NP-MRD: Showing NP-Card for Dendryphiellin E (NP0061683)

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Record Information

Version

2.0

Created at

2022-04-28 06:25:28 UTC

Updated at

2022-04-28 06:25:28 UTC

NP-MRD ID

NP0061683

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dendryphiellin E

Description

(1R,2S,7R,8aR)-7-hydroxy-7-(3-hydroxyprop-1-en-2-yl)-1,8a-dimethyl-6-oxo-1,2,6,7,8,8a-hexahydronaphthalen-2-yl (2E,4E,6S)-6-methylocta-2,4-dienoate belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Dendryphiellin E is found in Dendryphiella salina. Based on a literature review very few articles have been published on (1R,2S,7R,8aR)-7-hydroxy-7-(3-hydroxyprop-1-en-2-yl)-1,8a-dimethyl-6-oxo-1,2,6,7,8,8a-hexahydronaphthalen-2-yl (2E,4E,6S)-6-methylocta-2,4-dienoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282208252D          

 29 30  0  0  1  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  1  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  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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  1  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
    1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3969   -1.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8340   -0.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7842   -1.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6087   -2.0235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0095   -1.9371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -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  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
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  1  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
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    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
  3  4  1  0  0  0  0
  4  5  2  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
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
  1 11  1  0  0  0  0
 11 12  1  1  0  0  0
 10 13  1  1  0  0  0
  8 14  1  6  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
  8 18  1  1  0  0  0
  1 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 61 62  0  0  0  0  0  0  0  0999 V2000
   -6.6259    1.9560    1.6652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8163    1.4848    0.7481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6186    2.2709   -0.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0114    1.5223   -1.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1441    0.1900    1.0091 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6768   -0.3495    2.1770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6636    0.3020    1.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9117   -0.7811    0.4023 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2169   -2.0808    1.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695   -0.9027   -1.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6740   -0.8750   -1.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5713   -0.7243   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6416   -1.3499   -0.0733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4245   -1.0514   -2.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2094   -0.5222   -2.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9030    0.2015   -0.7767 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5027    0.2235   -0.6241 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    1.4505   -0.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4244    2.4836   -0.5943 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5885    1.5595   -0.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3261    0.4613   -0.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7891    0.5425   -0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4610   -0.5770   -0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9336   -0.6807    0.0571 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4904   -1.4036   -1.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4875    0.7152    0.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9932    0.7077    0.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4378   -0.5663    0.4234 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7525   -1.9305    0.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1349    2.8849    1.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7861    1.4046    2.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3005    3.1419   -0.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5969    2.6696   -0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9804    1.5728   -1.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2373   -0.0522    2.9893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2396    1.2637    0.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3719    0.1791    2.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0906   -2.0098    1.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4481   -2.8667    0.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3663   -2.4083    1.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0269   -0.9690   -2.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7309   -1.5889   -2.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4710   -0.5877   -2.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3197    1.2324   -0.8043 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0389    2.5307   -0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8184   -0.4778   -0.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3105    1.4639   -0.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9252   -1.5224   -0.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1380   -1.2392    0.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0184   -0.7482   -1.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1331   -2.2389   -0.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6852   -1.9127   -1.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0375    1.1692    1.1033 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2600    1.3542   -0.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2995    1.7630    0.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3312    0.0930    1.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4293    0.4276   -0.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1020    0.0188    1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4491   -2.6806   -0.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3700   -2.2158    1.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1336   -1.9276   -0.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 26  1  0
 26 24  1  0
 24 25  1  0
 24 23  1  0
 23 22  2  0
 22 21  1  0
 21 20  2  0
 20 18  1  0
 18 19  2  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  2  0
 14 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12  5  1  0
  5  6  1  1
  5  7  1  0
  7  8  1  0
  8  9  1  1
  8 28  1  0
 28 29  1  0
  5  2  1  0
  2  1  2  3
  2  3  1  0
  3  4  1  0
 28 16  1  0
  8 10  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
 26 53  1  0
 26 54  1  0
 24 49  1  1
 25 50  1  0
 25 51  1  0
 25 52  1  0
 23 48  1  0
 22 47  1  0
 21 46  1  0
 20 45  1  0
 16 44  1  6
 15 43  1  0
 14 42  1  0
 11 41  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  9 38  1  0
  9 39  1  0
  9 40  1  0
 28 58  1  1
 29 59  1  0
 29 60  1  0
 29 61  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
M  END


  Mrv1652304282208252D          

 29 30  0  0  1  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  1  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  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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  1  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
    1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3969   -1.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8340   -0.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7842   -1.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6087   -2.0235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0095   -1.9371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -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  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
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  1  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
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    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
  3  4  1  0  0  0  0
  4  5  2  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
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
  1 11  1  0  0  0  0
 11 12  1  1  0  0  0
 10 13  1  1  0  0  0
  8 14  1  6  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
  8 18  1  1  0  0  0
  1 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0061683

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)\C=C\C=C\C(=O)O[C@H]1C=CC2=CC(=O)[C@@](O)(C[C@]2(C)[C@H]1C)C(=C)CO

