NP-MRD: Showing NP-Card for methymycin (NP0315869)

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Record Information

Version

2.0

Created at

2022-09-11 14:42:51 UTC

Updated at

2022-09-11 14:42:51 UTC

NP-MRD ID

NP0315869

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methymycin

Description

Methymycin belongs to the class of organic compounds known as aminoglycosides. These are molecules or a portion of a molecule composed of amino-modified sugars. Thus, methymycin is considered to be a macrolide lipid molecule. methymycin is found in Streptomyces venezuelae. methymycin was first documented in 1954 (PMID: 24542881). Methymycin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 11720530) (PMID: 5439233) (PMID: 19830295) (PMID: 23866020) (PMID: 20695498) (PMID: 10421766).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05041407582D          

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  Mrv0541 05041407582D          

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   -0.7145    2.0625    0.0000 O   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
   -1.4289    4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1842    3.0805    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5269    4.3942    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7111    4.0752    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0  0  0  0
 11 10  2  0  0  0  0
 14  2  1  6  0  0  0
 14 12  1  0  0  0  0
 15  3  1  6  0  0  0
 15 12  1  0  0  0  0
 16  4  1  6  0  0  0
 16 13  1  0  0  0  0
 17  5  1  1  0  0  0
 18 13  1  0  0  0  0
 19 10  1  0  0  0  0
 19 14  1  0  0  0  0
 20  9  1  6  0  0  0
 21 18  1  0  0  0  0
 22 15  1  0  0  0  0
 22 17  1  0  0  0  0
 23 17  1  0  0  0  0
 24 21  1  0  0  0  0
 25  6  1  6  0  0  0
 25 11  1  0  0  0  0
 25 20  1  0  0  0  0
 26  7  1  0  0  0  0
 26  8  1  0  0  0  0
 18 26  1  6  0  0  0
 27 19  2  0  0  0  0
 21 28  1  1  0  0  0
 29 23  2  0  0  0  0
 25 30  1  1  0  0  0
 31 16  1  0  0  0  0
 31 24  1  0  0  0  0
 32 20  1  0  0  0  0
 32 23  1  0  0  0  0
 22 33  1  6  0  0  0
 24 33  1  6  0  0  0
 34 10  1  0  0  0  0
 35 11  1  0  0  0  0
 14 36  1  1  0  0  0
 15 37  1  1  0  0  0
 16 38  1  1  0  0  0
 17 39  1  6  0  0  0
 18 40  1  1  0  0  0
 20 41  1  1  0  0  0
 21 42  1  6  0  0  0
 22 43  1  1  0  0  0
 24 44  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0315869

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C25H43NO7/c1-9-20-25(6,30)11-10-19(27)14(2)12-15(3)22(17(5)23(29)32-20)33-24-21(28)18(26(7)8)13-16(4)31-24/h10-11,14-18,20-22,24,28,30H,9,12-13H2,1-8H3/b11-10+/t14-,15+,16-,17-,18+,20-,21-,22+,24+,25+/m1/s1

> <INCHI_KEY>
HUKYPYXOBINMND-HYUJHOPRSA-N

> <FORMULA>
C25H43NO7

> <MOLECULAR_WEIGHT>
469.6114

> <EXACT_MASS>
469.303952735

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
51.04013222434438

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4S,5S,7R,9E,11S,12R)-4-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-12-ethyl-11-hydroxy-3,5,7,11-tetramethyl-1-oxacyclododec-9-ene-2,8-dione

> <ALOGPS_LOGP>
2.05

> <JCHEM_LOGP>
3.2760655183333314

> <ALOGPS_LOGS>
-3.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.679246326733868

