NP-MRD: Showing NP-Card for Spiniferin 2 (NP0064897)

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Record Information

Version

2.0

Created at

2022-04-28 09:11:16 UTC

Updated at

2022-04-28 09:11:16 UTC

NP-MRD ID

NP0064897

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Spiniferin 2

Description

CTK8J5217 belongs to the class of organic compounds known as cycloheptafurans. These are organic heterocyclic compounds containing a cycloheptane derivative fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Spiniferin 2 is found in Felimare tricolor, Pleraplysilla spinifera and Thorunna daniellae. CTK8J5217 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 34  0  0  0  0  0  0  0  0999 V2000
    3.7906   -0.2310    0.9429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -0.5161    0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1498   -1.7704   -0.1764 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9376   -2.0338   -0.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.0120   -0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3843    0.2539   -0.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5915    0.5073    0.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8932    1.8739    0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4678    1.4496   -0.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7747    1.1514    0.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4509    2.0099    0.8049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5631    1.5058    1.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6657    0.2066    0.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5021    0.0016    0.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3001   -1.3167   -0.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2333   -1.3850   -1.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5938   -0.0711    2.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3517    0.5879    0.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4181   -1.1532    0.8281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8563   -2.5850   -0.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6755   -3.0343   -1.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0047    2.6039   -0.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1983    2.2283    1.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9014    1.8660    1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6875    1.6005   -1.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0151    2.3776   -0.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2674    2.0423    1.8736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4704   -0.4866    1.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2687   -1.6048   -1.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0514   -2.0386    0.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2019   -2.4000   -2.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3689   -0.6280   -2.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5 16  1  0
 16 15  1  0
 15 14  1  0
 14 10  2  0
 10  9  1  0
  9  6  1  0
  6  7  2  0
  7  8  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
  7  2  1  0
  6  5  1  0
 13 14  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
 16 31  1  0
 16 32  1  0
 15 29  1  0
 15 30  1  0
  9 25  1  0
  9 26  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
 12 27  1  0
 13 28  1  0
M  END


  Mrv1533004171500062D          

 16 18  0  0  0  0            999 V2000
   -0.0159   -2.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5952   -1.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4206   -0.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0316   -0.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8172   -0.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.0744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637    0.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6708   -0.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4933   -0.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8090   -1.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1817   -1.8188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4782   -1.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7310   -1.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -1.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3807   -1.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5553   -2.7318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  2  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0064897

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC=C2CCC3=C(CC2=C1C)OC=C3

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O/c1-10-3-4-12-5-6-13-7-8-16-15(13)9-14(12)11(10)2/h3-4,7-8H,5-6,9H2,1-2H3

> <INCHI_KEY>
MNDUESJSVMCJBR-UHFFFAOYSA-N

> <FORMULA>
C15H16O

> <MOLECULAR_WEIGHT>
212.292

> <EXACT_MASS>
212.120115135

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
24.83288558488846

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
13,14-dimethyl-4-oxatricyclo[8.4.0.0³,⁷]tetradeca-1(14),3(7),5,10,12-pentaene

> <ALOGPS_LOGP>
4.37

> <JCHEM_LOGP>
4.559338681666667

> <ALOGPS_LOGS>
-4.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7561826233039888

> <JCHEM_POLAR_SURFACE_AREA>
13.14

> <JCHEM_REFRACTIVITY>
66.70270000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.48e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13,14-dimethyl-4-oxatricyclo[8.4.0.0³,⁷]tetradeca-1(14),3(7),5,10,12-pentaene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -0.030  -4.159   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.111  -3.124   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.785  -1.619   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.926  -0.584   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.392  -1.054   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.366   0.139   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.906   0.122   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.852  -1.093   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.387  -0.972   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.977  -2.395   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.806  -3.395   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.493  -2.590   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.098  -3.243   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.718  -2.559   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.577  -3.594   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.903  -5.099   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    8   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13    5   15                                                  
CONECT   15   14    2   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₆O

Average Mass

212.2920 Da

Monoisotopic Mass

212.12012 Da

IUPAC Name

13,14-dimethyl-4-oxatricyclo[8.4.0.0³,⁷]tetradeca-1(14),3(7),5,10,12-pentaene

Traditional Name

13,14-dimethyl-4-oxatricyclo[8.4.0.0³,⁷]tetradeca-1(14),3(7),5,10,12-pentaene

CAS Registry Number

Not Available

SMILES

CC1=CC=C2CCC3=C(CC2=C1C)OC=C3

InChI Identifier

InChI=1S/C15H16O/c1-10-3-4-12-5-6-13-7-8-16-15(13)9-14(12)11(10)2/h3-4,7-8H,5-6,9H2,1-2H3

InChI Key

MNDUESJSVMCJBR-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Felimare tricolor	LOTUS Database	35616633
Pleraplysilla spinifera	-	KNApSAcK
Thorunna daniellae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cycloheptafurans. These are organic heterocyclic compounds containing a cycloheptane derivative fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Cycloheptafurans

Sub Class

Not Available

Direct Parent

Cycloheptafurans

Alternative Parents

Substituents

Cycloheptafuran
Benzenoid
Heteroaromatic compound
Furan
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organooxygen 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	4.37	ALOGPS
logP	4.56	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	13.14 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	66.7 m³·mol⁻¹	ChemAxon
Polarizability	24.83 Å³	ChemAxon
Number of Rings	3	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

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

23425036

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Spiniferin 2 (NP0064897)

MOL for NP0064897 (Spiniferin 2)

3D MOL for NP0064897 (Spiniferin 2)

3D SDF for NP0064897 (Spiniferin 2)

3D-SDF for NP0064897 (Spiniferin 2)

PDB for NP0064897 (Spiniferin 2)

3D PDB for NP0064897 (Spiniferin 2)

SMILES for NP0064897 (Spiniferin 2)

INCHI for NP0064897 (Spiniferin 2)

Structure for NP0064897 (Spiniferin 2)

3D Structure for NP0064897 (Spiniferin 2)