NP-MRD: Showing NP-Card for 14alpha-Hydroxy-4beta-deoxypaxilline (NP0336326)

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Record Information

Version

2.0

Created at

2024-09-11 05:43:40 UTC

Updated at

2024-09-11 05:43:40 UTC

NP-MRD ID

NP0336326

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14alpha-Hydroxy-4beta-deoxypaxilline

Description

Based on a literature review very few articles have been published on 14alpha-Hydroxy-4beta-deoxypaxilline.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262308152D          

 32 37  0  0  0  0            999 V2000
   -1.1101   -0.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2894   -1.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2549   -0.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9252    0.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0755    1.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0730    0.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3623    1.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3573   -0.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8812    2.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1655    1.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8738   -0.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1581   -0.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3797    1.9567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7341    0.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5944    1.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6465    1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8627    1.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1630    0.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4473    0.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6441    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0184    0.4772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3758    0.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0160   -0.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6998   -0.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8762    0.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5920    0.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4448   -0.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8588   -0.0470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6948    0.8918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155   -1.1685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4424   -1.1770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7292   -0.7624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 15  9  1  0  0  0  0
 15 13  1  0  0  0  0
 16  7  2  0  0  0  0
 17 13  1  0  0  0  0
 17 16  1  0  0  0  0
 18 10  1  0  0  0  0
 19 14  2  0  0  0  0
 19 18  1  0  0  0  0
 20  8  2  0  0  0  0
 20 16  1  0  0  0  0
 21 14  1  0  0  0  0
 22 17  2  0  0  0  0
 23 21  1  0  0  0  0
 24  1  1  0  0  0  0
 24  2  1  0  0  0  0
 24 23  1  0  0  0  0
 25  3  1  0  0  0  0
 25 11  1  0  0  0  0
 25 18  1  0  0  0  0
 26  4  1  0  0  0  0
 26 15  1  0  0  0  0
 26 22  1  0  0  0  0
 26 25  1  0  0  0  0
 27 12  1  0  0  0  0
 27 19  1  0  0  0  0
 28 20  1  0  0  0  0
 28 22  1  0  0  0  0
 29 21  2  0  0  0  0
 30 24  1  0  0  0  0
 31 27  1  0  0  0  0
 32 23  1  0  0  0  0
 32 27  1  0  0  0  0
M  END


  Mrv2104 05262308152D          

 32 37  0  0  0  0            999 V2000
   -1.1101   -0.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2894   -1.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2549   -0.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9252    0.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0755    1.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0730    0.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3623    1.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3573   -0.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8812    2.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1655    1.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8738   -0.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1581   -0.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3797    1.9567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7341    0.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5944    1.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6465    1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8627    1.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1630    0.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4473    0.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6441    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0184    0.4772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3758    0.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0160   -0.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6998   -0.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8762    0.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5920    0.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4448   -0.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8588   -0.0470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6948    0.8918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155   -1.1685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4424   -1.1770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7292   -0.7624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 15  9  1  0  0  0  0
 15 13  1  0  0  0  0
 16  7  2  0  0  0  0
 17 13  1  0  0  0  0
 17 16  1  0  0  0  0
 18 10  1  0  0  0  0
 19 14  2  0  0  0  0
 19 18  1  0  0  0  0
 20  8  2  0  0  0  0
 20 16  1  0  0  0  0
 21 14  1  0  0  0  0
 22 17  2  0  0  0  0
 23 21  1  0  0  0  0
 24  1  1  0  0  0  0
 24  2  1  0  0  0  0
 24 23  1  0  0  0  0
 25  3  1  0  0  0  0
 25 11  1  0  0  0  0
 25 18  1  0  0  0  0
 26  4  1  0  0  0  0
 26 15  1  0  0  0  0
 26 22  1  0  0  0  0
 26 25  1  0  0  0  0
 27 12  1  0  0  0  0
 27 19  1  0  0  0  0
 28 20  1  0  0  0  0
 28 22  1  0  0  0  0
 29 21  2  0  0  0  0
 30 24  1  0  0  0  0
 31 27  1  0  0  0  0
 32 23  1  0  0  0  0
 32 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336326

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(O)C1OC2(O)CCC3(C)C(CCC4CC5=C(NC6=CC=CC=C56)C34C)C2=CC1=O

> <INCHI_IDENTIFIER>
InChI=1/C27H33NO4/c1-24(2,30)23-21(29)14-19-18-10-9-15-13-17-16-7-5-6-8-20(16)28-22(17)26(15,4)25(18,3)11-12-27(19,31)32-23/h5-8,14-15,18,23,28,30-31H,9-13H2,1-4H3

> <INCHI_KEY>
JFVYPWSFDLYZKB-UHFFFAOYNA-N

> <FORMULA>
C27H33NO4

> <MOLECULAR_WEIGHT>
435.564

> <EXACT_MASS>
435.240958547

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
49.82473939442796

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0^{2,11}.0^{5,10}.0^{16,24}.0^{17,22}]tetracosa-9,16(24),17,19,21-pentaen-8-one

