NP-MRD: Showing NP-Card for Erythroglaucin (NP0074246)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 19:24:17 UTC

Updated at

2022-04-28 19:24:17 UTC

NP-MRD ID

NP0074246

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Erythroglaucin

Description

Erythroglaucin belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. Erythroglaucin is an extremely weak basic (essentially neutral) compound (based on its pKa). Erythroglaucin is found in Aspergillus chevalieri, Chaetomium globasum, Cortinarius basirubescens, Dermocybe canaria, Malbranchea filamentosa IFM 41300, Talaromyces stipitatus and Ventilago leiocarpa. Erythroglaucin was first documented in 1940 (PMID: 16747256). A trihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1, 4 and 5, a methoxy group at position 7 and a methyl group at position 2 (PMID: 17125234) (PMID: 105975) (PMID: 1573565) (PMID: 16213536).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
    5.8372   -0.5302    0.9834 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5541   -0.6369    1.5149 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3922   -0.3640    0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5122    0.0246   -0.5065 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3365    0.2990   -1.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5050    0.6856   -2.5309 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0753    0.1723   -0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0085   -0.2257    0.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1639   -0.4964    1.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3035   -0.3650    1.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3095   -0.7327    2.5169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5329   -0.0891    0.5801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7651   -0.2179    1.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9378   -0.6031    2.4640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9239    0.0602    0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2697   -0.0769    1.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8568    0.4513   -0.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6093    0.5911   -1.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5589    0.9832   -2.7899 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4789    0.3142   -0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1608    0.4498   -1.3805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0565    0.8035   -2.5549 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5624   -0.3565    1.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9781    0.3482    0.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1987   -1.4639    0.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4555    0.1436   -1.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728    0.9177   -3.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0760   -0.8065    2.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3056   -0.8395    3.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9037   -0.7989    0.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1353   -0.3783    2.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7972    0.9033    1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7160    0.6754   -1.4756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9071    1.1583   -3.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7 21  1  0
 21 22  2  0
 21 20  1  0
 20 18  2  0
 18 19  1  0
 18 17  1  0
 17 15  2  0
 15 16  1  0
 15 13  1  0
 13 14  1  0
 13 12  2  0
 12 10  1  0
 10 11  2  0
 10  8  1  0
  8  9  2  0
  9  3  1  0
  8  7  1  0
 12 20  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
 19 34  1  0
 17 33  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
 14 29  1  0
  9 28  1  0
M  END


  Mrv0541 04121521092D          

 22 24  0  0  0  0            999 V2000
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  2  0  0  0  0
  3 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0074246

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=C2C(=O)C3=C(O)C=C(C)C(O)=C3C(=O)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O6/c1-6-3-9(17)12-13(14(6)19)15(20)8-4-7(22-2)5-10(18)11(8)16(12)21/h3-5,17-19H,1-2H3

> <INCHI_KEY>
VUUONEBXXLQCQX-UHFFFAOYSA-N

> <FORMULA>
C16H12O6

> <MOLECULAR_WEIGHT>
300.266

> <EXACT_MASS>
300.063388106

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
29.50272012978398

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,4,5-trihydroxy-7-methoxy-2-methyl-9,10-dihydroanthracene-9,10-dione

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
4.3137602333333325

> <ALOGPS_LOGS>
-3.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.81363952245637

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.996581515749643

> <JCHEM_PKA_STRONGEST_BASIC>
-4.856034664697802

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
78.59809999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.82e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,4,5-trihydroxy-7-methoxy-2-methylanthracene-9,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         0                                  
HETATM    1  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   21                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   18                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   10   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    7   22                                                  
CONECT   22   21    3                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Value	Source
Erythroglaucine	ChEBI

