NP-MRD: Showing NP-Card for methyl (4s,5z)-4-(acetyloxy)-7-[(1z,2s)-2-(acetyloxy)-2-[(2z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate (NP0219127)

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Record Information

Version

2.0

Created at

2022-09-05 20:01:45 UTC

Updated at

2022-09-05 20:01:45 UTC

NP-MRD ID

NP0219127

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (4s,5z)-4-(acetyloxy)-7-[(1z,2s)-2-(acetyloxy)-2-[(2z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate

Description

methyl (4s,5z)-4-(acetyloxy)-7-[(1z,2s)-2-(acetyloxy)-2-[(2z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate is found in Clavularia viridis.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052222012D          

 32 32  0  0  1  0            999 V2000
   13.2586   -5.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5942   -4.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1092   -3.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4448   -3.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9599   -2.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2954   -1.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8105   -0.9380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9900   -1.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6545   -1.7779    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.9400   -1.3654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9400   -0.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2255   -0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6545   -0.1279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4391   -2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4391   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6545   -3.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3995   -3.8974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1695   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3445   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9320   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1070   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6945   -2.4454    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8695   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4570   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6320   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2195   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2195   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3945   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1070   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6945   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8695   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1070   -0.3020    0.0000 O   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  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
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 22 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
M  END


  Mrv1652309052222012D          

 32 32  0  0  1  0            999 V2000
   13.2586   -5.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5942   -4.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1092   -3.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4448   -3.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9599   -2.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2954   -1.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8105   -0.9380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9900   -1.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6545   -1.7779    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.9400   -1.3654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9400   -0.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2255   -0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6545   -0.1279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4391   -2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4391   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6545   -3.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3995   -3.8974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1695   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3445   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9320   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1070   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6945   -2.4454    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8695   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4570   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6320   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2195   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2195   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3945   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1070   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6945   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8695   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1070   -0.3020    0.0000 O   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  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
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 22 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0219127

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C/C[C@]1(OC(C)=O)C=CC(=O)\C1=C/C=C\[C@H](CCC(=O)OC)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H34O7/c1-5-6-7-8-9-10-17-25(32-20(3)27)18-16-23(28)22(25)13-11-12-21(31-19(2)26)14-15-24(29)30-4/h9-13,16,18,21H,5-8,14-15,17H2,1-4H3/b10-9-,12-11-,22-13+/t21-,25+/m1/s1

> <INCHI_KEY>
QXSYLWTUKSQQCP-NQMNMNILSA-N

> <FORMULA>
C25H34O7

> <MOLECULAR_WEIGHT>
446.54

> <EXACT_MASS>
446.230453435

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
48.28440011889576

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (4S,5Z)-4-(acetyloxy)-7-[(1Z,2S)-2-(acetyloxy)-2-[(2Z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate

> <JCHEM_LOGP>
4.251091236

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.500635975770406

> <JCHEM_POLAR_SURFACE_AREA>
95.97

> <JCHEM_REFRACTIVITY>
124.41199999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (4S,5Z)-4-(acetyloxy)-7-[(1Z,2S)-2-(acetyloxy)-2-[(2Z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      24.749  -9.709   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.376  -8.302   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      24.471  -7.056   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      25.097  -5.650   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.192  -4.404   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.818  -2.997   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.913  -1.751   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.381  -1.912   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.755  -3.319   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      20.421  -2.549   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      20.421  -1.009   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.088  -0.239   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      21.755  -0.239   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      23.220  -3.795   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.220  -5.335   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.755  -5.811   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      21.279  -7.275   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      20.850  -4.565   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      19.310  -4.565   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.540  -5.898   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.000  -5.898   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.230  -4.565   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.690  -4.565   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.920  -3.231   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.380  -3.231   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      11.610  -4.565   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      11.610  -1.897   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      10.070  -1.897   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      17.000  -3.231   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      16.230  -1.897   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.690  -1.897   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      17.000  -0.564   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14   18                                             
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    9   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    9   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   29                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27                                                            
CONECT   29   22   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₄O₇

Average Mass

446.5400 Da

Monoisotopic Mass

446.23045 Da

IUPAC Name

methyl (4S,5Z)-4-(acetyloxy)-7-[(1Z,2S)-2-(acetyloxy)-2-[(2Z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate

Traditional Name

methyl (4S,5Z)-4-(acetyloxy)-7-[(1Z,2S)-2-(acetyloxy)-2-[(2Z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C[C@]1(OC(C)=O)C=CC(=O)\C1=C/C=C\[C@H](CCC(=O)OC)OC(C)=O

InChI Identifier

InChI=1S/C25H34O7/c1-5-6-7-8-9-10-17-25(32-20(3)27)18-16-23(28)22(25)13-11-12-21(31-19(2)26)14-15-24(29)30-4/h9-13,16,18,21H,5-8,14-15,17H2,1-4H3/b10-9-,12-11-,22-13+/t21-,25+/m1/s1

InChI Key

QXSYLWTUKSQQCP-NQMNMNILSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Clavularia viridis	LOTUS Database	35616633

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	4.25	ChemAxon
pKa (Strongest Basic)	-6.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	95.97 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	124.41 m³·mol⁻¹	ChemAxon
Polarizability	48.28 Å³	ChemAxon
Number of Rings	1	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

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (4s,5z)-4-(acetyloxy)-7-[(1z,2s)-2-(acetyloxy)-2-[(2z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate (NP0219127)

MOL for NP0219127 (methyl (4s,5z)-4-(acetyloxy)-7-[(1z,2s)-2-(acetyloxy)-2-[(2z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate)

3D MOL for NP0219127 (methyl (4s,5z)-4-(acetyloxy)-7-[(1z,2s)-2-(acetyloxy)-2-[(2z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate)

3D SDF for NP0219127 (methyl (4s,5z)-4-(acetyloxy)-7-[(1z,2s)-2-(acetyloxy)-2-[(2z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate)

3D-SDF for NP0219127 (methyl (4s,5z)-4-(acetyloxy)-7-[(1z,2s)-2-(acetyloxy)-2-[(2z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate)

PDB for NP0219127 (methyl (4s,5z)-4-(acetyloxy)-7-[(1z,2s)-2-(acetyloxy)-2-[(2z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate)

3D PDB for NP0219127 (methyl (4s,5z)-4-(acetyloxy)-7-[(1z,2s)-2-(acetyloxy)-2-[(2z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate)

SMILES for NP0219127 (methyl (4s,5z)-4-(acetyloxy)-7-[(1z,2s)-2-(acetyloxy)-2-[(2z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate)

INCHI for NP0219127 (methyl (4s,5z)-4-(acetyloxy)-7-[(1z,2s)-2-(acetyloxy)-2-[(2z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate)

Structure for NP0219127 (methyl (4s,5z)-4-(acetyloxy)-7-[(1z,2s)-2-(acetyloxy)-2-[(2z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate)

3D Structure for NP0219127 (methyl (4s,5z)-4-(acetyloxy)-7-[(1z,2s)-2-(acetyloxy)-2-[(2z)-oct-2-en-1-yl]-5-oxocyclopent-3-en-1-ylidene]hept-5-enoate)