NP-MRD: Showing NP-Card for (1r,2r,6r,7r,8r,9r,10s,12s)-6-[(2r)-1-(acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-10-yl (2s)-2-(butanoyloxy)butanoate (NP0288532)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 18:16:05 UTC

Updated at

2022-09-09 18:16:05 UTC

NP-MRD ID

NP0288532

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,6r,7r,8r,9r,10s,12s)-6-[(2r)-1-(acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-10-yl (2s)-2-(butanoyloxy)butanoate

Description

(1R,2R,6R,7R,8R,9R,10S,12S)-6-[(2R)-1-(acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0²,⁷]Pentadecan-10-yl (2S)-2-(butanoyloxy)butanoate belongs to the class of organic compounds known as eunicellane and asbestinane diterpenoids. These are diterpenoids with a structure based on either the eunicellane (5,14-cyclocembrane) or the asbestinane skeleton. Based on a literature review very few articles have been published on (1R,2R,6R,7R,8R,9R,10S,12S)-6-[(2R)-1-(acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0²,⁷]Pentadecan-10-yl (2S)-2-(butanoyloxy)butanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092220162D          

 39 41  0  0  1  0            999 V2000
   -0.1519    5.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3234    4.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1439    4.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7570    4.3198    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0711    3.4430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8785    2.3466    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5930    2.7591    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0779    2.0917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7423    1.3380    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9219    1.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2273    0.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8917   -0.0831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3766   -0.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0411   -1.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1971   -0.6643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8984    2.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2339    2.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7490    3.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0846    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9285    3.5128    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0580    2.4328    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2295    1.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6564    2.0203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5551    2.9849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2695    2.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9840    2.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9840    3.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6985    2.5724    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6985    1.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4130    1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4130    2.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274    2.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274    1.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419    2.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5564    2.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2708    2.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7266    3.7918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3910    4.5455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0041    5.0976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  6  5  1  6  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 20 18  1  6  0  0  0
  4 20  1  0  0  0  0
  7 20  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  1  0  0  0
 21 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 24 37  1  0  0  0  0
 37 38  1  0  0  0  0
  2 38  1  0  0  0  0
 38 39  1  1  0  0  0
M  END

     RDKit          3D

 85 87  0  0  0  0  0  0  0  0999 V2000
   -0.9227   -4.7740   -0.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2867   -3.8566    0.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8360   -3.5253    1.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6197   -2.2562    1.5613 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7915   -1.1953    1.7611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9547   -0.2300    0.8291 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4004   -0.4567    0.3381 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4048    0.1644    1.2105 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2122    1.2297    0.4473 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3651    2.3317   -0.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0689    0.6446   -0.6093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7743    1.6711   -1.2681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6702    2.5347   -0.6890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3826    3.6050   -1.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9201    2.4423    0.5348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3198   -0.6919    1.9918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6247   -2.0398    1.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7751   -2.4678    0.3361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2531   -3.2589   -0.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3918   -1.9651    0.3135 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0202   -0.1400   -0.2656 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2953    1.3637   -0.5137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6426   -0.5136   -1.4653 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3315   -0.7672   -0.1854 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3168    0.1455    0.2844 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3806    0.6010   -0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4984    0.1754   -1.6143 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3783    1.5603    0.1187 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6417    2.7748    0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9687    3.5031   -0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3815    1.8668   -0.8114 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7186    1.5624   -0.5713 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9499    0.9935    0.5426 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8050    1.8716   -1.5320 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1175    1.4078   -0.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1260   -0.0666   -0.6735 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4852   -2.1195    0.4521 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9058   -3.2332   -0.3757 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6328   -2.7983   -1.6650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5597   -5.0492   -1.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8113   -5.2795   -0.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0364   -3.4768    2.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5086   -4.3474    1.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3265   -2.3222    2.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0267    0.7499    1.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4623   -0.0903   -0.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8448    0.8034    1.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8670    1.6757    1.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9576    3.2677   -0.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0030    2.1771   -1.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5199    2.5148    0.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4302    0.1514   -1.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8221   -0.0688   -0.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9390    4.5861   -1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4412    3.6217   -1.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2077    3.5191   -2.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3099   -0.1454    2.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0218   -0.7838    3.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6844   -2.1628    1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4854   -2.8336    2.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5902   -3.5548   -1.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2449   -3.6451   -0.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8736   -2.3761   -0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6104    1.9018   -0.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7670    1.7256    0.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0908    1.4370   -1.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0840   -0.1885   -2.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6694   -0.9612   -1.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8016    1.0574    1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8584    2.4826    1.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3498    3.4469    1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4799    4.4995   -0.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9124    3.7610   -0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9700    2.9181   -1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8822    2.9516   -1.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5988    1.3120   -2.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2567    1.9818    0.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9687    1.6891   -1.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9197   -0.2636    0.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1091   -0.5163   -0.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3342   -0.5594   -1.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2914   -2.1695    1.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6122   -2.2979    0.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6421   -4.0836   -0.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1821   -3.1493   -2.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
 36 35  1  0
 35 34  1  0
 34 32  1  0
 32 33  2  0
 32 31  1  0
 31 28  1  0
 28 29  1  0
 29 30  1  0
 28 26  1  0
 26 27  2  0
 26 25  1  0
 25 24  1  0
 24 37  1  0
 37 38  1  0
 38 39  1  0
 38  2  1  0
  2  1  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7 20  1  0
 20 18  1  0
 18 19  2  3
 18 17  1  0
 17 16  1  0
 16  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
  6 21  1  0
 21 22  1  0
 21 23  1  6
 21 24  1  0
 20  4  1  0
  8  7  1  0
 36 79  1  0
 36 80  1  0
 36 81  1  0
 35 77  1  0
 35 78  1  0
 34 75  1  0
 34 76  1  0
 28 69  1  1
 29 70  1  0
 29 71  1  0
 30 72  1  0
 30 73  1  0
 30 74  1  0
 24 68  1  6
 37 82  1  0
 37 83  1  0
 38 84  1  6
 39 85  1  0
  1 40  1  0
  1 41  1  0
  3 42  1  0
  3 43  1  0
  4 44  1  1
  6 45  1  1
  7 46  1  6
 20 63  1  6
 19 61  1  0
 19 62  1  0
 17 59  1  0
 17 60  1  0
 16 57  1  0
 16 58  1  0
  8 47  1  1
  9 48  1  1
 10 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 14 54  1  0
 14 55  1  0
 14 56  1  0
 22 64  1  0
 22 65  1  0
 22 66  1  0
 23 67  1  0
M  END


