NP-MRD: Showing NP-Card for methyl 7-(acetyloxy)-4b-formyl-2,3,8,8,10a-pentamethyl-1-(2-oxopropanoyl)-5,6,7,8a,9,10-hexahydrophenanthrene-1-carboxylate (NP0228453)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 08:07:28 UTC

Updated at

2022-09-06 08:07:29 UTC

NP-MRD ID

NP0228453

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 7-(acetyloxy)-4b-formyl-2,3,8,8,10a-pentamethyl-1-(2-oxopropanoyl)-5,6,7,8a,9,10-hexahydrophenanthrene-1-carboxylate

Description

Methyl 7-(acetyloxy)-4b-formyl-2,3,8,8,10a-pentamethyl-1-(2-oxopropanoyl)-1,4b,5,6,7,8,8a,9,10,10a-decahydrophenanthrene-1-carboxylate belongs to the class of organic compounds known as 16-oxosteroids. These are steroid derivatives carrying a C=O group at the 16-position of the steroid skeleton. methyl 7-(acetyloxy)-4b-formyl-2,3,8,8,10a-pentamethyl-1-(2-oxopropanoyl)-5,6,7,8a,9,10-hexahydrophenanthrene-1-carboxylate is found in Penicillium simplicissimum. Based on a literature review very few articles have been published on methyl 7-(acetyloxy)-4b-formyl-2,3,8,8,10a-pentamethyl-1-(2-oxopropanoyl)-1,4b,5,6,7,8,8a,9,10,10a-decahydrophenanthrene-1-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062210072D          

 34 36  0  0  0  0            999 V2000
   -1.8805   -2.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1053   -2.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -3.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165   -3.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -3.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2205   -3.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1868   -4.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0435   -4.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0113   -4.0909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3772   -3.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4587   -3.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.4914    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  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
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 17 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 16 33  1  0  0  0  0
  5 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END

     RDKit          3D

 70 72  0  0  0  0  0  0  0  0999 V2000
   -5.0546    0.8894    2.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1659    1.0013    1.5059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5562   -0.1186    0.9656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8044   -1.2388    1.4631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5928   -0.0283   -0.2115 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9709   -1.1904   -1.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0937   -1.8025   -1.6970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3229   -1.7073   -1.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6210   -2.8339   -2.1619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3060   -1.2489   -0.6143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9436    1.1747   -0.9786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3622    1.4131   -1.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0667    2.1060   -1.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5188    3.2908   -2.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6883    2.0134   -0.9734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3015    1.0180   -0.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1513    0.9877    0.1218 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3920    2.2321    0.9380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5217    3.3261    0.4405 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8547    1.1109   -1.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7376   -0.0760   -1.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7322   -0.1602   -0.3954 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6562   -1.2001   -0.7171 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9977   -0.9524   -0.9264 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9169   -2.0567   -1.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4069    0.2314   -0.8278 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0663   -0.4203    0.9021 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3664   -1.8770    1.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7932    0.4120    1.9707 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5706   -0.1711    0.9404 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8356   -1.4424    0.7690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4864   -1.3324    0.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1978   -0.0556    0.3133 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2209    0.1972    1.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0350    0.4693    2.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5436    0.2829    3.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1620    1.9147    3.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9605   -2.3632   -3.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7472   -3.4473   -2.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4883   -3.4420   -1.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0802    1.3759   -0.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4652    2.4651   -1.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5979    0.7543   -2.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1414    3.9868   -1.5625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6314    3.8798   -2.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0042    2.9863   -3.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0438    2.7752   -1.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4548    2.1650    2.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4935    2.0154   -1.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1659    1.2655   -2.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2914    0.2033   -2.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2022   -0.9896   -1.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2593    0.8203   -0.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5461   -3.0402   -0.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9347   -1.8253   -0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0476   -2.1795   -2.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4890   -2.4648    0.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6210   -2.2842    1.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3549   -1.9282    1.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7223   -0.0805    2.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9516    1.4177    1.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0621    0.5329    2.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4070    0.1304    2.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4798   -2.1642    0.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168   -1.9344    1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1808   -1.3281   -1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1160   -2.2080    0.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2230    0.2788    2.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7190    1.1565    2.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7730   -0.6879    2.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  3  1  1
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
  5 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 33  1  0
 33 34  1  1
 33 32  1  0
 32 31  1  0
 31 30  1  0
 30 27  1  0
 27 28  1  0
 27 29  1  0
 27 22  1  0
 22 21  1  0
 21 20  1  0
 20 17  1  0
 17 18  1  1
 18 19  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 33  5  1  0
 17 30  1  0
 17 16  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  9 38  1  0
  9 39  1  0
  9 40  1  0
 12 41  1  0
 12 42  1  0
 12 43  1  0
 14 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 34 68  1  0
 34 69  1  0
 34 70  1  0
 32 66  1  0
 32 67  1  0
 31 64  1  0
 31 65  1  0
 30 63  1  1
 28 57  1  0
 28 58  1  0
 28 59  1  0
 29 60  1  0
 29 61  1  0
 29 62  1  0
 22 53  1  1
 21 51  1  0
 21 52  1  0
 20 49  1  0
 20 50  1  0
 18 48  1  0
 25 54  1  0
 25 55  1  0
 25 56  1  0
M  END


