NPASS Natural Product

Natural Product: NPC285410

Natural Product ID:	NPC285410
Common Name:	Fruticoside D
IUPAC Name:	(2R)-2-[(2R,3R,4S,5S,9R,10S,13R,14R,17R)-2-acetyloxy-4,10,13-trimethyl-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoic acid
Synonyms:	Fruticoside D
Molecular Formula:	C37H58O9
Standard InCHIKey:	LOHRCIAMXCCSQS-HAXSJUCQSA-N
Standard InCHI:	InChI=1S/C37H58O9/c1-18(2)19(3)9-10-24(34(42)43)27-14-13-26-23-11-12-25-20(4)33(46-35-32(41)31(40)30(39)21(5)44-35)29(45-22(6)38)17-37(25,8)28(23)15-16-36(26,27)7/h11,18,20-21,24-33,35,39-41H,3,9-10,12-17H2,1-2,4-8H3,(H,42,43)/t20-,21-,24+,25-,26-,27+,28-,29+,30-,31+,32-,33+,35-,36-,37-/m0/s1
Canonical SMILES:	CC(=O)O[C@@H]1C[C@]2(C)[C@H]3CC[C@]4([C@H](C3=CC[C@H]2[C@@H]([C@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@@H]1O)O)O)C)CC[C@@H]4[C@H](C(=O)O)CCC(=C)C(C)C)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Show entries

Search:

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO26000	Breynia fruticosa	Species	Phyllanthaceae	Eukaryota	roots	Xishuangbanna of Yunnan Province, China		PMID[21428418]
NPO26000	Breynia fruticosa	Species	Phyllanthaceae	Eukaryota	Root			PMID[21428418]

Showing 1 to 2 of 2 entries

Previous1Next

Biological Activity

Activity Type	# Activity
IC50	5

Activity Type	# Activity
Cell Line	5

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT116	Cell Line	HL-60	Homo sapiens	IC50	>	40000	nM	21428418
NPT659	Cell Line	SMMC-7721	Homo sapiens	IC50	>	40000	nM	21428418
NPT660	Cell Line	SW480	Homo sapiens	IC50	>	40000	nM	21428418
NPT81	Cell Line	A549	Homo sapiens	IC50	>	40000	nM	21428418
NPT83	Cell Line	MCF7	Homo sapiens	IC50	>	40000	nM	21428418

Showing 1 to 5 of 5 entries

Previous1Next

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 NPC285410 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	162
0.1-0.2	875
0.2-0.3	2944
0.3-0.4	5413
0.4-0.5	9364
0.5-0.6	4756
0.6-0.7	3728
0.7-0.8	2483
0.8-0.85	714
0.85-0.9	336
0.9-0.95	107
0.95-1	7

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.8857	High Similarity	NPC31430
0.8857	High Similarity	NPC85593
0.886	High Similarity	NPC256983
0.886	High Similarity	NPC41129
0.8879	High Similarity	NPC218853

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC285410 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	166
0.1-0.2	1387
0.2-0.3	3754
0.3-0.4	2446
0.4-0.5	834
0.5-0.6	265
0.6-0.7	196
0.7-0.8	92
0.8-0.85	19
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Show entries

Search:

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6514	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6522	Remote Similarity	NPD4629	Approved
0.6522	Remote Similarity	NPD5210	Approved
0.6545	Remote Similarity	NPD5279	Phase 3
0.6549	Remote Similarity	NPD7983	Approved

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Structure

CID285410 OpenBabel06191716092D 46 50 0 0 1 0 0 0 0 0999 V2000 -6.6791 1.7074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7965 0.4668 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2466 0.4171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8661 -1.4646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3175 -3.6941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5059 1.4476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0437 -1.9111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5369 -0.4636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3640 -0.8235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6477 -1.4686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6713 -2.8937 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8355 -2.4114 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1780 -4.3399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0131 -3.8576 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3418 -0.9638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1776 -1.4462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6711 0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8797 0.7645 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1634 0.1194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0001 -0.9645 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7997 -2.8588 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6705 1.9296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5069 -2.4111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8483 -2.4115 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8353 -1.4464 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3426 -2.8935 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.0135 -2.8936 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5067 -1.4462 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8356 0.4826 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.7642 -2.8588 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2465 -2.0236 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.7642 -1.1883 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 -6.7651 -2.7093 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7997 -1.1883 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.1777 -2.4112 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6709 -0.9638 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6702 2.8940 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2465 -3.6941 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2110 -2.0236 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2465 -0.3530 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4814 -2.0641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9657 -3.6521 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3175 -2.0236 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8353 1.4471 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8353 0.4822 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 18 1 0 0 0 0 3 19 2 0 0 0 0 6 22 1 0 0 0 0 9 10 1 0 0 0 0 9 19 1 0 0 0 0 11 12 1 0 0 0 0 11 23 2 0 0 0 0 12 25 1 0 0 0 0 13 14 1 0 0 0 0 13 26 1 0 0 0 0 14 27 1 0 0 0 0 15 16 1 0 0 0 0 15 28 1 0 0 0 0 16 36 1 0 0 0 0 17 29 1 0 0 0 0 17 37 1 0 0 0 0 18 19 1 0 0 0 0 20 4 1 1 0 0 0 20 25 1 0 0 0 0 20 33 1 0 0 0 0 21 5 1 6 0 0 0 21 30 1 0 0 0 0 21 44 1 0 0 0 0 22 38 2 0 0 0 0 22 45 1 0 0 0 0 23 26 1 0 0 0 0 23 28 1 0 0 0 0 24 10 1 6 0 0 0 24 27 1 0 0 0 0 24 34 1 0 0 0 0 25 37 1 6 0 0 0 26 36 1 6 0 0 0 27 36 1 6 0 0 0 28 37 1 6 0 0 0 29 33 1 0 0 0 0 29 45 1 1 0 0 0 30 31 1 0 0 0 0 30 39 1 1 0 0 0 31 32 1 0 0 0 0 31 40 1 6 0 0 0 32 35 1 0 0 0 0 32 41 1 1 0 0 0 33 46 1 6 0 0 0 34 42 2 0 0 0 0 34 43 1 0 0 0 0 35 44 1 0 0 0 0 35 46 1 1 0 0 0 36 7 1 6 0 0 0 37 8 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	53355691
ChEMBL	CHEMBL1782593
ZINC

Physicochemical Properties

Molecular Weight:	646.41
ALogP:	0.7027
MLogP:	4.54
XLogP:	7.597
# Rotatable Bonds:	21
Polar Surface Area:	142.75
# H-Bond Aceptor:	9
# H-Bond Donor:	4
# Rings:	5
# Heavy Atoms:	46

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs