NPASS Natural Product

Natural Product: NPC282291

Natural Product ID:	NPC282291
Common Name:	(-)-Pluviatolide
IUPAC Name:	(3R,4R)-4-(1,3-benzodioxol-5-ylmethyl)-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
Synonyms:	(-)-Pluviatolide
Molecular Formula:	C20H20O6
Standard InCHIKey:	OCTZTNYFALPGHW-LSDHHAIUSA-N
Standard InCHI:	InChI=1S/C20H20O6/c1-23-18-8-13(2-4-16(18)21)7-15-14(10-24-20(15)22)6-12-3-5-17-19(9-12)26-11-25-17/h2-5,8-9,14-15,21H,6-7,10-11H2,1H3/t14-,15+/m0/s1
Canonical SMILES:	COc1cc(ccc1O)C[C@H]1C(=O)OC[C@@H]1Cc1ccc2c(c1)OCO2
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO11237	Bupleurum salicifolium	Species	Apiaceae	Eukaryota	PMID[7964800]
NPO29795	Syringa pinnatifolia	Species	Oleaceae	Eukaryota	PMID[25769897]
NPO33321	aristolochia constricta	Species	Aristolochiaceae	Eukaryota	PMID[18570470]

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Biological Activity

Activity Type	# Activity
IC50	2
Others	5

Activity Type	# Activity
Cell Line	5
Tissue	2

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT3950	Cell Line	GLC4 cell line		IC50	=	6500	nM	7783142
NPT3950	Cell Line	GLC4 cell line		IC50	>	100000	nM	7783142
NPT548	Tissue	Ileum	Cavia porcellus	Inhibition	=	58.3	%	18570470
NPT548	Tissue	Ileum	Cavia porcellus	Inhibition	=	26.8	%	18570470
NPT839	Cell Line	L6	Rattus norvegicus	Activity	=	265.3	%	25941553
NPT839	Cell Line	L6	Rattus norvegicus	Activity	=	131.7	%	25941553
NPT839	Cell Line	L6	Rattus norvegicus	Ratio	=	0.496		25941553

Showing 1 to 7 of 7 entries

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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 NPC282291 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	201
0.1-0.2	939
0.2-0.3	1909
0.3-0.4	4473
0.4-0.5	8659
0.5-0.6	2844
0.6-0.7	6819
0.7-0.8	4411
0.8-0.85	482
0.85-0.9	119
0.9-0.95	27
0.95-1	6

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Similarity Score	Similarity Level	Natural Product ID
0.8411	Intermediate Similarity	NPC44730
0.8414	Intermediate Similarity	NPC287124
0.8417	Intermediate Similarity	NPC477694
0.8417	Intermediate Similarity	NPC477705
0.8421	Intermediate Similarity	NPC232316

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 NPC282291 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	211
0.1-0.2	764
0.2-0.3	1379
0.3-0.4	2349
0.4-0.5	2239
0.5-0.6	1279
0.6-0.7	781
0.7-0.8	145
0.8-0.85	12
0.85-0.9	2
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6899	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6908	Remote Similarity	NPD259	Phase 1
0.6908	Remote Similarity	NPD4870	Approved
0.6908	Remote Similarity	NPD2674	Phase 3
0.6913	Remote Similarity	NPD6584	Phase 3

Showing 1 to 5 of 200 entries

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Structure

CID282291 OpenBabel06191716092D 26 29 0 0 1 0 0 0 0 0999 V2000 -1.7748 -6.5510 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 -2.8147 -0.2024 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 -3.6808 0.2976 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 -0.4965 -4.2346 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 1 0 0 0 0 0 0 0 0 0 -0.1691 -1.6092 0.0000 C 0 0 2 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 -1.2396 -4.9037 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 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 -1.0317 -5.8819 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 0.1066 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 1 23 1 0 0 0 0 2 4 2 0 0 0 0 2 13 1 0 0 0 0 3 5 2 0 0 0 0 3 12 1 0 0 0 0 4 16 1 0 0 0 0 5 17 1 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 8 13 2 0 0 0 0 8 18 1 0 0 0 0 9 12 2 0 0 0 0 9 19 1 0 0 0 0 10 14 1 0 0 0 0 10 24 1 0 0 0 0 11 25 1 0 0 0 0 11 26 1 0 0 0 0 14 6 1 1 0 0 0 14 15 1 0 0 0 0 15 7 1 6 0 0 0 15 20 1 0 0 0 0 16 18 2 0 0 0 0 16 21 1 0 0 0 0 17 19 2 0 0 0 0 17 25 1 0 0 0 0 18 23 1 0 0 0 0 19 26 1 0 0 0 0 20 22 2 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	168759
ChEMBL	CHEMBL63962
ZINC

Physicochemical Properties

Molecular Weight:	356.13
ALogP:	-0.7027
MLogP:	3
XLogP:	2.861
# Rotatable Bonds:	7
Polar Surface Area:	74.22
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	26

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