NP-MRD: Showing NP-Card for Tavulin (NP0335304)

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Record Information

Version

2.0

Created at

2024-09-11 00:59:07 UTC

Updated at

2024-09-11 00:59:07 UTC

NP-MRD ID

NP0335304

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tavulin

Description

Tavulin belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. Based on a literature review very few articles have been published on Tavulin.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262303312D          

 19 20  0  0  0  0            999 V2000
    1.2890    1.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3328    3.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8808    0.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9012    1.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1925    2.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7958    0.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5643    1.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0871    1.2038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8556    2.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3652    0.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6697    2.7476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9817    0.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7502    1.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4589    0.9365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5832    1.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9610    3.5194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6904   -0.4735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3551    2.0620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1061    2.2240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  8  1  1  0  0  0  0
  8  4  1  0  0  0  0
  8  6  2  0  0  0  0
  9  2  1  0  0  0  0
  9  7  2  0  0  0  0
 10  3  2  0  0  0  0
 11  5  1  0  0  0  0
 11  9  1  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18 15  2  0  0  0  0
 19 13  1  0  0  0  0
 19 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335304

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C1=C/C(O)C2C(OC(=O)C2=C)\C=C(C)\C(O)CC1

> <INCHI_IDENTIFIER>
InChI=1/C15H20O4/c1-8-4-5-11(16)9(2)7-13-14(12(17)6-8)10(3)15(18)19-13/h6-7,11-14,16-17H,3-5H2,1-2H3/b8-6+,9-7+

> <INCHI_KEY>
YMNZWKHEJQGPIA-CDJQDVQCNA-N

> <FORMULA>
C15H20O4

> <MOLECULAR_WEIGHT>
264.321

> <EXACT_MASS>
264.136159124

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
27.665182577266407

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,9-dihydroxy-6,10-dimethyl-3-methylidene-2H,3H,3aH,4H,7H,8H,9H,11aH-cyclodeca[b]furan-2-one

> <JCHEM_LOGP>
1.3961012396666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.813219817938467

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.18664475967534

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9722475352027846

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
72.87859999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4,9-dihydroxy-6,10-dimethyl-3-methylidene-3aH,4H,7H,8H,9H,11aH-cyclodeca[b]furan-2-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       2.406   2.637   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.488   6.071   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.644   0.618   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.416   2.497   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.959   3.937   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.352   0.806   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.920   3.438   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.896   2.247   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.464   4.879   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.682   1.820   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.983   5.129   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.833   0.557   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.400   3.189   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.857   1.748   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.089   3.305   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.527   6.570   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.289  -0.884   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -2.530   3.849   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.198   4.151   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4    5    8                                                       
CONECT    5    4   11                                                       
CONECT    6    8   12                                                       
CONECT    7    9   13                                                       
CONECT    8    1    4    6                                                  
CONECT    9    2    7   11                                                  
CONECT   10    3   14   15                                                  
CONECT   11    5    9   16                                                  
CONECT   12    6   14   17                                                  
CONECT   13    7   14   19                                                  
CONECT   14   10   12   13                                                  
CONECT   15   10   18   19                                                  
CONECT   16   11                                                            
CONECT   17   12                                                            
CONECT   18   15                                                            
CONECT   19   13   15                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀O₄

Average Mass

264.3210 Da

Monoisotopic Mass

264.13616 Da

IUPAC Name

4,9-dihydroxy-6,10-dimethyl-3-methylidene-2H,3H,3aH,4H,7H,8H,9H,11aH-cyclodeca[b]furan-2-one

Traditional Name

4,9-dihydroxy-6,10-dimethyl-3-methylidene-3aH,4H,7H,8H,9H,11aH-cyclodeca[b]furan-2-one

CAS Registry Number

Not Available

SMILES

C\C1=C/C(O)C2C(OC(=O)C2=C)\C=C(C)\C(O)CC1

InChI Identifier

InChI=1/C15H20O4/c1-8-4-5-11(16)9(2)7-13-14(12(17)6-8)10(3)15(18)19-13/h6-7,11-14,16-17H,3-5H2,1-2H3/b8-6+,9-7+

InChI Key

YMNZWKHEJQGPIA-CDJQDVQCNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Germacranolides and derivatives

Alternative Parents

Substituents

Germacranolide
Germacrane sesquiterpenoid
Sesquiterpenoid
Gamma butyrolactone
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	1.4	ChemAxon
pKa (Strongest Acidic)	14.19	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	72.88 m³·mol⁻¹	ChemAxon
Polarizability	27.67 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

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 Tavulin (NP0335304)

MOL for NP0335304 (Tavulin)

3D MOL for NP0335304 (Tavulin)

3D SDF for NP0335304 (Tavulin)

3D-SDF for NP0335304 (Tavulin)

PDB for NP0335304 (Tavulin)

3D PDB for NP0335304 (Tavulin)

SMILES for NP0335304 (Tavulin)

INCHI for NP0335304 (Tavulin)

Structure for NP0335304 (Tavulin)

3D Structure for NP0335304 (Tavulin)