NPASS Natural Product

Natural Product: NPC26697

Natural Product ID:	NPC26697
Common Name:	Butein
IUPAC Name:	(E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one
Synonyms:	3,4,2',4'-Tetrahydroxychalone; Butein
Molecular Formula:	C15H12O5
Standard InCHIKey:	AYMYWHCQALZEGT-ORCRQEGFSA-N
Standard InCHI:	InChI=1S/C15H12O5/c16-10-3-4-11(14(19)8-10)12(17)5-1-9-2-6-13(18)15(20)7-9/h1-8,16,18-20H/b5-1+
Canonical SMILES:	Oc1ccc(c(c1)O)C(=O)/C=C/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	Isolation Part	Reference
NPO10786	Trichocereus werdermannianus	Species	Cactaceae	Eukaryota		UNPD*
NPO10917	Junceella gemmacea	Species	Ellisellidae	Eukaryota		UNPD*
NPO131	Euphrasia stricta	Species	Orobanchaceae	Eukaryota		UNPD*
NPO15970	Chrysanthemum uliginosum	Species	Asteraceae	Eukaryota		UNPD*
NPO16682	Cirsium chinense	Species	Asteraceae	Eukaryota		UNPD*
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota		TM-MC*
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	heartwood	PMID[23743282]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota		TCM_Taiwan*
NPO1973	Conyza japonica	Species	Asteraceae	Eukaryota		UNPD*
NPO2188	Dendrobium candidum	Species	Orchidaceae	Eukaryota		UNPD*

Showing 1 to 10 of 32 entries

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Biological Activity

Activity Type	# Activity
GI50	68
IC50	27
Kd	1
Ki	3
Others	24
Potency	6

Activity Type	# Activity
Cell Line	75
Individual Protein	35
Organism	3
Others	13
Protein Complex	1
Protein Family	1
Protein-Protein Interaction	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT111	Cell Line	K562	Homo sapiens	GI50		4265.8	nM	PubChem BioAssay data set
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50		7638.36	nM	PubChem BioAssay data set
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	5300	nM	27287369
NPT116	Cell Line	HL-60	Homo sapiens	GI50		3288.52	nM	PubChem BioAssay data set
NPT12	Individual Protein	Human immunodeficiency virus type 1 integrase	Human immunodeficiency virus 1	IC50	=	20000	nM	9767632
NPT12	Individual Protein	Human immunodeficiency virus type 1 integrase	Human immunodeficiency virus 1	IC50	=	19952.62	nM	11831895
NPT1310	Individual Protein	Xanthine dehydrogenase	Bos taurus	IC50	=	1300	nM	26762836
NPT1333	Individual Protein	Enoyl-acyl-carrier protein reductase	Plasmodium falciparum	IC50	=	12500	nM	17263522
NPT1333	Individual Protein	Enoyl-acyl-carrier protein reductase	Plasmodium falciparum	Ki	=	5500	nM	17263522
NPT1333	Individual Protein	Enoyl-acyl-carrier protein reductase	Plasmodium falciparum	Ki	=	2970	nM	17263522

Showing 1 to 10 of 128 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 NPC26697 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	270
0.1-0.2	1313
0.2-0.3	2950
0.3-0.4	8052
0.4-0.5	5018
0.5-0.6	3171
0.6-0.7	4655
0.7-0.8	4383
0.8-0.85	861
0.85-0.9	177
0.9-0.95	30
0.95-1	9

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Similarity Score	Similarity Level	Natural Product ID
0.8531	High Similarity	NPC287101
0.8531	High Similarity	NPC223579
0.8531	High Similarity	NPC183950
0.8531	High Similarity	NPC270465
0.8531	High Similarity	NPC216318

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 NPC26697 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	298
0.1-0.2	957
0.2-0.3	1512
0.3-0.4	2843
0.4-0.5	2056
0.5-0.6	1032
0.6-0.7	343
0.7-0.8	100
0.8-0.85	14
0.85-0.9	4
0.9-0.95	1
0.95-1	1

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6562	Remote Similarity	NPD844	Approved
0.6564	Remote Similarity	NPD2296	Approved
0.6564	Remote Similarity	NPD4288	Approved
0.6587	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6587	Remote Similarity	NPD5242	Approved

Showing 1 to 5 of 200 entries

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Structure

External Identifiers

PubChem CID	5281222
ChEMBL	CHEMBL128000
ZINC

Physicochemical Properties

Molecular Weight:	272.07
ALogP:	-1.7439
MLogP:	2.56
XLogP:	2.019
# Rotatable Bonds:	7
Polar Surface Area:	97.99
# H-Bond Aceptor:	1
# H-Bond Donor:	4
# Rings:	2
# Heavy Atoms:	20

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