NP-MRD: Showing NP-Card for Amenthoflavone (NP0078295)

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Record Information

Version

2.0

Created at

2022-04-28 23:23:14 UTC

Updated at

2022-04-28 23:23:14 UTC

NP-MRD ID

NP0078295

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Amenthoflavone

Description

Amentoflavone, also known as 3',8''-biapigenin, belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''. Thus, amentoflavone is considered to be a flavonoid lipid molecule. Amentoflavone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Amentoflavone has been detected, but not quantified in, fruits. Amenthoflavone is found in Albizia julibrissin, Araucaria cunninghamii, Biophytum sensitivum, Broussonetia papyrifera, Callitropsis nootkatensis, Calocedrus formosana, Calophyllum brasiliense, Calophyllum calaba, Calophyllum inophyllum, Calophyllum venulosum, Campylospermum flavum, Campylospermum glaucum, Campylospermum sulcatum, Canarium schweinfurthii, Chamaecyparis formosensis, Chrozophora tinctoria, Cryptomeria japonica, Cunninghamia lanceolata, Cupressus cashmeriana, Cycas beddomei, Cycas revoluta, Elateriospermum tapos, Garcinia intermedia, Garcinia kola, Garcinia livingstonei, Garcinia prainiana, Garcinia xanthochymus , Ginkgo biloba, Haplopteris anguste-elongata, Hippobromus pauciflorus, Hypericum balearicum, Hypericum elegans, Hypericum montanum, Hypericum perforatum, Hypericum thasium, Isophysis tasmanica, Juniperus bermudiana, Juniperus communis, Juniperus drupacea, Juniperus phoenicea, Juniperus sabina, Lanaria lanata, Leycesteria formosa, Libocedrus plumosa, Mangifera indica, Manihot esculenta, Metasequoia glyptostroboides, Microbiota decussata, Nageia nagi, Nandina domestica, Orthopterygium huaucui, Ouratea castaneifolia, Ouratea multiflora, Patersonia glabrata, Physocarpus capitatus, Picea smithiana, Piranhea mexicana, Platycladus orientalis, Podocarpus fasciculus, Quercus infectoria, Retrophyllum rospigliosii, Rhus coriaria, Rhus punjabensis, Schinus areira, Selaginella delicatula, Selaginella denticulata, Selaginella doederleinii, Selaginella kraussiana, Selaginella labordei, Selaginella moellendorffii, Selaginella sanguinolenta, Selaginella selaginoides, Selaginella tamariscina, Selaginella uncinata, Selaginella willdenowii, Taiwania cryptomerioides, Taxodium distichum, Taxus baccata, Taxus wallichiana, Thuja plicata, Tilia tomentosa, Torreya fargesii, Torreya nucifera, Toxicodendron succedaneum, Trogopterus xanthipes, Viburnum burejaeticum, Viburnum coriaceum, Viburnum cotinifolium, Viburnum jucundum and Viburnum pichinchense. Amenthoflavone was first documented in 2001 (PMID: 11256492). This could make amentoflavone a potential biomarker for the consumption of these foods (PMID: 12372862) (PMID: 15130600) (PMID: 16084098) (PMID: 18298378).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061305322D          

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M  END

     RDKit          3D

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M  END


  Mrv0541 05061305322D          

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    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   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  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
 13  1  2  0  0  0  0
 13  2  1  0  0  0  0
 14  3  1  0  0  0  0
 14  7  2  0  0  0  0
 15  4  2  0  0  0  0
 15  5  1  0  0  0  0
 16  8  2  0  0  0  0
 16  9  1  0  0  0  0
 17  7  1  0  0  0  0
 18  6  1  0  0  0  0
 18 17  2  0  0  0  0
 19  8  1  0  0  0  0
 20 10  2  0  0  0  0
 21 10  1  0  0  0  0
 22 11  1  0  0  0  0
 23 12  1  0  0  0  0
 24 12  2  0  0  0  0
 24 13  1  0  0  0  0
 25 11  2  0  0  0  0
 25 14  1  0  0  0  0
 26  9  2  0  0  0  0
 27 17  1  0  0  0  0
 27 20  1  0  0  0  0
 28 19  2  0  0  0  0
 28 22  1  0  0  0  0
 28 26  1  0  0  0  0
 29 21  2  0  0  0  0
 29 23  1  0  0  0  0
 30 27  2  0  0  0  0
 30 29  1  0  0  0  0
 31 15  1  0  0  0  0
 32 16  1  0  0  0  0
 33 18  1  0  0  0  0
 34 19  1  0  0  0  0
 35 20  1  0  0  0  0
 36 21  1  0  0  0  0
 37 22  2  0  0  0  0
 38 23  2  0  0  0  0
 39 25  1  0  0  0  0
 39 26  1  0  0  0  0
 40 24  1  0  0  0  0
 40 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0078295