  Mrv1652309062210072D          

 34 36  0  0  0  0            999 V2000
   -1.8805   -2.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1053   -2.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -3.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165   -3.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -3.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2205   -3.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1868   -4.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0435   -4.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0113   -4.0909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3772   -3.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4587   -3.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.4914    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  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
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 17 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 16 33  1  0  0  0  0
  5 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0228453

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1(C(=O)C(C)=O)C(C)=C(C)C=C2C1(C)CCC1C(C)(C)C(CCC21C=O)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H36O7/c1-15-13-20-25(7,27(16(15)2,23(32)33-8)22(31)17(3)29)11-9-19-24(5,6)21(34-18(4)30)10-12-26(19,20)14-28/h13-14,19,21H,9-12H2,1-8H3

> <INCHI_KEY>
NTILUGQMUZBHBH-UHFFFAOYSA-N

> <FORMULA>
C27H36O7

> <MOLECULAR_WEIGHT>
472.578

> <EXACT_MASS>
472.246103499

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
50.85430471821764

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 7-(acetyloxy)-4b-formyl-2,3,8,8,10a-pentamethyl-1-(2-oxopropanoyl)-1,4b,5,6,7,8,8a,9,10,10a-decahydrophenanthrene-1-carboxylate

> <JCHEM_LOGP>
3.5512744423333324

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.279917088648823

> <JCHEM_PKA_STRONGEST_BASIC>
-6.6606779933204665

> <JCHEM_POLAR_SURFACE_AREA>
103.81

> <JCHEM_REFRACTIVITY>
126.68759999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 7-(acetyloxy)-4b-formyl-2,3,8,8,10a-pentamethyl-1-(2-oxopropanoyl)-5,6,7,8a,9,10-hexahydrophenanthrene-1-carboxylate

> <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      -3.510  -5.247   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.063  -4.720   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.883  -5.710   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.151  -7.227   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.564  -5.184   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.831  -6.700   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.278  -7.227   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.349  -7.690   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.081  -9.207   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.888  -7.636   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.206  -3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.746  -3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.564  -2.516   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.206  -1.183   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.104  -2.516   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.874  -3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.414  -3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.644  -2.516   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.414  -1.183   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.184  -2.516   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.724  -2.516   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.494  -3.850   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       9.034  -3.850   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       9.804  -2.516   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.034  -1.183   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      11.344  -2.516   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.724  -5.184   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.171  -5.710   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.456  -6.700   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.184  -5.184   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.414  -6.517   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.874  -6.517   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.104  -5.184   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.334  -6.517   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   11   33                                             
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    5   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   33                                                  
CONECT   17   16   18   20   30                                             
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27   17   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   16    5   34                                             
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

View in JSmol

Synonyms

Value	Source
Methyl 7-(acetyloxy)-4b-formyl-2,3,8,8,10a-pentamethyl-1-(2-oxopropanoyl)-1,4b,5,6,7,8,8a,9,10,10a-decahydrophenanthrene-1-carboxylic acid	Generator

