NPASS Natural Product

Natural Product: NPC100887

Natural Product ID:	NPC100887
Common Name:	Eupafolin
IUPAC Name:	2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-methoxychromen-4-one
Synonyms:	6-Methoxy 5,7,3',4'-Tetrahydroxyflavone; 6-Methoxyluteolin; Eupafolin; Pedaltin
Molecular Formula:	C16H12O7
Standard InCHIKey:	FHHSEFRSDKWJKJ-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C16H12O7/c1-22-16-11(20)6-13-14(15(16)21)10(19)5-12(23-13)7-2-3-8(17)9(18)4-7/h2-6,17-18,20-21H,1H3
Canonical SMILES:	COc1c(O)cc2c(c1O)c(=O)cc(o2)c1ccc(c(c1)O)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO10051	Phyla nodiflora	Species	Verbenaceae	Eukaryota	UNPD*
NPO10051	Phyla nodiflora	Species	Verbenaceae	Eukaryota	TCMID*
NPO10081	Othonna sedifolia	Species	Asteraceae	Eukaryota	UNPD*
NPO10304	Colletotrichum gloeosporioides	Species	Glomerellaceae	Eukaryota	UNPD*
NPO10483	Chrysanthemum sinense	Species	Asteraceae	Eukaryota	UNPD*
NPO10536	Rhabdonia verticillata	Species	Areschougiaceae	Eukaryota	UNPD*
NPO10798	Cis punctifer	Species	Ciidae	Eukaryota	UNPD*
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	TM-MC*
NPO11291	Styrax benzoin	Species	Styracaceae	Eukaryota	UNPD*
NPO11452	Pterocarpus officinalis	Species	Fabaceae	Eukaryota	UNPD*

Showing 1 to 10 of 132 entries

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Biological Activity

Activity Type	# Activity
AC50	4
EC50	6
IC50	8
Others	89
Potency	57

Activity Type	# Activity
Cell Line	1
Individual Protein	62
Organism	4
Others	92
Protein-Protein Interaction	1
Tissue	2
Uncleic Acid	2

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT100	Individual Protein	Glutaminase kidney isoform, mitochondrial	Homo sapiens	Potency		8912.5	nM	PubChem BioAssay data set
NPT101	Individual Protein	Glucagon-like peptide 1 receptor	Homo sapiens	Potency		7943.3	nM	PubChem BioAssay data set
NPT12	Individual Protein	Human immunodeficiency virus type 1 integrase	Human immunodeficiency virus 1	IC50	=	94300	nM	7699704
NPT12	Individual Protein	Human immunodeficiency virus type 1 integrase	Human immunodeficiency virus 1	IC50	=	39100	nM	7699704
NPT1310	Individual Protein	Xanthine dehydrogenase	Bos taurus	Inhibition	=	49	%	3379415
NPT1512	Individual Protein	Cell division protein kinase 5	Rattus norvegicus	EC50	=	40000	nM	15043421
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency		7943.3	nM	PubChem BioAssay data set
NPT1580	Individual Protein	Salivary alpha-amylase	Homo sapiens	IC50	=	48000	nM	18507367
NPT1580	Individual Protein	Salivary alpha-amylase	Homo sapiens	Inhibition	=	99.4	%	18507367
NPT1593	Tissue	Liver	Rattus norvegicus	Activity	=	46	%	17977731

Showing 1 to 10 of 151 entries

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Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC100887 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	318
0.1-0.2	1295
0.2-0.3	3014
0.3-0.4	7108
0.4-0.5	5632
0.5-0.6	2372
0.6-0.7	3515
0.7-0.8	4020
0.8-0.85	1757
0.85-0.9	1122
0.9-0.95	508
0.95-1	228

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Similarity Score	Similarity Level	Natural Product ID
0.9533	High Similarity	NPC191146
0.9533	High Similarity	NPC100916
0.9533	High Similarity	NPC55619
0.9533	High Similarity	NPC200388
0.9533	High Similarity	NPC268161

Showing 1 to 5 of 200 entries

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Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC100887 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	343
0.1-0.2	898
0.2-0.3	1707
0.3-0.4	2679
0.4-0.5	1791
0.5-0.6	1058
0.6-0.7	494
0.7-0.8	135
0.8-0.85	33
0.85-0.9	17
0.9-0.95	5
0.95-1	1

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6962	Remote Similarity	NPD1296	Phase 2
0.697	Remote Similarity	NPD2354	Approved
0.6977	Remote Similarity	NPD2296	Approved
0.698	Remote Similarity	NPD9493	Approved
0.6981	Remote Similarity	NPD1558	Phase 1

Showing 1 to 5 of 200 entries

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Structure

CID100887 OpenBabel06191715442D 23 25 0 0 0 0 0 0 0 0999 V2000 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 8 1 0 0 0 0 4 7 2 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 5 12 2 0 0 0 0 6 11 2 0 0 0 0 6 13 1 0 0 0 0 7 12 1 0 0 0 0 8 9 2 0 0 0 0 8 17 1 0 0 0 0 9 18 1 0 0 0 0 10 14 1 0 0 0 0 10 19 2 0 0 0 0 11 16 1 0 0 0 0 11 20 1 0 0 0 0 12 23 1 0 0 0 0 13 14 2 0 0 0 0 13 23 1 0 0 0 0 14 15 1 0 0 0 0 15 16 2 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	5317284
ChEMBL	CHEMBL172350
ZINC

Physicochemical Properties

Molecular Weight:	316.06
ALogP:	-2.3966
MLogP:	2.45
XLogP:	0.589
# Rotatable Bonds:	7
Polar Surface Area:	116.45
# H-Bond Aceptor:	1
# H-Bond Donor:	4
# Rings:	3
# Heavy Atoms:	23

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