NP-MRD: Showing NP-Card for Sinulatone B (NP0333134)

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Record Information

Version

1.0

Created at

2024-05-11 06:38:47 UTC

Updated at

2024-05-13 01:12:18 UTC

NP-MRD ID

NP0333134

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sinulatone B

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01232309152D          

 21 22  0  0  1  0            999 V2000
    5.7660    2.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9502    2.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358    1.8374    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7938    1.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358    0.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315    0.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720    0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -0.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575    0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575    1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8431    1.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1286    1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5859    1.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3003    1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5859    2.7441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720    1.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315    2.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9502   -0.2942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6488    3.2504    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  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 11 17  2  0  0  0  0
  7 18  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  3 19  1  0  0  0  0
  5 20  2  0  0  0  0
  2 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0333134

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)CCC1=CC2=C(CC(=O)C[C@H](C2)C(C)=C)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H22O3/c1-11(2)14-8-15-6-13(5-4-12(3)19)7-18(21)17(15)10-16(20)9-14/h6-7,14,21H,1,4-5,8-10H2,2-3H3/t14-/m0/s1

> <INCHI_KEY>
POJQAOVKROLWMX-AWEZNQCLSA-N

> <FORMULA>
C18H22O3

> <MOLECULAR_WEIGHT>
286.371

> <EXACT_MASS>
286.156894568

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
32.56123318750321

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(8S)-4-hydroxy-2-(3-oxobutyl)-8-(prop-1-en-2-yl)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-6-one

> <JCHEM_LOGP>
3.4701891636666673

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.568430581153105

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.156024733967827

> <JCHEM_PKA_STRONGEST_BASIC>
-6.028590474848066

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
83.6989

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(8S)-4-hydroxy-2-(3-oxobutyl)-8-(prop-1-en-2-yl)-5,7,8,9-tetrahydrobenzo[7]annulen-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JAN-23         0                                  
HETATM    1  C   UNK     0      10.763   4.404   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.240   4.634   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.280   3.430   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.948   2.042   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.280   0.655   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.779   0.312   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.575   1.272   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.241   0.502   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.241  -1.038   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.907   1.272   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.907   2.812   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.574   3.582   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.240   2.812   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.094   3.582   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.427   2.812   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.094   5.122   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.241   3.582   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.575   2.812   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.779   3.773   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.240  -0.549   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.678   6.067   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   18                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   11   18                                                       
CONECT   18    7   17   19                                                  
CONECT   19   18    3                                                       
CONECT   20    5                                                            
CONECT   21    2                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₂O₃

Average Mass

286.3710 Da

Monoisotopic Mass

286.15689 Da

IUPAC Name

(8S)-4-hydroxy-2-(3-oxobutyl)-8-(prop-1-en-2-yl)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-6-one

Traditional Name

(8S)-4-hydroxy-2-(3-oxobutyl)-8-(prop-1-en-2-yl)-5,7,8,9-tetrahydrobenzo[7]annulen-6-one

CAS Registry Number

Not Available

SMILES

CC(=O)CCC1=CC2=C(CC(=O)C[C@H](C2)C(C)=C)C(O)=C1

InChI Identifier

InChI=1S/C18H22O3/c1-11(2)14-8-15-6-13(5-4-12(3)19)7-18(21)17(15)10-16(20)9-14/h6-7,14,21H,1,4-5,8-10H2,2-3H3/t14-/m0/s1

InChI Key

POJQAOVKROLWMX-AWEZNQCLSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	yanxia@nbu.edu.cn	Not Available	Not Available	2024-05-11	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	yanxia@nbu.edu.cn	Not Available	Not Available	2024-05-11	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	yanxia@nbu.edu.cn	Not Available	Not Available	2024-05-11	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	yanxia@nbu.edu.cn	Not Available	Not Available	2024-05-11	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	yanxia@nbu.edu.cn	Not Available	Not Available	2024-05-11	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
scabra		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	3.47	ChemAxon
pKa (Strongest Acidic)	9.16	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	83.7 m³·mol⁻¹	ChemAxon
Polarizability	32.56 Å³	ChemAxon
Number of Rings	2	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

Not Available

References

General References

Wang K, Liu J, Huang J, Leng X, Li T, Ouyang H, Lin W, Yan X, He S: Discovery of uncommon terpenoids from the South China Sea soft coral Sinularia scabra. Phytochemistry. 2023 May;209:113616. doi: 10.1016/j.phytochem.2023.113616. Epub 2023 Feb 23. [PubMed:36828101 ]

Showing NP-Card for Sinulatone B (NP0333134)

MOL for NP0333134 (Sinulatone B)

3D MOL for NP0333134 (Sinulatone B)

3D SDF for NP0333134 (Sinulatone B)

3D-SDF for NP0333134 (Sinulatone B)

PDB for NP0333134 (Sinulatone B)

3D PDB for NP0333134 (Sinulatone B)

SMILES for NP0333134 (Sinulatone B)

INCHI for NP0333134 (Sinulatone B)

Structure for NP0333134 (Sinulatone B)

3D Structure for NP0333134 (Sinulatone B)