NP-MRD: Showing NP-Card for nanaomycin (NP0163154)

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Record Information

Version

1.0

Created at

2022-09-02 21:42:57 UTC

Updated at

2022-09-02 21:42:58 UTC

NP-MRD ID

NP0163154

Secondary Accession Numbers

None

Natural Product Identification

Common Name

nanaomycin

Description

Nanaomycin A, also known as nanafrocin or rosanomycin a, belongs to the class of organic compounds known as benzoisochromanequinones. These are benzo derivatives of isochromanequinones. Isochromanequinones are structurally characterized by a quinone fused to an isochromane, and forming a naphtho[2,3-c]pyran-6,9-dione skeleton. Nanaomycin A is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. nanaomycin is found in Streptomyces rosa, Streptomyces roseofulvus and Streptomyces roseus. It was first documented in 2017 (PMID: 28220825). Based on a literature review a significant number of articles have been published on nanaomycin A (PMID: 35759801) (PMID: 31771617) (PMID: 29378471) (PMID: 28202308).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
    0.5227   -2.7763   -1.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7510   -1.3324   -1.4090 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0420   -0.9163   -1.4385 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5729   -0.4959   -0.2554 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9192    0.1616   -0.6382 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6349    0.6806    0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2210   -0.0871    1.3069 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6757    2.0396    0.7580 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8015    0.4449    0.5691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3463    0.3279    0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1204   -0.4892   -0.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5545   -0.6368   -0.7777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0255   -1.4186   -1.6460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5092    0.1349    0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8730   -0.0082   -0.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3294   -0.8842   -1.2006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7481    0.7324    0.5160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2572    1.5921    1.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127    1.7381    1.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0099    0.9986    0.9604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5851    1.1342    1.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1175    1.8994    2.0359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4076   -3.1238   -1.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3473   -2.8897   -0.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3719   -3.3902   -1.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3445   -1.1778   -2.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8997   -1.3554    0.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4621   -0.6332   -1.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6191    0.9806   -1.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3573    2.7050    0.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0478    0.2860    1.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1190    1.4910    0.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3247   -0.9675   -1.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8377    0.6543    0.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9614    2.1774    2.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4821    2.4040    2.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  8  1  0
  6  7  2  0
  4  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 11  2  1  0
 20 14  1  0
 21 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  6
  4 27  1  1
  5 28  1  0
  5 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
M  END


  Mrv1652309022223422D          

 22 24  0  0  1  0            999 V2000
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  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  2  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0163154

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](CC(O)=O)CC2=C1C(=O)C1=C(O)C=CC=C1C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O6/c1-7-13-10(5-8(22-7)6-12(18)19)15(20)9-3-2-4-11(17)14(9)16(13)21/h2-4,7-8,17H,5-6H2,1H3,(H,18,19)/t7-,8+/m0/s1

> <INCHI_KEY>
ZCJHPTKRISJQTN-JGVFFNPUSA-N

> <FORMULA>
C16H14O6

> <MOLECULAR_WEIGHT>
302.282

> <EXACT_MASS>
302.079038171

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
29.7920981013392

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1S,3R)-9-hydroxy-1-methyl-5,10-dioxo-1H,3H,4H,5H,10H-naphtho[2,3-c]pyran-3-yl]acetic acid

> <ALOGPS_LOGP>
1.87

> <JCHEM_LOGP>
1.712014211

> <ALOGPS_LOGS>
-2.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.22585303658231

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4849699991618888

> <JCHEM_PKA_STRONGEST_BASIC>
-4.20279829222987

> <JCHEM_POLAR_SURFACE_AREA>
100.9

> <JCHEM_REFRACTIVITY>
76.5456

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.78e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nanaomycin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      10.669   4.620   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.001   3.850   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   21                                                  
CONECT   11   10    2   12                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   20                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   14   21                                                  
CONECT   21   20   10   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Value	Source
(1S,3R)-Nanaomycin a	ChEBI
[(1S,3R)-9-Hydroxy-1-methyl-5,10-dioxo-3,4,5,10-tetrahydro-1H-naphtho[2,3-c]pyran-3-yl]acetic acid	ChEBI
Nanafrocin	ChEBI
Nanafrocine	ChEBI
Nanafrocinum	ChEBI
Nanomycin a	ChEBI
Rosanomycin a	ChEBI
[(1S,3R)-9-Hydroxy-1-methyl-5,10-dioxo-3,4,5,10-tetrahydro-1H-naphtho[2,3-c]pyran-3-yl]acetate	Generator

