NP-MRD: Showing NP-Card for (1r,2s,5s,6r,10r,11s,12r,15r,19s)-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-8,16-dien-18-one (NP0300679)

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Record Information

Version

2.0

Created at

2022-09-10 13:12:46 UTC

Updated at

2022-09-10 13:12:47 UTC

NP-MRD ID

NP0300679

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2s,5s,6r,10r,11s,12r,15r,19s)-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-8,16-dien-18-one

Description

Ceramicine B belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. (1r,2s,5s,6r,10r,11s,12r,15r,19s)-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-8,16-dien-18-one is found in Chisocheton ceramicus. (1r,2s,5s,6r,10r,11s,12r,15r,19s)-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-8,16-dien-18-one was first documented in 2014 (PMID: 23494817). Based on a literature review a small amount of articles have been published on Ceramicine B (PMID: 34089255) (PMID: 29368952) (PMID: 28822030) (PMID: 27357963).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102215122D          

 30 35  0  0  1  0            999 V2000
    5.3539    2.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9681    1.7318    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4588    2.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6421    2.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3347    1.4986    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8440    0.8496    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3534    0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6608    0.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939    0.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9926    0.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7912    1.6760    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3202    2.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1188    3.1092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8175    3.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4507    3.0190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1433    2.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5367    0.0840    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0460   -0.5650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7199   -0.0326    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2601   -0.7176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4360    0.3325    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6953   -0.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8028    0.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9443    1.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  6  0  0  0
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  9 10  1  0  0  0  0
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M  END

     RDKit          3D

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   -0.6311   -1.9415    1.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4008   -0.3345    1.4754 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2018   -1.3971    1.8637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1445   -1.6494    0.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0577   -0.4091   -0.0817 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8876    0.5992    0.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4248   -0.6749   -1.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5821    0.5051   -3.2142 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309102215122D          

 30 35  0  0  1  0            999 V2000
    5.3539    2.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9681    1.7318    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4588    2.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8440    0.8496    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
NP0300679

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]12CO[C@@H]3[C@@H]1[C@@](C)([C@H]1CC[C@@]4(C)[C@@H](CC=C4[C@]1(C)[C@@H]3O)C1=COC=C1)C(=O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C26H32O4/c1-23-10-8-19(27)26(4)18-7-11-24(2)16(15-9-12-29-13-15)5-6-17(24)25(18,3)22(28)20(21(23)26)30-14-23/h6,8-10,12-13,16,18,20-22,28H,5,7,11,14H2,1-4H3/t16-,18-,20+,21-,22+,23-,24-,25-,26-/m0/s1

> <INCHI_KEY>
AEPJQKVEJDKGIZ-RTBHCFDSSA-N

> <FORMULA>
C26H32O4

> <MOLECULAR_WEIGHT>
408.538

> <EXACT_MASS>
408.23005951

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
45.43708184654865

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,5S,6R,10R,11S,12R,15R,19S)-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.0^{2,10}.0^{5,9}.0^{15,19}]nonadeca-8,16-dien-18-one

> <JCHEM_LOGP>
3.847600469333331

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.675779004151753

> <JCHEM_PKA_STRONGEST_BASIC>
-2.784736667931511

> <JCHEM_POLAR_SURFACE_AREA>
59.67000000000001

> <JCHEM_REFRACTIVITY>
115.80310000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,5S,6R,10R,11S,12R,15R,19S)-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.0^{2,10}.0^{5,9}.0^{15,19}]nonadeca-8,16-dien-18-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       9.994   4.594   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.274   3.233   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.323   4.444   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.799   4.226   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.225   2.797   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.176   1.586   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.126   0.374   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.700   1.804   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.882   0.816   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.186   1.635   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.810   3.129   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.798   4.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.422   5.804   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.726   6.623   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      13.908   5.635   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      13.334   4.206   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.602   0.157   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       7.553  -1.055   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.077  -0.061   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.219  -1.339   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.738  -0.918   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.680   0.621   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.298  -0.057   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.499   1.608   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.763   3.125   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.209   3.655   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.419   5.181   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.700   2.580   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.068   4.075   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.126   1.151   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8   11                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   28                                                  
CONECT    6    5    7    8   17                                             
CONECT    7    6                                                            
CONECT    8    6    2    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    2   12                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   12                                                       
CONECT   17    6   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   30                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   30                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    5   29   30                                             
CONECT   29   28                                                            
CONECT   30   28   19   22                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₂O₄

Average Mass

408.5380 Da

Monoisotopic Mass

408.23006 Da

IUPAC Name

(1R,2S,5S,6R,10R,11S,12R,15R,19S)-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.0^{2,10}.0^{5,9}.0^{15,19}]nonadeca-8,16-dien-18-one

Traditional Name

(1R,2S,5S,6R,10R,11S,12R,15R,19S)-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.0^{2,10}.0^{5,9}.0^{15,19}]nonadeca-8,16-dien-18-one

