NP-MRD: Showing NP-Card for {[(11z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6e)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]heptadec-11-en-15-yl]oxy}methanimidic acid (NP0233833)

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Record Information

Version

2.0

Created at

2022-09-06 15:34:51 UTC

Updated at

2022-09-06 15:34:51 UTC

NP-MRD ID

NP0233833

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{[(11z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6e)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]heptadec-11-en-15-yl]oxy}methanimidic acid

Description

{[(11Z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6E)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]Heptadec-11-en-15-yl]oxy}methanimidic acid belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms. {[(11z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6e)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]heptadec-11-en-15-yl]oxy}methanimidic acid is found in Leucascandra caveolata. Based on a literature review very few articles have been published on {[(11Z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6E)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]Heptadec-11-en-15-yl]oxy}methanimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062217342D          

 36 37  0  0  0  0            999 V2000
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   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
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 32 34  1  0  0  0  0
 30 35  1  0  0  0  0
 21 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END

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M  END


  Mrv1652309062217342D          

 36 37  0  0  0  0            999 V2000
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    7.8592   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -1.2375    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  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 10 28  1  0  0  0  0
 23 29  1  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  2  0  0  0  0
 32 34  1  0  0  0  0
 30 35  1  0  0  0  0
 21 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0233833

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C\C(C)CCC(C)C1CC(O)CC(O)C\C(C)=C/C2OC(O)(CC(OC(O)=N)C2C)CC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C27H45NO8/c1-6-7-16(2)8-9-18(4)22-13-21(30)12-20(29)10-17(3)11-23-19(5)24(35-26(28)32)14-27(33,36-23)15-25(31)34-22/h6-7,11,16,18-24,29-30,33H,8-10,12-15H2,1-5H3,(H2,28,32)/b7-6+,17-11-

> <INCHI_KEY>
BANGRBLTEZMIJD-URNUOFOBSA-N

> <FORMULA>
C27H45NO8

> <MOLECULAR_WEIGHT>
511.656

> <EXACT_MASS>
511.314517413

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
56.45221288309597

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(11Z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6E)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]heptadec-11-en-15-yl]oxy}methanimidic acid

> <JCHEM_LOGP>
1.3711812589515344

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.76053977339156

> <JCHEM_PKA_STRONGEST_ACIDIC>
-4.075584544905582

> <JCHEM_PKA_STRONGEST_BASIC>
10.538008151770404

> <JCHEM_POLAR_SURFACE_AREA>
149.53

> <JCHEM_REFRACTIVITY>
147.26110000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
{[(11Z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6E)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]heptadec-11-en-15-yl]oxy}methanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      16.004  -3.080   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.004  -0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      16.004   1.540   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      17.338  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.672  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.672   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.005  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.005  -2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      18.672  -3.080   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      18.672  -4.620   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      18.672  -6.160   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      17.338  -5.390   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.004  -4.620   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      16.909  -3.374   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      14.670  -5.390   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      20.005  -5.390   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      21.339  -4.620   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      22.673  -5.390   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      22.673  -6.930   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      24.006  -7.700   0.000  0.00  0.00           N+0
HETATM   34  O   UNK     0      21.339  -7.700   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      21.339  -3.080   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      22.673  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   28                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   35                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25   29                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   10                                                       
CONECT   29   23   30                                                       
CONECT   30   29   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   30   21   36                                                  
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   74    0
END

View in JSmol

Synonyms

Value	Source
{[(11Z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6E)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]heptadec-11-en-15-yl]oxy}methanimidate	Generator

Chemical Formula

C₂₇H₄₅NO₈

Average Mass

511.6560 Da

Monoisotopic Mass

511.31452 Da

IUPAC Name

{[(11Z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6E)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]heptadec-11-en-15-yl]oxy}methanimidic acid

Traditional Name

{[(11Z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6E)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]heptadec-11-en-15-yl]oxy}methanimidic acid

CAS Registry Number

Not Available

SMILES

C\C=C\C(C)CCC(C)C1CC(O)CC(O)C\C(C)=C/C2OC(O)(CC(OC(O)=N)C2C)CC(=O)O1

InChI Identifier

InChI=1S/C27H45NO8/c1-6-7-16(2)8-9-18(4)22-13-21(30)12-20(29)10-17(3)11-23-19(5)24(35-26(28)32)14-27(33,36-23)15-25(31)34-22/h6-7,11,16,18-24,29-30,33H,8-10,12-15H2,1-5H3,(H2,28,32)/b7-6+,17-11-

InChI Key

BANGRBLTEZMIJD-URNUOFOBSA-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
Leucascandra caveolata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxanes

Sub Class

Not Available

Direct Parent

Oxanes

Alternative Parents

Substituents

Oxane
Carbamic acid ester
Carboxylic acid ester
Hemiacetal
Lactone
Secondary alcohol
Carboxylic acid derivative
Polyol
Monocarboxylic acid or derivatives
Oxacycle
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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
logP	1.37	ChemAxon
pKa (Strongest Acidic)	-4.1	ChemAxon
pKa (Strongest Basic)	10.54	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	149.53 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	147.26 m³·mol⁻¹	ChemAxon
Polarizability	56.45 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

10184059

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21575365

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {[(11z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6e)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]heptadec-11-en-15-yl]oxy}methanimidic acid (NP0233833)

MOL for NP0233833 ({[(11z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6e)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]heptadec-11-en-15-yl]oxy}methanimidic acid)

3D MOL for NP0233833 ({[(11z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6e)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]heptadec-11-en-15-yl]oxy}methanimidic acid)

3D SDF for NP0233833 ({[(11z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6e)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]heptadec-11-en-15-yl]oxy}methanimidic acid)

3D-SDF for NP0233833 ({[(11z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6e)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]heptadec-11-en-15-yl]oxy}methanimidic acid)

PDB for NP0233833 ({[(11z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6e)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]heptadec-11-en-15-yl]oxy}methanimidic acid)

3D PDB for NP0233833 ({[(11z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6e)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]heptadec-11-en-15-yl]oxy}methanimidic acid)

SMILES for NP0233833 ({[(11z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6e)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]heptadec-11-en-15-yl]oxy}methanimidic acid)

INCHI for NP0233833 ({[(11z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6e)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]heptadec-11-en-15-yl]oxy}methanimidic acid)

Structure for NP0233833 ({[(11z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6e)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]heptadec-11-en-15-yl]oxy}methanimidic acid)

3D Structure for NP0233833 ({[(11z)-1,7,9-trihydroxy-11,14-dimethyl-5-[(6e)-5-methyloct-6-en-2-yl]-3-oxo-4,17-dioxabicyclo[11.3.1]heptadec-11-en-15-yl]oxy}methanimidic acid)