Chemical Formula

C₂₇H₃₆O₇

Average Mass

472.5780 Da

Monoisotopic Mass

472.24610 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C1(C(=O)C(C)=O)C(C)=C(C)C=C2C1(C)CCC1C(C)(C)C(CCC21C=O)OC(C)=O

InChI Identifier

InChI=1S/C27H36O7/c1-15-13-20-25(7,27(16(15)2,23(32)33-8)22(31)17(3)29)11-9-19-24(5,6)21(34-18(4)30)10-12-26(19,20)14-28/h13-14,19,21H,9-12H2,1-8H3

InChI Key

NTILUGQMUZBHBH-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
Penicillium simplicissimum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 16-oxosteroids. These are steroid derivatives carrying a C=O group at the 16-position of the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

16-oxosteroids

Alternative Parents

Substituents

Cleistanthane diterpenoid
Diterpenoid
16-oxosteroid
Phenanthrene
Hydrophenanthrene
Gamma-keto acid
Fatty acid ester
Beta-keto acid
Fatty acyl
Keto acid
Dicarboxylic acid or derivatives
Alpha-diketone
Methyl ester
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

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

162814902

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 7-(acetyloxy)-4b-formyl-2,3,8,8,10a-pentamethyl-1-(2-oxopropanoyl)-5,6,7,8a,9,10-hexahydrophenanthrene-1-carboxylate (NP0228453)

MOL for NP0228453 (methyl 7-(acetyloxy)-4b-formyl-2,3,8,8,10a-pentamethyl-1-(2-oxopropanoyl)-5,6,7,8a,9,10-hexahydrophenanthrene-1-carboxylate)

3D MOL for NP0228453 (methyl 7-(acetyloxy)-4b-formyl-2,3,8,8,10a-pentamethyl-1-(2-oxopropanoyl)-5,6,7,8a,9,10-hexahydrophenanthrene-1-carboxylate)

3D SDF for NP0228453 (methyl 7-(acetyloxy)-4b-formyl-2,3,8,8,10a-pentamethyl-1-(2-oxopropanoyl)-5,6,7,8a,9,10-hexahydrophenanthrene-1-carboxylate)

3D-SDF for NP0228453 (methyl 7-(acetyloxy)-4b-formyl-2,3,8,8,10a-pentamethyl-1-(2-oxopropanoyl)-5,6,7,8a,9,10-hexahydrophenanthrene-1-carboxylate)

PDB for NP0228453 (methyl 7-(acetyloxy)-4b-formyl-2,3,8,8,10a-pentamethyl-1-(2-oxopropanoyl)-5,6,7,8a,9,10-hexahydrophenanthrene-1-carboxylate)

3D PDB for NP0228453 (methyl 7-(acetyloxy)-4b-formyl-2,3,8,8,10a-pentamethyl-1-(2-oxopropanoyl)-5,6,7,8a,9,10-hexahydrophenanthrene-1-carboxylate)

SMILES for NP0228453 (methyl 7-(acetyloxy)-4b-formyl-2,3,8,8,10a-pentamethyl-1-(2-oxopropanoyl)-5,6,7,8a,9,10-hexahydrophenanthrene-1-carboxylate)

INCHI for NP0228453 (methyl 7-(acetyloxy)-4b-formyl-2,3,8,8,10a-pentamethyl-1-(2-oxopropanoyl)-5,6,7,8a,9,10-hexahydrophenanthrene-1-carboxylate)

Structure for NP0228453 (methyl 7-(acetyloxy)-4b-formyl-2,3,8,8,10a-pentamethyl-1-(2-oxopropanoyl)-5,6,7,8a,9,10-hexahydrophenanthrene-1-carboxylate)

3D Structure for NP0228453 (methyl 7-(acetyloxy)-4b-formyl-2,3,8,8,10a-pentamethyl-1-(2-oxopropanoyl)-5,6,7,8a,9,10-hexahydrophenanthrene-1-carboxylate)