NP-MRD: Showing NP-Card for 10-(acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0³,¹².0⁶,¹¹.0¹²,¹⁶]octadec-3-en-5-yl acetate (NP0202317)

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Record Information

Version

2.0

Created at

2022-09-04 21:31:00 UTC

Updated at

2022-09-04 21:31:00 UTC

NP-MRD ID

NP0202317

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-(acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0³,¹².0⁶,¹¹.0¹²,¹⁶]octadec-3-en-5-yl acetate

Description

10-(Acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0³,¹².0⁶,¹¹.0¹²,¹⁶]Octadec-3-en-5-yl acetate belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. Based on a literature review very few articles have been published on 10-(acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0³,¹².0⁶,¹¹.0¹²,¹⁶]Octadec-3-en-5-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042223312D          

 32 36  0  0  0  0            999 V2000
   -0.1464   -0.5753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6130   -0.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7790    0.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4893    1.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3718    1.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9123    1.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7295    1.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2566    2.1538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9706    2.9276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1574    3.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4977    3.5622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0121    0.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8268    0.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8132    1.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6368    0.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1217   -0.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6018   -0.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7871   -0.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2673   -1.3057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5622   -2.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3769   -2.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0423   -2.7168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4922    0.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0171   -0.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6068    0.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7788   -0.7660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7600    1.0451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
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  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
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 13 15  1  0  0  0  0
 13 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
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 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 18 23  1  0  0  0  0
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  5 25  1  0  0  0  0
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 31 32  1  0  0  0  0
M  END

     RDKit          3D

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   -0.3257   -4.8183    1.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2257   -4.0539   -0.4504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6097   -0.4002    0.2510 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0878   -0.4169    1.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8551   -0.2708    0.3770 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1943   -0.9139    1.5738 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309042223312D          

 32 36  0  0  0  0            999 V2000
   -0.1464   -0.5753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6130   -0.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4893    1.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7295    1.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0202317

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1CCC(C)(C)C2C(OC(C)=O)C=C3CC4C(O)C5C(O)(OOC35C12C)C4=C

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O8/c1-11-15-9-14-10-16(29-12(2)25)19-21(4,5)8-7-17(30-13(3)26)22(19,6)23(14)20(18(15)27)24(11,28)32-31-23/h10,15-20,27-28H,1,7-9H2,2-6H3

> <INCHI_KEY>
WXIBMYGOGQQGHB-UHFFFAOYSA-N

> <FORMULA>
C24H32O8

> <MOLECULAR_WEIGHT>
448.512

> <EXACT_MASS>
448.20971799

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
46.22050919734362

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-(acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0^{3,12}.0^{6,11}.0^{12,16}]octadec-3-en-5-yl acetate

> <JCHEM_LOGP>
1.7889197916666673

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.424268411043347

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.349845682303444

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0997666999431353

> <JCHEM_POLAR_SURFACE_AREA>
111.52000000000001

> <JCHEM_REFRACTIVITY>
110.81089999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
10-(acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0^{3,12}.0^{6,11}.0^{12,16}]octadec-3-en-5-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.273  -1.074   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.144  -0.472   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.454   1.229   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.780   2.342   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.427   1.890   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.436   3.091   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.962   2.836   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       7.946   4.020   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       7.412   5.465   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.894   5.725   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.396   6.649   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       7.489   1.393   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.010   1.150   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.985   2.690   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.522   1.443   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.560  -0.288   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.590  -1.484   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.069  -1.241   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.099  -2.437   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.649  -3.876   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.170  -4.118   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.679  -5.071   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.519   0.197   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.632  -1.062   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.866   0.233   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.187  -1.430   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       3.866  -2.365   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.557  -1.413   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.677  -2.677   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.478  -0.270   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.389   0.699   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       3.285   1.951   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   28                                                  
CONECT    3    2    4   31                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    7   13   23                                                  
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   18   12   24   25                                             
CONECT   24   23                                                            
CONECT   25   23    5   26   30                                             
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27    2   29   30                                             
CONECT   29   28                                                            
CONECT   30   28   25   31                                                  
CONECT   31   30    3   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Value	Source
10-(Acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0,.0,.0,]octadec-3-en-5-yl acetic acid	Generator

Chemical Formula

C₂₄H₃₂O₈

Average Mass

448.5120 Da

Monoisotopic Mass

448.20972 Da

IUPAC Name

10-(acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0^{3,12}.0^{6,11}.0^{12,16}]octadec-3-en-5-yl acetate

Traditional Name

10-(acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0^{3,12}.0^{6,11}.0^{12,16}]octadec-3-en-5-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1CCC(C)(C)C2C(OC(C)=O)C=C3CC4C(O)C5C(O)(OOC35C12C)C4=C

InChI Identifier

InChI=1S/C24H32O8/c1-11-15-9-14-10-16(29-12(2)25)19-21(4,5)8-7-17(30-13(3)26)22(19,6)23(14)20(18(15)27)24(11,28)32-31-23/h10,15-20,27-28H,1,7-9H2,2-6H3

InChI Key

WXIBMYGOGQQGHB-UHFFFAOYSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Dicarboxylic acids and derivatives

Direct Parent

Dicarboxylic acids and derivatives

Alternative Parents

Substituents

Dicarboxylic acid or derivatives
Cyclic alcohol
Ortho-dioxolane
Dialkyl peroxide
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	1.79	ChemAxon
pKa (Strongest Acidic)	10.35	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	111.52 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	110.81 m³·mol⁻¹	ChemAxon
Polarizability	46.22 Å³	ChemAxon
Number of Rings	5	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163057511

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 10-(acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0³,¹².0⁶,¹¹.0¹²,¹⁶]octadec-3-en-5-yl acetate (NP0202317)

MOL for NP0202317 (10-(acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0³,¹².0⁶,¹¹.0¹²,¹⁶]octadec-3-en-5-yl acetate)

3D MOL for NP0202317 (10-(acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0³,¹².0⁶,¹¹.0¹²,¹⁶]octadec-3-en-5-yl acetate)

3D SDF for NP0202317 (10-(acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0³,¹².0⁶,¹¹.0¹²,¹⁶]octadec-3-en-5-yl acetate)

3D-SDF for NP0202317 (10-(acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0³,¹².0⁶,¹¹.0¹²,¹⁶]octadec-3-en-5-yl acetate)

PDB for NP0202317 (10-(acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0³,¹².0⁶,¹¹.0¹²,¹⁶]octadec-3-en-5-yl acetate)

3D PDB for NP0202317 (10-(acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0³,¹².0⁶,¹¹.0¹²,¹⁶]octadec-3-en-5-yl acetate)

SMILES for NP0202317 (10-(acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0³,¹².0⁶,¹¹.0¹²,¹⁶]octadec-3-en-5-yl acetate)

INCHI for NP0202317 (10-(acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0³,¹².0⁶,¹¹.0¹²,¹⁶]octadec-3-en-5-yl acetate)

Structure for NP0202317 (10-(acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0³,¹².0⁶,¹¹.0¹²,¹⁶]octadec-3-en-5-yl acetate)

3D Structure for NP0202317 (10-(acetyloxy)-15,17-dihydroxy-7,7,11-trimethyl-18-methylidene-13,14-dioxapentacyclo[13.2.1.0³,¹².0⁶,¹¹.0¹²,¹⁶]octadec-3-en-5-yl acetate)