NPASS Natural Product

Natural Product: NPC158331

Natural Product ID:	NPC158331
Common Name:	(-)-(7S,8S,7'r,8'r)-4'-Dihydroxy-3,4,3',5'-Tetramethoxy-7,7'-Epoxylignan
IUPAC Name:	4-[(2R,3R,4S,5S)-5-(3,4-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-2,6-dimethoxyphenol
Synonyms:
Molecular Formula:	C22H28O6
Standard InCHIKey:	AGYZMBXYRZJNNA-AHIIRKPMSA-N
Standard InCHI:	InChI=1S/C22H28O6/c1-12-13(2)22(15-10-18(26-5)20(23)19(11-15)27-6)28-21(12)14-7-8-16(24-3)17(9-14)25-4/h7-13,21-23H,1-6H3/t12-,13+,21-,22+/m0/s1
Canonical SMILES:	COc1cc(ccc1OC)[C@H]1O[C@H]([C@@H]([C@@H]1C)C)c1cc(OC)c(c(c1)OC)O
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	Collection Time	Reference
NPO20323	Saururus chinensis	Species	Saururaceae	Eukaryota	Roots			PMID[24359277]

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Biological Activity

Activity Type	# Activity
EC50	1
Others	2

Activity Type	# Activity
Organism	1
Others	2

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT164	Organism	Human herpesvirus 4	Human herpesvirus 4	EC50	=	11600	nM	11170658
NPT2	Others	Unspecified		Ratio CC50/EC50	=	8.6		16643031
NPT2	Others	Unspecified		CC50	=	100500	nM	10397494

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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 NPC158331 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	261
0.1-0.2	1032
0.2-0.3	2264
0.3-0.4	6061
0.4-0.5	7444
0.5-0.6	2432
0.6-0.7	4861
0.7-0.8	4832
0.8-0.85	755
0.85-0.9	584
0.9-0.95	317
0.95-1	46

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Similarity Score	Similarity Level	Natural Product ID
0.9173	High Similarity	NPC227503
0.9173	High Similarity	NPC230734
0.9173	High Similarity	NPC474639
0.9173	High Similarity	NPC156502
0.9173	High Similarity	NPC471988

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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 NPC158331 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	250
0.1-0.2	828
0.2-0.3	1498
0.3-0.4	2652
0.4-0.5	1923
0.5-0.6	1090
0.6-0.7	682
0.7-0.8	212
0.8-0.85	21
0.85-0.9	4
0.9-0.95	0
0.95-1	1

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7081	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7081	Intermediate Similarity	NPD7075	Discontinued
0.7083	Intermediate Similarity	NPD9494	Approved
0.7083	Intermediate Similarity	NPD7685	Pre-registration
0.7083	Intermediate Similarity	NPD6559	Discontinued

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Structure

NPC158331 OpenBabel07101719132D 28 30 0 0 1 0 0 0 0 0999 V2000 -1.5522 2.0704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5759 2.5227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8839 -2.1020 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8283 2.0476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0704 -0.2749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2514 1.4476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.4013 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7796 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6637 0.6386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0649 -0.3795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2460 1.3431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6527 0.4296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 0.4067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.6472 0.3250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -1.5933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 0.4067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4716 -1.2930 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8337 2.1521 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 3 24 1 0 0 0 0 4 25 1 0 0 0 0 5 26 1 0 0 0 0 6 27 1 0 0 0 0 7 8 2 0 0 0 0 7 14 1 0 0 0 0 8 16 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 18 1 0 0 0 0 11 15 1 0 0 0 0 11 19 2 0 0 0 0 12 1 1 1 0 0 0 12 13 1 0 0 0 0 12 21 1 0 0 0 0 13 2 1 1 0 0 0 13 22 1 0 0 0 0 16 17 2 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 18 20 2 0 0 0 0 18 26 1 0 0 0 0 19 20 1 0 0 0 0 19 27 1 0 0 0 0 20 23 1 0 0 0 0 21 14 1 6 0 0 0 21 28 1 0 0 0 0 22 15 1 6 0 0 0 22 28 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	76317427
ChEMBL	CHEMBL3105538
ZINC

Physicochemical Properties

Molecular Weight:	388.19
ALogP:	-0.6556
MLogP:	3.22
XLogP:	3.005
# Rotatable Bonds:	13
Polar Surface Area:	66.38
# H-Bond Aceptor:	1
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	28

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