> <JCHEM_LOGP>
4.208090058

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.133851638844455

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.426336794512029

> <JCHEM_PKA_STRONGEST_BASIC>
-3.181040101973301

> <JCHEM_POLAR_SURFACE_AREA>
82.55000000000001

> <JCHEM_REFRACTIVITY>
123.42009999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0^{2,11}.0^{5,10}.0^{16,24}.0^{17,22}]tetracosa-9,16(24),17,19,21-pentaen-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      -2.072  -0.079   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.540  -2.751   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.076  -0.292   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.327   0.232   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.208   1.916   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.203   0.376   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.876   2.690   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.867  -0.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.378   3.955   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.042   3.189   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.364  -0.665   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.028  -1.431   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.175   3.653   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.370   1.657   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.710   3.181   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.540   1.924   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.077   2.404   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.038   1.649   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.702   0.883   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.536   0.384   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.034   0.891   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.168   1.161   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.030  -0.649   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.306  -1.415   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.369   0.875   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.705   1.641   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.697  -0.657   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       9.070  -0.088   0.000  0.00  0.00           N+0
HETATM   29  O   UNK     0      -1.297   1.665   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -2.642  -2.181   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.692  -2.197   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       1.361  -1.423   0.000  0.00  0.00           O+0
CONECT    1   24                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5   16                                                       
CONECT    8    6   20                                                       
CONECT    9   10   15                                                       
CONECT   10    9   18                                                       
CONECT   11   12   25                                                       
CONECT   12   11   27                                                       
CONECT   13   15   17                                                       
CONECT   14   19   21                                                       
CONECT   15    9   13   26                                                  
CONECT   16    7   17   20                                                  
CONECT   17   13   16   22                                                  
CONECT   18   10   19   25                                                  
CONECT   19   14   18   27                                                  
CONECT   20    8   16   28                                                  
CONECT   21   14   23   29                                                  
CONECT   22   17   26   28                                                  
CONECT   23   21   24   32                                                  
CONECT   24    1    2   23   30                                             
CONECT   25    3   11   18   26                                             
CONECT   26    4   15   22   25                                             
CONECT   27   12   19   31   32                                             
CONECT   28   20   22                                                       
CONECT   29   21                                                            
CONECT   30   24                                                            
CONECT   31   27                                                            
CONECT   32   23   27                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   74    0
END

View in JSmol

Synonyms

Value	Source
14a-Hydroxy-4b-deoxypaxilline	Generator
14Α-hydroxy-4β-deoxypaxilline	Generator

Chemical Formula

C₂₇H₃₃NO₄

Average Mass

435.5640 Da

Monoisotopic Mass

435.24096 Da

IUPAC Name

5-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0^{2,11}.0^{5,10}.0^{16,24}.0^{17,22}]tetracosa-9,16(24),17,19,21-pentaen-8-one

Traditional Name

5-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0^{2,11}.0^{5,10}.0^{16,24}.0^{17,22}]tetracosa-9,16(24),17,19,21-pentaen-8-one

CAS Registry Number

Not Available

SMILES

CC(C)(O)C1OC2(O)CCC3(C)C(CCC4CC5=C(NC6=CC=CC=C56)C34C)C2=CC1=O

InChI Identifier

InChI=1/C27H33NO4/c1-24(2,30)23-21(29)14-19-18-10-9-15-13-17-16-7-5-6-8-20(16)28-22(17)26(15,4)25(18,3)11-12-27(19,31)32-23/h5-8,14-15,18,23,28,30-31H,9-13H2,1-4H3

InChI Key

JFVYPWSFDLYZKB-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	4.21	ChemAxon
pKa (Strongest Acidic)	11.43	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	82.55 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	123.42 m³·mol⁻¹	ChemAxon
Polarizability	49.82 Å³	ChemAxon
Number of Rings	6	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 14alpha-Hydroxy-4beta-deoxypaxilline (NP0336326)

MOL for NP0336326 (14alpha-Hydroxy-4beta-deoxypaxilline)

3D MOL for NP0336326 (14alpha-Hydroxy-4beta-deoxypaxilline)

3D SDF for NP0336326 (14alpha-Hydroxy-4beta-deoxypaxilline)

3D-SDF for NP0336326 (14alpha-Hydroxy-4beta-deoxypaxilline)

PDB for NP0336326 (14alpha-Hydroxy-4beta-deoxypaxilline)

3D PDB for NP0336326 (14alpha-Hydroxy-4beta-deoxypaxilline)

SMILES for NP0336326 (14alpha-Hydroxy-4beta-deoxypaxilline)

INCHI for NP0336326 (14alpha-Hydroxy-4beta-deoxypaxilline)

Structure for NP0336326 (14alpha-Hydroxy-4beta-deoxypaxilline)

3D Structure for NP0336326 (14alpha-Hydroxy-4beta-deoxypaxilline)