NPASS Natural Product

Natural Product: NPC16082

Natural Product ID:	NPC16082
Common Name:	(3R,4R)-4,8-Dihydroxy-3-((R)-2-Hydroxypentyl)-6,7-Dimethoxyisochroman-1-One
IUPAC Name:	(3R,4R)-4,8-dihydroxy-3-[(2R)-2-hydroxypentyl]-6,7-dimethoxy-3,4-dihydroisochromen-1-one
Synonyms:
Molecular Formula:	C16H22O7
Standard InCHIKey:	YVVVQBLWJYKSII-ZDSQKVDBSA-N
Standard InCHI:	InChI=1S/C16H22O7/c1-4-5-8(17)6-10-13(18)9-7-11(21-2)15(22-3)14(19)12(9)16(20)23-10/h7-8,10,13,17-19H,4-6H2,1-3H3/t8-,10-,13-/m1/s1
Canonical SMILES:	CCC[C@H](C[C@H]1OC(=O)c2c([C@H]1O)cc(c(c2O)OC)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	Reference
NPO16252	Microdochium bolleyi	Species	Microdochiaceae	Eukaryota	PMID[18510362]
NPO31360	Colletotrichum	Genus	Glomerellaceae	Eukaryota	PMID[21174408]
NPO32863	colletotrichum sp.	Species	Glomerellaceae	Eukaryota	PMID[21174408]

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Biological Activity

Activity Type	# Activity
IC50	7
Others	4

Activity Type	# Activity
Cell Line	2
Individual Protein	2
Organism	4
Others	3

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1	Others	Radical scavenging activity		IC50	>	306000	nM	21174408
NPT116	Cell Line	HL-60	Homo sapiens	IC50	>	122000	nM	21174408
NPT1230	Organism	Bacillus megaterium	Bacillus megaterium	IZ	=	7	mm	18510362
NPT1231	Organism	Microbotryum violaceum	Microbotryum violaceum	IZ	=	9	mm	18510362
NPT1234	Organism	Chlorella fusca	Chlorella fusca	IZ	=	10	mm	18510362
NPT19	Organism	Escherichia coli	Escherichia coli	IZ	=	10	mm	18510362
NPT2	Others	Unspecified		IC50	=	352400	nM	21174408
NPT2	Others	Unspecified		IC50	=	1400	nM	21174408
NPT441	Individual Protein	Cytochrome P450 19A1	Homo sapiens	IC50	>	15300	nM	21174408
NPT793	Cell Line	MOLT-3	Homo sapiens	IC50	>	153200	nM	21174408

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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 NPC16082 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	263
0.1-0.2	1039
0.2-0.3	2334
0.3-0.4	4858
0.4-0.5	7370
0.5-0.6	3377
0.6-0.7	3213
0.7-0.8	5045
0.8-0.85	2224
0.85-0.9	1079
0.9-0.95	76
0.95-1	11

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Similarity Score	Similarity Level	Natural Product ID
0.8861	High Similarity	NPC472630
0.8861	High Similarity	NPC155101
0.8861	High Similarity	NPC263449
0.8861	High Similarity	NPC287328
0.8861	High Similarity	NPC282009

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 NPC16082 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	273
0.1-0.2	844
0.2-0.3	1732
0.3-0.4	2537
0.4-0.5	1925
0.5-0.6	1119
0.6-0.7	526
0.7-0.8	155
0.8-0.85	32
0.85-0.9	18
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7024	Intermediate Similarity	NPD6273	Approved
0.703	Intermediate Similarity	NPD8166	Discontinued
0.7035	Intermediate Similarity	NPD8455	Phase 2
0.7039	Intermediate Similarity	NPD4626	Approved
0.7059	Intermediate Similarity	NPD3705	Approved

Showing 1 to 5 of 200 entries

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Structure

CID16082 OpenBabel06191715342D 23 24 0 0 1 0 0 0 0 0999 V2000 0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 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 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 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 -2.5000 0.0000 C 0 0 2 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 -0.0000 -1.0000 0.0000 C 0 0 2 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 -1.7321 0.0000 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 -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 -0.8660 0.5000 0.0000 C 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 -0.8660 -2.5000 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 -0.8660 1.5000 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 -4.3301 0.5000 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 4 1 0 0 0 0 2 21 1 0 0 0 0 3 22 1 0 0 0 0 4 5 1 0 0 0 0 5 8 1 0 0 0 0 6 8 1 0 0 0 0 7 9 2 0 0 0 0 7 11 1 0 0 0 0 8 17 1 1 0 0 0 9 12 1 0 0 0 0 9 13 1 0 0 0 0 10 6 1 6 0 0 0 10 13 1 0 0 0 0 10 23 1 0 0 0 0 11 15 2 0 0 0 0 11 21 1 0 0 0 0 12 14 2 0 0 0 0 12 16 1 0 0 0 0 13 18 1 6 0 0 0 14 15 1 0 0 0 0 14 19 1 0 0 0 0 15 22 1 0 0 0 0 16 20 2 0 0 0 0 16 23 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	24896701
ChEMBL	CHEMBL488848
ZINC

Physicochemical Properties

Molecular Weight:	326.14
ALogP:	-2.5395
MLogP:	2.45
XLogP:	0.937
# Rotatable Bonds:	12
Polar Surface Area:	105.45
# H-Bond Aceptor:	4
# H-Bond Donor:	3
# Rings:	2
# Heavy Atoms:	23

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