NPASS Natural Product

Natural Product: NPC101957

Natural Product ID:	NPC101957
Common Name:	5,8-Dihydroxy-2,2-Dimethylpyrano[3,2-B]Xanthen-6-One
IUPAC Name:	5,8-dihydroxy-2,2-dimethylpyrano[3,2-b]xanthen-6-one
Synonyms:
Molecular Formula:	C18H14O5
Standard InCHIKey:	AQJGDWRSGSISRW-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C18H14O5/c1-18(2)6-5-10-13(23-18)8-14-15(16(10)20)17(21)11-7-9(19)3-4-12(11)22-14/h3-8,19-20H,1-2H3
Canonical SMILES:	Oc1ccc2c(c1)c(=O)c1c(o2)cc2c(c1O)C=CC(O2)(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	Reference
NPO19038	Zanha golungensis	Species	Sapindaceae	Eukaryota		UNPD*
NPO24502	Rosa roxburghii	Species	Rosaceae	Eukaryota		UNPD*
NPO25806	Streptomyces violaceus	Species	Streptomycetaceae	Bacteria		UNPD*
NPO25837	Euphorbia micractina	Species	Euphorbiaceae	Eukaryota		UNPD*
NPO26101	Andropogon zizanioides	Species	Poaceae	Eukaryota		UNPD*
NPO26671	Hapalosiphon welwitschii	Species	Hapalosiphonaceae	Bacteria		UNPD*
NPO28994	Acacia horrida	Species	Fabaceae	Eukaryota		UNPD*
NPO32711	garcinia esculenta	Species	Clusiaceae	Eukaryota	Twigs	PMID[24960143]

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Biological Activity

Activity Type	# Activity
IC50	5

Activity Type	# Activity
Cell Line	4
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	>	50000	nM	24960143
NPT2	Others	Unspecified		IC50	=	6600	nM	24960143
NPT65	Cell Line	HepG2	Homo sapiens	IC50	>	10000	nM	24960143
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	=	6100	nM	24960143
NPT83	Cell Line	MCF7	Homo sapiens	IC50	>	10000	nM	24960143

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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 NPC101957 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	320
0.1-0.2	1335
0.2-0.3	2683
0.3-0.4	6581
0.4-0.5	6385
0.5-0.6	2547
0.6-0.7	3972
0.7-0.8	3677
0.8-0.85	1564
0.85-0.9	1511
0.9-0.95	304
0.95-1	10

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Similarity Score	Similarity Level	Natural Product ID
0.9073	High Similarity	NPC166201
0.9073	High Similarity	NPC249570
0.9079	High Similarity	NPC476169
0.9079	High Similarity	NPC472280
0.9085	High Similarity	NPC65504

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 NPC101957 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	331
0.1-0.2	964
0.2-0.3	1474
0.3-0.4	2569
0.4-0.5	1997
0.5-0.6	1169
0.6-0.7	445
0.7-0.8	148
0.8-0.85	46
0.85-0.9	16
0.9-0.95	2
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7097	Intermediate Similarity	NPD7700	Phase 2
0.7098	Intermediate Similarity	NPD7801	Approved
0.7099	Intermediate Similarity	NPD7003	Approved
0.7101	Intermediate Similarity	NPD5760	Phase 2
0.7101	Intermediate Similarity	NPD5761	Phase 2

Showing 1 to 5 of 200 entries

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Structure

CID101957 OpenBabel06191715442D 23 26 0 0 0 0 0 0 0 0999 V2000 -1.8320 -0.7588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7355 0.4914 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 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 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 5.1962 -2.0000 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 6.0622 -1.5000 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 4.3301 -0.5000 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 2.5981 -0.5000 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 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 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 6.9282 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 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 2 0 0 0 0 3 9 1 0 0 0 0 4 12 1 0 0 0 0 5 6 2 0 0 0 0 5 10 1 0 0 0 0 6 18 1 0 0 0 0 7 9 2 0 0 0 0 7 11 1 0 0 0 0 8 13 2 0 0 0 0 8 14 1 0 0 0 0 9 19 1 0 0 0 0 10 13 1 0 0 0 0 10 16 2 0 0 0 0 11 12 2 0 0 0 0 11 17 1 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 14 15 2 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 20 1 0 0 0 0 17 21 2 0 0 0 0 18 23 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	6064803
ChEMBL	CHEMBL3314602
ZINC

Physicochemical Properties

Molecular Weight:	310.08
ALogP:	-0.4307
MLogP:	2.89
XLogP:	2.014
# Rotatable Bonds:	4
Polar Surface Area:	75.99
# H-Bond Aceptor:	1
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	23

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