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C(=C2O1)C1=C(O)C=CC(=C1)C1=CC(=O)C2=C(O)C=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C30H18O10/c31-15-4-1-13(2-5-15)24-12-23(38)29-21(36)10-20(35)27(30(29)40-24)17-7-14(3-6-18(17)33)25-11-22(37)28-19(34)8-16(32)9-26(28)39-25/h1-12,31-36H

> <INCHI_KEY>
YUSWMAULDXZHPY-UHFFFAOYSA-N

> <FORMULA>
C30H18O10

> <MOLECULAR_WEIGHT>
538.4579

> <EXACT_MASS>
538.089996796

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
53.79739441243059

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
4.49

> <JCHEM_LOGP>
5.087357813333332

> <ALOGPS_LOGS>
-4.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.782843386868849

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.123570456671195

> <JCHEM_PKA_STRONGEST_BASIC>
-5.165329359563093

> <JCHEM_POLAR_SURFACE_AREA>
173.98

> <JCHEM_REFRACTIVITY>
144.906

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.21e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
amentoflavone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1    4   13                                                       
CONECT    2    5   13                                                       
CONECT    3    6   14                                                       
CONECT    4    1   15                                                       
CONECT    5    2   15                                                       
CONECT    6    3   18                                                       
CONECT    7   14   17                                                       
CONECT    8   16   19                                                       
CONECT    9   16   26                                                       
CONECT   10   20   21                                                       
CONECT   11   22   25                                                       
CONECT   12   23   24                                                       
CONECT   13    1    2   24                                                  
CONECT   14    3    7   25                                                  
CONECT   15    4    5   31                                                  
CONECT   16    8    9   32                                                  
CONECT   17    7   18   27                                                  
CONECT   18    6   17   33                                                  
CONECT   19    8   28   34                                                  
CONECT   20   10   27   35                                                  
CONECT   21   10   29   36                                                  
CONECT   22   11   28   37                                                  
CONECT   23   12   29   38                                                  
CONECT   24   12   13   40                                                  
CONECT   25   11   14   39                                                  
CONECT   26    9   28   39                                                  
CONECT   27   17   20   30                                                  
CONECT   28   19   22   26                                                  
CONECT   29   21   23   30                                                  
CONECT   30   27   29   40                                                  
CONECT   31   15                                                            
CONECT   32   16                                                            
CONECT   33   18                                                            
CONECT   34   19                                                            
CONECT   35   20                                                            
CONECT   36   21                                                            
CONECT   37   22                                                            
CONECT   38   23                                                            
CONECT   39   25   26                                                       
CONECT   40   24   30                                                       
MASTER        0    0    0    0    0    0    0    0   40    0   90    0
END

View in JSmol

Synonyms

Value	Source
3',8''-Biapigenin	ChEBI
8-(5-(5,7-Dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one	ChEBI
Didemethyl-ginkgetin	ChEBI
3',8-Bi[4',5,7-trihydroxyflavone]	HMDB
4',4''',5,5'',7,7''-hexahydroxy-3''',8-biflavone, 8ci	HMDB
4',5,7-Trihydroxyflavone(3'->8)-4',5,7-trihydroxyflavone	HMDB

Chemical Formula

C₃₀H₁₈O₁₀

Average Mass

538.4579 Da

Monoisotopic Mass

538.09000 Da

IUPAC Name

8-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

Traditional Name

amentoflavone

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C(=C2O1)C1=C(O)C=CC(=C1)C1=CC(=O)C2=C(O)C=C(O)C=C2O1

