0.7871    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1684   -0.6316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8981    0.1479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3582   -0.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0879    0.3035    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3529   -0.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1730   -0.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7548    0.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5342   -0.1694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6602    0.9205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9604    1.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5422    1.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5196    2.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1825    1.0829    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3574    1.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1676    1.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4379    0.7718    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2481    0.6162    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0607    1.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9059    1.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5827    0.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3433   -0.1470    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8413   -0.8048    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1835   -1.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4990   -0.3068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3393   -1.4625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0186   -2.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5166   -2.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3353   -2.7780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8332   -3.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6559   -2.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4745   -1.9155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1579   -1.3601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5185   -0.1633    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8688   -0.9102    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
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  9  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 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
 15 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
  7 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  6  0  0  0
 27 29  1  6  0  0  0
 30 27  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 30 37  1  0  0  0  0
 26 38  1  0  0  0  0
  5 38  1  0  0  0  0
 22 38  1  0  0  0  0
 38 39  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0237843

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@H]1C[C@@]23C[C@@]22C=CC(=O)OC(C)(C)[C@@H]2CC[C@H]3[C@]2(C)CC[C@H]([C@@](C)(O)[C@@H]3CC=C(C)C(=O)O3)[C@@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C32H44O7/c1-18-8-11-23(38-26(18)35)30(7,36)22-12-14-28(5)21-10-9-20-27(3,4)39-25(34)13-15-31(20)17-32(21,31)16-24(29(22,28)6)37-19(2)33/h8,13,15,20-24,36H,9-12,14,16-17H2,1-7H3/t20-,21-,22-,23-,24-,28-,29-,30+,31+,32-/m0/s1

> <INCHI_KEY>
RXRAZJRTCFIDPT-FIPPKAKLSA-N

> <FORMULA>
C32H44O7

> <MOLECULAR_WEIGHT>
540.697

> <EXACT_MASS>
540.308703757

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
60.32188509191037

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S,9R,12S,13S,16S,17R,18S)-16-[(1R)-1-hydroxy-1-[(2S)-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxapentacyclo[10.7.0.0^{1,3}.0^{3,9}.0^{13,17}]nonadec-4-en-18-yl acetate

> <JCHEM_LOGP>
4.47864669

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.77764966524148

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3334560364233754

> <JCHEM_POLAR_SURFACE_AREA>
99.13000000000001

> <JCHEM_REFRACTIVITY>
145.40700000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,9R,12S,13S,16S,17R,18S)-16-[(1R)-1-hydroxy-1-[(2S)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxapentacyclo[10.7.0.0^{1,3}.0^{3,9}.0^{13,17}]nonadec-4-en-18-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       1.678  -3.798   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.190  -4.089   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.695  -5.544   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       4.198  -2.924   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.693  -1.469   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.181  -1.179   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.676   0.276   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.669  -0.888   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.164   0.566   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.659  -0.735   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.190  -0.903   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.276   0.188   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.731  -0.316   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -3.099   1.718   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.793   2.534   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.879   3.626   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.970   3.836   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.341   2.021   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.667   3.186   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.179   2.896   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.684   1.441   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.196   1.150   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.847   2.650   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.424   2.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.688   1.199   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.241  -0.274   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.170  -1.502   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.943  -2.432   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       8.398  -0.573   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       8.100  -2.730   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.501  -4.149   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.431  -5.377   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.959  -5.186   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.889  -6.413   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.558  -3.767   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      12.086  -3.576   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       9.628  -2.539   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       4.701  -0.305   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       5.355  -1.699   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   38                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9   21                                             
CONECT    8    7    9                                                       
CONECT    9    8    7   10   18                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15    9   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    7   22                                                  
CONECT   22   21   23   24   38                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   38                                                  
CONECT   27   26   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27   31   37                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   30                                                       
CONECT   38   26    5   22   39                                             
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   88    0
END

View in JSmol

Synonyms

Value	Source
(1R,3S,9R,12S,13S,16S,17R,18S)-16-[(1R)-1-Hydroxy-1-[(2S)-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxapentacyclo[10.7.0.0,.0,.0,]nonadec-4-en-18-yl acetic acid	Generator

