NP-MRD: Showing NP-Card for [(1r,7s,9r,16r,18r,19r)-1,3,14-trihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-5,12-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),3,6(11),13-tetraen-9-yl]acetic acid (NP0176024)

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Record Information

Version

1.0

Created at

2022-09-03 13:37:10 UTC

Updated at

2022-09-03 13:37:10 UTC

NP-MRD ID

NP0176024

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1r,7s,9r,16r,18r,19r)-1,3,14-trihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-5,12-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),3,6(11),13-tetraen-9-yl]acetic acid

Description

Dihydrogranaticin B belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. [(1r,7s,9r,16r,18r,19r)-1,3,14-trihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-5,12-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),3,6(11),13-tetraen-9-yl]acetic acid is found in Streptomyces lateritius and Streptomyces violaceoruber. It was first documented in 2014 (PMID: 25153802). Based on a literature review a significant number of articles have been published on Dihydrogranaticin B (PMID: 36057450) (PMID: 36057449) (PMID: 36057448) (PMID: 28800088).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032215372D          

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M  END

     RDKit          3D

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M  END


  Mrv1652309032215372D          

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   -1.5754   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2899   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0044   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2899    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0044    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5754    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2825    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2825    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1450    0.6875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3351    0.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1450    0.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 10 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 28 27  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 28 35  1  0  0  0  0
 26 36  1  0  0  0  0
 17 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  0  0  0  0
 24 40  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0176024

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@H](CC[C@@H]1O)O[C@@H]1C[C@H]2O[C@H](C)[C@]1(O)C1=C2C(O)=C2C(=O)C3=C([C@H](C)O[C@@H](CC(O)=O)C3)C(=O)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C28H32O12/c1-9-14(29)4-5-18(38-9)40-16-8-15-20-23(28(16,36)11(3)39-15)27(35)22-21(26(20)34)24(32)13-6-12(7-17(30)31)37-10(2)19(13)25(22)33/h9-12,14-16,18,29,34-36H,4-8H2,1-3H3,(H,30,31)/t9-,10-,11+,12+,14-,15+,16+,18-,28+/m0/s1

> <INCHI_KEY>
HLHVOERZDIDBHJ-SMQDJOASSA-N

> <FORMULA>
C28H32O12

> <MOLECULAR_WEIGHT>
560.552

> <EXACT_MASS>
560.18937647

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
56.479994451218296

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(1R,7S,9R,16R,18R,19R)-1,3,14-trihydroxy-19-{[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-5,12-dioxo-8,17-dioxapentacyclo[14.2.2.0^{2,15}.0^{4,13}.0^{6,11}]icosa-2(15),3,6(11),13-tetraen-9-yl]acetic acid

> <ALOGPS_LOGP>
1.07

> <JCHEM_LOGP>
1.598693796000001

> <ALOGPS_LOGS>
-2.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.111942248610298

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1785498426003036

> <JCHEM_PKA_STRONGEST_BASIC>
-3.150846787141522

> <JCHEM_POLAR_SURFACE_AREA>
189.27999999999994

> <JCHEM_REFRACTIVITY>
136.0132

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.57e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,7S,9R,16R,18R,19R)-1,3,14-trihydroxy-19-{[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-5,12-dioxo-8,17-dioxapentacyclo[14.2.2.0^{2,15}.0^{4,13}.0^{6,11}]icosa-2(15),3,6(11),13-tetraen-9-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      10.396   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.396   2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      11.730   1.540   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      11.730  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.063  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.397  -0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      15.731  -0.770   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      14.397   1.540   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      10.396  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.062   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.062   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.729   2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       7.729   3.850   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.395   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.061   2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.061   3.850   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.728   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.728   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.061  -0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.061  -2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.395   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.729  -0.770   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.729  -2.310   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.394  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.060  -0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.060   1.540   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.273   2.310   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.607   1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.607  -0.000   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.941  -0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.274  -0.000   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -5.608  -0.770   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -4.274   1.540   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.608   2.310   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -2.941   2.310   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       2.394   2.310   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       2.394   3.850   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       2.137   1.283   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.625   0.990   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       2.137   0.257   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    4   10                                                       
CONECT   10    9   11   22                                                  
CONECT   11   10    2   12                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   21                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   36                                                  
CONECT   18   17   19   24                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   14   22                                                  
CONECT   22   21   10   23                                                  
CONECT   23   22                                                            
CONECT   24   18   25   40                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   36                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   35                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   28                                                       
CONECT   36   26   17   37   38                                             
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   24                                                       
MASTER        0    0    0    0    0    0    0    0   40    0   90    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₂O₁₂

Average Mass

560.5520 Da

Monoisotopic Mass

560.18938 Da

IUPAC Name

2-[(1R,7S,9R,16R,18R,19R)-1,3,14-trihydroxy-19-{[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-5,12-dioxo-8,17-dioxapentacyclo[14.2.2.0^{2,15}.0^{4,13}.0^{6,11}]icosa-2(15),3,6(11),13-tetraen-9-yl]acetic acid

Traditional Name

[(1R,7S,9R,16R,18R,19R)-1,3,14-trihydroxy-19-{[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-5,12-dioxo-8,17-dioxapentacyclo[14.2.2.0^{2,15}.0^{4,13}.0^{6,11}]icosa-2(15),3,6(11),13-tetraen-9-yl]acetic acid

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@H](CC[C@@H]1O)O[C@@H]1C[C@H]2O[C@H](C)[C@]1(O)C1=C2C(O)=C2C(=O)C3=C([C@H](C)O[C@@H](CC(O)=O)C3)C(=O)C2=C1O

