NPASS Natural Product

Natural Product: NPC287745

Natural Product ID:	NPC287745
Common Name:	Dysosmarol
IUPAC Name:	4-[(2R,3S,4S)-4-[(S)-hydroxy-(3-hydroxy-5-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenol
Synonyms:	Dysosmarol
Molecular Formula:	C20H24O7
Standard InCHIKey:	PMLAAAIZDRPWMW-SMOSDQRPSA-N
Standard InCHI:	InChI=1S/C20H24O7/c1-25-14-6-12(5-13(22)8-14)19(24)16-10-27-20(15(16)9-21)11-3-4-17(23)18(7-11)26-2/h3-8,15-16,19-24H,9-10H2,1-2H3/t15-,16-,19-,20+/m1/s1
Canonical SMILES:	COc1cc(O)cc(c1)[C@H]([C@@H]1CO[C@H]([C@@H]1CO)c1ccc(c(c1)OC)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
NPO17807	Dysosma versipellis	Species	Berberidaceae	Eukaryota	Roots	Panan, Zhejiang Province, China	2004-MAY	PMID[17256902]
NPO17807	Dysosma versipellis	Species	Berberidaceae	Eukaryota				TCMID*
NPO23871	Dysosmae verspiellis rhixoma et radix	NA	NA	NA				TCMSP*

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Biological Activity

Activity Type	# Activity
IC50	2

Activity Type	# Activity
Cell Line	2

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT306	Cell Line	PC-3	Homo sapiens	IC50	=	16000	nM	17256902
NPT858	Cell Line	LNCaP	Homo sapiens	IC50	=	16000	nM	17256902

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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 NPC287745 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	264
0.1-0.2	1016
0.2-0.3	2247
0.3-0.4	5801
0.4-0.5	7656
0.5-0.6	2563
0.6-0.7	4808
0.7-0.8	4823
0.8-0.85	769
0.85-0.9	601
0.9-0.95	298
0.95-1	43

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Similarity Score	Similarity Level	Natural Product ID
0.9147	High Similarity	NPC147821
0.9147	High Similarity	NPC236791
0.9147	High Similarity	NPC111247
0.9147	High Similarity	NPC8050
0.9147	High Similarity	NPC293054

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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 NPC287745 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	254
0.1-0.2	824
0.2-0.3	1500
0.3-0.4	2667
0.4-0.5	1916
0.5-0.6	1088
0.6-0.7	680
0.7-0.8	209
0.8-0.85	18
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
0.7059	Intermediate Similarity	NPD7466	Approved
0.7059	Intermediate Similarity	NPD7313	Approved
0.7059	Intermediate Similarity	NPD4577	Approved
0.7063	Intermediate Similarity	NPD6696	Suspended
0.7063	Intermediate Similarity	NPD6818	Clinical (unspecified phase)

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Structure

CID287745 OpenBabel06191716092D 27 29 0 0 1 0 0 0 0 0999 V2000 5.6819 3.7123 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2916 2.4852 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8739 1.7807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6929 3.5033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0169 2.3794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8794 1.6762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6984 3.3988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2807 2.6943 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 1.4781 0.6581 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.7026 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4727 0.7626 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.2738 3.0485 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1106 4.2078 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 2.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0605 -0.0464 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2752 2.7988 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 0.9945 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 25 1 0 0 0 0 2 26 1 0 0 0 0 3 4 2 0 0 0 0 3 11 1 0 0 0 0 4 17 1 0 0 0 0 5 12 2 0 0 0 0 5 13 1 0 0 0 0 6 12 1 0 0 0 0 6 14 2 0 0 0 0 7 11 2 0 0 0 0 7 18 1 0 0 0 0 8 13 2 0 0 0 0 8 14 1 0 0 0 0 9 21 1 0 0 0 0 10 16 1 0 0 0 0 10 27 1 0 0 0 0 12 19 1 0 0 0 0 13 22 1 0 0 0 0 14 25 1 0 0 0 0 15 9 1 6 0 0 0 15 16 1 0 0 0 0 15 20 1 0 0 0 0 16 19 1 6 0 0 0 17 18 2 0 0 0 0 17 23 1 0 0 0 0 18 26 1 0 0 0 0 19 24 1 1 0 0 0 20 11 1 1 0 0 0 20 27 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	16109834
ChEMBL	CHEMBL376657
ZINC

Physicochemical Properties

Molecular Weight:	376.15
ALogP:	-2.7887
MLogP:	2.89
XLogP:	0.666
# Rotatable Bonds:	12
Polar Surface Area:	108.61
# H-Bond Aceptor:	3
# H-Bond Donor:	4
# Rings:	3
# Heavy Atoms:	27

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