NPASS Natural Product

Natural Product: NPC127491

Natural Product ID:	NPC127491
Common Name:	Goniothalamin
IUPAC Name:	(2R)-2-[(E)-2-phenylethenyl]-2,3-dihydropyran-6-one
Synonyms:	(R)-(+)-Goniothalamin; (R)-Goniothalamin; Goniothalamin
Molecular Formula:	C13H12O2
Standard InCHIKey:	RLGHFVLWYYVMQZ-BZYZDCJZSA-N
Standard InCHI:	InChI=1S/C13H12O2/c14-13-8-4-7-12(15-13)10-9-11-5-2-1-3-6-11/h1-6,8-10,12H,7H2/b10-9+/t12-/m1/s1
Canonical SMILES:	O=C1C=CC[C@@H](O1)/C=C/c1ccccc1
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO10517	Aconitum vilmorini	Species	Ranunculaceae	Eukaryota	UNPD*
NPO1093	Plumeria obtusa	Species	Apocynaceae	Eukaryota	UNPD*
NPO11236	Mycale mytilorum	Species	Mycalidae	Eukaryota	UNPD*
NPO11725	Cetonia aurata	Species	Scarabaeidae	Eukaryota	UNPD*
NPO1366	Piptothrix areolare	NA	NA	NA	UNPD*
NPO13768	Swertia marginata	Species	Gentianaceae	Eukaryota	UNPD*
NPO14597	Prociphilus tessellatus	Species	Pemphigidae	Eukaryota	UNPD*
NPO15053	Menispermum cocculus	Species	Menispermaceae	Eukaryota	UNPD*
NPO1536	Lindera triloba	Species	Lauraceae	Eukaryota	UNPD*
NPO1693	Gnomonia fragariae	Species	Sydowiellaceae	Eukaryota	UNPD*

Showing 1 to 10 of 39 entries

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Biological Activity

Activity Type	# Activity
IC50	17
Others	32

Activity Type	# Activity
Cell Line	34
Others	14
Protein Complex	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT111	Cell Line	K562	Homo sapiens	TGI	=	926800	nM	23876338
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	34200	nM	23735825
NPT139	Cell Line	HT-29	Homo sapiens	TGI	=	21980	nM	20729093
NPT139	Cell Line	HT-29	Homo sapiens	GI	=	13.9	nM	22537680
NPT139	Cell Line	HT-29	Homo sapiens	TGI	=	10000	nM	23876338
NPT168	Cell Line	P388	Mus musculus	IC50	=	3800	nM	20392543
NPT2	Others	Unspecified		IC50	=	5400	nM	20392543
NPT2	Others	Unspecified		TGI	=	1200	nM	20729093
NPT2	Others	Unspecified		TGI	=	13470	nM	20729093
NPT2	Others	Unspecified		Inhibition	=	37.4	%	20729093

Showing 1 to 10 of 48 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 NPC127491 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	128
0.1-0.2	1042
0.2-0.3	2782
0.3-0.4	8722
0.4-0.5	11033
0.5-0.6	5979
0.6-0.7	1008
0.7-0.8	159
0.8-0.85	13
0.85-0.9	9
0.9-0.95	12
0.95-1	2

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Similarity Score	Similarity Level	Natural Product ID
0.6979	Remote Similarity	NPC475057
0.6981	Remote Similarity	NPC79496
0.6981	Remote Similarity	NPC477250
0.699	Remote Similarity	NPC37622
0.699	Remote Similarity	NPC30594

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 NPC127491 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	138
0.1-0.2	885
0.2-0.3	1321
0.3-0.4	3311
0.4-0.5	2341
0.5-0.6	1004
0.6-0.7	143
0.7-0.8	15
0.8-0.85	2
0.85-0.9	0
0.9-0.95	1
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.5877	Remote Similarity	NPD5277	Phase 2
0.5882	Remote Similarity	NPD17	Approved
0.5882	Remote Similarity	NPD5305	Approved
0.5882	Remote Similarity	NPD3412	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD5306	Approved

Showing 1 to 5 of 200 entries

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Structure

External Identifiers

PubChem CID	6440856
ChEMBL	CHEMBL464443
ZINC

Physicochemical Properties

Molecular Weight:	200.08
ALogP:	0.943
MLogP:	2.67
XLogP:	4.876
# Rotatable Bonds:	2
Polar Surface Area:	26.3
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	2
# Heavy Atoms:	15

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