NP-MRD: Showing NP-Card for (1r,2r,4s,7s,8s,11r,12r,13s,18r)-7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosane-5,15,20-trione (NP0262803)

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Record Information

Version

2.0

Created at

2022-09-08 05:47:17 UTC

Updated at

2022-09-08 05:47:17 UTC

NP-MRD ID

NP0262803

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,4s,7s,8s,11r,12r,13s,18r)-7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosane-5,15,20-trione

Description

Deacetylnomilin 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,2r,4s,7s,8s,11r,12r,13s,18r)-7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosane-5,15,20-trione is found in Casimiroa edulis, Citrus aurantium, Citrus hanaju, Citrus cavaleriei, Citrus iyo, Citrus junos, Citrus macrophylla, Citrus reticulata, Citrus sphaerocarpa, Citrus sudachi, Citrus trifoliata and Skimmia japonica. (1r,2r,4s,7s,8s,11r,12r,13s,18r)-7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosane-5,15,20-trione was first documented in 2003 (PMID: 14710824). Based on a literature review a significant number of articles have been published on Deacetylnomilin (PMID: 19782062) (PMID: 34651409) (PMID: 34335665) (PMID: 34116362) (PMID: 21950163) (PMID: 17542482).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082207472D          

 34 39  0  0  1  0            999 V2000
    5.2964    1.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7219    1.3587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9571   -0.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652309082207472D          

 34 39  0  0  1  0            999 V2000
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 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 28  2  0  0  0  0
 23 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  1  0  0  0
 34 33  1  1  0  0  0
 32 34  1  0  0  0  0
 21 34  1  0  0  0  0
 16 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0262803

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12CC[C@@H]3[C@]4(C)[C@@H](CC(=O)[C@@]3(C)[C@]11O[C@@H]1C(=O)O[C@H]2C1=COC=C1)C(C)(C)OC(=O)C[C@@H]4O

> <INCHI_IDENTIFIER>
InChI=1S/C26H32O8/c1-22(2)15-10-17(28)25(5)14(24(15,4)16(27)11-18(29)33-22)6-8-23(3)19(13-7-9-31-12-13)32-21(30)20-26(23,25)34-20/h7,9,12,14-16,19-20,27H,6,8,10-11H2,1-5H3/t14-,15+,16+,19+,20-,23+,24-,25+,26-/m1/s1

> <INCHI_KEY>
HWAJASVMTDEFJN-NEFLTLJKSA-N

> <FORMULA>
C26H32O8

> <MOLECULAR_WEIGHT>
472.534

> <EXACT_MASS>
472.20971799

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
48.22609992865898

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,4S,7R,8S,11R,12R,13S,18R)-7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0^{2,4}.0^{2,8}.0^{12,18}]icosane-5,15,20-trione

> <JCHEM_LOGP>
2.576258725333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.50166460077634

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.417265493119736

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8727722961404143

> <JCHEM_POLAR_SURFACE_AREA>
115.57000000000002

> <JCHEM_REFRACTIVITY>
116.4546

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,4S,7R,8S,11R,12R,13S,18R)-7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0^{2,4}.0^{2,8}.0^{12,18}]icosane-5,15,20-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       9.887   3.641   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.814   2.536   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.975   3.828   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      10.130   1.737   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      10.326   0.209   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      11.787  -0.278   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       9.253  -0.896   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.720  -0.747   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.921  -2.063   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.882   0.545   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.287  -0.876   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.368   2.006   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.346   3.158   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.838   2.849   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.816   4.001   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.351   1.388   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.201   2.921   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.373   0.236   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.886  -1.225   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.378  -1.534   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.356  -0.382   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.869  -1.843   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.847  -0.691   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.360  -2.152   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.256  -3.405   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.342  -4.644   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.119  -4.157   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.108  -2.617   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.175   0.461   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.312   1.922   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -0.710   3.074   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.820   2.231   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       3.329   2.540   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       2.842   1.079   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   12                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12   18                                             
CONECT   11   10                                                            
CONECT   12   10    2   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18   34                                             
CONECT   17   16                                                            
CONECT   18   16   10   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23   34                                             
CONECT   22   21                                                            
CONECT   23   21   24   29                                                  
CONECT   24   23   25   28                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   24                                                       
CONECT   29   23   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32   34                                                       
CONECT   34   33   32   21   16                                             
MASTER        0    0    0    0    0    0    0    0   34    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₂O₈

