NP-MRD: Showing NP-Card for Melleolide H linoleate (NP0332874)

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Record Information

Version

1.0

Created at

2024-05-01 17:34:02 UTC

Updated at

2024-05-03 00:10:36 UTC

NP-MRD ID

NP0332874

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Melleolide H linoleate

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01132320102D          

 52 55  0  0  1  0            999 V2000
   -2.3828    0.3877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5362    0.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9903    1.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5706    1.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3686    1.5377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3529    2.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5549    2.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3373    3.5480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4607    3.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0254    2.1658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1923    1.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3880    0.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9179   -0.1380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8453   -1.0172    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    0.1407   -1.0747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9895   -1.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6464   -0.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0538   -0.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8164   -0.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4523    0.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2317   -0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4707   -1.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2796   -1.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5336   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9774   -2.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1716   -2.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6153   -3.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8648   -3.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3085   -4.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5580   -5.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0017   -5.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2512   -6.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6968   -2.1928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2758   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2785   -2.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917   -2.4092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4451   -3.3838    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2198   -3.8722    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1574   -2.9676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7734   -3.5164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6355   -3.5232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4417   -4.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4724   -5.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208   -4.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4408   -2.5588    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1531   -2.1426    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0133   -2.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 13  1  0  0  0  0
 14 13  1  1  0  0  0
 15 14  1  0  0  0  0
 15 16  1  6  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  1  0  0  0  0
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 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
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 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
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 28 29  2  0  0  0  0
 29 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
 33 34  1  0  0  0  0
 17 35  2  0  0  0  0
 15 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 36 39  2  0  0  0  0
 40 39  1  0  0  0  0
 40 41  1  1  0  0  0
 42 40  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  6  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 45 48  1  0  0  0  0
 40 48  1  0  0  0  0
 42 49  1  1  0  0  0
 42 50  1  0  0  0  0
 50 15  1  0  0  0  0
 50 51  1  6  0  0  0
 50 52  1  0  0  0  0
 14 52  1  0  0  0  0
M  END


  Mrv2104 01132320102D          

 52 55  0  0  1  0            999 V2000
   -2.3828    0.3877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5362    0.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9903    1.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5706    1.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3686    1.5377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3529    2.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5549    2.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3373    3.5480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4607    3.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0254    2.1658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1923    1.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3880    0.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9179   -0.1380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8453   -1.0172    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4365   -1.7338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1407   -1.0747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9895   -1.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4836   -0.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0538   -0.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8164   -0.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4523    0.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2317   -0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4707   -1.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2796   -1.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5336   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9774   -2.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1716   -2.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6153   -3.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8648   -3.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3085   -4.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5580   -5.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0017   -5.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2512   -6.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6968   -2.1928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4451   -3.3838    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2198   -3.8722    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1574   -2.9676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7734   -3.5164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6355   -3.5232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4417   -4.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1113   -4.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4724   -5.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208   -4.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4408   -2.5588    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1531   -2.1426    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0133   -2.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5619   -1.4260    0.0000 C   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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 13  1  0  0  0  0
 14 13  1  1  0  0  0
 15 14  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
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 20 21  1  0  0  0  0
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 31 32  1  0  0  0  0
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 17 35  2  0  0  0  0
 15 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 36 39  2  0  0  0  0
 40 39  1  0  0  0  0
 40 41  1  1  0  0  0
 42 40  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  6  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 45 48  1  0  0  0  0
 40 48  1  0  0  0  0
 42 49  1  1  0  0  0
 42 50  1  0  0  0  0
 50 15  1  0  0  0  0
 50 51  1  6  0  0  0
 50 52  1  0  0  0  0
 14 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332874

