NPASS Natural Product

Natural Product: NPC142319

Natural Product ID:	NPC142319
Common Name:	Arbutin
IUPAC Name:	(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol
Synonyms:	Arbutin
Molecular Formula:	C12H16O7
Standard InCHIKey:	BJRNKVDFDLYUGJ-RMPHRYRLSA-N
Standard InCHI:	InChI=1S/C12H16O7/c13-5-8-9(15)10(16)11(17)12(19-8)18-7-3-1-6(14)2-4-7/h1-4,8-17H,5H2/t8-,9-,10+,11-,12-/m1/s1
Canonical SMILES:	OC[C@H]1O[C@@H](Oc2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO10034	Penstemon mucronatus	Species	Plantaginaceae	Eukaryota	UNPD*
NPO10102	Pithecellobium albicans	Species	Fabaceae	Eukaryota	UNPD*
NPO10257	Rhododendron groenlandicum	Species	Ericaceae	Eukaryota	UNPD*
NPO10302	Sphagnum rubellum	Species	Sphagnaceae	Eukaryota	UNPD*
NPO10444	Dendrophthoe falcata	Species	Loranthaceae	Eukaryota	UNPD*
NPO10553	Heterophyllaea pustulata	Species	Rubiaceae	Eukaryota	UNPD*
NPO10594	Centaurea solstitialis	Species	Asteraceae	Eukaryota	UNPD*
NPO10601	Lotus angustissimus	Species	Fabaceae	Eukaryota	UNPD*
NPO10637	Byssochlamys fulva	Species	Thermoascaceae	Eukaryota	UNPD*
NPO10892	Xanthorrhoea resinosa	Species	Asphodelaceae	Eukaryota	UNPD*

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Biological Activity

Activity Type	# Activity
AC50	2
IC50	42
Others	84
Potency	8

Activity Type	# Activity
Cell Line	30
Individual Protein	43
Organism	4
Others	59

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1	Others	Radical scavenging activity		Activity	=	1.9	%	12444684
NPT1	Others	Radical scavenging activity		Activity	=	18.3	%	12444684
NPT1	Others	Radical scavenging activity		Activity	=	23.5	%	12444684
NPT1	Others	Radical scavenging activity		Activity	=	52.6	%	12444684
NPT1	Others	Radical scavenging activity		Activity	=	78.6	%	12444684
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency		33491.5	nM	PubChem BioAssay data set
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency		100	nM	PubChem BioAssay data set
NPT168	Cell Line	P388	Mus musculus	IC50	>	25	ug/ml	9214736
NPT169	Cell Line	B16-F10	Mus musculus	Inhibition	=	41	%	20884093
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	IZ	=	0	mm	9214736

Showing 1 to 10 of 134 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 NPC142319 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	213
0.1-0.2	1326
0.2-0.3	4832
0.3-0.4	8515
0.4-0.5	4152
0.5-0.6	6212
0.6-0.7	4705
0.7-0.8	864
0.8-0.85	40
0.85-0.9	26
0.9-0.95	4
0.95-1	0

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Similarity Score	Similarity Level	Natural Product ID
0.7591	Intermediate Similarity	NPC478239
0.7591	Intermediate Similarity	NPC470950
0.7591	Intermediate Similarity	NPC185307
0.7591	Intermediate Similarity	NPC473044
0.7597	Intermediate Similarity	NPC72529

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 NPC142319 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	225
0.1-0.2	935
0.2-0.3	2437
0.3-0.4	2788
0.4-0.5	1558
0.5-0.6	930
0.6-0.7	262
0.7-0.8	23
0.8-0.85	2
0.85-0.9	1
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6187	Remote Similarity	NPD6917	Clinical (unspecified phase)
0.6187	Remote Similarity	NPD6584	Phase 3
0.6194	Remote Similarity	NPD1934	Approved
0.6194	Remote Similarity	NPD3384	Approved
0.6194	Remote Similarity	NPD37	Approved

Showing 1 to 5 of 200 entries

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Structure

External Identifiers

PubChem CID	440936
ChEMBL	CHEMBL232202
ZINC

Physicochemical Properties

Molecular Weight:	272.09
ALogP:	-2.6675
MLogP:	2.01
XLogP:	-0.238
# Rotatable Bonds:	8
Polar Surface Area:	119.61
# H-Bond Aceptor:	5
# H-Bond Donor:	5
# Rings:	2
# Heavy Atoms:	19

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