  Mrv1652309092220162D          

 39 41  0  0  1  0            999 V2000
   -0.1519    5.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3234    4.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1439    4.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7570    4.3198    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0711    3.4430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8785    2.3466    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5930    2.7591    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0779    2.0917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7423    1.3380    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9219    1.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2273    0.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8917   -0.0831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3766   -0.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0411   -1.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1971   -0.6643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8984    2.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2339    2.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7490    3.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0846    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9285    3.5128    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0580    2.4328    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2295    1.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6564    2.0203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5551    2.9849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2695    2.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9840    2.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9840    3.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6985    2.5724    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6985    1.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4130    1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4130    2.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274    2.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274    1.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419    2.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5564    2.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2708    2.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7266    3.7918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3910    4.5455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0041    5.0976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  6  5  1  6  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 20 18  1  6  0  0  0
  4 20  1  0  0  0  0
  7 20  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  1  0  0  0
 21 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 24 37  1  0  0  0  0
 37 38  1  0  0  0  0
  2 38  1  0  0  0  0
 38 39  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0288532

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC(=O)O[C@@H](CC)C(=O)O[C@H]1C[C@H](O)C(=C)C[C@H]2O[C@H]([C@H]3[C@@H]2C(=C)CC[C@@H]3[C@@H](C)COC(C)=O)[C@]1(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C30H46O9/c1-8-10-25(33)37-22(9-2)29(34)39-24-14-21(32)17(4)13-23-26-16(3)11-12-20(18(5)15-36-19(6)31)27(26)28(38-23)30(24,7)35/h18,20-24,26-28,32,35H,3-4,8-15H2,1-2,5-7H3/t18-,20+,21-,22-,23+,24-,26+,27+,28+,30+/m0/s1

> <INCHI_KEY>
FIWJCKNZIXFBGP-GZZAYQJHSA-N

> <FORMULA>
C30H46O9

> <MOLECULAR_WEIGHT>
550.689

> <EXACT_MASS>
550.314183061

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
59.79357490190589

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,6R,7R,8R,9R,10S,12S)-6-[(2R)-1-(acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0^{2,7}]pentadecan-10-yl (2S)-2-(butanoyloxy)butanoate

> <JCHEM_LOGP>
3.0976225056666657

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.559845676527924

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.057503145781261

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0005486433283206

> <JCHEM_POLAR_SURFACE_AREA>
128.59

> <JCHEM_REFRACTIVITY>
142.6196

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,6R,7R,8R,9R,10S,12S)-6-[(2R)-1-(acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0^{2,7}]pentadecan-10-yl (2S)-2-(butanoyloxy)butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.284  10.761   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.604   9.255   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.135   9.094   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.280   8.064   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.999   6.427   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.640   4.380   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.974   5.150   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.879   3.904   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.252   2.498   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.721   2.337   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.158   1.252   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.531  -0.155   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.436  -1.401   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.810  -2.808   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -5.968  -1.240   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -5.410   4.065   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.037   5.472   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.131   6.718   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.758   8.125   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.600   6.557   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.108   4.541   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.428   3.035   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.225   3.771   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.036   5.572   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.370   4.802   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.703   5.572   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.703   7.112   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.037   4.802   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.037   3.262   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.371   2.492   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.371   5.572   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       7.705   4.802   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       7.705   3.262   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       9.038   5.572   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.372   4.802   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      11.706   5.572   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.356   7.078   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.730   8.485   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       1.874   9.515   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   38                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   20                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   21                                                  
CONECT    7    6    8   20                                                  
CONECT    8    7    9   16                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    8   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    4    7                                                  
CONECT   21    6   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21   25   37                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35                                                            
CONECT   37   24   38                                                       
CONECT   38   37    2   39                                                  
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   82    0
END

