NPASS Natural Product

Natural Product: NPC68779

Natural Product ID:	NPC68779
Common Name:	Matairesinol
IUPAC Name:	(3R,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
Synonyms:	(-)-Matairesinol; Matairesinol
Molecular Formula:	C20H22O6
Standard InCHIKey:	MATGKVZWFZHCLI-LSDHHAIUSA-N
Standard InCHI:	InChI=1S/C20H22O6/c1-24-18-9-12(3-5-16(18)21)7-14-11-26-20(23)15(14)8-13-4-6-17(22)19(10-13)25-2/h3-6,9-10,14-15,21-22H,7-8,11H2,1-2H3/t14-,15+/m0/s1
Canonical SMILES:	COc1cc(ccc1O)C[C@H]1C(=O)OC[C@@H]1Cc1ccc(c(c1)OC)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Show entries

Search:

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO10354	Urbanodendron verrucosum	Species	Lauraceae	Eukaryota	UNPD*
NPO10398	Myrica gale	Species	Myricaceae	Eukaryota	UNPD*
NPO10449	Arctium lappa	Species	Asteraceae	Eukaryota	TM-MC*
NPO10560	Adenia fruticosa	Species	Passifloraceae	Eukaryota	UNPD*
NPO10605	Tristania conferta	Species	Myrtaceae	Eukaryota	UNPD*
NPO10638	Plectranthus myrianthus	Species	Lamiaceae	Eukaryota	UNPD*
NPO10719	Centrosema haitense	Species	Fabaceae	Eukaryota	UNPD*
NPO10922	Pentaclethra macrophylla	Species	Fabaceae	Eukaryota	UNPD*
NPO11190	Veronica polita	Species	Plantaginaceae	Eukaryota	UNPD*
NPO11237	Bupleurum salicifolium	Species	Apiaceae	Eukaryota	UNPD*

Showing 1 to 10 of 132 entries

Previous1 2 3 4 5…14Next

Biological Activity

Activity Type	# Activity
EC50	1
IC50	9
Kd	1
Others	4

Activity Type	# Activity
Cell Line	7
Individual Protein	5
Organism	1
Others	2

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	5000	nM	18986199
NPT12	Individual Protein	Human immunodeficiency virus type 1 integrase	Human immunodeficiency virus 1	Inhibition	<	5	%	8568830
NPT146	Cell Line	SK-OV-3	Homo sapiens	IC50	>	30000	nM	21420296
NPT147	Cell Line	SK-MEL-2	Homo sapiens	IC50	>	30000	nM	21420296
NPT2	Others	Unspecified		Ratio IC50/EC50	=	11		11473435
NPT2	Others	Unspecified		IC50	>	100000	nM	24360605
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	=	2000	nM	11473435
NPT34	Cell Line	BV-2	Mus musculus	IC50	=	94530	nM	21420296
NPT574	Cell Line	XF498	Homo sapiens	IC50	=	23650	nM	21420296
NPT759	Cell Line	H9	Homo sapiens	IC50	=	21900	nM	11473435

Showing 1 to 10 of 14 entries

Previous1 2Next

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 NPC68779 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	186
0.1-0.2	857
0.2-0.3	1784
0.3-0.4	4211
0.4-0.5	8652
0.5-0.6	2926
0.6-0.7	6051
0.7-0.8	5451
0.8-0.85	543
0.85-0.9	192
0.9-0.95	27
0.95-1	9

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.8542	High Similarity	NPC236166
0.855	High Similarity	NPC242372
0.855	High Similarity	NPC257976
0.855	High Similarity	NPC4181
0.855	High Similarity	NPC164778

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 NPC68779 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	200
0.1-0.2	756
0.2-0.3	1281
0.3-0.4	2196
0.4-0.5	2289
0.5-0.6	1336
0.6-0.7	842
0.7-0.8	242
0.8-0.85	17
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Show entries

Search:

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7114	Intermediate Similarity	NPD5688	Approved
0.7114	Intermediate Similarity	NPD5689	Approved
0.7119	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.7123	Intermediate Similarity	NPD2313	Discontinued
0.7123	Intermediate Similarity	NPD3145	Approved

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Structure

CID68779 OpenBabel06191715402D 26 28 0 0 1 0 0 0 0 0999 V2000 2.0981 6.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7859 4.8126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7248 2.9074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9328 3.8855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2601 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4190 2.5472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4680 2.2382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 1.5388 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.3090 0.9511 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.0981 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8838 4.1945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 4.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6270 3.5254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9641 4.5388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0917 5.1727 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 -0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 5.5388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5780 3.8344 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 24 1 0 0 0 0 2 25 1 0 0 0 0 3 5 2 0 0 0 0 3 12 1 0 0 0 0 4 6 2 0 0 0 0 4 13 1 0 0 0 0 5 16 1 0 0 0 0 6 17 1 0 0 0 0 7 12 1 0 0 0 0 8 13 1 0 0 0 0 9 12 2 0 0 0 0 9 18 1 0 0 0 0 10 13 2 0 0 0 0 10 19 1 0 0 0 0 11 14 1 0 0 0 0 11 26 1 0 0 0 0 14 7 1 1 0 0 0 14 15 1 0 0 0 0 15 8 1 6 0 0 0 15 20 1 0 0 0 0 16 18 2 0 0 0 0 16 21 1 0 0 0 0 17 19 2 0 0 0 0 17 22 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 20 23 2 0 0 0 0 20 26 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	119205
ChEMBL	CHEMBL425148
ZINC

Physicochemical Properties

Molecular Weight:	358.14
ALogP:	-0.9121
MLogP:	3
XLogP:	2.415
# Rotatable Bonds:	10
Polar Surface Area:	85.22
# H-Bond Aceptor:	2
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	26

Download Data

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