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.7654744076806

> <JCHEM_PKA_STRONGEST_BASIC>
8.380995706233982

> <JCHEM_POLAR_SURFACE_AREA>
105.53000000000002

> <JCHEM_REFRACTIVITY>
125.67369999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methymycin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+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   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   27  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   34  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    9                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   16                                                            
CONECT    5   17                                                            
CONECT    6   25                                                            
CONECT    7   26                                                            
CONECT    8   26                                                            
CONECT    9    1   20                                                       
CONECT   10   11   19   34                                                  
CONECT   11   10   25   35                                                  
CONECT   12   14   15                                                       
CONECT   13   16   18                                                       
CONECT   14    2   12   19   36                                             
CONECT   15    3   12   22   37                                             
CONECT   16    4   13   31   38                                             
CONECT   17    5   22   23   39                                             
CONECT   18   13   21   26   40                                             
CONECT   19   10   14   27                                                  
CONECT   20    9   25   32   41                                             
CONECT   21   18   24   28   42                                             
CONECT   22   15   17   33   43                                             
CONECT   23   17   29   32                                                  
CONECT   24   21   31   33   44                                             
CONECT   25    6   11   20   30                                             
CONECT   26    7    8   18                                                  
CONECT   27   19                                                            
CONECT   28   21                                                            
CONECT   29   23                                                            
CONECT   30   25                                                            
CONECT   31   16   24                                                       
CONECT   32   20   23                                                       
CONECT   33   22   24                                                       
CONECT   34   10                                                            
CONECT   35   11                                                            
CONECT   36   14                                                            
CONECT   37   15                                                            
CONECT   38   16                                                            
CONECT   39   17                                                            
CONECT   40   18                                                            
CONECT   41   20                                                            
CONECT   42   21                                                            
CONECT   43   22                                                            
CONECT   44   24                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   90    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₄₃NO₇

Average Mass

469.6114 Da

Monoisotopic Mass

469.30395 Da

IUPAC Name

(3R,4S,5S,7R,9E,11S,12R)-4-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-12-ethyl-11-hydroxy-3,5,7,11-tetramethyl-1-oxacyclododec-9-ene-2,8-dione

Traditional Name

methymycin

CAS Registry Number

Not Available

SMILES

[H]\C1=C([H])/[C@](C)(O)[C@@]([H])(CC)OC(=O)[C@]([H])(C)[C@@]([H])(O[C@]2([H])O[C@]([H])(C)C[C@]([H])(N(C)C)[C@@]2([H])O)[C@@]([H])(C)C[C@@]([H])(C)C1=O

InChI Identifier

InChI=1S/C25H43NO7/c1-9-20-25(6,30)11-10-19(27)14(2)12-15(3)22(17(5)23(29)32-20)33-24-21(28)18(26(7)8)13-16(4)31-24/h10-11,14-18,20-22,24,28,30H,9,12-13H2,1-8H3/b11-10+/t14-,15+,16-,17-,18+,20-,21-,22+,24+,25+/m1/s1

InChI Key

HUKYPYXOBINMND-HYUJHOPRSA-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 venezuelae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminoglycosides. These are molecules or a portion of a molecule composed of amino-modified sugars.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Aminoglycosides

Alternative Parents

Substituents

Aminoglycoside core
Macrolide
Oxane
Tertiary alcohol
1,2-aminoalcohol
Amino acid or derivatives
Carboxylic acid ester
Ketone
Lactone
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Cyclic ketone
Monocarboxylic acid or derivatives
Acetal
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Organopnictogen compound
Amine
Alcohol
Organonitrogen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

macrolide antibiotic (CHEBI:29630 )
monosaccharide derivative (CHEBI:29630 )
enone (CHEBI:29630 )
Macrolides and lactone polyketides (C11996 )
Macrolides and lactone polyketides (LMPK04000037 )

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	2.05	ALOGPS
logP	3.28	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	12.77	ChemAxon
pKa (Strongest Basic)	8.38	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	105.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	125.67 m³·mol⁻¹	ChemAxon
Polarizability	51.04 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