InChI Identifier

InChI=1S/C28H32O12/c1-9-14(29)4-5-18(38-9)40-16-8-15-20-23(28(16,36)11(3)39-15)27(35)22-21(26(20)34)24(32)13-6-12(7-17(30)31)37-10(2)19(13)25(22)33/h9-12,14-16,18,29,34-36H,4-8H2,1-3H3,(H,30,31)/t9-,10-,11+,12+,14-,15+,16+,18-,28+/m0/s1

InChI Key

HLHVOERZDIDBHJ-SMQDJOASSA-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
Streptomyces lateritius	LOTUS Database	35616633
Streptomyces violaceoruber	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Isochromanequinone
Benzoisochromanequinone
1,4-anthraquinone
Anthraquinone
Naphthopyranone
Naphthopyran
2-benzopyran
Tetralin
Naphthalene
Isochromane
Benzopyran
Aryl ketone
Quinone
Pyranone
Pyran
Oxane
Vinylogous acid
Tertiary alcohol
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	1.07	ALOGPS
logP	1.6	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.18	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	189.28 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	136.01 m³·mol⁻¹	ChemAxon
Polarizability	56.48 Å³	ChemAxon
Number of Rings	6	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

136832663

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Jiang B, Li S, Zhao W, Li T, Zuo L, Nan Y, Wu L, Liu H, Yu L, Shan G, Zuo L: 6-Deoxy-13-hydroxy-8,11-dione-dihydrogranaticin B, an intermediate in granaticin biosynthesis, from Streptomyces sp. CPCC 200532. J Nat Prod. 2014 Sep 26;77(9):2130-3. doi: 10.1021/np500138k. Epub 2014 Aug 25. [PubMed:25153802 ]
Micalizzi E, Vaudano AE, Ballerini A, Talami F, Giovannini G, Turchi G, Cioclu MC, Giunta L, Meletti S: Ictal Apnea: a prospective monocentric study in patients with epilepsy. Eur J Neurol. 2022 Sep 3. doi: 10.1111/ene.15547. [PubMed:36057450 ]
Jiang S, Guo P, Heo HY, Zhang Y, Wu J, Jin Y, Laterra J, Eberhart CG, Lim M, Blakeley JO: Radiomics analysis of amide proton transfer-weighted and structural MR images for treatment response assessment in malignant gliomas. NMR Biomed. 2022 Sep 3:e4824. doi: 10.1002/nbm.4824. [PubMed:36057449 ]
Agarwal K, Saikia P, Podder I: Metabolic syndrome and Dyslipidemia in xanthelasma palpebrarum and associated risk-factors- a case-control study. J Cosmet Dermatol. 2022 Sep 3. doi: 10.1111/jocd.15353. [PubMed:36057448 ]
Sung AA, Gromek SM, Balunas MJ: Upregulation and Identification of Antibiotic Activity of a Marine-Derived Streptomyces sp. via Co-Cultures with Human Pathogens. Mar Drugs. 2017 Aug 11;15(8):250. doi: 10.3390/md15080250. [PubMed:28800088 ]
LOTUS database [Link]

Showing NP-Card for [(1r,7s,9r,16r,18r,19r)-1,3,14-trihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-5,12-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),3,6(11),13-tetraen-9-yl]acetic acid (NP0176024)

MOL for NP0176024 ([(1r,7s,9r,16r,18r,19r)-1,3,14-trihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-5,12-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),3,6(11),13-tetraen-9-yl]acetic acid)

3D MOL for NP0176024 ([(1r,7s,9r,16r,18r,19r)-1,3,14-trihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-5,12-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),3,6(11),13-tetraen-9-yl]acetic acid)

3D SDF for NP0176024 ([(1r,7s,9r,16r,18r,19r)-1,3,14-trihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-5,12-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),3,6(11),13-tetraen-9-yl]acetic acid)

3D-SDF for NP0176024 ([(1r,7s,9r,16r,18r,19r)-1,3,14-trihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-5,12-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),3,6(11),13-tetraen-9-yl]acetic acid)

PDB for NP0176024 ([(1r,7s,9r,16r,18r,19r)-1,3,14-trihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-5,12-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),3,6(11),13-tetraen-9-yl]acetic acid)

3D PDB for NP0176024 ([(1r,7s,9r,16r,18r,19r)-1,3,14-trihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-5,12-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),3,6(11),13-tetraen-9-yl]acetic acid)

SMILES for NP0176024 ([(1r,7s,9r,16r,18r,19r)-1,3,14-trihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-5,12-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),3,6(11),13-tetraen-9-yl]acetic acid)

INCHI for NP0176024 ([(1r,7s,9r,16r,18r,19r)-1,3,14-trihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-5,12-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),3,6(11),13-tetraen-9-yl]acetic acid)

Structure for NP0176024 ([(1r,7s,9r,16r,18r,19r)-1,3,14-trihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-5,12-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),3,6(11),13-tetraen-9-yl]acetic acid)

3D Structure for NP0176024 ([(1r,7s,9r,16r,18r,19r)-1,3,14-trihydroxy-19-{[(2s,5s,6s)-5-hydroxy-6-methyloxan-2-yl]oxy}-7,18-dimethyl-5,12-dioxo-8,17-dioxapentacyclo[14.2.2.0²,¹⁵.0⁴,¹³.0⁶,¹¹]icosa-2(15),3,6(11),13-tetraen-9-yl]acetic acid)