NPASS Natural Product

Natural Product: NPC200746

Natural Product ID:	NPC200746
Common Name:	Hyperxanthone E
IUPAC Name:	5,9,11-trihydroxy-3,3-dimethyl-1,2-dihydropyrano[3,2-a]xanthen-12-one
Synonyms:	Hyperxanthone E
Molecular Formula:	C18H16O6
Standard InCHIKey:	JXBWMJZDYVJVIV-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C18H16O6/c1-18(2)4-3-9-14-13(7-11(21)17(9)24-18)23-12-6-8(19)5-10(20)15(12)16(14)22/h5-7,19-21H,3-4H2,1-2H3
Canonical SMILES:	Oc1cc(O)c2c(c1)oc1c(c2=O)c2CCC(Oc2c(c1)O)(C)C
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	Reference
NPO11713	Hypericum scabrum	Species	Hypericaceae	Eukaryota		Uzbekistan	PMID[15568778]
NPO11713	Hypericum scabrum	Species	Hypericaceae	Eukaryota			PMID[15568778]
NPO32711	garcinia esculenta	Species	Clusiaceae	Eukaryota	Twigs		PMID[24960143]

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Biological Activity

Activity Type	# Activity
IC50	7

Activity Type	# Activity
Cell Line	6
Others	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	4000	nM	24960143
NPT2	Others	Unspecified		IC50	>	10000	nM	24960143
NPT65	Cell Line	HepG2	Homo sapiens	IC50	>	10000	nM	24960143
NPT81	Cell Line	A549	Homo sapiens	IC50	=	18500	ug/ml	15568778
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	>	10000	nM	24960143
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	19300	ug/ml	15568778
NPT83	Cell Line	MCF7	Homo sapiens	IC50	>	10000	nM	24960143

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 NPC200746 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	349
0.1-0.2	1278
0.2-0.3	2615
0.3-0.4	6718
0.4-0.5	6369
0.5-0.6	2458
0.6-0.7	3581
0.7-0.8	4221
0.8-0.85	1886
0.85-0.9	958
0.9-0.95	422
0.95-1	34

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Similarity Score	Similarity Level	Natural Product ID
0.9221	High Similarity	NPC161277
0.9221	High Similarity	NPC39007
0.9221	High Similarity	NPC198826
0.9221	High Similarity	NPC131624
0.9221	High Similarity	NPC275722

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 NPC200746 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	355
0.1-0.2	935
0.2-0.3	1634
0.3-0.4	2721
0.4-0.5	1870
0.5-0.6	998
0.6-0.7	462
0.7-0.8	145
0.8-0.85	25
0.85-0.9	14
0.9-0.95	2
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6939	Remote Similarity	NPD4583	Approved
0.6943	Remote Similarity	NPD7237	Clinical (unspecified phase)
0.6943	Remote Similarity	NPD9717	Approved
0.6954	Remote Similarity	NPD7584	Approved
0.6959	Remote Similarity	NPD1940	Clinical (unspecified phase)

Showing 1 to 5 of 200 entries

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Structure

CID200746 OpenBabel06191715592D 24 27 0 0 0 0 0 0 0 0999 V2000 -0.2588 -1.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7934 -0.3912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 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 18 1 0 0 0 0 2 18 1 0 0 0 0 3 4 1 0 0 0 0 3 9 1 0 0 0 0 4 18 1 0 0 0 0 5 8 2 0 0 0 0 5 10 1 0 0 0 0 6 8 1 0 0 0 0 6 12 2 0 0 0 0 7 11 1 0 0 0 0 7 13 2 0 0 0 0 8 19 1 0 0 0 0 9 14 2 0 0 0 0 9 17 1 0 0 0 0 10 15 2 0 0 0 0 10 20 1 0 0 0 0 11 17 2 0 0 0 0 11 21 1 0 0 0 0 12 15 1 0 0 0 0 12 23 1 0 0 0 0 13 14 1 0 0 0 0 13 23 1 0 0 0 0 14 16 1 0 0 0 0 15 16 1 0 0 0 0 16 22 2 0 0 0 0 17 24 1 0 0 0 0 18 24 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	11151593
ChEMBL	CHEMBL521005
ZINC

Physicochemical Properties

Molecular Weight:	328.09
ALogP:	-1.0408
MLogP:	2.78
XLogP:	1.242
# Rotatable Bonds:	5
Polar Surface Area:	96.22
# H-Bond Aceptor:	1
# H-Bond Donor:	3
# Rings:	4
# Heavy Atoms:	24

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