NP-MRD: Showing NP-Card for Klinomycin (NP0062237)

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Record Information

Version

2.0

Created at

2022-04-28 06:54:25 UTC

Updated at

2022-04-28 06:54:25 UTC

NP-MRD ID

NP0062237

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Klinomycin

Description

Minocycline, also known as minociclina or minomycin, belongs to the class of organic compounds known as tetracyclines. These are polyketides having an octahydrotetracene-2-carboxamide skeleton, substituted with many hydroxy and other groups. Thus, minocycline is considered to be a linear tetracycline lipid molecule. Minocycline is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. In humans, minocycline is involved in minocycline action pathway. Klinomycin is found in Streptomyces hygroscopicus and Streptomyces I-523. Klinomycin was first documented in 1996 (PMID: 8563540). A tetracycline analogue having a dimethylamino group at position 7 and lacking the methyl and hydroxy groups at position 5 (PMID: 10888929) (PMID: 11390507) (PMID: 15371729) (PMID: 16280684).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 04191212162D          

 35 38  0  0  1  0            999 V2000
   11.1613   -9.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4469   -9.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4469  -10.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1613  -11.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8758  -10.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8758   -9.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5903   -9.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5903  -11.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3047  -10.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3047   -9.9634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.0192   -9.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0192  -11.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7337  -10.7884    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.7337   -9.9634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.4481   -9.5509    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4481  -11.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1626  -10.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1626   -9.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1613   -8.7259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4481   -8.7259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7337   -9.1384    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3047   -9.1384    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7337  -11.6134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8758   -8.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4469   -8.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1626   -8.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7336   -8.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8771   -9.5509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1613  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5903  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0192  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4481  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8771  -11.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8771  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0  0  0  0
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  3  4  2  0  0  0  0
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  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
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  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
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  9 12  2  0  0  0  0
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  1 19  1  0  0  0  0
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M  END

     RDKit          3D

 60 63  0  0  0  0  0  0  0  0999 V2000
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   -3.0715   -0.4648    0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2349    0.3003   -0.7524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8479   -0.1441   -1.0164 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1345    1.0095   -0.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5675    0.6062   -0.8547 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3507    0.9766    0.3672 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7647    2.3771    0.2731 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3152    2.8566    1.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8107    2.5000   -0.7382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5264    0.1549    0.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2968    0.4926    1.7701 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9476   -0.8807   -0.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1241   -1.6384    0.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5211   -2.7323   -0.5220 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7968   -1.3295    1.2772 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1603   -1.2395   -1.2344 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7140   -1.8927   -2.1682 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7473   -0.8311   -1.2918 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3574   -0.9391   -2.6309 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9024   -1.6374   -0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882   -2.7154    0.3197 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.1389    1.4541   -1.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2174    2.5258    0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6543    2.4689    1.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2617   -0.2992    1.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5144   -2.3363    2.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3195   -3.8681    2.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2599    1.4153   -0.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7678    0.2877   -1.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8034   -0.3842   -2.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1175    1.8782   -1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0460    1.3239    0.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0130    1.2144   -1.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7026    0.9436    1.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0180    3.9284    1.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4204    2.8049    1.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
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 14 48  1  6
 13 46  1  0
 13 47  1  0
M  END


  Mrv0541 04191212162D          

 35 38  0  0  1  0            999 V2000
   11.1613   -9.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4469   -9.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4469  -10.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1613  -11.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8758  -10.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8758   -9.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5903   -9.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5903  -11.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3047  -10.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3047   -9.9634    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   14.0192  -11.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.1626   -9.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1613   -8.7259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4481   -8.7259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7337   -9.1384    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3047   -9.1384    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7337  -11.6134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8758   -8.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4469   -8.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1626   -8.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7336   -8.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8771   -9.5509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1613  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5903  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0192  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4481  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8771  -11.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8771  -12.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5915  -10.7884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
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 10 22  1  6  0  0  0
 13 23  1  6  0  0  0
 19 24  1  0  0  0  0
 19 25  1  0  0  0  0
 20 26  1  0  0  0  0
 20 27  1  0  0  0  0
 18 28  1  0  0  0  0
  4 29  1  0  0  0  0
  8 30  2  0  0  0  0
 12 31  1  0  0  0  0
 16 32  2  0  0  0  0
 17 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0062237