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC(C)(C)[C@H](O)[C@]1([H])[C@@]1(C)C[C@@H](OC(=O)C3=C(O)C=C(OC)C=C3C)[C@@]1(OC(=O)CCCCCCC\C=C/C\C=C/CCCCC)C(C=O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C42H60O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-35(45)50-42-31(28-43)24-30-26-40(3,4)38(46)37(30)41(42,5)27-34(42)49-39(47)36-29(2)23-32(48-6)25-33(36)44/h11-12,14-15,23-25,28,30,34,37-38,44,46H,7-10,13,16-22,26-27H2,1-6H3/b12-11-,15-14-/t30-,34-,37-,38-,41-,42+/m1/s1

> <INCHI_KEY>
FBEGVAQDWUSHHN-WHFRFRCQSA-N

> <FORMULA>
C42H60O8

> <MOLECULAR_WEIGHT>
692.934

> <EXACT_MASS>
692.428818892

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
110

> <JCHEM_AVERAGE_POLARIZABILITY>
80.3961698848022

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,2aS,4aS,7R,7aS,7bR)-3-formyl-7-hydroxy-6,6,7b-trimethyl-2a-[(9Z,12Z)-octadeca-9,12-dienoyloxy]-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoate

> <JCHEM_LOGP>
10.18691385366667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.461650406202994

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.763143716483802

> <JCHEM_PKA_STRONGEST_BASIC>
-3.034277915704486

> <JCHEM_POLAR_SURFACE_AREA>
119.36

> <JCHEM_REFRACTIVITY>
198.9942000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,2aS,4aS,7R,7aS,7bR)-3-formyl-7-hydroxy-6,6,7b-trimethyl-2a-[(9Z,12Z)-octadeca-9,12-dienoyloxy]-1H,2H,4aH,5H,7H,7aH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JAN-23         0                                  
HETATM    1  O   UNK     0      -4.448   0.724   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.867   0.914   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.849   2.167   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.932   3.261   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.421   2.870   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.525   4.747   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.036   5.138   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.630   6.623   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.860   7.014   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.047   4.043   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.359   2.557   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.724   1.463   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.713  -0.258   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.578  -1.899   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.815  -3.236   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.263  -2.006   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.847  -2.423   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.073  -1.255   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.636  -1.347   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.700  -0.194   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.124  -0.875   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.311   0.195   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.766  -0.467   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.212  -2.006   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.722  -2.506   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.196  -4.001   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.158  -5.138   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.654  -4.808   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.615  -5.945   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.081  -7.413   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.043  -8.550   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.508 -10.018   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.470 -11.155   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.936 -12.623   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       1.301  -4.093   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       0.515  -4.013   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.387  -3.969   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       3.904  -4.497   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       0.507  -5.553   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.831  -6.316   0.000  0.00  0.00           C+0
HETATM   41  H   UNK     0       0.410  -7.228   0.000  0.00  0.00           H+0
HETATM   42  C   UNK     0      -2.161  -5.540   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -3.310  -6.564   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -4.920  -6.577   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -2.691  -7.974   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -3.941  -8.989   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -2.749  -9.638   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -1.159  -7.821   0.000  0.00  0.00           C+0
HETATM   49  H   UNK     0      -0.823  -4.776   0.000  0.00  0.00           H+0
HETATM   50  C   UNK     0      -2.153  -4.000   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -3.758  -3.883   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -2.916  -2.662   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11                                                       
CONECT   11   10    3   12                                                  
CONECT   12   11                                                            
CONECT   13    2   14                                                       
CONECT   14   13   15   52                                                  
CONECT   15   14   16   36   50                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   35                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33                                                            
CONECT   35   17                                                            
CONECT   36   15   37   39                                                  
CONECT   37   36   38                                                       
CONECT   38   37                                                            
CONECT   39   36   40                                                       
CONECT   40   39   41   42   48                                             
CONECT   41   40                                                            
CONECT   42   40   43   49   50                                             
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46   47   48                                             
CONECT   46   45                                                            
CONECT   47   45                                                            
CONECT   48   45   40                                                       
CONECT   49   42                                                            
CONECT   50   42   15   51   52                                             
CONECT   51   50                                                            
CONECT   52   50   14                                                       
MASTER        0    0    0    0    0    0    0    0   52    0  110    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₂H₆₀O₈

