NPASS Natural Product

Natural Product: NPC61201

Natural Product ID:	NPC61201
Common Name:	Adinoside A
IUPAC Name:	methyl (2S,3R,4S)-3-ethenyl-4-[(E)-4-methoxy-4-oxobut-1-enyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
Synonyms:
Molecular Formula:	C20H28O11
Standard InCHIKey:	ZSQNSOMLDLXYKB-GBIRRNSISA-N
Standard InCHI:	InChI=1S/C20H28O11/c1-4-10-11(6-5-7-14(22)27-2)12(18(26)28-3)9-29-19(10)31-20-17(25)16(24)15(23)13(8-21)30-20/h4-6,9-11,13,15-17,19-21,23-25H,1,7-8H2,2-3H3/b6-5+/t10-,11+,13-,15-,16+,17-,19+,20+/m1/s1
Canonical SMILES:	C=C[C@H]1[C@@H](OC=C([C@H]1/C=C/CC(=O)OC)C(=O)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Show entries

Search:

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	UNPD*
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	TM-MC*
NPO19948	Neolentinus lepideus	Species	Gloeophyllaceae	Eukaryota	UNPD*
NPO3597	Rheedia acuminata	Species	Clusiaceae	Eukaryota	UNPD*
NPO3699	Acacia aulacocarpa	Species	Fabaceae	Eukaryota	UNPD*
NPO3853	Aspidosperma subincanum	Species	Apocynaceae	Eukaryota	UNPD*
NPO471	Ardisia neriifolia	Species	Primulaceae	Eukaryota	UNPD*
NPO4823	Psiadia dentata	Species	Asteraceae	Eukaryota	UNPD*
NPO5155	Peritassa compta	Species	Celastraceae	Eukaryota	UNPD*
NPO5196	Eupatorium argentinum	Species	Asteraceae	Eukaryota	UNPD*

Showing 1 to 10 of 15 entries

Previous1 2Next

Biological Activity

Activity Type	# Activity
Others	1

Activity Type	# Activity
Others	1

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Inhibition	<	30	%	24279769

Showing 1 to 1 of 1 entries

Previous1Next

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 NPC61201 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	120
0.1-0.2	770
0.2-0.3	3024
0.3-0.4	5887
0.4-0.5	10955
0.5-0.6	6398
0.6-0.7	3328
0.7-0.8	346
0.8-0.85	25
0.85-0.9	21
0.9-0.95	14
0.95-1	1

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.7353	Intermediate Similarity	NPC203627
0.7353	Intermediate Similarity	NPC249171
0.7353	Intermediate Similarity	NPC49833
0.7353	Intermediate Similarity	NPC124181
0.7368	Intermediate Similarity	NPC470658

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 NPC61201 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	130
0.1-0.2	1279
0.2-0.3	3752
0.3-0.4	2667
0.4-0.5	950
0.5-0.6	300
0.6-0.7	76
0.7-0.8	7
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Show entries

Search:

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.5607	Remote Similarity	NPD7524	Approved
0.5612	Remote Similarity	NPD7266	Discontinued
0.5612	Remote Similarity	NPD3181	Approved
0.5615	Remote Similarity	NPD8336	Approved
0.5615	Remote Similarity	NPD8337	Approved

Showing 1 to 5 of 136 entries

Previous1 2 3 4 5…28Next

Structure

CID61201 OpenBabel06191715392D 31 32 0 0 1 0 0 0 0 0999 V2000 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 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 -6.9282 -0.0000 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 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 1 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 0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.9282 -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 2 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 2 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 -2.5981 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 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 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 2 0 0 0 0 2 27 1 0 0 0 0 3 28 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 7 14 1 0 0 0 0 8 21 1 0 0 0 0 9 12 2 0 0 0 0 9 29 1 0 0 0 0 10 4 1 6 0 0 0 10 11 1 0 0 0 0 10 19 1 0 0 0 0 11 6 1 6 0 0 0 11 12 1 0 0 0 0 12 18 1 0 0 0 0 13 8 1 1 0 0 0 13 15 1 0 0 0 0 13 30 1 0 0 0 0 14 22 2 0 0 0 0 14 27 1 0 0 0 0 15 16 1 0 0 0 0 15 23 1 6 0 0 0 16 17 1 0 0 0 0 16 24 1 1 0 0 0 17 20 1 0 0 0 0 17 25 1 6 0 0 0 18 26 2 0 0 0 0 18 28 1 0 0 0 0 19 29 1 0 0 0 0 19 31 1 1 0 0 0 20 30 1 0 0 0 0 20 31 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	11144737
ChEMBL	CHEMBL3092671
ZINC

Physicochemical Properties

Molecular Weight:	444.16
ALogP:	-1.6824
MLogP:	2.45
XLogP:	-0.03
# Rotatable Bonds:	16
Polar Surface Area:	161.21
# H-Bond Aceptor:	11
# H-Bond Donor:	4
# Rings:	2
# Heavy Atoms:	31

Download Data

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