NPASS Natural Product

Natural Product: NPC209614

Natural Product ID:	NPC209614
Common Name:	3'-O-Methyl-5'-Methoxydiplacone
IUPAC Name:	(2S)-6-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-2,3-dihydrochromen-4-one
Synonyms:
Molecular Formula:	C27H32O7
Standard InCHIKey:	UPBJEHBYZUPVDF-JUALLIRVSA-N
Standard InCHI:	InChI=1S/C27H32O7/c1-15(2)7-6-8-16(3)9-10-18-19(28)13-22-25(26(18)30)20(29)14-21(34-22)17-11-23(32-4)27(31)24(12-17)33-5/h7,9,11-13,21,28,30-31H,6,8,10,14H2,1-5H3/b16-9+/t21-/m0/s1
Canonical SMILES:	COc1cc(cc(c1O)OC)[C@@H]1CC(=O)c2c(O1)cc(c(c2O)C/C=C(/CCC=C(C)C)C)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Show entries

Search:

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Reference
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	Fruits	PMID[18293924]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota		PMID[20192247]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	fruits	PMID[23623680]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	fruits	PMID[25735399]

Showing 1 to 4 of 4 entries

Previous1Next

Biological Activity

Activity Type	# Activity
EC50	7
IC50	2
Ki	1
MIC	10

Activity Type	# Activity
Cell Line	8
Organism	10
Others	2

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1160	Cell Line	BJ	Homo sapiens	EC50	>	10000	nM	22019188
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	4	ug/ml	21761866
NPT165	Cell Line	HeLa	Homo sapiens	EC50	>	10000	nM	23398362
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	=	4	ug/ml	21761866
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	=	4	ug/ml	24261937
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	>	32	ug/ml	DrugMatrix in vitro pharmacology data
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	32	ug/ml	20594858
NPT1970	Cell Line	THP-1	Homo sapiens	IC50	<	10000	nM	1791472
NPT1970	Cell Line	THP-1	Homo sapiens	EC50	>	10000	nM	12408708
NPT2	Others	Unspecified		IC50	=	13900	nM	26147490

Showing 1 to 10 of 20 entries

Previous1 2Next

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 NPC209614 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	305
0.1-0.2	1158
0.2-0.3	2305
0.3-0.4	5643
0.4-0.5	7381
0.5-0.6	2592
0.6-0.7	3167
0.7-0.8	4252
0.8-0.85	1857
0.85-0.9	1418
0.9-0.95	726
0.95-1	85

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.9333	High Similarity	NPC137062
0.9333	High Similarity	NPC183950
0.9338	High Similarity	NPC471677
0.9338	High Similarity	NPC31363
0.9338	High Similarity	NPC205046

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 NPC209614 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	306
0.1-0.2	877
0.2-0.3	1622
0.3-0.4	2583
0.4-0.5	1915
0.5-0.6	1095
0.6-0.7	549
0.7-0.8	156
0.8-0.85	25
0.85-0.9	24
0.9-0.95	7
0.95-1	2

Show entries

Search:

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7041	Intermediate Similarity	NPD7874	Approved
0.7049	Intermediate Similarity	NPD7090	Clinical (unspecified phase)
0.7051	Intermediate Similarity	NPD2797	Approved
0.7056	Intermediate Similarity	NPD1729	Discontinued
0.707	Intermediate Similarity	NPD3018	Phase 2

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Structure

NPC209614 OpenBabel07101718322D 34 36 0 0 1 0 0 0 0 0999 V2000 4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 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 -5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 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 5.1962 -2.0000 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 2.5981 -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 -3.4641 -3.0000 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 0.0000 -2.0000 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 5.1962 -3.0000 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 -3.4641 -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 -1.7321 -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 1 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 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -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 0.0000 0.0000 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 1.7321 -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 -6.0622 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 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 1 15 1 0 0 0 0 2 15 1 0 0 0 0 3 16 1 0 0 0 0 4 32 1 0 0 0 0 5 33 1 0 0 0 0 6 7 1 0 0 0 0 6 8 1 0 0 0 0 7 15 2 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 9 16 2 0 0 0 0 10 18 1 0 0 0 0 11 17 2 0 0 0 0 11 23 1 0 0 0 0 12 17 1 0 0 0 0 12 24 2 0 0 0 0 13 19 2 0 0 0 0 13 22 1 0 0 0 0 14 20 1 0 0 0 0 14 21 1 0 0 0 0 18 19 1 0 0 0 0 18 26 2 0 0 0 0 19 28 1 0 0 0 0 20 25 1 0 0 0 0 20 29 2 0 0 0 0 21 17 1 6 0 0 0 21 34 1 0 0 0 0 22 25 2 0 0 0 0 22 34 1 0 0 0 0 23 27 2 0 0 0 0 23 32 1 0 0 0 0 24 27 1 0 0 0 0 24 33 1 0 0 0 0 25 26 1 0 0 0 0 26 30 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	24854123
ChEMBL	CHEMBL463842
ZINC

Physicochemical Properties

Molecular Weight:	468.21
ALogP:	1.1916
MLogP:	3.66
XLogP:	3.301
# Rotatable Bonds:	16
Polar Surface Area:	105.45
# H-Bond Aceptor:	1
# H-Bond Donor:	3
# Rings:	3
# Heavy Atoms:	34

Download Data

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