NP-MRD: Showing NP-Card for [(4ar,5s,6r,8as)-5-(3-hydroxy-3-methylpent-4-en-1-yl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl 1h-pyrrole-2-carboxylate (NP0300410)

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Record Information

Version

2.0

Created at

2022-09-10 12:47:41 UTC

Updated at

2022-09-10 12:47:41 UTC

NP-MRD ID

NP0300410

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(4ar,5s,6r,8as)-5-(3-hydroxy-3-methylpent-4-en-1-yl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl 1h-pyrrole-2-carboxylate

Description

Nakamurol D belongs to the class of organic compounds known as colensane and clerodane diterpenoids. These are diterpenoids with a structure based on the clerodane or the colensane skeleton. Clerodanes arise from labdanes by two methyl migrations. [(4ar,5s,6r,8as)-5-(3-hydroxy-3-methylpent-4-en-1-yl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl 1h-pyrrole-2-carboxylate is found in Agelas nakamurai. Based on a literature review very few articles have been published on Nakamurol D.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102214472D          

 29 31  0  0  1  0            999 V2000
    0.4024   -5.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1202   -4.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6505   -3.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2825   -4.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0185   -3.1589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808   -3.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9592   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3731    3.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1800    3.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5925    2.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0405    2.1394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  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
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 21 25  1  0  0  0  0
 16 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 28  1  6  0  0  0
 14 29  1  0  0  0  0
  8 29  1  0  0  0  0
M  END

     RDKit          3D

 66 68  0  0  0  0  0  0  0  0999 V2000
   -6.8837    1.0635   -0.9037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4856   -0.1959   -0.9549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0686   -0.5586   -1.2241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9026   -2.0500   -1.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7149   -0.1141   -2.4906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1633    0.1212   -0.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7864   -0.2512   -0.4780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6559    0.2782    0.3593 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7696    1.7955    0.2668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6360   -0.0742    1.7869 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.4681    0.7040    2.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7879    0.1010    1.9253 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7798   -0.4871    0.5637 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9470   -2.0179    0.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1156   -0.0678   -0.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3148   -0.7380    0.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5018   -0.2361   -0.0233 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7447   -0.6834    0.3647 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8298   -1.5396    1.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9400   -0.1704   -0.2814 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2325   -0.5390    0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0815    0.1764   -0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2753    0.9597   -1.6051 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9944    0.7282   -1.2566 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2790    0.7971   -0.9700 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1228    1.4742   -1.5801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0862    0.6407   -1.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3472   -0.1842   -0.3218 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.9085    1.3438   -0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1487    1.8453   -1.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2423   -0.9663   -0.7907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4206   -2.4408   -2.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8904   -2.5844   -1.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3489   -2.3907   -0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5133    0.1783   -2.9965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5650   -0.0953    0.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3476    1.2152   -0.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6215   -1.3506   -0.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5748    0.1464   -1.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8172    2.3167    0.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4521    2.1245   -0.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2937    2.1559    1.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3506   -1.1525    1.9831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4553    0.2694    3.6819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4155    1.0561    2.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4381   -0.7961    2.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5996    0.6010    3.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5415    1.7894    2.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0819   -0.6872    2.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6002    0.8758    2.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5110   -2.2877    1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0316   -2.5281    0.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5298   -2.4148   -0.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3619   -0.5200    1.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3406   -1.8132    0.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5486   -1.2581    0.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1477    0.0955   -0.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5862    1.6512   -2.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1650    1.2074   -1.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3138    0.9942   -1.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4169    1.6176   -2.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0055    2.5225   -1.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1334    0.0490   -2.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9584    1.3536   -1.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6638   -1.1950   -0.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10 12  1  0
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 17 18  1  0
 18 19  1  0
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 23 24  2  0
 24 25  1  0
 29  8  1  0
  8  9  1  1
  8  7  1  0
  7  6  1  0
  6  3  1  0
  3  4  1  0
  3  5  1  6
  3  2  1  0
  2  1  2  3
  8 10  1  0
 16 14  1  0
 25 21  1  0
 11 45  1  0
 11 46  1  0
 11 47  1  0
 10 44  1  6
 12 48  1  0
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 13 50  1  0
 13 51  1  0
 15 52  1  0
 15 53  1  0
 15 54  1  0
 29 66  1  6
 28 64  1  0
 28 65  1  0
 27 62  1  0
 27 63  1  0
 26 61  1  0
 17 55  1  0
 17 56  1  0
 22 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
  7 39  1  0
  7 40  1  0
  6 37  1  0
  6 38  1  0
  4 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  2 32  1  0
  1 30  1  0
  1 31  1  0
M  END


  Mrv1652309102214472D          

 29 31  0  0  1  0            999 V2000
    0.4024   -5.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1202   -4.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6505   -3.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2825   -4.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0185   -3.1589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808   -3.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9592   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3731    3.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1800    3.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5925    2.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0405    2.1394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  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
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 21 25  1  0  0  0  0
 16 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 28  1  6  0  0  0
 14 29  1  0  0  0  0
  8 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0300410

