NPASS Natural Product

Natural Product: NPC267091

Natural Product ID:	NPC267091
Common Name:	Agastinol
IUPAC Name:	[(2R,3S,4S)-2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl 4-hydroxybenzoate
Synonyms:	agastinol
Molecular Formula:	C27H28O8
Standard InCHIKey:	GFXHOKACHHWSQG-KCPMXOJXSA-N
Standard InCHI:	InChI=1S/C27H28O8/c1-32-24-12-16(3-9-22(24)29)11-19-14-34-26(18-6-10-23(30)25(13-18)33-2)21(19)15-35-27(31)17-4-7-20(28)8-5-17/h3-10,12-13,19,21,26,28-30H,11,14-15H2,1-2H3/t19-,21-,26+/m1/s1
Canonical SMILES:	COc1cc(ccc1O)[C@@H]1OC[C@H]([C@H]1COC(=O)c1ccc(cc1)O)Cc1ccc(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
NPO26351	Agastache rugosa	Species	Lamiaceae	Eukaryota				PMID[11908994]

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Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Cell Line	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT466	Cell Line	U-937	Homo sapiens	IC50	=	15.2	ug/ml	16124766

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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 NPC267091 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	236
0.1-0.2	965
0.2-0.3	1949
0.3-0.4	4159
0.4-0.5	7481
0.5-0.6	4014
0.6-0.7	3404
0.7-0.8	6680
0.8-0.85	1736
0.85-0.9	246
0.9-0.95	18
0.95-1	1

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Similarity Score	Similarity Level	Natural Product ID
0.859	High Similarity	NPC144801
0.859	High Similarity	NPC43872
0.859	High Similarity	NPC116850
0.859	High Similarity	NPC291510
0.859	High Similarity	NPC197188

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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 NPC267091 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	252
0.1-0.2	764
0.2-0.3	1425
0.3-0.4	2269
0.4-0.5	2225
0.5-0.6	1301
0.6-0.7	708
0.7-0.8	183
0.8-0.85	31
0.85-0.9	3
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7055	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD5760	Phase 2
0.7059	Intermediate Similarity	NPD5761	Phase 2
0.7069	Intermediate Similarity	NPD5711	Approved
0.7069	Intermediate Similarity	NPD5710	Approved

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Structure

NPC267091 OpenBabel07101718302D 35 38 0 0 1 0 0 0 0 0999 V2000 -4.3729 -4.6634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 3.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1582 -1.8182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7816 -4.0778 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2464 -2.4305 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 4.7327 -3.7688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1974 -2.1215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1527 -1.9228 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 -0.5759 -2.5227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9771 -3.5408 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 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5522 -2.0704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5704 -2.6272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0385 -3.4087 0.0000 C 0 0 0 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 -0.1691 -1.6092 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.9406 -2.7906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.5594 -2.8363 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 -2.9716 -3.6453 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 0.9135 -0.4067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.0874 -3.7177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8916 -2.4816 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5540 -2.9408 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 1.8795 -4.6958 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3784 -4.5589 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 2.5933 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 1.3443 -3.0485 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 32 1 0 0 0 0 2 33 1 0 0 0 0 3 9 2 0 0 0 0 3 16 1 0 0 0 0 4 7 1 0 0 0 0 4 17 2 0 0 0 0 5 8 2 0 0 0 0 5 17 1 0 0 0 0 6 10 2 0 0 0 0 6 18 1 0 0 0 0 7 20 2 0 0 0 0 8 20 1 0 0 0 0 9 22 1 0 0 0 0 10 23 1 0 0 0 0 11 16 1 0 0 0 0 12 16 2 0 0 0 0 12 24 1 0 0 0 0 13 18 2 0 0 0 0 13 25 1 0 0 0 0 14 19 1 0 0 0 0 14 34 1 0 0 0 0 15 35 1 0 0 0 0 17 27 1 0 0 0 0 19 11 1 6 0 0 0 19 21 1 0 0 0 0 20 28 1 0 0 0 0 21 15 1 6 0 0 0 21 26 1 0 0 0 0 22 24 2 0 0 0 0 22 29 1 0 0 0 0 23 25 2 0 0 0 0 23 30 1 0 0 0 0 24 32 1 0 0 0 0 25 33 1 0 0 0 0 26 18 1 1 0 0 0 26 34 1 0 0 0 0 27 31 2 0 0 0 0 27 35 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	637406
ChEMBL	CHEMBL517327
ZINC

Physicochemical Properties

Molecular Weight:	480.18
ALogP:	-2.0479
MLogP:	3.55
XLogP:	3.586
# Rotatable Bonds:	14
Polar Surface Area:	114.68
# H-Bond Aceptor:	3
# H-Bond Donor:	3
# Rings:	4
# Heavy Atoms:	35

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