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O5/c1-6-16(2)9-7-8-10-22(27)29-20-12-11-19-13-21(26)24(28,17(3)14-25)15-23(19,5)18(20)4/h7-13,16,18,20,25,28H,3,6,14-15H2,1-2,4-5H3/b9-7+,10-8+/t16-,18-,20-,23+,24+/m0/s1

> <INCHI_KEY>
RMOCYQRAHZQNLL-PKSNHMFESA-N

> <FORMULA>
C24H32O5

> <MOLECULAR_WEIGHT>
400.515

> <EXACT_MASS>
400.22497413

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
44.301051729725806

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,7R,8aR)-7-hydroxy-7-(3-hydroxyprop-1-en-2-yl)-1,8a-dimethyl-6-oxo-1,2,6,7,8,8a-hexahydronaphthalen-2-yl (2E,4E,6S)-6-methylocta-2,4-dienoate

> <ALOGPS_LOGP>
3.88

> <JCHEM_LOGP>
3.9335875663333333

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.169180546772484

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.42323019730172

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7641216979823655

> <JCHEM_POLAR_SURFACE_AREA>
83.83000000000001

> <JCHEM_REFRACTIVITY>
117.36809999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,7R,8aR)-7-hydroxy-7-(3-hydroxyprop-1-en-2-yl)-1,8a-dimethyl-6-oxo-2,8-dihydro-1H-naphthalen-2-yl (2E,4E,6S)-6-methylocta-2,4-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.207  -2.364   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.024  -1.058   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.930  -3.723   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      10.470  -3.777   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       7.484  -3.616   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -10.669  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2   11   19                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   14   18                                             
CONECT    9    8   10                                                       
CONECT   10    9    4   11   13                                             
CONECT   11   10    1   12                                                  
CONECT   12   11                                                            
CONECT   13   10                                                            
CONECT   14    8   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16                                                            
CONECT   18    8                                                            
CONECT   19    1   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

View in JSmol

Synonyms

Value	Source
(1R,2S,7R,8AR)-7-hydroxy-7-(3-hydroxyprop-1-en-2-yl)-1,8a-dimethyl-6-oxo-1,2,6,7,8,8a-hexahydronaphthalen-2-yl (2E,4E,6S)-6-methylocta-2,4-dienoic acid	Generator

Chemical Formula

C₂₄H₃₂O₅

Average Mass

400.5150 Da

Monoisotopic Mass

400.22497 Da

IUPAC Name

(1R,2S,7R,8aR)-7-hydroxy-7-(3-hydroxyprop-1-en-2-yl)-1,8a-dimethyl-6-oxo-1,2,6,7,8,8a-hexahydronaphthalen-2-yl (2E,4E,6S)-6-methylocta-2,4-dienoate

Traditional Name

(1R,2S,7R,8aR)-7-hydroxy-7-(3-hydroxyprop-1-en-2-yl)-1,8a-dimethyl-6-oxo-2,8-dihydro-1H-naphthalen-2-yl (2E,4E,6S)-6-methylocta-2,4-dienoate

CAS Registry Number

Not Available

SMILES

CC[C@H](C)\C=C\C=C\C(=O)O[C@H]1C=CC2=CC(=O)[C@@](O)(C[C@]2(C)[C@H]1C)C(=C)CO

InChI Identifier

InChI=1S/C24H32O5/c1-6-16(2)9-7-8-10-22(27)29-20-12-11-19-13-21(26)24(28,17(3)14-25)15-23(19,5)18(20)4/h7-13,16,18,20,25,28H,3,6,14-15H2,1-2,4-5H3/b9-7+,10-8+/t16-,18-,20-,23+,24+/m0/s1

InChI Key

RMOCYQRAHZQNLL-PKSNHMFESA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Dendryphiella salina	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids

Alternative Parents

Substituents

Eremophilane sesquiterpenoid
Fatty acid ester
Cyclohexenone
Acyloin
Fatty acyl
Tertiary alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Ketone
Cyclic ketone
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organooxygen compound
Alcohol
Organic oxide
Organic oxygen compound
Carbonyl group
Primary alcohol
Hydrocarbon derivative
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
logP	3.88	ALOGPS
logP	3.93	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	12.42	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	117.37 m³·mol⁻¹	ChemAxon
Polarizability	44.3 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10475147

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14335783

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Dendryphiellin E (NP0061683)

MOL for NP0061683 (Dendryphiellin E)

3D MOL for NP0061683 (Dendryphiellin E)

3D SDF for NP0061683 (Dendryphiellin E)

3D-SDF for NP0061683 (Dendryphiellin E)

PDB for NP0061683 (Dendryphiellin E)

3D PDB for NP0061683 (Dendryphiellin E)

SMILES for NP0061683 (Dendryphiellin E)

INCHI for NP0061683 (Dendryphiellin E)

Structure for NP0061683 (Dendryphiellin E)

3D Structure for NP0061683 (Dendryphiellin E)