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Showing NP-Card for 13-chloro-5,6,14,16-tetrahydroxy-3-methyl-4,5,6,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione (NP0264698)

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Record Information
Version2.0
Created at2022-09-08 08:21:52 UTC
Updated at2022-09-08 08:21:52 UTC
NP-MRD IDNP0264698
Secondary Accession NumbersNone
Natural Product Identification
Common Name13-chloro-5,6,14,16-tetrahydroxy-3-methyl-4,5,6,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione
Description13-Chloro-5,6,14,16-tetrahydroxy-3-methyl-3,4,5,6,11,12-hexahydro-1H-2-benzoxacyclotetradecine-1,11-dione belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. 13-chloro-5,6,14,16-tetrahydroxy-3-methyl-4,5,6,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione is found in Humicola fuscoatra. Based on a literature review very few articles have been published on 13-chloro-5,6,14,16-tetrahydroxy-3-methyl-3,4,5,6,11,12-hexahydro-1H-2-benzoxacyclotetradecine-1,11-dione.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0264698 (13-chloro-5,6,14,16-tetrahydroxy-3-methyl-4,5,6,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione)


  Mrv1652309082210212D          

 26 27  0  0  0  0            999 V2000
    6.3466    0.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -0.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7429   -1.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5355   -0.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7337   -0.1176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1300   -1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9226   -1.2617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9318   -2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1392   -2.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9411   -3.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -3.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -2.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521   -2.1769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7613   -3.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1668   -2.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3742   -2.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1760   -3.6642    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7797   -2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9871   -2.5201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9779   -1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7705   -1.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9687   -0.4608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3650   -1.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1576   -1.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9748   -1.7182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3558   -0.8040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  6  1  4  0  0  0
  8  9  2  0  0  0  0
 10  9  1  4  0  0  0
 10 11  2  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  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
  2 26  1  0  0  0  0
M  END
Download

3D MOL for NP0264698 (13-chloro-5,6,14,16-tetrahydroxy-3-methyl-4,5,6,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione)

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3D SDF for NP0264698 (13-chloro-5,6,14,16-tetrahydroxy-3-methyl-4,5,6,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione)

  Mrv1652309082210212D          

 26 27  0  0  0  0            999 V2000
    6.3466    0.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -0.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7429   -1.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5355   -0.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7337   -0.1176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1300   -1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9226   -1.2617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9318   -2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1392   -2.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9411   -3.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -3.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -2.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521   -2.1769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7613   -3.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1668   -2.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3742   -2.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1760   -3.6642    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7797   -2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9871   -2.5201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9779   -1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7705   -1.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9687   -0.4608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3650   -1.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1576   -1.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9748   -1.7182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3558   -0.8040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  6  1  4  0  0  0
  8  9  2  0  0  0  0
 10  9  1  4  0  0  0
 10 11  2  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  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
  2 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0264698

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CC(O)C(O)C=CC=CC(=O)CC2=C(Cl)C(O)=CC(O)=C2C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C18H19ClO7/c1-9-6-13(22)12(21)5-3-2-4-10(20)7-11-16(18(25)26-9)14(23)8-15(24)17(11)19/h2-5,8-9,12-13,21-24H,6-7H2,1H3

> <INCHI_KEY>
CLGQXJMBZGYSJL-UHFFFAOYSA-N

> <FORMULA>
C18H19ClO7

> <MOLECULAR_WEIGHT>
382.79

> <EXACT_MASS>
382.0819307

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
35.803671261380906

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
13-chloro-5,6,14,16-tetrahydroxy-3-methyl-3,4,5,6,11,12-hexahydro-1H-2-benzoxacyclotetradecine-1,11-dione

> <JCHEM_LOGP>
2.5148250916666663

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.842971784782671

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.022604756384225

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2071360808695877

> <JCHEM_POLAR_SURFACE_AREA>
124.29

> <JCHEM_REFRACTIVITY>
97.07099999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
13-chloro-5,6,14,16-tetrahydroxy-3-methyl-4,5,6,12-tetrahydro-3H-2-benzoxacyclotetradecine-1,11-dione

