NP-MRD: Showing NP-Card for (1r,9s,11s,13s,14r)-9,11,13,14-tetramethyl-8-oxa-4-azatricyclo[7.4.1.0²,⁷]tetradeca-2(7),3,5-trien-3-ol (NP0213230)

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Record Information

Version

2.0

Created at

2022-09-05 12:09:06 UTC

Updated at

2022-09-05 12:09:07 UTC

NP-MRD ID

NP0213230

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,9s,11s,13s,14r)-9,11,13,14-tetramethyl-8-oxa-4-azatricyclo[7.4.1.0²,⁷]tetradeca-2(7),3,5-trien-3-ol

Description

Hypocrellutin B belongs to the class of organic compounds known as pyranopyridines. These are polycyclic aromatic compounds containing a pyran ring fused to a pyridine ring. (1r,9s,11s,13s,14r)-9,11,13,14-tetramethyl-8-oxa-4-azatricyclo[7.4.1.0²,⁷]tetradeca-2(7),3,5-trien-3-ol is found in Hypocrella discoidea. Based on a literature review very few articles have been published on Hypocrellutin B.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052214092D          

 19 21  0  0  1  0            999 V2000
   -0.8058    0.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0173    0.3301    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2466   -0.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9316   -0.9222    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7338   -1.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7518   -0.8341    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3236   -0.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792    0.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1199    0.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8049    0.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7493   -0.3357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0086   -0.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9529   -1.5222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8928    1.2501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0918    1.4479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0037    2.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3512    1.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1366    0.2244    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3441   -0.0048    0.0000 C   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
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
  2 17  1  0  0  0  0
 15 18  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0213230

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1[C@H]2[C@@H](C)C[C@H](C)C[C@]1(C)OC1=C2C(O)=NC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H23NO2/c1-9-7-10(2)13-11(3)16(4,8-9)19-12-5-6-17-15(18)14(12)13/h5-6,9-11,13H,7-8H2,1-4H3,(H,17,18)/t9-,10-,11+,13+,16-/m0/s1

> <INCHI_KEY>
SDHZHNREOHEABR-CTSUJBPDSA-N

> <FORMULA>
C16H23NO2

> <MOLECULAR_WEIGHT>
261.365

> <EXACT_MASS>
261.172878985

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
29.17747014831005

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,9S,11S,13S,14R)-9,11,13,14-tetramethyl-8-oxa-4-azatricyclo[7.4.1.0^{2,7}]tetradeca-2(7),3,5-trien-3-ol

> <JCHEM_LOGP>
3.799798468666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.74928670171878

> <JCHEM_PKA_STRONGEST_BASIC>
1.5380611078857662

> <JCHEM_POLAR_SURFACE_AREA>
42.35000000000001

> <JCHEM_REFRACTIVITY>
75.0665

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,9S,11S,13S,14R)-9,11,13,14-tetramethyl-8-oxa-4-azatricyclo[7.4.1.0^{2,7}]tetradeca-2(7),3,5-trien-3-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.504   0.720   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.032   0.616   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.460  -0.863   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.739  -1.721   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.370  -3.217   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.270  -1.557   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.337  -0.447   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.441   1.090   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.824   1.768   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.103   0.910   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       6.999  -0.627   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       5.616  -1.305   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.512  -2.841   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       3.533   2.334   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.038   2.703   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.874   4.234   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.656   2.024   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.122   0.419   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.642  -0.009   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   18                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12                                                            
CONECT   14    8   15                                                       
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15    2                                                       
CONECT   18   15    6   19                                                  
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₃NO₂

Average Mass

261.3650 Da

Monoisotopic Mass

261.17288 Da

IUPAC Name

(1R,9S,11S,13S,14R)-9,11,13,14-tetramethyl-8-oxa-4-azatricyclo[7.4.1.0^{2,7}]tetradeca-2(7),3,5-trien-3-ol

Traditional Name

(1R,9S,11S,13S,14R)-9,11,13,14-tetramethyl-8-oxa-4-azatricyclo[7.4.1.0^{2,7}]tetradeca-2(7),3,5-trien-3-ol