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC[C@@]2(C)[C@H](CCC=C2COC(=O)C2=CC=CN2)[C@@]1(C)CCC(C)(O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C25H37NO3/c1-6-23(3,28)14-15-24(4)18(2)12-13-25(5)19(9-7-11-21(24)25)17-29-22(27)20-10-8-16-26-20/h6,8-10,16,18,21,26,28H,1,7,11-15,17H2,2-5H3/t18-,21-,23?,24+,25-/m1/s1

> <INCHI_KEY>
LHCIWYDYQGMDJO-WWZDUSNRSA-N

> <FORMULA>
C25H37NO3

> <MOLECULAR_WEIGHT>
399.575

> <EXACT_MASS>
399.277344055

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
46.36633907312756

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(4aR,5S,6R,8aS)-5-(3-hydroxy-3-methylpent-4-en-1-yl)-5,6,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]methyl 1H-pyrrole-2-carboxylate

> <JCHEM_LOGP>
5.460899861

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.20053330998967

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.638870353144977

> <JCHEM_PKA_STRONGEST_BASIC>
-1.398885895013064

> <JCHEM_POLAR_SURFACE_AREA>
62.32

> <JCHEM_REFRACTIVITY>
118.3838

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(4aR,5S,6R,8aS)-5-(3-hydroxy-3-methylpent-4-en-1-yl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl 1H-pyrrole-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       0.751  -9.513   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.224  -8.066   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.214  -6.887   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.394  -7.876   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.035  -5.897   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.204  -5.707   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.677  -4.260   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.657  -4.260   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.163   6.152   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.669   6.472   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.439   5.138   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       9.409   3.994   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   29                                             
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   29                                             
CONECT   15   14                                                            
CONECT   16   14   17   26                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   25                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   21                                                       
CONECT   26   16   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   14    8                                                  
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₇NO₃

Average Mass

399.5750 Da

Monoisotopic Mass

399.27734 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@@]2(C)[C@H](CCC=C2COC(=O)C2=CC=CN2)[C@@]1(C)CCC(C)(O)C=C

InChI Identifier

InChI=1S/C25H37NO3/c1-6-23(3,28)14-15-24(4)18(2)12-13-25(5)19(9-7-11-21(24)25)17-29-22(27)20-10-8-16-26-20/h6,8-10,16,18,21,26,28H,1,7,11-15,17H2,2-5H3/t18-,21-,23?,24+,25-/m1/s1

InChI Key

LHCIWYDYQGMDJO-WWZDUSNRSA-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
Agelas nakamurai	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as colensane and clerodane diterpenoids. These are diterpenoids with a structure based on the clerodane or the colensane skeleton. Clerodanes arise from labdanes by two methyl migrations.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Colensane and clerodane diterpenoids

Alternative Parents

Substituents

Clerodane diterpenoid
Pyrrole-2-carboxylic acid or derivatives
Substituted pyrrole
Pyrrole
Tertiary alcohol
Heteroaromatic compound
Carboxylic acid ester
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Organic oxide
Organic oxygen compound
Alcohol
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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

8819995

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10644636

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(4ar,5s,6r,8as)-5-(3-hydroxy-3-methylpent-4-en-1-yl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl 1h-pyrrole-2-carboxylate (NP0300410)

MOL for NP0300410 ([(4ar,5s,6r,8as)-5-(3-hydroxy-3-methylpent-4-en-1-yl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl 1h-pyrrole-2-carboxylate)

3D MOL for NP0300410 ([(4ar,5s,6r,8as)-5-(3-hydroxy-3-methylpent-4-en-1-yl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl 1h-pyrrole-2-carboxylate)

3D SDF for NP0300410 ([(4ar,5s,6r,8as)-5-(3-hydroxy-3-methylpent-4-en-1-yl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl 1h-pyrrole-2-carboxylate)

3D-SDF for NP0300410 ([(4ar,5s,6r,8as)-5-(3-hydroxy-3-methylpent-4-en-1-yl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl 1h-pyrrole-2-carboxylate)

PDB for NP0300410 ([(4ar,5s,6r,8as)-5-(3-hydroxy-3-methylpent-4-en-1-yl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl 1h-pyrrole-2-carboxylate)

3D PDB for NP0300410 ([(4ar,5s,6r,8as)-5-(3-hydroxy-3-methylpent-4-en-1-yl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl 1h-pyrrole-2-carboxylate)

SMILES for NP0300410 ([(4ar,5s,6r,8as)-5-(3-hydroxy-3-methylpent-4-en-1-yl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl 1h-pyrrole-2-carboxylate)

INCHI for NP0300410 ([(4ar,5s,6r,8as)-5-(3-hydroxy-3-methylpent-4-en-1-yl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl 1h-pyrrole-2-carboxylate)

Structure for NP0300410 ([(4ar,5s,6r,8as)-5-(3-hydroxy-3-methylpent-4-en-1-yl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl 1h-pyrrole-2-carboxylate)

3D Structure for NP0300410 ([(4ar,5s,6r,8as)-5-(3-hydroxy-3-methylpent-4-en-1-yl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl 1h-pyrrole-2-carboxylate)