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0264698 (13-chloro-5,6,14,16-tetrahydroxy-3-methyl-4,5,6,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione)
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PDB for NP0264698 (13-chloro-5,6,14,16-tetrahydroxy-3-methyl-4,5,6,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione)
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      11.847   0.421   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.477  -1.074   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.587  -2.142   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.066  -1.714   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      14.436  -0.219   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      15.176  -2.782   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      16.656  -2.355   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      14.806  -4.277   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.327  -4.704   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.957  -6.199   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.477  -6.626   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.367  -5.558   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.737  -4.064   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.888  -5.986   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.778  -4.918   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.298  -5.345   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0       5.929  -6.840   0.000  0.00  0.00          Cl+0
HETATM   18  C   UNK     0       5.189  -4.277   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.709  -4.704   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.559  -2.782   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.038  -2.355   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.408  -0.860   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.148  -3.423   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.628  -2.996   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      11.153  -3.207   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       9.997  -1.501   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   26                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   15   24                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24    2                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

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3D PDB for NP0264698 (13-chloro-5,6,14,16-tetrahydroxy-3-methyl-4,5,6,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione)
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SMILES for NP0264698 (13-chloro-5,6,14,16-tetrahydroxy-3-methyl-4,5,6,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione)
CC1CC(O)C(O)C=CC=CC(=O)CC2=C(Cl)C(O)=CC(O)=C2C(=O)O1
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INCHI for NP0264698 (13-chloro-5,6,14,16-tetrahydroxy-3-methyl-4,5,6,12-tetrahydro-3h-2-benzoxacyclotetradecine-1,11-dione)
InChI=1S/C18H19ClO7/c1-9-6-13(22)12(21)5-3-2-4-10(20)7-11-16(18(25)26-9)14(23)8-15(24)17(11)19/h2-5,8-9,12-13,21-24H,6-7H2,1H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC18H19ClO7
Average Mass382.7900 Da
Monoisotopic Mass382.08193 Da
IUPAC Name13-chloro-5,6,14,16-tetrahydroxy-3-methyl-3,4,5,6,11,12-hexahydro-1H-2-benzoxacyclotetradecine-1,11-dione
Traditional Name13-chloro-5,6,14,16-tetrahydroxy-3-methyl-4,5,6,12-tetrahydro-3H-2-benzoxacyclotetradecine-1,11-dione
CAS Registry NumberNot Available
SMILES
CC1CC(O)C(O)C=CC=CC(=O)CC2=C(Cl)C(O)=CC(O)=C2C(=O)O1
InChI Identifier
InChI=1S/C18H19ClO7/c1-9-6-13(22)12(21)5-3-2-4-10(20)7-11-16(18(25)26-9)14(23)8-15(24)17(11)19/h2-5,8-9,12-13,21-24H,6-7H2,1H3
InChI KeyCLGQXJMBZGYSJL-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Humicola fuscoatraLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassMacrolides and analogues  
Sub ClassNot Available
Direct ParentMacrolides and analogues  
Alternative Parents
Substituents
  • Macrolide
    • 

  • Dihydroxybenzoic acid
    • 

  • 4-halophenol
    • 

  • 2-halophenol
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Aryl chloride
    • 

  • Aryl halide
    • 

  • Benzenoid
    • 

  • Vinylogous acid
    • 

  • 1,2-diol
    • 

  • Carboxylic acid ester
    • 

  • Ketone
    • 

  • Lactone
    • 

  • Cyclic ketone
    • 

  • Secondary alcohol
    • 

  • Organoheterocyclic compound
    • 

  • Oxacycle
    • 

  • Carboxylic acid derivative
    • 

  • Polyol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Alcohol
    • 

  • Organic oxide
    • 

  • Organohalogen compound
    • 

  • Organochloride
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.51ChemAxon
pKa (Strongest Acidic)7.02ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area124.29 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity97.07 m³·mol⁻¹ChemAxon
Polarizability35.8 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound74146153  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]