Chemical Formula

C₁₆H₁₂O₆

Average Mass

300.2660 Da

Monoisotopic Mass

300.06339 Da

IUPAC Name

1,4,5-trihydroxy-7-methoxy-2-methyl-9,10-dihydroanthracene-9,10-dione

Traditional Name

1,4,5-trihydroxy-7-methoxy-2-methylanthracene-9,10-dione

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C2C(=O)C3=C(O)C=C(C)C(O)=C3C(=O)C2=C1

InChI Identifier

InChI=1S/C16H12O6/c1-6-3-9(17)12-13(14(6)19)15(20)8-4-7(22-2)5-10(18)11(8)16(12)21/h3-5,17-19H,1-2H3

InChI Key

VUUONEBXXLQCQX-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
Aspergillus chevalieri	LOTUS Database	35616633
Chaetomium globasum	Fungi	KNApSAcK
Cortinarius basirubescens	LOTUS Database	35616633
Cortinarius canarius	LOTUS Database	35616633
Malbranchea filamentosa IFM 41300	Fungi	KNApSAcK
Talaromyces stipitatus	LOTUS Database	35616633
Ventilago leiocarpa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

9,10-anthraquinone
Anthraquinone
Anisole
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Vinylogous acid
Ketone
Polyol
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

aromatic ether (CHEBI:68790 )
hydroxyanthraquinones (CHEBI:68790 )

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	2.52	ALOGPS
logP	4.31	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	8	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	78.6 m³·mol⁻¹	ChemAxon
Polarizability	29.5 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

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

10152

PDB ID

Not Available

ChEBI ID

68790

Good Scents ID

Not Available

References

General References

Wang S, Li XM, Teuscher F, Li DL, Diesel A, Ebel R, Proksch P, Wang BG: Chaetopyranin, a benzaldehyde derivative, and other related metabolites from Chaetomium globosum, an endophytic fungus derived from the marine red alga Polysiphonia urceolata. J Nat Prod. 2006 Nov;69(11):1622-5. doi: 10.1021/np060248n. [PubMed:17125234 ]
Podojil M, Sedmera P, Vokoun J, Betina V, Barathova H, Durackova Z, Horakova K, Nemec P: Eurotium (Aspergillus) repens metabolites and their biological activity. Folia Microbiol (Praha). 1978;23(6):438-43. doi: 10.1007/BF02885572. [PubMed:105975 ]
Bachmann M, Blaser P, Luthy J, Schlatter C: Toxicity and mutagenicity of anthraquinones from Aspergillus chevalieri. J Environ Pathol Toxicol Oncol. 1992 Mar-Apr;11(2):49-52. [PubMed:1573565 ]
Hosoe T, Iizuka T, Komai S, Wakana D, Itabashi T, Nozawa K, Fukushima K, Kawai K: 4-benzyl-3-phenyl-5H-furan-2-one, a vasodilator isolated from Malbranchea filamentosa IFM 41300. Phytochemistry. 2005 Dec;66(23):2776-9. doi: 10.1016/j.phytochem.2005.08.014. Epub 2005 Oct 5. [PubMed:16213536 ]
Anslow WK, Raistrick H: Studies in the biochemistry of micro-organisms: The molecular constitutions of catenarin and erythroglaucin, metabolic products respectively of Helminthosporium catenarium Drechsler and of species in the Aspergillus glaucus series. Biochem J. 1940 Jul;34(7):1124-33. doi: 10.1042/bj0341124. [PubMed:16747256 ]

Showing NP-Card for Erythroglaucin (NP0074246)

MOL for NP0074246 (Erythroglaucin)

3D MOL for NP0074246 (Erythroglaucin)

3D SDF for NP0074246 (Erythroglaucin)

3D-SDF for NP0074246 (Erythroglaucin)

PDB for NP0074246 (Erythroglaucin)

3D PDB for NP0074246 (Erythroglaucin)

SMILES for NP0074246 (Erythroglaucin)

INCHI for NP0074246 (Erythroglaucin)

Structure for NP0074246 (Erythroglaucin)

3D Structure for NP0074246 (Erythroglaucin)