CAS Registry Number

Not Available

SMILES

C[C@]12CO[C@@H]3[C@@H]1[C@@](C)([C@H]1CC[C@@]4(C)[C@@H](CC=C4[C@]1(C)[C@@H]3O)C1=COC=C1)C(=O)C=C2

InChI Identifier

InChI=1S/C26H32O4/c1-23-10-8-19(27)26(4)18-7-11-24(2)16(15-9-12-29-13-15)5-6-17(24)25(18,3)22(28)20(21(23)26)30-14-23/h6,8-10,12-13,16,18,20-22,28H,5,7,11,14H2,1-4H3/t16-,18-,20+,21-,22+,23-,24-,25-,26-/m0/s1

InChI Key

AEPJQKVEJDKGIZ-RTBHCFDSSA-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
Chisocheton ceramicus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Limonoids

Alternative Parents

Substituents

Limonoid skeleton
17-furanylsteroid skeleton
Steroid
Naphthofuran
Cyclohexenone
Cyclic alcohol
Furan
Heteroaromatic compound
Tetrahydrofuran
Ketone
Secondary alcohol
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	3.85	ChemAxon
pKa (Strongest Acidic)	13.68	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.67 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	115.8 m³·mol⁻¹	ChemAxon
Polarizability	45.44 Å³	ChemAxon
Number of Rings	6	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

24715424

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42609928

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kenfack Tsobnang P, Tsamo Tontsa A, Mbiangue YA, Kemda Nangmo P, Kenfack Tiofack S, Mkounga P, Nkengfack Ephrem A, Tonle Kenfack I: Contributions of secondary alcohol-ketone O-H...O=C and furan-acetate Csp(2)-H...OOC synthons to the supramolecular packings of two bioactive molecules. Acta Crystallogr C Struct Chem. 2021 Jun 1;77(Pt 6):312-320. doi: 10.1107/S2053229621005209. Epub 2021 May 27. [PubMed:34089255 ]
Supriatno, Nurlelasari, Herlina T, Harneti D, Maharani R, Hidayat AT, Mayanti T, Supratman U, Azmi MN, Shiono Y: A new limonoid from stem bark of Chisocheton pentandrus (Meliaceae). Nat Prod Res. 2018 Nov;32(21):2610-2616. doi: 10.1080/14786419.2018.1428600. Epub 2018 Jan 25. [PubMed:29368952 ]
Nugroho AE, Hashimoto A, Wong CP, Yokoe H, Tsubuki M, Kaneda T, Hadi AHA, Morita H: Ceramicines M-P from Chisocheton ceramicus: isolation and structure-activity relationship study. J Nat Med. 2018 Jan;72(1):64-72. doi: 10.1007/s11418-017-1109-2. Epub 2017 Aug 18. [PubMed:28822030 ]
Iijima C, Wong CP, Nugroho AE, Sotozono Y, Someya S, Hirasawa Y, Kaneda T, Hadi AH, Morita H: Anti-melanin deposition activity of ceramicines from Chisocheton ceramicus. J Nat Med. 2016 Oct;70(4):702-7. doi: 10.1007/s11418-016-1016-y. Epub 2016 Jun 29. [PubMed:27357963 ]
Wong CP, Kaneda T, Hadi AH, Morita H: Ceramicine B, a limonoid with anti-lipid droplets accumulation activity from Chisocheton ceramicus. J Nat Med. 2014 Jan;68(1):22-30. doi: 10.1007/s11418-013-0755-2. Epub 2013 Mar 14. [PubMed:23494817 ]
LOTUS database [Link]

Showing NP-Card for (1r,2s,5s,6r,10r,11s,12r,15r,19s)-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-8,16-dien-18-one (NP0300679)

MOL for NP0300679 ((1r,2s,5s,6r,10r,11s,12r,15r,19s)-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-8,16-dien-18-one)

3D MOL for NP0300679 ((1r,2s,5s,6r,10r,11s,12r,15r,19s)-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-8,16-dien-18-one)

3D SDF for NP0300679 ((1r,2s,5s,6r,10r,11s,12r,15r,19s)-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-8,16-dien-18-one)

3D-SDF for NP0300679 ((1r,2s,5s,6r,10r,11s,12r,15r,19s)-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-8,16-dien-18-one)

PDB for NP0300679 ((1r,2s,5s,6r,10r,11s,12r,15r,19s)-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-8,16-dien-18-one)

3D PDB for NP0300679 ((1r,2s,5s,6r,10r,11s,12r,15r,19s)-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-8,16-dien-18-one)

SMILES for NP0300679 ((1r,2s,5s,6r,10r,11s,12r,15r,19s)-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-8,16-dien-18-one)

INCHI for NP0300679 ((1r,2s,5s,6r,10r,11s,12r,15r,19s)-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-8,16-dien-18-one)

Structure for NP0300679 ((1r,2s,5s,6r,10r,11s,12r,15r,19s)-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-8,16-dien-18-one)

3D Structure for NP0300679 ((1r,2s,5s,6r,10r,11s,12r,15r,19s)-6-(furan-3-yl)-11-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.0²,¹⁰.0⁵,⁹.0¹⁵,¹⁹]nonadeca-8,16-dien-18-one)