Chemical Formula

C₃₂H₄₄O₇

Average Mass

540.6970 Da

Monoisotopic Mass

540.30870 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@H]1C[C@@]23C[C@@]22C=CC(=O)OC(C)(C)[C@@H]2CC[C@H]3[C@]2(C)CC[C@H]([C@@](C)(O)[C@@H]3CC=C(C)C(=O)O3)[C@@]12C

InChI Identifier

InChI=1S/C32H44O7/c1-18-8-11-23(38-26(18)35)30(7,36)22-12-14-28(5)21-10-9-20-27(3,4)39-25(34)13-15-31(20)17-32(21,31)16-24(29(22,28)6)37-19(2)33/h8,13,15,20-24,36H,9-12,14,16-17H2,1-7H3/t20-,21-,22-,23-,24-,28-,29-,30+,31+,32-/m0/s1

InChI Key

RXRAZJRTCFIDPT-FIPPKAKLSA-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
Kadsura heteroclita	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
Tricarboxylic acid or derivatives
Dihydropyranone
Pyran
Tertiary alcohol
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Lactone
Carboxylic acid ester
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Alcohol
Organic oxide
Organooxygen compound
Organic oxygen compound
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

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

163083524

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3s,9r,12s,13s,16s,17r,18s)-16-[(1r)-1-hydroxy-1-[(2s)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxapentacyclo[10.7.0.0¹,³.0³,⁹.0¹³,¹⁷]nonadec-4-en-18-yl acetate (NP0237843)

MOL for NP0237843 ((1r,3s,9r,12s,13s,16s,17r,18s)-16-[(1r)-1-hydroxy-1-[(2s)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxapentacyclo[10.7.0.0¹,³.0³,⁹.0¹³,¹⁷]nonadec-4-en-18-yl acetate)

3D MOL for NP0237843 ((1r,3s,9r,12s,13s,16s,17r,18s)-16-[(1r)-1-hydroxy-1-[(2s)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxapentacyclo[10.7.0.0¹,³.0³,⁹.0¹³,¹⁷]nonadec-4-en-18-yl acetate)

3D SDF for NP0237843 ((1r,3s,9r,12s,13s,16s,17r,18s)-16-[(1r)-1-hydroxy-1-[(2s)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxapentacyclo[10.7.0.0¹,³.0³,⁹.0¹³,¹⁷]nonadec-4-en-18-yl acetate)

3D-SDF for NP0237843 ((1r,3s,9r,12s,13s,16s,17r,18s)-16-[(1r)-1-hydroxy-1-[(2s)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxapentacyclo[10.7.0.0¹,³.0³,⁹.0¹³,¹⁷]nonadec-4-en-18-yl acetate)

PDB for NP0237843 ((1r,3s,9r,12s,13s,16s,17r,18s)-16-[(1r)-1-hydroxy-1-[(2s)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxapentacyclo[10.7.0.0¹,³.0³,⁹.0¹³,¹⁷]nonadec-4-en-18-yl acetate)

3D PDB for NP0237843 ((1r,3s,9r,12s,13s,16s,17r,18s)-16-[(1r)-1-hydroxy-1-[(2s)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxapentacyclo[10.7.0.0¹,³.0³,⁹.0¹³,¹⁷]nonadec-4-en-18-yl acetate)

SMILES for NP0237843 ((1r,3s,9r,12s,13s,16s,17r,18s)-16-[(1r)-1-hydroxy-1-[(2s)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxapentacyclo[10.7.0.0¹,³.0³,⁹.0¹³,¹⁷]nonadec-4-en-18-yl acetate)

INCHI for NP0237843 ((1r,3s,9r,12s,13s,16s,17r,18s)-16-[(1r)-1-hydroxy-1-[(2s)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxapentacyclo[10.7.0.0¹,³.0³,⁹.0¹³,¹⁷]nonadec-4-en-18-yl acetate)

Structure for NP0237843 ((1r,3s,9r,12s,13s,16s,17r,18s)-16-[(1r)-1-hydroxy-1-[(2s)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxapentacyclo[10.7.0.0¹,³.0³,⁹.0¹³,¹⁷]nonadec-4-en-18-yl acetate)

3D Structure for NP0237843 ((1r,3s,9r,12s,13s,16s,17r,18s)-16-[(1r)-1-hydroxy-1-[(2s)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxapentacyclo[10.7.0.0¹,³.0³,⁹.0¹³,¹⁷]nonadec-4-en-18-yl acetate)