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC3=C(C(O)=CC=C3N(C)C)C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])C2

> <INCHI_IDENTIFIER>
InChI=1S/C23H27N3O7/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28/h5-6,9,11,17,27,29-30,33H,7-8H2,1-4H3,(H2,24,32)/t9-,11-,17-,23-/m0/s1

> <INCHI_KEY>
DYKFCLLONBREIL-KVUCHLLUSA-N

> <FORMULA>
C23H27N3O7

> <MOLECULAR_WEIGHT>
457.4764

> <EXACT_MASS>
457.184900233

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
45.89716919215125

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,4aS,5aR,12aS)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

> <ALOGPS_LOGP>
-0.03

> <JCHEM_LOGP>
-3.334191589282488

> <ALOGPS_LOGS>
-2.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.451572683968626

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.255174634765047

> <JCHEM_PKA_STRONGEST_BASIC>
8.250042151008117

> <JCHEM_POLAR_SURFACE_AREA>
164.63000000000002

> <JCHEM_REFRACTIVITY>
122.54019999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.07e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
minocycline

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0      20.834 -17.828   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.501 -18.598   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.501 -20.138   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.834 -20.908   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.168 -20.138   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.168 -18.598   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.502 -17.828   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.502 -20.908   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.835 -20.138   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.835 -18.598   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.169 -17.828   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.169 -20.908   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.503 -20.138   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.503 -18.598   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.836 -17.828   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.836 -20.908   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.170 -20.138   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.170 -18.598   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      20.834 -16.288   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0      28.836 -16.288   0.000  0.00  0.00           N+0
HETATM   21  H   UNK     0      27.503 -17.058   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0      24.835 -17.058   0.000  0.00  0.00           H+0
HETATM   23  O   UNK     0      27.503 -21.678   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      22.168 -15.518   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      19.501 -15.518   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      30.170 -15.518   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      27.503 -15.518   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      31.504 -17.828   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      20.834 -22.448   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      23.502 -22.448   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      26.169 -22.448   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      28.836 -22.448   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      31.504 -20.908   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      31.504 -22.448   0.000  0.00  0.00           O+0
HETATM   35  N   UNK     0      32.837 -20.138   0.000  0.00  0.00           N+0
CONECT    1    2    6   19                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   29                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9   30                                                  
CONECT    9    8   10   12                                                  
CONECT   10    7   11    9   22                                             
CONECT   11   10   14                                                       
CONECT   12    9   13   31                                                  
CONECT   13   12   14   16   23                                             
CONECT   14   11   15   13   21                                             
CONECT   15   14   18   20                                                  
CONECT   16   13   17   32                                                  
CONECT   17   16   18   33                                                  
CONECT   18   17   15   28                                                  
CONECT   19    1   24   25                                                  
CONECT   20   15   26   27                                                  
CONECT   21   14                                                            
CONECT   22   10                                                            
CONECT   23   13                                                            
CONECT   24   19                                                            
CONECT   25   19                                                            
CONECT   26   20                                                            
CONECT   27   20                                                            
CONECT   28   18                                                            
CONECT   29    4                                                            
CONECT   30    8                                                            
CONECT   31   12                                                            
CONECT   32   16                                                            
CONECT   33   17   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

View in JSmol

Synonyms

Value	Source
(4S,4AS,5ar,12as)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide	ChEBI
7-Dimethylamino-6-demethyl-6-deoxytetracycline	ChEBI
Minociclina	ChEBI
Minociclinum	ChEBI
Minomycin	ChEBI
MINO	Kegg

Chemical Formula

C₂₃H₂₇N₃O₇

Average Mass

457.4764 Da

Monoisotopic Mass

457.18490 Da

IUPAC Name

(4S,4aS,5aR,12aS)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

Traditional Name

minocycline

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC3=C(C(O)=CC=C3N(C)C)C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])C2

