NPASS Natural Product

Natural Product: NPC118423

Natural Product ID:	NPC118423
Common Name:	6-Oxo-7,11,13-Labdatriene-16,15-Olide
IUPAC Name:	4-[(E)-2-[(1S,4aS,8aR)-2,5,5,8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]ethenyl]-2H-furan-5-one
Synonyms:
Molecular Formula:	C20H26O3
Standard InCHIKey:	WFORKFWUKJWGDY-FKGFIRTRSA-N
Standard InCHI:	InChI=1S/C20H26O3/c1-13-12-16(21)17-19(2,3)9-5-10-20(17,4)15(13)7-6-14-8-11-23-18(14)22/h6-8,12,15,17H,5,9-11H2,1-4H3/b7-6+/t15-,17-,20+/m0/s1
Canonical SMILES:	O=C1OCC=C1/C=C/[C@H]1C(=CC(=O)[C@@H]2[C@]1(C)CCCC2(C)C)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Show entries

Search:

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO25518	Hedychium coronarium	Species	Zingiberaceae	Eukaryota	Rhizomes			PMID[21106458]

Showing 1 to 1 of 1 entries

Previous1Next

Biological Activity

Activity Type	# Activity
GI50	4
Others	4

Activity Type	# Activity
Cell Line	8

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT136	Cell Line	SK-N-SH	Homo sapiens	LC50	=	20800	nM	18831569
NPT136	Cell Line	SK-N-SH	Homo sapiens	GI50	=	8200	nM	Open TG-GATES in vivo data: Biochemistry
NPT165	Cell Line	HeLa	Homo sapiens	GI50	=	83600	nM	19581457
NPT165	Cell Line	HeLa	Homo sapiens	LC50	>	100000	nM	23501116
NPT81	Cell Line	A549	Homo sapiens	GI50	=	21700	nM	23806110
NPT81	Cell Line	A549	Homo sapiens	LC50	=	39600	nM	11170665
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	15700	nM	15921421
NPT83	Cell Line	MCF7	Homo sapiens	LC50	=	19800	nM	23701598

Showing 1 to 8 of 8 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 NPC118423 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	118
0.1-0.2	800
0.2-0.3	3027
0.3-0.4	8680
0.4-0.5	8739
0.5-0.6	5736
0.6-0.7	3119
0.7-0.8	610
0.8-0.85	44
0.85-0.9	12
0.9-0.95	1
0.95-1	3

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.7526	Intermediate Similarity	NPC99411
0.7527	Intermediate Similarity	NPC476598
0.7527	Intermediate Similarity	NPC139692
0.7527	Intermediate Similarity	NPC166346
0.7527	Intermediate Similarity	NPC229976

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 NPC118423 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	140
0.1-0.2	966
0.2-0.3	3593
0.3-0.4	3025
0.4-0.5	930
0.5-0.6	329
0.6-0.7	149
0.7-0.8	28
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Show entries

Search:

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.5909	Remote Similarity	NPD6412	Phase 2
0.5913	Remote Similarity	NPD6274	Approved
0.5926	Remote Similarity	NPD5175	Approved
0.5926	Remote Similarity	NPD4219	Approved
0.5926	Remote Similarity	NPD5174	Approved

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Structure

NPC118423 OpenBabel07101719522D 23 25 0 0 1 0 0 0 0 0999 V2000 4.5468 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5468 -4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -5.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -2.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -4.2024 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 2.8147 -1.2024 0.0000 C 0 0 0 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 3.6808 -4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -3.2024 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 5.4128 -1.7024 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 1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -1.7024 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.4128 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -3.2024 0.0000 C 0 0 1 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 4.5468 -4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -2.7024 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.2788 -3.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7213 0.4612 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 1 13 1 0 0 0 0 2 19 1 0 0 0 0 3 19 1 0 0 0 0 5 9 1 0 0 0 0 5 10 1 0 0 0 0 6 7 2 0 0 0 0 6 14 1 0 0 0 0 7 15 1 0 0 0 0 8 11 1 0 0 0 0 8 14 2 0 0 0 0 9 19 1 0 0 0 0 10 20 1 0 0 0 0 11 23 1 0 0 0 0 12 13 2 0 0 0 0 12 16 1 0 0 0 0 13 15 1 0 0 0 0 14 18 1 0 0 0 0 15 20 1 1 0 0 0 16 17 1 0 0 0 0 16 21 2 0 0 0 0 17 19 1 0 0 0 0 17 20 1 1 0 0 0 18 22 2 0 0 0 0 18 23 1 0 0 0 0 20 4 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	52942511
ChEMBL	CHEMBL1288184
ZINC

Physicochemical Properties

Molecular Weight:	314.19
ALogP:	2.0812
MLogP:	3.33
XLogP:	4.694
# Rotatable Bonds:	6
Polar Surface Area:	43.37
# H-Bond Aceptor:	3
# H-Bond Donor:	0
# Rings:	3
# Heavy Atoms:	23

Download Data

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