NPASS Natural Product

Natural Product: NPC236973

Natural Product ID:	NPC236973
Common Name:	3-O-Beta-Dglucopyranosyl-(1->4)-6-Deoxy-Beta-D-Allopyranosyluzarigenin
IUPAC Name:	3-[(3S,5S,8R,9S,10S,13R,14S,17R)-3-[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
Synonyms:
Molecular Formula:	C35H54O13
Standard InCHIKey:	OQZGLOBKVNEEPK-HSASYKPZSA-N
Standard InCHI:	InChI=1S/C35H54O13/c1-16-30(48-32-28(41)26(39)25(38)23(14-36)47-32)27(40)29(42)31(45-16)46-19-6-9-33(2)18(13-19)4-5-22-21(33)7-10-34(3)20(8-11-35(22,34)43)17-12-24(37)44-15-17/h12,16,18-23,25-32,36,38-43H,4-11,13-15H2,1-3H3/t16-,18+,19+,20-,21+,22-,23-,25-,26+,27+,28-,29-,30-,31+,32+,33+,34-,35+/m1/s1
Canonical SMILES:	OC[C@H]1O[C@@H](O[C@@H]2[C@@H](C)O[C@H]([C@@H]([C@@H]2O)O)O[C@H]2CC[C@]3([C@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)[C@@H]([C@H]([C@@H]1O)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
NPO16952	Asclepias syriaca	Species	Apocynaceae	Eukaryota				PMID[22316168]

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Biological Activity

Activity Type	# Activity
IC50	7

Activity Type	# Activity
Cell Line	5
Others	2

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT134	Cell Line	SK-BR-3	Homo sapiens	IC50	=	2520	nM	23398362
NPT2	Others	Unspecified		IC50	=	43	nM	12570374
NPT2	Others	Unspecified		IC50	=	51700	nM	16562829
NPT396	Cell Line	T47D	Homo sapiens	IC50	=	1760	nM	18327911
NPT402	Cell Line	Hs-578T	Homo sapiens	IC50	=	91500	nM	23501116
NPT402	Cell Line	Hs-578T	Homo sapiens	IC50	=	593	nM	19453174
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	5300	nM	11087594

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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 NPC236973 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	171
0.1-0.2	1073
0.2-0.3	3107
0.3-0.4	5829
0.4-0.5	9075
0.5-0.6	5301
0.6-0.7	3765
0.7-0.8	1863
0.8-0.85	427
0.85-0.9	177
0.9-0.95	35
0.95-1	66

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Similarity Score	Similarity Level	Natural Product ID
0.8661	High Similarity	NPC472901
0.8673	High Similarity	NPC13190
0.8678	High Similarity	NPC311534
0.8684	High Similarity	NPC44298
0.8684	High Similarity	NPC40133

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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 NPC236973 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	175
0.1-0.2	1451
0.2-0.3	3883
0.3-0.4	2460
0.4-0.5	670
0.5-0.6	317
0.6-0.7	151
0.7-0.8	38
0.8-0.85	2
0.85-0.9	3
0.9-0.95	1
0.95-1	10

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6033	Remote Similarity	NPD5281	Approved
0.6034	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6034	Remote Similarity	NPD3669	Approved
0.6036	Remote Similarity	NPD6942	Approved
0.6036	Remote Similarity	NPD7339	Approved

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Structure

NPC236973 OpenBabel07101718182D 48 54 0 0 1 0 0 0 0 0999 V2000 8.6603 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 0.4067 -1.9135 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 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 -1.5388 -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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2111 -2.5691 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 10.3923 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6723 -3.0691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2601 -2.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9511 -1.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 1 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 10.3923 2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.2111 -3.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 11.2583 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.3923 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.5263 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 11.2583 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0201 -4.1569 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 -3.8781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3 34 1 0 0 0 0 4 5 1 0 0 0 0 4 18 1 0 0 0 0 5 22 1 0 0 0 0 6 9 1 0 0 0 0 6 19 1 0 0 0 0 7 10 1 0 0 0 0 7 21 1 0 0 0 0 8 11 1 0 0 0 0 8 20 1 0 0 0 0 9 33 1 0 0 0 0 10 34 1 0 0 0 0 11 35 1 0 0 0 0 12 17 2 0 0 0 0 12 24 1 0 0 0 0 13 18 1 0 0 0 0 13 19 1 0 0 0 0 14 36 1 0 0 0 0 15 17 1 0 0 0 0 15 44 1 0 0 0 0 16 1 1 6 0 0 0 16 30 1 0 0 0 0 16 45 1 0 0 0 0 17 20 1 0 0 0 0 18 33 1 1 0 0 0 19 46 1 1 0 0 0 20 34 1 1 0 0 0 21 22 1 0 0 0 0 21 33 1 1 0 0 0 22 35 1 6 0 0 0 23 14 1 6 0 0 0 23 25 1 0 0 0 0 23 47 1 0 0 0 0 24 37 2 0 0 0 0 24 44 1 0 0 0 0 25 26 1 0 0 0 0 25 38 1 1 0 0 0 26 28 1 0 0 0 0 26 39 1 6 0 0 0 27 29 1 0 0 0 0 27 30 1 0 0 0 0 27 40 1 1 0 0 0 28 32 1 0 0 0 0 28 41 1 1 0 0 0 29 31 1 0 0 0 0 29 42 1 1 0 0 0 30 48 1 1 0 0 0 31 45 1 0 0 0 0 31 46 1 6 0 0 0 32 47 1 0 0 0 0 32 48 1 6 0 0 0 33 2 1 1 0 0 0 34 35 1 1 0 0 0 35 43 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	57384108
ChEMBL	CHEMBL2023572
ZINC

Physicochemical Properties

Molecular Weight:	682.36
ALogP:	-3.0263
MLogP:	3.88
XLogP:	1.743
# Rotatable Bonds:	16
Polar Surface Area:	204.83
# H-Bond Aceptor:	13
# H-Bond Donor:	7
# Rings:	7
# Heavy Atoms:	48

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