Average Mass

692.9340 Da

Monoisotopic Mass

692.42882 Da

IUPAC Name

(2R,2aS,4aS,7R,7aS,7bR)-3-formyl-7-hydroxy-6,6,7b-trimethyl-2a-[(9Z,12Z)-octadeca-9,12-dienoyloxy]-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoate

Traditional Name

(2R,2aS,4aS,7R,7aS,7bR)-3-formyl-7-hydroxy-6,6,7b-trimethyl-2a-[(9Z,12Z)-octadeca-9,12-dienoyloxy]-1H,2H,4aH,5H,7H,7aH-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoate

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC(C)(C)[C@H](O)[C@]1([H])[C@@]1(C)C[C@@H](OC(=O)C3=C(O)C=C(OC)C=C3C)[C@@]1(OC(=O)CCCCCCC\C=C/C\C=C/CCCCC)C(C=O)=C2

InChI Identifier

InChI=1S/C42H60O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-35(45)50-42-31(28-43)24-30-26-40(3,4)38(46)37(30)41(42,5)27-34(42)49-39(47)36-29(2)23-32(48-6)25-33(36)44/h11-12,14-15,23-25,28,30,34,37-38,44,46H,7-10,13,16-22,26-27H2,1-6H3/b12-11-,15-14-/t30-,34-,37-,38-,41-,42+/m1/s1

InChI Key

FBEGVAQDWUSHHN-WHFRFRCQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 700 MHz, C3D6O, experimental)	sebastian.pfuetze@helmholtz-hzi.de	Helmholtz-centre for infection research	Sebastian Pfütze	2024-05-01	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 700 MHz, C3D6O, experimental)	sebastian.pfuetze@helmholtz-hzi.de	Helmholtz-centre for infection research	Sebastian Pfütze	2024-05-01	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 700 MHz, C3D6O, experimental)	sebastian.pfuetze@helmholtz-hzi.de	Helmholtz-centre for infection research	Sebastian Pfütze	2024-05-01	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, C3D6O, experimental)	sebastian.pfuetze@helmholtz-hzi.de	Helmholtz-centre for infection research	Sebastian Pfütze	2024-05-01	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	sebastian.pfuetze@helmholtz-hzi.de	Helmholtz-centre for infection research	Sebastian Pfütze	2024-05-01	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C3D6O, experimental)	sebastian.pfuetze@helmholtz-hzi.de	Helmholtz-centre for infection research	Sebastian Pfütze	2024-05-01	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
ostoyae		Not Available

Chemical Taxonomy

Classification

Not classified

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	10.19	ChemAxon
pKa (Strongest Acidic)	9.76	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	119.36 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	198.99 m³·mol⁻¹	ChemAxon
Polarizability	80.4 Å³	ChemAxon
Number of Rings	4	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

Not Available

References

General References

Pfutze S, Charria-Giron E, Schulzke E, Toshe R, Khonsanit A, Franke R, Surup F, Bronstrup M, Stadler M: Depicting the Chemical Diversity of Bioactive Meroterpenoids Produced by the Largest Organism on Earth. Angew Chem Int Ed Engl. 2024 Apr 15;63(16):e202318505. doi: 10.1002/anie.202318505. Epub 2024 Mar 14. [PubMed:38390787 ]

Showing NP-Card for Melleolide H linoleate (NP0332874)

MOL for NP0332874 (Melleolide H linoleate)

3D MOL for NP0332874 (Melleolide H linoleate)

3D SDF for NP0332874 (Melleolide H linoleate)

3D-SDF for NP0332874 (Melleolide H linoleate)

PDB for NP0332874 (Melleolide H linoleate)

3D PDB for NP0332874 (Melleolide H linoleate)

SMILES for NP0332874 (Melleolide H linoleate)

INCHI for NP0332874 (Melleolide H linoleate)

Structure for NP0332874 (Melleolide H linoleate)

3D Structure for NP0332874 (Melleolide H linoleate)