InChI Identifier

InChI=1S/C30H18O10/c31-15-4-1-13(2-5-15)24-12-23(38)29-21(36)10-20(35)27(30(29)40-24)17-7-14(3-6-18(17)33)25-11-22(37)28-19(34)8-16(32)9-26(28)39-25/h1-12,31-36H

InChI Key

YUSWMAULDXZHPY-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
Albizia julibrissin	LOTUS Database	35616633
Araucaria cunninghamii	LOTUS Database	35616633
Biophytum sensitivum	LOTUS Database	35616633
Broussonetia papyrifera	LOTUS Database	35616633
Callitropsis nootkatensis	LOTUS Database	35616633
Calocedrus formosana	LOTUS Database	35616633
Calophyllum brasiliense	LOTUS Database	35616633
Calophyllum calaba	LOTUS Database	35616633
Calophyllum inophyllum	LOTUS Database	35616633
Calophyllum venulosum	LOTUS Database	35616633
Campylospermum flavum	LOTUS Database	35616633
Campylospermum glaucum	LOTUS Database	35616633
Campylospermum sulcatum	LOTUS Database	35616633
Canarium schweinfurthii	LOTUS Database	35616633
Chamaecyparis formosensis	LOTUS Database	35616633
Chrozophora tinctoria	LOTUS Database	35616633
Cryptomeria japonica	LOTUS Database	35616633
Cunninghamia lanceolata	LOTUS Database	35616633
Cupressus cashmeriana	LOTUS Database	35616633
Cycas beddomei	LOTUS Database	35616633
Cycas revoluta	LOTUS Database	35616633
Elateriospermum tapos	LOTUS Database	35616633
Garcinia intermedia	LOTUS Database	35616633
Garcinia kola	LOTUS Database	35616633
Garcinia livingstonei	LOTUS Database	35616633
Garcinia prainiana	LOTUS Database	35616633
Garcinia xanthochymus	Plant	KNApSAcK
Ginkgo biloba	LOTUS Database	35616633
Haplopteris anguste-elongata	LOTUS Database	35616633
Hippobromus pauciflorus	LOTUS Database	35616633
Hypericum balearicum	LOTUS Database	35616633
Hypericum elegans	LOTUS Database	35616633
Hypericum montanum	LOTUS Database	35616633
Hypericum perforatum	LOTUS Database	35616633
Hypericum thasium	LOTUS Database	35616633
Isophysis tasmanica	LOTUS Database	35616633
Juniperus bermudiana	LOTUS Database	35616633
Juniperus communis	LOTUS Database	35616633
Juniperus drupacea	LOTUS Database	35616633
Juniperus phoenicea	LOTUS Database	35616633
Juniperus sabina	LOTUS Database	35616633
Lanaria lanata	LOTUS Database	35616633
Leycesteria formosa	LOTUS Database	35616633
Libocedrus plumosa	LOTUS Database	35616633
Mangifera indica	LOTUS Database	35616633
Manihot esculenta	LOTUS Database	35616633
Metasequoia glyptostroboides	LOTUS Database	35616633
Microbiota decussata	LOTUS Database	35616633
Nageia nagi	LOTUS Database	35616633
Nandina domestica	LOTUS Database	35616633
Orthopterygium huaucui	LOTUS Database	35616633
Ouratea castaneifolia	LOTUS Database	35616633
Ouratea multiflora	LOTUS Database	35616633
Patersonia glabrata	LOTUS Database	35616633
Physocarpus capitatus	LOTUS Database	35616633
Picea smithiana	LOTUS Database	35616633
Piranhea mexicana	LOTUS Database	35616633
Platycladus orientalis	LOTUS Database	35616633
Podocarpus fasciculus	LOTUS Database	35616633
Quercus infectoria	LOTUS Database	35616633
Retrophyllum rospigliosii	LOTUS Database	35616633
Rhus coriaria	LOTUS Database	35616633
Rhus punjabensis	LOTUS Database	35616633
Schinus areira	LOTUS Database	35616633
Selaginella delicatula	LOTUS Database	35616633
Selaginella denticulata	LOTUS Database	35616633
Selaginella doederleinii	LOTUS Database	35616633
Selaginella kraussiana	LOTUS Database	35616633
Selaginella labordei	LOTUS Database	35616633
Selaginella moellendorffii	LOTUS Database	35616633
Selaginella sanguinolenta	LOTUS Database	35616633
Selaginella selaginoides	LOTUS Database	35616633
Selaginella tamariscina	LOTUS Database	35616633
Selaginella uncinata	LOTUS Database	35616633
Selaginella willdenowii	LOTUS Database	35616633
Taiwania cryptomerioides	LOTUS Database	35616633
Taxodium distichum	LOTUS Database	35616633
Taxus baccata	LOTUS Database	35616633
Taxus wallichiana	LOTUS Database	35616633
Thuja plicata	LOTUS Database	35616633
Tilia tomentosa	LOTUS Database	35616633
Torreya fargesii var. yunnanensis	LOTUS Database	35616633
Torreya nucifera	LOTUS Database	35616633
Toxicodendron succedaneum	LOTUS Database	35616633
Trogopterus xanthipes	LOTUS Database	35616633
Viburnum burejaeticum	LOTUS Database	35616633
Viburnum coriaceum	LOTUS Database	35616633
Viburnum cotinifolium	LOTUS Database	35616633
Viburnum jucundum	LOTUS Database	35616633
Viburnum pichinchense	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Biflavonoids and polyflavonoids

