NP-MRD: Showing NP-Card for Tambulin (NP0046009)

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Record Information

Version

2.0

Created at

2022-03-17 19:46:54 UTC

Updated at

2022-03-17 19:46:54 UTC

NP-MRD ID

NP0046009

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tambulin

Description

Tambulin is found in Achillea pseudopectinata, Calceolaria irazeunsis, Calceolaria tripartita, Cheilanthes argentea, Drummondita calida, Helianthus annuus, Ozothamnus expansifolius, Ozothamnus obcordatus, Rudbeckia bicolor, Zanthoxylum acanthopodium , Zanthoxylum armatum and Zanthoxylum integrifoliolum.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241219552D          

 25 27  0  0  0  0            999 V2000
    2.1634   -2.0428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423   -1.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423   -0.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1634   -0.4411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1634   -2.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4423   -1.6422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7211   -2.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7211   -2.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0008   -3.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423   -3.3249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211   -2.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211   -2.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0008   -1.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0008   -0.8409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211   -0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211    0.4403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0008    0.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0008    1.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211    2.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423    1.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423    0.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4423   -3.3249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1634   -2.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211    2.9243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423    3.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2 12  1  0  0  0  0
  3  4  1  0  0  0  0
  3 15  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 13  1  0  0  0  0
  8  9  1  0  0  0  0
  8 22  1  0  0  0  0
  9 11  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  2  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 24  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046009

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1)C1=C(O)C(=O)C2=C(O1)C(OC)=C(OC)C=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O7/c1-22-10-6-4-9(5-7-10)16-15(21)14(20)13-11(19)8-12(23-2)17(24-3)18(13)25-16/h4-8,19,21H,1-3H3

> <INCHI_KEY>
KAPZSMYEZDLAFB-UHFFFAOYSA-N

> <FORMULA>
C18H16O7

> <MOLECULAR_WEIGHT>
344.3154

> <EXACT_MASS>
344.089602866

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
34.606072476647405

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5-dihydroxy-7,8-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
2.25

> <JCHEM_LOGP>
2.5939816319999993

> <ALOGPS_LOGS>
-3.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.354729913251841

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.500303487727065

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9039083528457157

> <JCHEM_POLAR_SURFACE_AREA>
94.45000000000002

> <JCHEM_REFRACTIVITY>
90.30910000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.25e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tambulin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       4.038  -3.813   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.692  -3.065   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.692  -1.570   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.038  -0.823   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -4.038  -3.963   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.692  -3.065   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.346  -3.963   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.346  -5.459   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.001  -6.206   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.692  -6.206   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.346  -5.459   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.346  -3.963   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.001  -3.065   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.001  -1.570   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.346  -0.674   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.346   0.822   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.001   1.570   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.001   3.215   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.346   3.963   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.692   3.215   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.692   1.570   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.692  -6.206   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.038  -5.459   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.346   5.459   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.692   6.206   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4   15                                                  
CONECT    4    3                                                            
CONECT    5    6                                                            
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   22                                                  
CONECT    9    8   11                                                       
CONECT   10   11                                                            
CONECT   11    9   10   12                                                  
CONECT   12    2   11   13                                                  
CONECT   13    7   12   14                                                  
CONECT   14   13   15                                                       
CONECT   15    3   14   16                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   16   20                                                       
CONECT   22    8   23                                                       
CONECT   23   22                                                            
CONECT   24   19   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Value	Source
Herbacetin 7,8,4'-trimethyl ether	ChEBI
3,5-Dihydroxy-7,8-dimethoxy-2-(4-methoxyphenyl) chromen-4-one	MeSH

Chemical Formula

C₁₈H₁₆O₇

Average Mass

344.3154 Da

Monoisotopic Mass

344.08960 Da

IUPAC Name

3,5-dihydroxy-7,8-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

Traditional Name

tambulin

CAS Registry Number

571-72-2

SMILES

COC1=CC=C(C=C1)C1=C(O)C(=O)C2=C(O1)C(OC)=C(OC)C=C2O

InChI Identifier

InChI=1S/C18H16O7/c1-22-10-6-4-9(5-7-10)16-15(21)14(20)13-11(19)8-12(23-2)17(24-3)18(13)25-16/h4-8,19,21H,1-3H3

InChI Key

KAPZSMYEZDLAFB-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
Achillea pseudopectinata	LOTUS Database	35616633
Calceolaria irazeunsis	Plant	KNApSAcK
Calceolaria tripartita	LOTUS Database	35616633
Cheilanthes argentea	Plant	KNApSAcK
Drummondita calida	Plant	KNApSAcK
Helianthus annuus	LOTUS Database	35616633
Helianthus annuus L.	FooDB	KNAPSACK
Ozothamnus expansifolius	Plant	KNApSAcK
Ozothamnus obcordatus	Plant	KNApSAcK
Rudbeckia bicolor	Plant	KNApSAcK
Zanthoxylum acanthopodium	Plant	KNApSAcK
Zanthoxylum armatum	Plant	KNApSAcK
Zanthoxylum integrifoliolum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavonols

Alternative Parents

Substituents

4p-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
8-methoxyflavonoid-skeleton
3-hydroxyflavone
3-hydroxyflavonoid
5-hydroxyflavonoid
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Organoheterocyclic compound
Ether
Oxacycle
Organic oxide
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dihydroxyflavone (CHEBI:9395 )
flavonols (CHEBI:9395 )
trimethoxyflavone (CHEBI:9395 )
flavonols (C10189 )
Flavones and Flavonols (C10189 )
Flavones and Flavonols (LMPK12113151 )

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	2.25	ALOGPS
logP	2.59	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.5	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	94.45 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	90.31 m³·mol⁻¹	ChemAxon
Polarizability	34.61 Å³	ChemAxon
Number of Rings	3	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

FDB002675

KNApSAcK ID

C00001104

Chemspider ID

Not Available

KEGG Compound ID

C10189

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281700

PDB ID

Not Available

ChEBI ID

9395

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Tambulin (NP0046009)

MOL for NP0046009 (Tambulin)

3D MOL for NP0046009 (Tambulin)

3D SDF for NP0046009 (Tambulin)

3D-SDF for NP0046009 (Tambulin)

PDB for NP0046009 (Tambulin)

3D PDB for NP0046009 (Tambulin)

SMILES for NP0046009 (Tambulin)

INCHI for NP0046009 (Tambulin)

Structure for NP0046009 (Tambulin)

3D Structure for NP0046009 (Tambulin)