NPASS Natural Product

Natural Product: NPC52005

Natural Product ID:	NPC52005
Common Name:	Diosmetin
IUPAC Name:	5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one
Synonyms:	Diosmetin; Diosmetine
Molecular Formula:	C16H12O6
Standard InCHIKey:	MBNGWHIJMBWFHU-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C16H12O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-7,17-19H,1H3
Canonical SMILES:	COc1ccc(cc1O)c1cc(=O)c2c(o1)cc(cc2O)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Show entries

Search:

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	UNPD*
NPO10081	Othonna sedifolia	Species	Asteraceae	Eukaryota	UNPD*
NPO10304	Colletotrichum gloeosporioides	Species	Glomerellaceae	Eukaryota	UNPD*
NPO10436	Aristolochia maxima	Species	Aristolochiaceae	Eukaryota	UNPD*
NPO10483	Chrysanthemum sinense	Species	Asteraceae	Eukaryota	UNPD*
NPO10536	Rhabdonia verticillata	Species	Areschougiaceae	Eukaryota	UNPD*
NPO1068	Platytaenia lasiocarpa	NA	NA	NA	UNPD*
NPO1071	Parerythropodium fulvum	NA	NA	NA	UNPD*
NPO10798	Cis punctifer	Species	Ciidae	Eukaryota	UNPD*
NPO11020	Streptomyces purpeofuscus	Species	Streptomycetaceae	Bacteria	UNPD*

Showing 1 to 10 of 208 entries

Previous1 2 3 4 5…21Next

Biological Activity

Activity Type	# Activity
EC50	1
IC50	11
Ki	2
MIC	1
Others	28
Potency	7

Activity Type	# Activity
Cell Line	6
Individual Protein	20
Organism	1
Others	23

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT106	Individual Protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	FC	=	7.1		23265844
NPT106	Individual Protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	FC	=	4.1		23265844
NPT1580	Individual Protein	Salivary alpha-amylase	Homo sapiens	Inhibition	=	19.2	%	18507367
NPT1594	Individual Protein	Multidrug resistance-associated protein 1	Homo sapiens	IC50	=	3000	nM	19725578
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	15	ug/ml	11170636
NPT1603	Individual Protein	Cytochrome P450 1A1	Homo sapiens	IC50	=	140	nM	20696580
NPT1603	Individual Protein	Cytochrome P450 1A1	Homo sapiens	Ki	=	89	nM	21482471
NPT1603	Individual Protein	Cytochrome P450 1A1	Homo sapiens	Activity	=	51.3	%	21482471
NPT1604	Individual Protein	Cytochrome P450 1B1	Homo sapiens	IC50	=	29	nM	20696580
NPT1604	Individual Protein	Cytochrome P450 1B1	Homo sapiens	Ki	=	16	nM	21482471

Showing 1 to 10 of 49 entries

Previous1 2 3 4 5Next

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 NPC52005 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	306
0.1-0.2	1264
0.2-0.3	2830
0.3-0.4	6870
0.4-0.5	6007
0.5-0.6	2290
0.6-0.7	3388
0.7-0.8	4105
0.8-0.85	1694
0.85-0.9	1400
0.9-0.95	573
0.95-1	162

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.9463	High Similarity	NPC195796
0.9463	High Similarity	NPC255106
0.9463	High Similarity	NPC55619
0.9463	High Similarity	NPC13858
0.9463	High Similarity	NPC200388

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC52005 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	331
0.1-0.2	880
0.2-0.3	1624
0.3-0.4	2636
0.4-0.5	1856
0.5-0.6	1096
0.6-0.7	538
0.7-0.8	138
0.8-0.85	34
0.85-0.9	18
0.9-0.95	6
0.95-1	4

Show entries

Search:

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7	Intermediate Similarity	NPD2296	Approved
0.7006	Intermediate Similarity	NPD4060	Phase 1
0.7006	Intermediate Similarity	NPD7458	Discontinued
0.7013	Intermediate Similarity	NPD2861	Phase 2
0.7018	Intermediate Similarity	NPD6971	Discontinued

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Structure

CID52005 OpenBabel06191715392D 22 24 0 0 0 0 0 0 0 0999 V2000 -5.1962 -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 -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 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 -0.8660 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 2.5981 0.5000 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 1.7321 2.0000 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 -3.4641 -1.0000 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 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 3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 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 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 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 21 1 0 0 0 0 2 3 2 0 0 0 0 2 8 1 0 0 0 0 3 13 1 0 0 0 0 4 8 2 0 0 0 0 4 10 1 0 0 0 0 5 9 2 0 0 0 0 5 11 1 0 0 0 0 6 9 1 0 0 0 0 6 15 2 0 0 0 0 7 12 1 0 0 0 0 7 14 2 0 0 0 0 8 14 1 0 0 0 0 9 17 1 0 0 0 0 10 13 2 0 0 0 0 10 18 1 0 0 0 0 11 16 2 0 0 0 0 11 19 1 0 0 0 0 12 16 1 0 0 0 0 12 20 2 0 0 0 0 13 21 1 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 22 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	5281612
ChEMBL	CHEMBL90568
ZINC

Physicochemical Properties

Molecular Weight:	300.06
ALogP:	-1.9363
MLogP:	2.56
XLogP:	1.123
# Rotatable Bonds:	6
Polar Surface Area:	96.22
# H-Bond Aceptor:	1
# H-Bond Donor:	3
# Rings:	3
# Heavy Atoms:	22

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs