NPASS Natural Product

Natural Product: NPC64141

Natural Product ID:	NPC64141
Common Name:	Isoacteoside
IUPAC Name:	[(2R,3R,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Synonyms:	Isoacetoside; Isoacteoside; Isoverbascoside
Molecular Formula:	C29H36O15
Standard InCHIKey:	FNMHEHXNBNCPCI-QEOJJFGVSA-N
Standard InCHI:	InChI=1S/C29H36O15/c1-13-22(35)24(37)25(38)29(42-13)44-27-23(36)20(12-41-21(34)7-4-14-2-5-16(30)18(32)10-14)43-28(26(27)39)40-9-8-15-3-6-17(31)19(33)11-15/h2-7,10-11,13,20,22-33,35-39H,8-9,12H2,1H3/b7-4+/t13-,20+,22-,23+,24+,25+,26+,27-,28+,29-/m0/s1
Canonical SMILES:	O=C(OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)/C=C/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	Reference
NPO10031	Euphorbia antiquorum	Species	Euphorbiaceae	Eukaryota	UNPD*
NPO1009	Stentor coeruleus	Species	Stentoridae	Eukaryota	UNPD*
NPO10527	Cyathula tomentosa	Species	Amaranthaceae	Eukaryota	UNPD*
NPO10680	Cistanche deserticola	Species	Orobanchaceae	Eukaryota	TM-MC*
NPO1124	Scapania aequiloba	Species	Scapaniaceae	Eukaryota	UNPD*
NPO11243	Exochorda giraldii	Species	Rosaceae	Eukaryota	UNPD*
NPO11584	Artemisia argentea	Species	Asteraceae	Eukaryota	UNPD*
NPO12103	Salvia ballotiflora	Species	Lamiaceae	Eukaryota	UNPD*
NPO12110	Bauhinia tarapotensis	Species	Fabaceae	Eukaryota	PMID[11473417]
NPO12480	Brodiaea californica	Species	Asparagaceae	Eukaryota	UNPD*

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Biological Activity

Activity Type	# Activity
EC50	4
ED50	1
IC50	11
Others	28

Activity Type	# Activity
Cell Line	16
Individual Protein	10
Organism	7
Others	11

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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	=	1300	nM	11473417
NPT1	Others	Radical scavenging activity		IC50	=	20000	nM	16124783
NPT1089	Individual Protein	Matrix metalloproteinase 12	Homo sapiens	IC50	=	8220	nM	22658537
NPT1089	Individual Protein	Matrix metalloproteinase 12	Homo sapiens	Inhibition	>	30	%	22658537
NPT1090	Individual Protein	Matrix metalloproteinase 13	Homo sapiens	IC50	=	11090	nM	22658537
NPT1090	Individual Protein	Matrix metalloproteinase 13	Homo sapiens	Inhibition	>	30	%	22658537
NPT1460	Cell Line	L929	Mus musculus	Inhibition	=	-4.6	%	20159656
NPT1460	Cell Line	L929	Mus musculus	Inhibition	=	19	%	20159656
NPT1460	Cell Line	L929	Mus musculus	Inhibition	=	61.9	%	20159656
NPT1460	Cell Line	L929	Mus musculus	Inhibition	=	102.4	%	20159656

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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 NPC64141 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	203
0.1-0.2	962
0.2-0.3	2060
0.3-0.4	4653
0.4-0.5	6962
0.5-0.6	5062
0.6-0.7	6344
0.7-0.8	3830
0.8-0.85	574
0.85-0.9	124
0.9-0.95	62
0.95-1	53

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Similarity Score	Similarity Level	Natural Product ID
0.8649	High Similarity	NPC150442
0.8657	High Similarity	NPC252114
0.8657	High Similarity	NPC61181
0.8658	High Similarity	NPC131532
0.8662	High Similarity	NPC473873

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 NPC64141 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	218
0.1-0.2	758
0.2-0.3	1442
0.3-0.4	2727
0.4-0.5	2148
0.5-0.6	1268
0.6-0.7	527
0.7-0.8	70
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6619	Remote Similarity	NPD2684	Approved
0.6621	Remote Similarity	NPD1548	Phase 1
0.6623	Remote Similarity	NPD4140	Approved
0.6642	Remote Similarity	NPD3020	Approved
0.6644	Remote Similarity	NPD4626	Approved

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Structure

CID64141 OpenBabel06191715402D 44 47 0 0 1 0 0 0 0 0999 V2000 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.7942 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1962 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 1 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 2 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 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 1 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 -0.8660 -0.5000 0.0000 C 0 0 1 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 -0.8660 8.5000 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 0.8660 7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 O 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 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 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 -4.3301 2.5000 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 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2 5 2 0 0 0 0 2 14 1 0 0 0 0 3 6 2 0 0 0 0 3 15 1 0 0 0 0 4 7 2 0 0 0 0 4 14 1 0 0 0 0 5 16 1 0 0 0 0 6 17 1 0 0 0 0 7 21 1 0 0 0 0 8 9 1 0 0 0 0 8 15 1 0 0 0 0 9 40 1 0 0 0 0 10 14 2 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 11 19 1 0 0 0 0 12 41 1 0 0 0 0 13 1 1 1 0 0 0 13 22 1 0 0 0 0 13 42 1 0 0 0 0 16 18 2 0 0 0 0 16 30 1 0 0 0 0 17 19 2 0 0 0 0 17 31 1 0 0 0 0 18 32 1 0 0 0 0 19 33 1 0 0 0 0 20 12 1 1 0 0 0 20 23 1 0 0 0 0 20 43 1 0 0 0 0 21 34 2 0 0 0 0 21 41 1 0 0 0 0 22 24 1 0 0 0 0 22 35 1 6 0 0 0 23 27 1 0 0 0 0 23 36 1 6 0 0 0 24 25 1 0 0 0 0 24 37 1 1 0 0 0 25 29 1 0 0 0 0 25 38 1 1 0 0 0 26 27 1 0 0 0 0 26 28 1 0 0 0 0 26 39 1 6 0 0 0 27 44 1 1 0 0 0 28 40 1 1 0 0 0 28 43 1 0 0 0 0 29 42 1 0 0 0 0 29 44 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	6476333
ChEMBL	CHEMBL504873
ZINC

Physicochemical Properties

Molecular Weight:	624.21
ALogP:	-4.2978
MLogP:	3
XLogP:	-0.202
# Rotatable Bonds:	21
Polar Surface Area:	245.29
# H-Bond Aceptor:	11
# H-Bond Donor:	9
# Rings:	4
# Heavy Atoms:	44

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