InChI Identifier

InChI=1S/C23H27N3O7/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28/h5-6,9,11,17,27,29-30,33H,7-8H2,1-4H3,(H2,24,32)/t9-,11-,17-,23-/m0/s1

InChI Key

DYKFCLLONBREIL-KVUCHLLUSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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 hygroscopicus	LOTUS Database	35616633
Streptomyces I-523	Bacteria	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracyclines. These are polyketides having an octahydrotetracene-2-carboxamide skeleton, substituted with many hydroxy and other groups.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tetracyclines

Sub Class

Not Available

Direct Parent

Tetracyclines

Alternative Parents

Substituents

Tetracycline
Naphthacene
Tetracene
Anthracene carboxylic acid or derivatives
Tetralin
Tertiary aliphatic/aromatic amine
Aryl ketone
Dialkylarylamine
1-hydroxy-2-unsubstituted benzenoid
Cyclohexenone
Aralkylamine
Benzenoid
Vinylogous acid
Tertiary alcohol
Tertiary aliphatic amine
Amino acid or derivatives
Tertiary amine
Carboxamide group
Primary carboxylic acid amide
Ketone
Polyol
Carboxylic acid derivative
Enol
Amine
Alcohol
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

tetracyclines (CHEBI:50694 )
tetracenomycin (CHEBI:50694 )
Linear tetracyclines (C07225 )
Linear tetracyclines (LMPK07000002 )

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	-0.03	ALOGPS
logP	-3.3	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	-2.3	ChemAxon
pKa (Strongest Basic)	8.25	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	164.63 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	122.54 m³·mol⁻¹	ChemAxon
Polarizability	45.9 Å³	ChemAxon
Number of Rings	4	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

HMDB0015152

DrugBank ID

DB01017

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00018686

Chemspider ID

16735907

KEGG Compound ID

C07225

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Minocycline

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

MIY

ChEBI ID

50694

Good Scents ID

Not Available

References

General References

Gough A, Chapman S, Wagstaff K, Emery P, Elias E: Minocycline induced autoimmune hepatitis and systemic lupus erythematosus-like syndrome. BMJ. 1996 Jan 20;312(7024):169-72. doi: 10.1136/bmj.312.7024.169. [PubMed:8563540 ]
Chen M, Ona VO, Li M, Ferrante RJ, Fink KB, Zhu S, Bian J, Guo L, Farrell LA, Hersch SM, Hobbs W, Vonsattel JP, Cha JH, Friedlander RM: Minocycline inhibits caspase-1 and caspase-3 expression and delays mortality in a transgenic mouse model of Huntington disease. Nat Med. 2000 Jul;6(7):797-801. doi: 10.1038/77528. [PubMed:10888929 ]
Tikka TM, Koistinaho JE: Minocycline provides neuroprotection against N-methyl-D-aspartate neurotoxicity by inhibiting microglia. J Immunol. 2001 Jun 15;166(12):7527-33. doi: 10.4049/jimmunol.166.12.7527. [PubMed:11390507 ]
Song Y, Wei EQ, Zhang WP, Zhang L, Liu JR, Chen Z: Minocycline protects PC12 cells from ischemic-like injury and inhibits 5-lipoxygenase activation. Neuroreport. 2004 Oct 5;15(14):2181-4. doi: 10.1097/00001756-200410050-00007. [PubMed:15371729 ]
Nirmalananthan N, Greensmith L: Amyotrophic lateral sclerosis: recent advances and future therapies. Curr Opin Neurol. 2005 Dec;18(6):712-9. doi: 10.1097/01.wco.0000187248.21103.c5. [PubMed:16280684 ]

Showing NP-Card for Klinomycin (NP0062237)

MOL for NP0062237 (Klinomycin)

3D MOL for NP0062237 (Klinomycin)

3D SDF for NP0062237 (Klinomycin)

3D-SDF for NP0062237 (Klinomycin)

PDB for NP0062237 (Klinomycin)

3D PDB for NP0062237 (Klinomycin)

SMILES for NP0062237 (Klinomycin)

INCHI for NP0062237 (Klinomycin)

Structure for NP0062237 (Klinomycin)

3D Structure for NP0062237 (Klinomycin)