Average Mass

472.5340 Da

Monoisotopic Mass

472.20972 Da

IUPAC Name

(1R,2R,4S,7R,8S,11R,12R,13S,18R)-7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0^{2,4}.0^{2,8}.0^{12,18}]icosane-5,15,20-trione

Traditional Name

(1R,2R,4S,7R,8S,11R,12R,13S,18R)-7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0^{2,4}.0^{2,8}.0^{12,18}]icosane-5,15,20-trione

CAS Registry Number

Not Available

SMILES

C[C@@]12CC[C@@H]3[C@]4(C)[C@@H](CC(=O)[C@@]3(C)[C@]11O[C@@H]1C(=O)O[C@H]2C1=COC=C1)C(C)(C)OC(=O)C[C@@H]4O

InChI Identifier

InChI=1S/C26H32O8/c1-22(2)15-10-17(28)25(5)14(24(15,4)16(27)11-18(29)33-22)6-8-23(3)19(13-7-9-31-12-13)32-21(30)20-26(23,25)34-20/h7,9,12,14-16,19-20,27H,6,8,10-11H2,1-5H3/t14-,15+,16+,19+,20-,23+,24-,25+,26-/m1/s1

InChI Key

HWAJASVMTDEFJN-NEFLTLJKSA-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
Casimiroa edulis	LOTUS Database	35616633
Citrus aurantium	LOTUS Database	35616633
Citrus hanaju	LOTUS Database	35616633
Citrus ichangensis	LOTUS Database	35616633
Citrus iyo	LOTUS Database	35616633
Citrus junos	LOTUS Database	35616633
Citrus macrophylla	LOTUS Database	35616633
Citrus reticulata	LOTUS Database	35616633
Citrus sphaerocarpa	LOTUS Database	35616633
Citrus sudachi	LOTUS Database	35616633
Citrus trifoliata	LOTUS Database	35616633
Skimmia japonica	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
Naphthopyran
Naphthalene
Caprolactone
1,4-dioxepane
Delta valerolactone
Dioxepane
Delta_valerolactone
Oxepane
Oxane
Pyran
Dicarboxylic acid or derivatives
Heteroaromatic compound
Furan
Secondary alcohol
Carboxylic acid ester
Lactone
Ketone
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Organic oxide
Alcohol
Hydrocarbon derivative
Organic oxygen compound
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	2.58	ChemAxon
pKa (Strongest Acidic)	14.42	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	115.57 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	116.45 m³·mol⁻¹	ChemAxon
Polarizability	48.23 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