C11996

BioCyc ID

CPD-13832

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282034

PDB ID

Not Available

ChEBI ID

29630

Good Scents ID

Not Available

References

General References

Zhang Q, Sherman DH: Isolation and structure determination of novamethymycin, a new bioactive metabolite of the methymycin biosynthetic pathway in Streptomyces venezuelae. J Nat Prod. 2001 Nov;64(11):1447-50. doi: 10.1021/np010146r. [PubMed:11720530 ]
Rickards RW, Smith RM: Macrolide antibiotic studies. 13. Partial absolute configurations of methymycin, neomethymycin, narbomycin and picromycin. Tetrahedron Lett. 1970 Mar;(13):1025-8. doi: 10.1016/s0040-4039(01)97897-9. [PubMed:5439233 ]
Oh HS, Xuan R, Kang HY: Total synthesis of methymycin. Org Biomol Chem. 2009 Nov 7;7(21):4458-63. doi: 10.1039/b911200f. Epub 2009 Aug 18. [PubMed:19830295 ]
Hansen DA, Rath CM, Eisman EB, Narayan AR, Kittendorf JD, Mortison JD, Yoon YJ, Sherman DH: Biocatalytic synthesis of pikromycin, methymycin, neomethymycin, novamethymycin, and ketomethymycin. J Am Chem Soc. 2013 Jul 31;135(30):11232-8. doi: 10.1021/ja404134f. Epub 2013 Jul 18. [PubMed:23866020 ]
Borisova SA, Liu HW: Characterization of glycosyltransferase DesVII and its auxiliary partner protein DesVIII in the methymycin/picromycin biosynthetic pathway. Biochemistry. 2010 Sep 21;49(37):8071-84. doi: 10.1021/bi1007657. [PubMed:20695498 ]
Tang L, Fu H, Betlach MC, McDaniel R: Elucidating the mechanism of chain termination switching in the picromycin/methymycin polyketide synthase. Chem Biol. 1999 Aug;6(8):553-8. doi: 10.1016/S1074-5521(99)80087-8. [PubMed:10421766 ]
Xue Y, Wilson D, Sherman DH: Genetic architecture of the polyketide synthases for methymycin and pikromycin series macrolides. Gene. 2000 Mar 7;245(1):203-11. doi: 10.1016/s0378-1119(00)00003-2. [PubMed:10713461 ]
Zhao L, Beyer NJ, Borisova SA, Liu HW: Beta-glucosylation as a part of self-resistance mechanism in methymycin/pikromycin producing strain Streptomyces venezuelae. Biochemistry. 2003 Dec 23;42(50):14794-804. doi: 10.1021/bi035501m. [PubMed:14674753 ]
CHAVEZ MAX G, MENDEZ D: Preliminary report on the therapeutic action of methymycin in Brucella melitensis infection. Antibiot Chemother (Northfield). 1954 Jan;4(1):83-6. [PubMed:24542881 ]
PERLMAN D: Chemical methods for determination of methymycin in fermentation samples. Antibiot Chemother (Northfield). 1954 Aug;4(8):859-63. [PubMed:24543211 ]
PERLMAN D, O'BRIEN E: Microbiological production of methymycin and related antibiotics. Antibiot Chemother (Northfield). 1954 Aug;4(8):894-8. [PubMed:24543216 ]
Manwaring DG, Rickards RW, Smith RM: Macrolide antibiotic studies. XIV. The total absolute configuration of methymycin. Tetrahedron Lett. 1970 Mar;(13):1029-32. doi: 10.1016/s0040-4039(01)97898-0. [PubMed:5439234 ]
Xue Y, Wilson D, Zhao L, Liu Hw, Sherman DH: Hydroxylation of macrolactones YC-17 and narbomycin is mediated by the pikC-encoded cytochrome P450 in Streptomyces venezuelae. Chem Biol. 1998 Nov;5(11):661-7. doi: 10.1016/s1074-5521(98)90293-9. [PubMed:9831532 ]
Graziani EI, Cane DE, Betlach MC, Kealey JT, McDaniel R: Macrolide biosynthesis: a single cytochrome P450, PicK, is responsible for the hydroxylations that generate methymycin, neomethymycin, and picromycin in Streptomyces venezuelae. Bioorg Med Chem Lett. 1998 Nov 17;8(22):3117-20. doi: 10.1016/s0960-894x(98)00553-8. [PubMed:9873687 ]
LOTUS database [Link]

Showing NP-Card for methymycin (NP0315869)

MOL for NP0315869 (methymycin)

3D MOL for NP0315869 (methymycin)

3D SDF for NP0315869 (methymycin)

3D-SDF for NP0315869 (methymycin)

PDB for NP0315869 (methymycin)

3D PDB for NP0315869 (methymycin)

SMILES for NP0315869 (methymycin)

INCHI for NP0315869 (methymycin)

Structure for NP0315869 (methymycin)

3D Structure for NP0315869 (methymycin)