View in JSmol

Synonyms

Value	Source
(1R,2R,6R,7R,8R,9R,10S,12S)-6-[(2R)-1-(Acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0,]pentadecan-10-yl (2S)-2-(butanoyloxy)butanoic acid	Generator

Chemical Formula

C₃₀H₄₆O₉

Average Mass

550.6890 Da

Monoisotopic Mass

550.31418 Da

IUPAC Name

(1R,2R,6R,7R,8R,9R,10S,12S)-6-[(2R)-1-(acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0^{2,7}]pentadecan-10-yl (2S)-2-(butanoyloxy)butanoate

Traditional Name

(1R,2R,6R,7R,8R,9R,10S,12S)-6-[(2R)-1-(acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0^{2,7}]pentadecan-10-yl (2S)-2-(butanoyloxy)butanoate

CAS Registry Number

Not Available

SMILES

CCCC(=O)O[C@@H](CC)C(=O)O[C@H]1C[C@H](O)C(=C)C[C@H]2O[C@H]([C@H]3[C@@H]2C(=C)CC[C@@H]3[C@@H](C)COC(C)=O)[C@]1(C)O

InChI Identifier

InChI=1S/C30H46O9/c1-8-10-25(33)37-22(9-2)29(34)39-24-14-21(32)17(4)13-23-26-16(3)11-12-20(18(5)15-36-19(6)31)27(26)28(38-23)30(24,7)35/h18,20-24,26-28,32,35H,3-4,8-15H2,1-2,5-7H3/t18-,20+,21-,22-,23+,24-,26+,27+,28+,30+/m0/s1

InChI Key

FIWJCKNZIXFBGP-GZZAYQJHSA-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 eunicellane and asbestinane diterpenoids. These are diterpenoids with a structure based on either the eunicellane (5,14-cyclocembrane) or the asbestinane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Eunicellane and asbestinane diterpenoids

Alternative Parents

Substituents

Eunicellane-type diterpenoid
Cladiellane diterpenoid
Tricarboxylic acid or derivatives
Fatty acid ester
Cyclitol or derivatives
Fatty acyl
Tertiary alcohol
Tetrahydrofuran
Carboxylic acid ester
Secondary alcohol
Ether
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
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	3.1	ChemAxon
pKa (Strongest Acidic)	13.06	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	128.59 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	142.62 m³·mol⁻¹	ChemAxon
Polarizability	59.79 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

162977001

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2r,6r,7r,8r,9r,10s,12s)-6-[(2r)-1-(acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-10-yl (2s)-2-(butanoyloxy)butanoate (NP0288532)

MOL for NP0288532 ((1r,2r,6r,7r,8r,9r,10s,12s)-6-[(2r)-1-(acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-10-yl (2s)-2-(butanoyloxy)butanoate)

3D MOL for NP0288532 ((1r,2r,6r,7r,8r,9r,10s,12s)-6-[(2r)-1-(acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-10-yl (2s)-2-(butanoyloxy)butanoate)

3D SDF for NP0288532 ((1r,2r,6r,7r,8r,9r,10s,12s)-6-[(2r)-1-(acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-10-yl (2s)-2-(butanoyloxy)butanoate)

3D-SDF for NP0288532 ((1r,2r,6r,7r,8r,9r,10s,12s)-6-[(2r)-1-(acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-10-yl (2s)-2-(butanoyloxy)butanoate)

PDB for NP0288532 ((1r,2r,6r,7r,8r,9r,10s,12s)-6-[(2r)-1-(acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-10-yl (2s)-2-(butanoyloxy)butanoate)

3D PDB for NP0288532 ((1r,2r,6r,7r,8r,9r,10s,12s)-6-[(2r)-1-(acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-10-yl (2s)-2-(butanoyloxy)butanoate)

SMILES for NP0288532 ((1r,2r,6r,7r,8r,9r,10s,12s)-6-[(2r)-1-(acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-10-yl (2s)-2-(butanoyloxy)butanoate)

INCHI for NP0288532 ((1r,2r,6r,7r,8r,9r,10s,12s)-6-[(2r)-1-(acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-10-yl (2s)-2-(butanoyloxy)butanoate)

Structure for NP0288532 ((1r,2r,6r,7r,8r,9r,10s,12s)-6-[(2r)-1-(acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-10-yl (2s)-2-(butanoyloxy)butanoate)

3D Structure for NP0288532 ((1r,2r,6r,7r,8r,9r,10s,12s)-6-[(2r)-1-(acetyloxy)propan-2-yl]-9,12-dihydroxy-9-methyl-3,13-dimethylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecan-10-yl (2s)-2-(butanoyloxy)butanoate)