Direct Parent

Biflavonoids and polyflavonoids

Alternative Parents

Substituents

Bi- and polyflavonoid skeleton
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

ring assembly (CHEBI:2631 )
biflavonoid (CHEBI:2631 )
hydroxyflavone (CHEBI:2631 )
Biflavonoids and polyflavonoids (C10018 )
Biflavonoids and polyflavonoids (LMPK12040009 )

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	4.49	ALOGPS
logP	5.09	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	6.12	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	173.98 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	144.91 m³·mol⁻¹	ChemAxon
Polarizability	53.8 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0030832

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002788

KNApSAcK ID

C00001015

Chemspider ID

Not Available

KEGG Compound ID

C10018

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Amentoflavone

METLIN ID

Not Available

PubChem Compound

5281600

PDB ID

Not Available

ChEBI ID

2631

Good Scents ID

Not Available

References

General References

Ma SC, But PP, Ooi VE, He YH, Lee SH, Lee SF, Lin RC: Antiviral amentoflavone from Selaginella sinensis. Biol Pharm Bull. 2001 Mar;24(3):311-2. doi: 10.1248/bpb.24.311. [PubMed:11256492 ]
Nakanishi T, Inatomi Y, Murata H, Iida N, Inada A, Lang FA, Murata J: Phytochemical study on American plants I. Two new phenol glucosides, together with known biflavones and diterpene, from leaves of Juniperus occidentalis Hook. Chem Pharm Bull (Tokyo). 2002 Oct;50(10):1358-61. doi: 10.1248/cpb.50.1358. [PubMed:12372862 ]
Uddin Q, Malik A, Azam S, Hadi N, Azmi AS, Parveen N, Khan NU, Hadi SM: The biflavonoid, amentoflavone degrades DNA in the presence of copper ions. Toxicol In Vitro. 2004 Aug;18(4):435-40. doi: 10.1016/j.tiv.2003.12.009. [PubMed:15130600 ]
Pan X, Tan N, Zeng G, Zhang Y, Jia R: Amentoflavone and its derivatives as novel natural inhibitors of human Cathepsin B. Bioorg Med Chem. 2005 Oct 15;13(20):5819-25. doi: 10.1016/j.bmc.2005.05.071. [PubMed:16084098 ]
Guruvayoorappan C, Kuttan G: Inhibition of tumor specific angiogenesis by amentoflavone. Biochemistry (Mosc). 2008 Feb;73(2):209-18. doi: 10.1134/s0006297908020132. [PubMed:18298378 ]

Showing NP-Card for Amenthoflavone (NP0078295)

MOL for NP0078295 (Amenthoflavone)

3D MOL for NP0078295 (Amenthoflavone)

3D SDF for NP0078295 (Amenthoflavone)

3D-SDF for NP0078295 (Amenthoflavone)

PDB for NP0078295 (Amenthoflavone)

3D PDB for NP0078295 (Amenthoflavone)

SMILES for NP0078295 (Amenthoflavone)

INCHI for NP0078295 (Amenthoflavone)

Structure for NP0078295 (Amenthoflavone)

3D Structure for NP0078295 (Amenthoflavone)