CAS Registry Number

Not Available

SMILES

C[C@@H]1[C@H]2[C@@H](C)C[C@H](C)C[C@]1(C)OC1=C2C(O)=NC=C1

InChI Identifier

InChI=1S/C16H23NO2/c1-9-7-10(2)13-11(3)16(4,8-9)19-12-5-6-17-15(18)14(12)13/h5-6,9-11,13H,7-8H2,1-4H3,(H,17,18)/t9-,10-,11+,13+,16-/m0/s1

InChI Key

SDHZHNREOHEABR-CTSUJBPDSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Hypocrella discoidea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranopyridines. These are polycyclic aromatic compounds containing a pyran ring fused to a pyridine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyranopyridines

Sub Class

Not Available

Direct Parent

Pyranopyridines

Alternative Parents

Substituents

Pyranopyridine
Hydroxypyridine
Alkyl aryl ether
Pyridine
Heteroaromatic compound
Oxacycle
Azacycle
Ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
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	3.8	ChemAxon
pKa (Strongest Acidic)	11.75	ChemAxon
pKa (Strongest Basic)	1.54	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	42.35 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	75.07 m³·mol⁻¹	ChemAxon
Polarizability	29.18 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

Not Available

Chemspider ID

78442433

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139591286

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,9s,11s,13s,14r)-9,11,13,14-tetramethyl-8-oxa-4-azatricyclo[7.4.1.0²,⁷]tetradeca-2(7),3,5-trien-3-ol (NP0213230)

MOL for NP0213230 ((1r,9s,11s,13s,14r)-9,11,13,14-tetramethyl-8-oxa-4-azatricyclo[7.4.1.0²,⁷]tetradeca-2(7),3,5-trien-3-ol)

3D MOL for NP0213230 ((1r,9s,11s,13s,14r)-9,11,13,14-tetramethyl-8-oxa-4-azatricyclo[7.4.1.0²,⁷]tetradeca-2(7),3,5-trien-3-ol)

3D SDF for NP0213230 ((1r,9s,11s,13s,14r)-9,11,13,14-tetramethyl-8-oxa-4-azatricyclo[7.4.1.0²,⁷]tetradeca-2(7),3,5-trien-3-ol)

3D-SDF for NP0213230 ((1r,9s,11s,13s,14r)-9,11,13,14-tetramethyl-8-oxa-4-azatricyclo[7.4.1.0²,⁷]tetradeca-2(7),3,5-trien-3-ol)

PDB for NP0213230 ((1r,9s,11s,13s,14r)-9,11,13,14-tetramethyl-8-oxa-4-azatricyclo[7.4.1.0²,⁷]tetradeca-2(7),3,5-trien-3-ol)

3D PDB for NP0213230 ((1r,9s,11s,13s,14r)-9,11,13,14-tetramethyl-8-oxa-4-azatricyclo[7.4.1.0²,⁷]tetradeca-2(7),3,5-trien-3-ol)

SMILES for NP0213230 ((1r,9s,11s,13s,14r)-9,11,13,14-tetramethyl-8-oxa-4-azatricyclo[7.4.1.0²,⁷]tetradeca-2(7),3,5-trien-3-ol)

INCHI for NP0213230 ((1r,9s,11s,13s,14r)-9,11,13,14-tetramethyl-8-oxa-4-azatricyclo[7.4.1.0²,⁷]tetradeca-2(7),3,5-trien-3-ol)

Structure for NP0213230 ((1r,9s,11s,13s,14r)-9,11,13,14-tetramethyl-8-oxa-4-azatricyclo[7.4.1.0²,⁷]tetradeca-2(7),3,5-trien-3-ol)

3D Structure for NP0213230 ((1r,9s,11s,13s,14r)-9,11,13,14-tetramethyl-8-oxa-4-azatricyclo[7.4.1.0²,⁷]tetradeca-2(7),3,5-trien-3-ol)