NPASS Natural Product

Natural Product: NPC268204

Natural Product ID:	NPC268204
Common Name:	Uncinanone A
IUPAC Name:	3-(2,4-dihydroxyphenyl)-5,7-dihydroxy-6-(3-methylbut-2-enyl)chromen-4-one
Synonyms:
Molecular Formula:	C20H18O6
Standard InCHIKey:	MMPVAPMCVABQPS-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C20H18O6/c1-10(2)3-5-13-16(23)8-17-18(19(13)24)20(25)14(9-26-17)12-6-4-11(21)7-15(12)22/h3-4,6-9,21-24H,5H2,1-2H3
Canonical SMILES:	CC(=CCc1c(O)cc2c(c1O)c(=O)c(co2)c1ccc(cc1O)O)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Show entries

Search:

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO1077	Piper dilatatum	Species	Piperaceae	Eukaryota	UNPD*
NPO11523	Erysimum leptophyllum	Species	Brassicaceae	Eukaryota	UNPD*
NPO12056	Chondrodendron tomentosum	Species	Menispermaceae	Eukaryota	UNPD*
NPO12313	Haplophyllum obtusifolium	Species	Rutaceae	Eukaryota	UNPD*
NPO13449	Syzygium polycephaloides	Species	Myrtaceae	Eukaryota	UNPD*
NPO14241	Planchonia grandis	Species	Asterolecaniidae	Eukaryota	UNPD*
NPO1468	Crassostrea virginica	Species	Ostreidae	Eukaryota	UNPD*
NPO16141	Piper regnellii	Species	Piperaceae	Eukaryota	UNPD*
NPO16569	Gymnocalycium schickendantzii	Species	Cactaceae	Eukaryota	UNPD*
NPO17258	Rhinella marina	Species	Bufonidae	Eukaryota	UNPD*

Showing 1 to 10 of 58 entries

Previous1 2 3 4 5 6Next

Biological Activity

Activity Type	# Activity
IC50	1
Others	2

Activity Type	# Activity
Individual Protein	1
Organism	1
Others	1

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	6.68		26841168
NPT2	Others	Unspecified		IC50	=	5400	nM	19102656
NPT742	Organism	Influenza A virus	Influenza A virus	Activity	>	30	%	26841168

Showing 1 to 3 of 3 entries

Previous1Next

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 NPC268204 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	237
0.1-0.2	1190
0.2-0.3	2251
0.3-0.4	5269
0.4-0.5	7815
0.5-0.6	2590
0.6-0.7	4107
0.7-0.8	4112
0.8-0.85	1546
0.85-0.9	1155
0.9-0.95	538
0.95-1	79

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.9357	High Similarity	NPC182852
0.9357	High Similarity	NPC37496
0.9357	High Similarity	NPC167624
0.9357	High Similarity	NPC40833
0.9357	High Similarity	NPC107572

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 NPC268204 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	253
0.1-0.2	932
0.2-0.3	1356
0.3-0.4	2309
0.4-0.5	2241
0.5-0.6	1298
0.6-0.7	532
0.7-0.8	174
0.8-0.85	42
0.85-0.9	14
0.9-0.95	9
0.95-1	1

Show entries

Search:

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.712	Intermediate Similarity	NPD7697	Approved
0.712	Intermediate Similarity	NPD7698	Approved
0.712	Intermediate Similarity	NPD7435	Discontinued
0.712	Intermediate Similarity	NPD7696	Phase 3
0.7134	Intermediate Similarity	NPD5761	Phase 2

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Structure

CID268204 OpenBabel06191716072D 26 28 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 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -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 -3.4641 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 2.5981 1.5000 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 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 -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 0.8660 -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 -0.8660 -1.5000 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 -1.7321 0.0000 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 4.3301 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 -3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 10 1 0 0 0 0 3 5 1 0 0 0 0 3 10 2 0 0 0 0 4 6 2 0 0 0 0 4 11 1 0 0 0 0 5 13 1 0 0 0 0 6 12 1 0 0 0 0 7 11 2 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 8 17 1 0 0 0 0 9 14 2 0 0 0 0 9 26 1 0 0 0 0 11 21 1 0 0 0 0 12 14 1 0 0 0 0 12 15 2 0 0 0 0 13 16 1 0 0 0 0 13 19 2 0 0 0 0 14 20 1 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 17 18 2 0 0 0 0 17 26 1 0 0 0 0 18 19 1 0 0 0 0 18 20 1 0 0 0 0 19 24 1 0 0 0 0 20 25 2 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	5281797
ChEMBL	CHEMBL549617
ZINC

Physicochemical Properties

Molecular Weight:	354.11
ALogP:	-0.6305
MLogP:	3
XLogP:	2.019
# Rotatable Bonds:	9
Polar Surface Area:	107.22
# H-Bond Aceptor:	1
# H-Bond Donor:	4
# Rings:	3
# Heavy Atoms:	26

Download Data

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