NP-MRD: Showing NP-Card for (8R)-Hydroxylariterpenoid N (NP0332520)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2024-02-20 08:03:55 UTC

Updated at

2024-04-19 10:10:18 UTC

NP-MRD ID

NP0332520

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(8R)-Hydroxylariterpenoid N

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02202408032D          

 17 18  0  0  1  0            999 V2000
    2.0104   -0.5455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5979    0.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7729    0.1690    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3604    0.8835    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2715    0.3532    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0468    0.6353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1283   -0.4593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7603   -0.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6170   -1.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1582   -2.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2490   -2.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2715    1.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7729    1.5979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9516    0.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5979    1.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0104    2.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0104    0.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  4 12  1  6  0  0  0
  4 13  1  0  0  0  0
 13 14  1  1  0  0  0
  3 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
  2 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332520

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CC[C@@H](O)[C@@]1(C)[C@H]2C[C@@H]1C(=O)C=C2C

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O2/c1-9(2)5-6-14(17)15(4)11-8-12(15)13(16)7-10(11)3/h5,7,11-12,14,17H,6,8H2,1-4H3/t11-,12+,14+,15-/m0/s1

> <INCHI_KEY>
DQIXKNPMWCPZJY-MXYBEHONSA-N

> <FORMULA>
C15H22O2

> <MOLECULAR_WEIGHT>
234.339

> <EXACT_MASS>
234.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
27.489618459283978

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5S,6S)-6-[(1R)-1-hydroxy-4-methylpent-3-en-1-yl]-4,6-dimethylbicyclo[3.1.1]hept-3-en-2-one

> <JCHEM_LOGP>
2.6670592573333343

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.021272902919456

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.605038320796895

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9714135062083944

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
70.6844

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,5S,6S)-6-[(1R)-1-hydroxy-4-methylpent-3-en-1-yl]-4,6-dimethylbicyclo[3.1.1]hept-3-en-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 20-FEB-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-FEB-24         0                                  
HETATM    1  O   UNK     0       3.753  -1.018   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.983   0.315   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.443   0.315   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.673   1.649   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.507   0.659   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.954   1.186   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.239  -0.857   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.419  -1.847   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.152  -3.364   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.295  -3.891   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.331  -4.354   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.507   2.639   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.443   2.983   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.776   1.649   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.983   2.983   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.753   4.317   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.753   1.649   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4   14                                                  
CONECT    4    3    5   12   13                                             
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    4                                                            
CONECT   13    4   14   15                                                  
CONECT   14   13    3                                                       
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    2                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O₂

Average Mass

234.3390 Da

Monoisotopic Mass

234.16198 Da

IUPAC Name

(1S,5S,6S)-6-[(1R)-1-hydroxy-4-methylpent-3-en-1-yl]-4,6-dimethylbicyclo[3.1.1]hept-3-en-2-one

Traditional Name

(1S,5S,6S)-6-[(1R)-1-hydroxy-4-methylpent-3-en-1-yl]-4,6-dimethylbicyclo[3.1.1]hept-3-en-2-one

CAS Registry Number

Not Available

SMILES

CC(C)=CC[C@@H](O)[C@@]1(C)[C@H]2C[C@@H]1C(=O)C=C2C

InChI Identifier

InChI=1S/C15H22O2/c1-9(2)5-6-14(17)15(4)11-8-12(15)13(16)7-10(11)3/h5,7,11-12,14,17H,6,8H2,1-4H3/t11-,12+,14+,15-/m0/s1

InChI Key

DQIXKNPMWCPZJY-MXYBEHONSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	[¹³C, ] NMR Spectrum (2D, 101 MHz, CD3OD, experimental)	xinyan_8339@126.com	Not Available	Not Available	2024-02-20	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 101 MHz, CD3OD, experimental)	xinyan_8339@126.com	Not Available	Not Available	2024-02-20	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	xinyan_8339@126.com	Not Available	Not Available	2024-02-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.15408102 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.624339468 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.623836405 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

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	2.67	ChemAxon
pKa (Strongest Acidic)	14.61	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	70.68 m³·mol⁻¹	ChemAxon
Polarizability	27.49 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for (8R)-Hydroxylariterpenoid N (NP0332520)

MOL for NP0332520 ((8R)-Hydroxylariterpenoid N)

3D MOL for NP0332520 ((8R)-Hydroxylariterpenoid N)

3D SDF for NP0332520 ((8R)-Hydroxylariterpenoid N)

3D-SDF for NP0332520 ((8R)-Hydroxylariterpenoid N)

PDB for NP0332520 ((8R)-Hydroxylariterpenoid N)

3D PDB for NP0332520 ((8R)-Hydroxylariterpenoid N)

SMILES for NP0332520 ((8R)-Hydroxylariterpenoid N)

INCHI for NP0332520 ((8R)-Hydroxylariterpenoid N)

Structure for NP0332520 ((8R)-Hydroxylariterpenoid N)

3D Structure for NP0332520 ((8R)-Hydroxylariterpenoid N)