NPASS Natural Product

Natural Product: NPC32079

Natural Product ID:	NPC32079
Common Name:	(2E,3S)-2-(4-Hydroxy-3,5-Dimethoxybenzylidene)-3-(5-Methoxy-3,4-Methylenedioxybenzyl)Butyrolactone
IUPAC Name:	(3E,4S)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-[(7-methoxy-1,3-benzodioxol-5-yl)methyl]oxolan-2-one
Synonyms:
Molecular Formula:	C22H22O8
Standard InCHIKey:	OOJSDEWTOLBIRE-YWKRCKIVSA-N
Standard InCHI:	InChI=1S/C22H22O8/c1-25-16-6-13(7-17(26-2)20(16)23)5-15-14(10-28-22(15)24)4-12-8-18(27-3)21-19(9-12)29-11-30-21/h5-9,14,23H,4,10-11H2,1-3H3/b15-5+/t14-/m1/s1
Canonical SMILES:	COc1cc(/C=C/2[C@@H](COC2=O)Cc2cc(OC)c3c(c2)OCO3)cc(c1O)OC
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	Collection Location	Collection Time	Reference
NPO17040	Peperomia duclouxii	Species	Piperaceae	Eukaryota				PMID[16499322]

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Biological Activity

Activity Type	# Activity
IC50	2
Others	6

Activity Type	# Activity
Cell Line	2
Others	6

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1475	Cell Line	WI-38 VA13	Homo sapiens	IC50	=	156600	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Activity	=	90	%	25136911
NPT2	Others	Unspecified		Activity	=	87	%	7562925
NPT2	Others	Unspecified		Activity	=	90	%	7562925
NPT2	Others	Unspecified		Activity	=	93	%	DrugMatrix in vivo data: Pathology
NPT2	Others	Unspecified		Activity	=	114	%	DrugMatrix in vivo data: Pathology
NPT2	Others	Unspecified		Activity	=	86	%	DrugMatrix in vivo data: Pathology
NPT65	Cell Line	HepG2	Homo sapiens	IC50	=	197500	nM	DailyMed

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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 NPC32079 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	241
0.1-0.2	1024
0.2-0.3	2190
0.3-0.4	4871
0.4-0.5	7476
0.5-0.6	3579
0.6-0.7	4187
0.7-0.8	6052
0.8-0.85	1058
0.85-0.9	169
0.9-0.95	33
0.95-1	9

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Similarity Score	Similarity Level	Natural Product ID
0.8509	High Similarity	NPC222531
0.8516	High Similarity	NPC163883
0.8516	High Similarity	NPC93498
0.8516	High Similarity	NPC267091
0.8516	High Similarity	NPC104353

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 NPC32079 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	248
0.1-0.2	790
0.2-0.3	1599
0.3-0.4	2573
0.4-0.5	2069
0.5-0.6	1177
0.6-0.7	551
0.7-0.8	136
0.8-0.85	11
0.85-0.9	6
0.9-0.95	1
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6826	Remote Similarity	NPD642	Clinical (unspecified phase)
0.6828	Remote Similarity	NPD3022	Approved
0.6828	Remote Similarity	NPD3021	Approved
0.6829	Remote Similarity	NPD1652	Phase 2
0.6829	Remote Similarity	NPD2800	Approved

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Structure

NPC32079 OpenBabel07101719132D 30 33 0 0 1 0 0 0 0 0999 V2000 3.5575 -2.3294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7748 -6.5510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 1.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0388 -2.5873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6554 -2.9474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4965 -4.2346 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0856 -0.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7044 -3.2564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -1.2024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3986 -3.6166 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2396 -4.9037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1907 -4.5947 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9338 -5.2638 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 -0.9706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3496 -3.3075 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0317 -5.8819 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 1.2976 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 5.4978 -1.5115 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4978 0.1066 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 26 1 0 0 0 0 3 27 1 0 0 0 0 4 12 1 0 0 0 0 5 13 1 0 0 0 0 5 15 2 0 0 0 0 6 13 2 0 0 0 0 6 16 1 0 0 0 0 7 13 1 0 0 0 0 7 17 2 0 0 0 0 8 12 2 0 0 0 0 8 18 1 0 0 0 0 9 12 1 0 0 0 0 9 19 2 0 0 0 0 10 14 1 0 0 0 0 10 28 1 0 0 0 0 11 29 1 0 0 0 0 11 30 1 0 0 0 0 14 4 1 1 0 0 0 14 15 1 0 0 0 0 15 22 1 0 0 0 0 16 20 2 0 0 0 0 16 25 1 0 0 0 0 17 20 1 0 0 0 0 17 26 1 0 0 0 0 18 21 2 0 0 0 0 18 27 1 0 0 0 0 19 21 1 0 0 0 0 19 29 1 0 0 0 0 20 23 1 0 0 0 0 21 30 1 0 0 0 0 22 24 2 0 0 0 0 22 28 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	11654545
ChEMBL	CHEMBL492169
ZINC

Physicochemical Properties

Molecular Weight:	414.13
ALogP:	-0.7106
MLogP:	3
XLogP:	2.007
# Rotatable Bonds:	10
Polar Surface Area:	92.68
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	30

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