NP-MRD: Showing NP-Card for (3r,7e,9r,11e)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2s)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one (NP0331020)

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Record Information

Version

1.0

Created at

2022-09-12 16:56:54 UTC

Updated at

2022-09-12 16:56:54 UTC

NP-MRD ID

NP0331020

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3r,7e,9r,11e)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2s)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one

Description

(3R,7E,9R)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2S)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. (3r,7e,9r,11e)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2s)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one is found in Cystoseira zosteroides. It was first documented in 2022 (PMID: 36130844). Based on a literature review a significant number of articles have been published on (3R,7E,9R)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2S)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one (PMID: 36130843) (PMID: 36130842) (PMID: 36130841) (PMID: 36130840) (PMID: 36130836) (PMID: 36130839).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122218562D          

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  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 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
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 29 28  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 10 34  2  0  0  0  0
  3 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331020

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C)=C(OC)C(C\C=C(/C)C[C@@H](O)\C=C(/C)CCC[C@@H](C)C(=O)C[C@@H]2OC2(C)C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C29H44O5/c1-19(10-9-11-21(3)26(31)18-27-29(5,6)34-27)14-24(30)15-20(2)12-13-23-17-25(32-7)16-22(4)28(23)33-8/h12,14,16-17,21,24,27,30H,9-11,13,15,18H2,1-8H3/b19-14+,20-12+/t21-,24+,27+/m1/s1

> <INCHI_KEY>
KQKRQHLAQFACCF-VYICKJPESA-N

> <FORMULA>
C29H44O5

> <MOLECULAR_WEIGHT>
472.666

> <EXACT_MASS>
472.318874517

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
55.074802593005245

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,7E,9R,11E)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2S)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one

> <JCHEM_LOGP>
6.307724590999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.22781798663261

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.922566988704208

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3859994250887704

> <JCHEM_POLAR_SURFACE_AREA>
68.28999999999999

> <JCHEM_REFRACTIVITY>
139.6925

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3R,7E,9R,11E)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2S)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      -8.002  12.320   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.668  11.550   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -5.335  12.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335  13.860   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  14.630   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001  16.170   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.334  14.630   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.000  13.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  12.320   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.000  12.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.001  10.010   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.335  12.320   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  10.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002  12.320   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.336  11.550   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669  12.320   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.003  11.550   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.003  10.010   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.337  12.320   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      13.337  13.860   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      14.670  11.550   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.004  12.320   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      16.774  13.654   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      17.544  12.320   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      19.078  12.454   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      18.195  10.924   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   34                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11   34                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29   31                                                       
CONECT   31   30   29   32   33                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   10    3                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₄O₅

Average Mass

472.6660 Da

Monoisotopic Mass

472.31887 Da

IUPAC Name

(3R,7E,9R,11E)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2S)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one

Traditional Name

(3R,7E,9R,11E)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2S)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one

CAS Registry Number

Not Available

SMILES

COC1=CC(C)=C(OC)C(C\C=C(/C)C[C@@H](O)\C=C(/C)CCC[C@@H](C)C(=O)C[C@@H]2OC2(C)C)=C1

InChI Identifier

InChI=1S/C29H44O5/c1-19(10-9-11-21(3)26(31)18-27-29(5,6)34-27)14-24(30)15-20(2)12-13-23-17-25(32-7)16-22(4)28(23)33-8/h12,14,16-17,21,24,27,30H,9-11,13,15,18H2,1-8H3/b19-14+,20-12+/t21-,24+,27+/m1/s1

InChI Key

KQKRQHLAQFACCF-VYICKJPESA-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
Cystoseira zosteroides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Dimethoxybenzene
P-dimethoxybenzene
Fatty alcohol
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Toluene
Alkyl aryl ether
Fatty acyl
Monocyclic benzene moiety
Benzenoid
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Dialkyl ether
Oxirane
Ether
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	6.31	ChemAxon
pKa (Strongest Acidic)	16.92	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	68.29 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	139.69 m³·mol⁻¹	ChemAxon
Polarizability	55.07 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	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