Chemical Formula

C₁₆H₁₄O₆

Average Mass

302.2820 Da

Monoisotopic Mass

302.07904 Da

IUPAC Name

2-[(1S,3R)-9-hydroxy-1-methyl-5,10-dioxo-1H,3H,4H,5H,10H-naphtho[2,3-c]pyran-3-yl]acetic acid

Traditional Name

nanaomycin

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](CC(O)=O)CC2=C1C(=O)C1=C(O)C=CC=C1C2=O

InChI Identifier

InChI=1S/C16H14O6/c1-7-13-10(5-8(22-7)6-12(18)19)15(20)9-3-2-4-11(17)14(9)16(13)21/h2-4,7-8,17H,5-6H2,1H3,(H,18,19)/t7-,8+/m0/s1

InChI Key

ZCJHPTKRISJQTN-JGVFFNPUSA-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 rosa	LOTUS Database	35616633
Streptomyces roseofulvus	LOTUS Database	35616633
Streptomyces roseus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoisochromanequinones. These are benzo derivatives of isochromanequinones. Isochromanequinones are structurally characterized by a quinone fused to an isochromane, and forming a naphtho[2,3-c]pyran-6,9-dione skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isochromanequinones

Sub Class

Benzoisochromanequinones

Direct Parent

Benzoisochromanequinones

Alternative Parents

Substituents

Benzoisochromanequinone
Naphthopyranone
Naphthopyran
Naphthoquinone
Naphthalene
Aryl ketone
Quinone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Benzenoid
Pyran
Vinylogous acid
Ketone
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organooxygen heterocyclic antibiotic (CHEBI:48202 )
benzoisochromanequinone (CHEBI:48202 )

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	1.87	ALOGPS
logP	1.71	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.48	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	76.55 m³·mol⁻¹	ChemAxon
Polarizability	29.79 Å³	ChemAxon
Number of Rings	3	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

C00002845

Chemspider ID

391098

KEGG Compound ID

C10377

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442757

PDB ID

Not Available

ChEBI ID

48202

Good Scents ID

Not Available

References

General References

Matsui Y, Takemura N, Shirasaki Y, Takahama M, Noguchi Y, Ikoma K, Pan Y, Nishida S, Taura M, Nakayama A, Funatsu T, Misawa T, Harada Y, Sunazuka T, Saitoh T: Nanaomycin E inhibits NLRP3 inflammasome activation by preventing mitochondrial dysfunction. Int Immunol. 2022 Sep 9;34(10):505-518. doi: 10.1093/intimm/dxac028. [PubMed:35759801 ]
Lai SC, Su YT, Chi CC, Kuo YC, Lee KF, Wu YC, Lan PC, Yang MH, Chang TS, Huang YH: DNMT3b/OCT4 expression confers sorafenib resistance and poor prognosis of hepatocellular carcinoma through IL-6/STAT3 regulation. J Exp Clin Cancer Res. 2019 Nov 26;38(1):474. doi: 10.1186/s13046-019-1442-2. [PubMed:31771617 ]
Nakamae S, Toba Y, Takayama K, Sakurai F, Mizuguchi H: Nanaomycin A Treatment Promotes Hepatoblast Differentiation from Human iPS Cells. Stem Cells Dev. 2018 Mar 15;27(6):405-414. doi: 10.1089/scd.2017.0251. Epub 2018 Feb 27. [PubMed:29378471 ]
Chen JL, Ping YH, Tseng MJ, Chang YI, Lee HC, Hsieh RH, Yeh TS: Notch1-promoted TRPA1 expression in erythroleukemic cells suppresses erythroid but enhances megakaryocyte differentiation. Sci Rep. 2017 Feb 21;7:42883. doi: 10.1038/srep42883. [PubMed:28220825 ]
Nakashima T, Kimura T, Miyano R, Matsuo H, Hirose T, Kimishima A, Nonaka K, Iwatsuki M, Nakanishi J, Takahashi Y, Omura S: Nanaomycin H: A new nanaomycin analog. J Biosci Bioeng. 2017 Jun;123(6):765-770. doi: 10.1016/j.jbiosc.2017.01.011. Epub 2017 Feb 13. [PubMed:28202308 ]
LOTUS database [Link]

Showing NP-Card for nanaomycin (NP0163154)

MOL for NP0163154 (nanaomycin)

3D MOL for NP0163154 (nanaomycin)

3D SDF for NP0163154 (nanaomycin)

3D-SDF for NP0163154 (nanaomycin)

PDB for NP0163154 (nanaomycin)

3D PDB for NP0163154 (nanaomycin)

SMILES for NP0163154 (nanaomycin)

INCHI for NP0163154 (nanaomycin)

Structure for NP0163154 (nanaomycin)

3D Structure for NP0163154 (nanaomycin)