NPASS Natural Product

Natural Product: NPC61546

Natural Product ID:	NPC61546
Common Name:	3,5,7-Trimethoxyflavone
IUPAC Name:	3,5,7-trimethoxy-2-phenylchromen-4-one
Synonyms:	3,5,7-Trimethoxyflavone
Molecular Formula:	C18H16O5
Standard InCHIKey:	CBTHKWVPSIGKMI-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C18H16O5/c1-20-12-9-13(21-2)15-14(10-12)23-17(18(22-3)16(15)19)11-7-5-4-6-8-11/h4-10H,1-3H3
Canonical SMILES:	COc1cc(OC)c2c(c1)oc(c(c2=O)OC)c1ccccc1
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO1184	Colchicum filifolium	Species	Colchicaceae	Eukaryota	UNPD*
NPO11849	Cynoglossum macrostylum	Species	Boraginaceae	Eukaryota	UNPD*
NPO1373	Pulsatilla chinensis	Species	Ranunculaceae	Eukaryota	UNPD*
NPO16156	Mucuna holtonii	Species	Fabaceae	Eukaryota	UNPD*
NPO16298	Quercus marilandica	Species	Fagaceae	Eukaryota	UNPD*
NPO17337	Centaurea scoparia	Species	Asteraceae	Eukaryota	UNPD*
NPO19383	Lactarius mitissimus	Species	Russulaceae	Eukaryota	UNPD*
NPO19745	Esox lucius	Species	Esocidae	Eukaryota	UNPD*
NPO2030	Mimosa pigra	Species	Fabaceae	Eukaryota	UNPD*
NPO20584	Cheilanthes fragrans	Species	Pteridaceae	Eukaryota	UNPD*

Showing 1 to 10 of 55 entries

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Biological Activity

Activity Type	# Activity
Ki	6
Others	5

Activity Type	# Activity
Cell Line	4
Individual Protein	5
Others	1
Protein Family	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1315	Individual Protein	Adenosine A1 receptor	Rattus norvegicus	Ki	=	509	nM	8691424
NPT1315	Individual Protein	Adenosine A1 receptor	Rattus norvegicus	Ki	=	509	nM	8576921
NPT1316	Individual Protein	Adenosine A2a receptor	Rattus norvegicus	Ki	=	6450	nM	8576921
NPT218	Individual Protein	Adenosine A3 receptor	Homo sapiens	Ki	=	1210	nM	8691424
NPT218	Individual Protein	Adenosine A3 receptor	Homo sapiens	Ki	=	1210	nM	8576921
NPT2554	Protein Family	Adenosine A2 receptor	Rattus norvegicus	Ki	=	6450	nM	8691424
NPT2555	Others	Adenosine receptors; A1 & A3	Rattus norvegicus	Ratio	=	0.42		8691424
NPT520	Cell Line	3T3-L1	Mus musculus	Activity	=	13.2	%	21493073
NPT520	Cell Line	3T3-L1	Mus musculus	Activity	=	10.4	%	21493073
NPT520	Cell Line	3T3-L1	Mus musculus	Activity	=	9	%	21493073

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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 NPC61546 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	294
0.1-0.2	1283
0.2-0.3	2933
0.3-0.4	7381
0.4-0.5	5595
0.5-0.6	2806
0.6-0.7	4900
0.7-0.8	3272
0.8-0.85	1445
0.85-0.9	852
0.9-0.95	114
0.95-1	14

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Similarity Score	Similarity Level	Natural Product ID
0.8897	High Similarity	NPC188646
0.8897	High Similarity	NPC20560
0.8897	High Similarity	NPC76376
0.8897	High Similarity	NPC175098
0.8904	High Similarity	NPC311579

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 NPC61546 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	314
0.1-0.2	962
0.2-0.3	1404
0.3-0.4	2559
0.4-0.5	2049
0.5-0.6	1212
0.6-0.7	483
0.7-0.8	127
0.8-0.85	35
0.85-0.9	13
0.9-0.95	3
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.689	Remote Similarity	NPD5353	Approved
0.6892	Remote Similarity	NPD3018	Phase 2
0.6894	Remote Similarity	NPD8158	Clinical (unspecified phase)
0.6894	Remote Similarity	NPD7458	Discontinued
0.6903	Remote Similarity	NPD2897	Discontinued

Showing 1 to 5 of 200 entries

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Structure

CID61546 OpenBabel06191715402D 23 25 0 0 0 0 0 0 0 0999 V2000 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 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 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 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 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 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 -1.7321 0.0000 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 1.7321 2.0000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 O 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 1 20 1 0 0 0 0 2 21 1 0 0 0 0 3 22 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 11 2 0 0 0 0 8 11 1 0 0 0 0 9 12 2 0 0 0 0 9 13 1 0 0 0 0 10 12 1 0 0 0 0 10 14 2 0 0 0 0 11 17 1 0 0 0 0 12 20 1 0 0 0 0 13 15 2 0 0 0 0 13 21 1 0 0 0 0 14 15 1 0 0 0 0 14 23 1 0 0 0 0 15 16 1 0 0 0 0 16 18 1 0 0 0 0 16 19 2 0 0 0 0 17 18 2 0 0 0 0 17 23 1 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	117900
ChEMBL	CHEMBL75772
ZINC

Physicochemical Properties

Molecular Weight:	312.10
ALogP:	-0.9991
MLogP:	2.89
XLogP:	4.441
# Rotatable Bonds:	7
Polar Surface Area:	53.99
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	3
# Heavy Atoms:	23

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