NP-MRD: Showing NP-Card for Fisetinidol-4beta-ol (NP0050583)

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Record Information

Version

2.0

Created at

2022-04-27 21:58:01 UTC

Updated at

2022-04-27 21:58:01 UTC

NP-MRD ID

NP0050583

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Fisetinidol-4beta-ol

Description

Fisetinidol-4beta-ol is found in Acacia acuminata, Acacia adunca, Acacia baileyana, Acacia binervata, Acacia buxifolia, Acacia calamifolia, Acacia cardiophylla, Acacia chrysotricha, Acacia clunies-rossiae, Acacia concurrens, Acacia constablei, Acacia crombei, Acacia cultriformis, Acacia dealbata, Acacia deanei, Acacia decora, Acacia decurrens, Acacia elata, Acacia erioloba , Acacia excelsa, Acacia falciformis, Acacia fasciculifera, Acacia filicifolia, Acacia fimbriata, Acacia harpophylla, Acacia holosericea , Acacia homalophylla , Acacia irrorata, Acacia kettlewelliae, Acacia lanigera, Acacia leucoclada, Acacia longifolia, Acacia mabellae, Acacia mearnsii , Acacia mollifolia, Acacia mollissima, Acacia neriifolia, Acacia obtusifolia, Acacia oshanesii, Acacia oswaldii, Acacia parramattensis, Acacia saxatilis, Colophospermum mopane , Gleditsia japonica , Guibourtia coleosperma , Neorautanenia amboensis, Acacia nigrescens, Umtiza listerana and Vachellia erioloba.

Structure

MOL SDF PDB SMILES InChI

  Mrv1652303082006202D          

 21 23  0  0  1  0            999 V2000
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
  9 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
  5 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050583

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@H]1[C@@H](O)C2=C(O[C@@H]1C1=CC=C(O)C(O)=C1)C=C(O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,13-20H/t13-,14-,15+/m0/s1

> <INCHI_KEY>
OFZBQQUVMQGHDJ-SOUVJXGZSA-N

> <FORMULA>
C15H14O6

> <MOLECULAR_WEIGHT>
290.271

> <EXACT_MASS>
290.079038171

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
28.705115064912015

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,4,7-triol

> <ALOGPS_LOGP>
0.57

> <JCHEM_LOGP>
1.1796761899999997

> <ALOGPS_LOGS>
-2.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.617389481995271

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.99357200909579

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5993499148178616

> <JCHEM_POLAR_SURFACE_AREA>
110.38000000000001

> <JCHEM_REFRACTIVITY>
73.22630000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.74e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fisetinin-3,4-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-MAR-20         0                                  
HETATM    1  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   21                                                  
CONECT    6    5    7   17                                                  
CONECT    7    6    8                                                       
CONECT    8    7    2    9                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    9                                                       
CONECT   17    6   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20    5                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₄O₆

Average Mass

290.2710 Da

Monoisotopic Mass

290.07904 Da

IUPAC Name

(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,4,7-triol

Traditional Name

fisetinin-3,4-diol

CAS Registry Number

Not Available

SMILES

O[C@H]1[C@@H](O)C2=C(O[C@@H]1C1=CC=C(O)C(O)=C1)C=C(O)C=C2

InChI Identifier

InChI=1S/C15H14O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,13-20H/t13-,14-,15+/m0/s1

InChI Key

OFZBQQUVMQGHDJ-SOUVJXGZSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Acacia acuminata	Plant	KNApSAcK
Acacia adunca	Plant	KNApSAcK
Acacia baileyana	Plant	KNApSAcK
Acacia binervata	Plant	KNApSAcK
Acacia buxifolia	Plant	KNApSAcK
Acacia calamifolia	Plant	KNApSAcK
Acacia cardiophylla	Plant	KNApSAcK
Acacia chrysotricha	Plant	KNApSAcK
Acacia clunies-rossiae	Plant	KNApSAcK
Acacia concurrens	Plant	KNApSAcK
Acacia constablei	Plant	KNApSAcK
Acacia crombei	Plant	KNApSAcK
Acacia cultriformis	Plant	KNApSAcK
Acacia dealbata	Plant	KNApSAcK
Acacia deanei	Plant	KNApSAcK
Acacia decora	Plant	KNApSAcK
Acacia decurrens	Plant	KNApSAcK
Acacia elata	Plant	KNApSAcK
Acacia erioloba	Plant	KNApSAcK
Acacia excelsa	Plant	KNApSAcK
Acacia falciformis	Plant	KNApSAcK
Acacia fasciculifera	Plant	KNApSAcK
Acacia filicifolia	Plant	KNApSAcK
Acacia fimbriata	Plant	KNApSAcK
Acacia harpophylla	Plant	KNApSAcK
Acacia holosericea	Plant	KNApSAcK
Acacia homalophylla	Plant	KNApSAcK
Acacia irrorata	Plant	KNApSAcK
Acacia kettlewelliae	Plant	KNApSAcK
Acacia lanigera	Plant	KNApSAcK
Acacia leucoclada	Plant	KNApSAcK
Acacia longifolia	Plant	KNApSAcK
Acacia mabellae	Plant	KNApSAcK
Acacia mearnsii	Plant	KNApSAcK
Acacia mollifolia	Plant	KNApSAcK
Acacia mollissima	Plant	KNApSAcK
Acacia neriifolia	Plant	KNApSAcK
Acacia obtusifolia	Plant	KNApSAcK
Acacia oshanesii	Plant	KNApSAcK
Acacia oswaldii	Plant	KNApSAcK
Acacia parramattensis	Plant	KNApSAcK
Acacia saxatilis	Plant	KNApSAcK
Colophospermum mopane	Plant	KNApSAcK
Gleditsia japonica	Plant	KNApSAcK
Guibourtia coleosperma	Plant	KNApSAcK
Neorautanenia amboensis	Plant	KNApSAcK
Senegalia nigrescens	Plant	KNApSAcK
Umtiza listerana	Plant	KNApSAcK
Vachellia erioloba	LOTUS Database	35616633

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	0.57	ALOGPS
logP	1.18	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	8.99	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.38 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	73.23 m³·mol⁻¹	ChemAxon
Polarizability	28.71 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

Not Available

References

General References

Not Available

Showing NP-Card for Fisetinidol-4beta-ol (NP0050583)

MOL for NP0050583 (Fisetinidol-4beta-ol)

3D MOL for NP0050583 (Fisetinidol-4beta-ol)

3D SDF for NP0050583 (Fisetinidol-4beta-ol)

3D-SDF for NP0050583 (Fisetinidol-4beta-ol)

PDB for NP0050583 (Fisetinidol-4beta-ol)

3D PDB for NP0050583 (Fisetinidol-4beta-ol)

SMILES for NP0050583 (Fisetinidol-4beta-ol)

INCHI for NP0050583 (Fisetinidol-4beta-ol)

Structure for NP0050583 (Fisetinidol-4beta-ol)

3D Structure for NP0050583 (Fisetinidol-4beta-ol)