NPASS Natural Product

Natural Product: NPC262635

Natural Product ID:	NPC262635
Common Name:	Trioxsalen
IUPAC Name:	2,5,9-trimethylfuro[3,2-g]chromen-7-one
Synonyms:	Trioxsalen; Trioxysalen; Trisoralen
Molecular Formula:	C14H12O3
Standard InCHIKey:	FMHHVULEAZTJMA-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C14H12O3/c1-7-4-12(15)17-14-9(3)13-10(6-11(7)14)5-8(2)16-13/h4-6H,1-3H3
Canonical SMILES:	Cc1cc2c(o1)c(C)c1c(c2)c(C)cc(=O)o1
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO16472	Ginkgo semen	Species	Ginkgoaceae	Eukaryota	TCMSP*
NPO22242	Phellodendron chinense	Species	Rutaceae	Eukaryota	TM-MC*
NPO24476	Phellodendron amurense	Species	Rutaceae	Eukaryota	TM-MC*
NPO26538	Phellodendron chinese	Species	Rutaceae	Eukaryota	TM-MC*
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	TCM_Taiwan*
NPO29579	Arisaematis rhizoma	NA	NA	NA	TCMSP*
NPO29695	Gleditsiae spina	NA	NA	NA	TCMSP*

Showing 1 to 7 of 7 entries

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Biological Activity

Activity Type	# Activity
AC50	3
EC50	1
GI50	58
IC50	4
Ki	2
Others	14
Potency	26

Activity Type	# Activity
Cell Line	61
Individual Protein	25
Organism	2
Others	20

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT101	Individual Protein	Glucagon-like peptide 1 receptor	Homo sapiens	Potency		1258.9	nM	PubChem BioAssay data set
NPT1043	Individual Protein	Glycoprotein hormones alpha chain	Homo sapiens	Potency		5011.9	nM	PubChem BioAssay data set
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	7943.3	nM	PubChem BioAssay data set
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	3981.1	nM	PubChem BioAssay data set
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	AC50	=	3981.07	nM	PubChem BioAssay data set
NPT111	Cell Line	K562	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT114	Cell Line	LoVo	Homo sapiens	EC50	=	940	nM	18047263
NPT114	Cell Line	LoVo	Homo sapiens	CC50	>	200000	nM	18047263
NPT114	Cell Line	LoVo	Homo sapiens	Ratio CC50/EC50	>	210		18047263

Showing 1 to 10 of 105 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 NPC262635 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	302
0.1-0.2	1440
0.2-0.3	3150
0.3-0.4	7477
0.4-0.5	5538
0.5-0.6	3369
0.6-0.7	4693
0.7-0.8	3789
0.8-0.85	958
0.85-0.9	146
0.9-0.95	25
0.95-1	2

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Similarity Score	Similarity Level	Natural Product ID
0.8472	Intermediate Similarity	NPC11566
0.8472	Intermediate Similarity	NPC55018
0.8472	Intermediate Similarity	NPC216978
0.8472	Intermediate Similarity	NPC78913
0.8472	Intermediate Similarity	NPC96565

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 NPC262635 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	316
0.1-0.2	1004
0.2-0.3	1524
0.3-0.4	2727
0.4-0.5	1994
0.5-0.6	1121
0.6-0.7	330
0.7-0.8	117
0.8-0.85	22
0.85-0.9	2
0.9-0.95	3
0.95-1	1

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6763	Remote Similarity	NPD74	Approved
0.6766	Remote Similarity	NPD5353	Approved
0.677	Remote Similarity	NPD7837	Clinical (unspecified phase)
0.6776	Remote Similarity	NPD4625	Phase 3
0.6781	Remote Similarity	NPD1778	Approved

Showing 1 to 5 of 200 entries

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Structure

External Identifiers

PubChem CID	5585
ChEMBL	CHEMBL1475
ZINC

Physicochemical Properties

Molecular Weight:	228.08
ALogP:	1.6438
MLogP:	2.67
XLogP:	2.805
# Rotatable Bonds:	3
Polar Surface Area:	39.44
# H-Bond Aceptor:	1
# H-Bond Donor:	0
# Rings:	3
# Heavy Atoms:	17

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