C00054394

Chemspider ID

103883023

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139082180

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

El-Readi MZ, Hamdan D, Farrag N, El-Shazly A, Wink M: Inhibition of P-glycoprotein activity by limonin and other secondary metabolites from Citrus species in human colon and leukaemia cell lines. Eur J Pharmacol. 2010 Jan 25;626(2-3):139-45. doi: 10.1016/j.ejphar.2009.09.040. Epub 2009 Sep 24. [PubMed:19782062 ]
Tian Q, Schwartz SJ: Mass spectrometry and tandem mass spectrometry of citrus limonoids. Anal Chem. 2003 Oct 15;75(20):5451-60. doi: 10.1021/ac030115w. [PubMed:14710824 ]
Ling W, Dai T, Zhang J, Liang Y, Yin W, Zhong B, Zhang J: Evaluation of Pomelo Seed Extracts as Natural Antioxidant, Antibacterial, Herbicidal Agents, and Their Functional Components. Chem Biodivers. 2021 Dec;18(12):e2100679. doi: 10.1002/cbdv.202100679. Epub 2021 Oct 27. [PubMed:34651409 ]
Yan H, Pu ZJ, Zhang ZY, Zhou GS, Zou DQ, Guo S, Li C, Zhan ZL, Duan JA: Research on Biomarkers of Different Growth Periods and Different Drying Processes of Citrus wilsonii Tanaka Based on Plant Metabolomics. Front Plant Sci. 2021 Jul 14;12:700367. doi: 10.3389/fpls.2021.700367. eCollection 2021. [PubMed:34335665 ]
Giofre SV, Napoli E, Iraci N, Speciale A, Cimino F, Muscara C, Molonia MS, Ruberto G, Saija A: Interaction of selected terpenoids with two SARS-CoV-2 key therapeutic targets: An in silico study through molecular docking and dynamics simulations. Comput Biol Med. 2021 Jul;134:104538. doi: 10.1016/j.compbiomed.2021.104538. Epub 2021 Jun 8. [PubMed:34116362 ]
Hamdan D, El-Readi MZ, Tahrani A, Herrmann F, Kaufmann D, Farrag N, El-Shazly A, Wink M: Secondary metabolites of ponderosa lemon (Citrus pyriformis) and their antioxidant, anti-inflammatory, and cytotoxic activities. Z Naturforsch C J Biosci. 2011 Jul-Aug;66(7-8):385-93. doi: 10.1515/znc-2011-7-810. [PubMed:21950163 ]
Mandadi KK, Jayaprakasha GK, Bhat NG, Patil BS: Red Mexican grapefruit: a novel source for bioactive limonoids and their antioxidant activity. Z Naturforsch C J Biosci. 2007 Mar-Apr;62(3-4):179-88. doi: 10.1515/znc-2007-3-405. [PubMed:17542482 ]
Poulose SM, Harris ED, Patil BS: Antiproliferative effects of citrus limonoids against human neuroblastoma and colonic adenocarcinoma cells. Nutr Cancer. 2006;56(1):103-12. doi: 10.1207/s15327914nc5601_14. [PubMed:17176224 ]
Tian Q, Li D, Barbacci D, Schwartz SJ, Patil BS: Electron ionization mass spectrometry of citrus limonoids. Rapid Commun Mass Spectrom. 2003;17(22):2517-22. doi: 10.1002/rcm.1218. [PubMed:14608622 ]
Khalil AT, Maatooq GT, El Sayed KA: Limonoids from Citrus reticulata. Z Naturforsch C J Biosci. 2003 Mar-Apr;58(3-4):165-70. doi: 10.1515/znc-2003-3-403. [PubMed:12710721 ]
LOTUS database [Link]

Showing NP-Card for (1r,2r,4s,7s,8s,11r,12r,13s,18r)-7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosane-5,15,20-trione (NP0262803)

MOL for NP0262803 ((1r,2r,4s,7s,8s,11r,12r,13s,18r)-7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosane-5,15,20-trione)

3D MOL for NP0262803 ((1r,2r,4s,7s,8s,11r,12r,13s,18r)-7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosane-5,15,20-trione)

3D SDF for NP0262803 ((1r,2r,4s,7s,8s,11r,12r,13s,18r)-7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosane-5,15,20-trione)

3D-SDF for NP0262803 ((1r,2r,4s,7s,8s,11r,12r,13s,18r)-7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosane-5,15,20-trione)

PDB for NP0262803 ((1r,2r,4s,7s,8s,11r,12r,13s,18r)-7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosane-5,15,20-trione)

3D PDB for NP0262803 ((1r,2r,4s,7s,8s,11r,12r,13s,18r)-7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosane-5,15,20-trione)

SMILES for NP0262803 ((1r,2r,4s,7s,8s,11r,12r,13s,18r)-7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosane-5,15,20-trione)

INCHI for NP0262803 ((1r,2r,4s,7s,8s,11r,12r,13s,18r)-7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosane-5,15,20-trione)

Structure for NP0262803 ((1r,2r,4s,7s,8s,11r,12r,13s,18r)-7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosane-5,15,20-trione)

3D Structure for NP0262803 ((1r,2r,4s,7s,8s,11r,12r,13s,18r)-7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosane-5,15,20-trione)