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

163195240

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cani I, Righini M, Cenni P, Foschi M: Teaching NeuroImage: Partially Reversible Widespread Leukoencephalopathy Associated With Atypical Hemolytic Uremic Syndrome. Neurology. 2022 Sep 21. pii: WNL.0000000000201378. doi: 10.1212/WNL.0000000000201378. [PubMed:36130844 ]
Sasaki R, Morimoto S, Ozawa F, Okano H, Yoshida M, Ishiura H, Tsuji S, Kuzuhara S, Kokubo Y: APOE Alleles With Tau and Abeta Pathology In Patients With Amyotrophic Lateral Sclerosis and Parkinsonism-Dementia Complex in the Kii Peninsula. Neurology. 2022 Sep 21. pii: WNL.0000000000201156. doi: 10.1212/WNL.0000000000201156. [PubMed:36130843 ]
Zhang Z, Wang M, Gill D, Liu X: Genetically Predicted Smoking and Alcohol Consumption and Functional Outcome After Ischemic Stroke. Neurology. 2022 Sep 21. pii: WNL.0000000000201291. doi: 10.1212/WNL.0000000000201291. [PubMed:36130842 ]
Khamis S, Mitakidou MR, Champion M, Goyal S, Jones RL, Siddiqui A, Sabanathan S, Hedderly T, Lin JP, Jungbluth H, Papandreou A: Clinical Reasoning: A Teenage Girl With Progressive Hyperkinetic Movements, Seizures, and Encephalopathy. Neurology. 2022 Sep 21. pii: WNL.0000000000201385. doi: 10.1212/WNL.0000000000201385. [PubMed:36130841 ]
Rosenberg A, Ohlund-Wistbacka U, Hall A, Bonnard A, Hagman G, Ryden M, Thunborg C, Wiggenraad F, Sandebring-Matton A, Solomon A, Kivipelto M: beta-Amyloid, Tau, Neurodegeneration Classification and Eligibility for Anti-amyloid Treatment in a Memory Clinic Population. Neurology. 2022 Sep 21. pii: WNL.0000000000201043. doi: 10.1212/WNL.0000000000201043. [PubMed:36130840 ]
Yu H, Cai G, Wu J, Li Q: Clinical Phenotypic Variability and Significance of Pneumolabyrinth After Tympanum-Penetrating Injury. Ear Nose Throat J. 2022 Sep 21:1455613221128132. doi: 10.1177/01455613221128132. [PubMed:36130836 ]
Silverman A, Beres S: Child Neurology: Horner Syndrome in an Otherwise Well-Appearing Infant. Neurology. 2022 Sep 21. pii: WNL.0000000000201377. doi: 10.1212/WNL.0000000000201377. [PubMed:36130839 ]
Harada Y, Wang SH, Juel VC: Clinical Reasoning: A 36-Year-Old Man With Asymmetric Muscle Weakness. Neurology. 2022 Sep 21. pii: WNL.0000000000201379. doi: 10.1212/WNL.0000000000201379. [PubMed:36130838 ]
Guest O, Memon AA, Chukweubuka A, Zaheer M, Siddiqi N: Robotic low anterior resection for locally advanced rectal cancer - A video vignette. Colorectal Dis. 2022 Sep 21. doi: 10.1111/codi.16345. [PubMed:36130837 ]
Pellicori P, Kalra PR, Clark AL, Friday JM, Cleland JGF: Chronic kidney disease (CKD) and CKD-ism in heart failure - what a mess! Eur J Heart Fail. 2022 Sep 21. doi: 10.1002/ejhf.2696. [PubMed:36130835 ]
LOTUS database [Link]

Showing NP-Card for (3r,7e,9r,11e)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2s)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one (NP0331020)

MOL for NP0331020 ((3r,7e,9r,11e)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2s)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one)

3D MOL for NP0331020 ((3r,7e,9r,11e)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2s)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one)

3D SDF for NP0331020 ((3r,7e,9r,11e)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2s)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one)

3D-SDF for NP0331020 ((3r,7e,9r,11e)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2s)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one)

PDB for NP0331020 ((3r,7e,9r,11e)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2s)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one)

3D PDB for NP0331020 ((3r,7e,9r,11e)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2s)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one)

SMILES for NP0331020 ((3r,7e,9r,11e)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2s)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one)

INCHI for NP0331020 ((3r,7e,9r,11e)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2s)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one)

Structure for NP0331020 ((3r,7e,9r,11e)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2s)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one)

3D Structure for NP0331020 ((3r,7e,9r,11e)-13-(2,5-dimethoxy-3-methylphenyl)-1-[(2s)-3,3-dimethyloxiran-2-yl]-9-hydroxy-3,7,11-trimethyltrideca-7,11-dien-2-one)