NPASS Natural Product

Natural Product: NPC72529

Natural Product ID:	NPC72529
Common Name:	Isoamericanol A
IUPAC Name:	4-[(2R,3R)-2-(hydroxymethyl)-6-[(E)-3-hydroxyprop-1-enyl]-2,3-dihydro-1,4-benzodioxin-3-yl]benzene-1,2-diol
Synonyms:
Molecular Formula:	C18H18O6
Standard InCHIKey:	PPZYUSOIUGJLFB-ZHEVZCJESA-N
Standard InCHI:	InChI=1S/C18H18O6/c19-7-1-2-11-3-6-15-16(8-11)24-18(17(10-20)23-15)12-4-5-13(21)14(22)9-12/h1-6,8-9,17-22H,7,10H2/b2-1+/t17-,18-/m1/s1
Canonical SMILES:	OC/C=C/c1ccc2c(c1)O[C@@H]([C@H](O2)CO)c1ccc(c(c1)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	Isolation Part	Collection Location	Collection Time	Reference
NPO15872	Stachys mucronata	Species	Lamiaceae	Eukaryota				UNPD*
NPO17957	Solanum sodomeum	Species	Solanaceae	Eukaryota				UNPD*
NPO18517	Phthorimaea operculella	Species	Gelechiidae	Eukaryota				UNPD*
NPO18521	Capparis flavicans	Species	Capparaceae	Eukaryota	Aerial parts	Khon Kaen Province, Thailand	2006-AUG	PMID[19943620]
NPO19056	Allium nutans	Species	Amaryllidaceae	Eukaryota				UNPD*
NPO22716	Petalostemon gattingeri	Species	Fabaceae	Eukaryota				UNPD*
NPO5114	Canis lupus familiaris	Species	Canidae	Eukaryota				UNPD*

Showing 1 to 7 of 7 entries

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Biological Activity

Activity Type	# Activity
Others	6

Activity Type	# Activity
Cell Line	6

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT396	Cell Line	T47D	Homo sapiens	Activity	<	0.1	nM	19943620
NPT396	Cell Line	T47D	Homo sapiens	Activity	=	0.009	nM	19943620
NPT396	Cell Line	T47D	Homo sapiens	Activity	>	0.1	nM	19943620
NPT83	Cell Line	MCF7	Homo sapiens	Activity	<	0.1	nM	19943620
NPT83	Cell Line	MCF7	Homo sapiens	Activity	=	0.006	nM	19943620
NPT83	Cell Line	MCF7	Homo sapiens	Activity	>	0.1	nM	19943620

Showing 1 to 6 of 6 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 NPC72529 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	269
0.1-0.2	1084
0.2-0.3	2600
0.3-0.4	6994
0.4-0.5	6339
0.5-0.6	2559
0.6-0.7	5120
0.7-0.8	4378
0.8-0.85	880
0.85-0.9	454
0.9-0.95	189
0.95-1	23

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Similarity Score	Similarity Level	Natural Product ID
0.9023	High Similarity	NPC309124
0.9024	High Similarity	NPC207613
0.903	High Similarity	NPC476356
0.903	High Similarity	NPC193722
0.903	High Similarity	NPC469559

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 NPC72529 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	267
0.1-0.2	840
0.2-0.3	1551
0.3-0.4	2642
0.4-0.5	1863
0.5-0.6	1013
0.6-0.7	728
0.7-0.8	236
0.8-0.85	16
0.85-0.9	2
0.9-0.95	3
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7131	Intermediate Similarity	NPD2934	Approved
0.7131	Intermediate Similarity	NPD9296	Approved
0.7132	Intermediate Similarity	NPD5125	Phase 3
0.7132	Intermediate Similarity	NPD5126	Approved
0.7133	Intermediate Similarity	NPD3530	Approved

Showing 1 to 5 of 200 entries

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Structure

CID72529 OpenBabel06191715412D 24 26 0 0 1 0 0 0 0 0999 V2000 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -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 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 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -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 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 -0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 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 2 2 0 0 0 0 1 7 1 0 0 0 0 2 11 1 0 0 0 0 3 6 2 0 0 0 0 3 11 1 0 0 0 0 4 5 2 0 0 0 0 4 12 1 0 0 0 0 5 13 1 0 0 0 0 6 15 1 0 0 0 0 7 19 1 0 0 0 0 8 11 2 0 0 0 0 8 16 1 0 0 0 0 9 12 2 0 0 0 0 9 14 1 0 0 0 0 10 20 1 0 0 0 0 13 14 2 0 0 0 0 13 21 1 0 0 0 0 14 22 1 0 0 0 0 15 16 2 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 10 1 6 0 0 0 17 18 1 0 0 0 0 17 23 1 0 0 0 0 18 12 1 1 0 0 0 18 24 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	6444016
ChEMBL	CHEMBL1082871
ZINC

Physicochemical Properties

Molecular Weight:	330.11
ALogP:	-1.7592
MLogP:	2.78
XLogP:	1.587
# Rotatable Bonds:	8
Polar Surface Area:	99.38
# H-Bond Aceptor:	2
# H-Bond Donor:	4
# Rings:	3
# Heavy Atoms:	24

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