NPASS Natural Product

Natural Product: NPC120840

Natural Product ID:	NPC120840
Common Name:	Acetyl Oleanolic Acid
IUPAC Name:	(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-acetyloxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Synonyms:	3-O-Acetyloleanolic Acid; Acetyl Oleanolic Acid
Molecular Formula:	C32H50O4
Standard InCHIKey:	RIXNFYQZWDGQAE-DFHVBEEKSA-N
Standard InCHI:	InChI=1S/C32H50O4/c1-20(33)36-25-12-13-29(6)23(28(25,4)5)11-14-31(8)24(29)10-9-21-22-19-27(2,3)15-17-32(22,26(34)35)18-16-30(21,31)7/h9,22-25H,10-19H2,1-8H3,(H,34,35)/t22-,23-,24+,25-,29-,30+,31+,32-/m0/s1
Canonical SMILES:	CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)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	Reference
NPO10849.2	Eucalyptus camaldulensis	Under-species	NA	NA		PMID[12502346]
NPO123	Pulsatilliae radix	NA	NA	NA		TCMSP*
NPO1348	Ligustrum japonicus	Species	Oleaceae	Eukaryota		TM-MC*
NPO13706	Barleria acanthoides	Species	Acanthaceae	Eukaryota		UNPD*
NPO14547	Ilex pubescens	Species	Aquifoliaceae	Eukaryota		TCMID*
NPO15083	Mussaenda macrophylla	Species	Rubiaceae	Eukaryota	Root barks	PMID[10543897]
NPO15303	Phyllosma capensis	Species	Rutaceae	Eukaryota		UNPD*
NPO15412	Proustia ilicifolia	Species	Asteraceae	Eukaryota		UNPD*
NPO16763	Marrubium globosum	Species	Lamiaceae	Eukaryota		UNPD*
NPO16845	Euodia bodinieri	Species	Rutaceae	Eukaryota		TM-MC*

Showing 1 to 10 of 69 entries

Previous1 2 3 4 5 6 7Next

Biological Activity

Activity Type	# Activity
IC50	12
MIC	2
Others	34

Activity Type	# Activity
Cell Line	24
Individual Protein	7
Organism	6
Others	11

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1127	Organism	Porphyromonas gingivalis	Porphyromonas gingivalis	MIC	=	39	ug/ml	10543897
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	13800	nM	25113933
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	79230	nM	25113933
NPT113	Cell Line	RAW264.7	Mus musculus	Inhibition	=	38.7	%	25113933
NPT113	Cell Line	RAW264.7	Mus musculus	Inhibition	=	22.8	%	25113933
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	148480	nM	27128174
NPT139	Cell Line	HT-29	Homo sapiens	Ratio IC50	=	2.9		27128174
NPT140	Organism	Artemia	Artemia	LC50	>	700	ppm	10.1021/np50067a028
NPT169	Cell Line	B16-F10	Mus musculus	IC50	=	64700	nM	24480359
NPT169	Cell Line	B16-F10	Mus musculus	Activity	=	5.7	%	24480359

Showing 1 to 10 of 46 entries

Previous1 2 3 4 5Next

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 NPC120840 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	131
0.1-0.2	712
0.2-0.3	2817
0.3-0.4	6895
0.4-0.5	9301
0.5-0.6	4259
0.6-0.7	3771
0.7-0.8	2327
0.8-0.85	371
0.85-0.9	144
0.9-0.95	135
0.95-1	26

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.883	High Similarity	NPC476888
0.883	High Similarity	NPC93744
0.8837	High Similarity	NPC312660
0.8837	High Similarity	NPC171789
0.8851	High Similarity	NPC475862

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 NPC120840 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	144
0.1-0.2	1179
0.2-0.3	3503
0.3-0.4	2739
0.4-0.5	998
0.5-0.6	279
0.6-0.7	206
0.7-0.8	102
0.8-0.85	4
0.85-0.9	2
0.9-0.95	4
0.95-1	1

Show entries

Search:

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6557	Remote Similarity	NPD7319	Approved
0.6566	Remote Similarity	NPD5280	Approved
0.6566	Remote Similarity	NPD4694	Approved
0.6566	Remote Similarity	NPD6422	Discontinued
0.6566	Remote Similarity	NPD5690	Phase 2

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Structure

CID120840 OpenBabel06191715472D 36 40 0 0 1 0 0 0 0 0999 V2000 2.5347 -4.3902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2001 0.4878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7123 -0.3571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5103 -1.4634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0225 -0.6185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8449 1.4634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6898 -0.9756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8449 -1.4634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6898 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6898 -2.9268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8449 -2.4390 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8449 0.4878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2245 1.4634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8449 1.4634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3796 1.9512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6898 1.9512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3796 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3796 -3.9024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6898 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5347 0.4878 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6898 -0.9756 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.9756 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5347 -2.4390 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5347 2.4390 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2245 0.4878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5347 -1.4634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8449 -1.4634 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8449 0.4878 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5347 1.4634 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2245 -4.3902 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6898 2.9268 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3796 2.9268 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3796 -2.9268 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 27 1 0 0 0 0 3 27 1 0 0 0 0 4 28 1 0 0 0 0 5 28 1 0 0 0 0 7 30 1 0 0 0 0 9 10 1 0 0 0 0 9 21 2 0 0 0 0 10 24 1 0 0 0 0 11 14 1 0 0 0 0 11 23 1 0 0 0 0 12 13 1 0 0 0 0 12 25 1 0 0 0 0 13 29 1 0 0 0 0 14 31 1 0 0 0 0 15 17 1 0 0 0 0 15 27 1 0 0 0 0 16 18 1 0 0 0 0 16 30 1 0 0 0 0 17 32 1 0 0 0 0 18 32 1 0 0 0 0 19 22 1 0 0 0 0 19 27 1 0 0 0 0 20 33 2 0 0 0 0 20 36 1 0 0 0 0 21 22 1 0 0 0 0 21 30 1 0 0 0 0 22 32 1 6 0 0 0 23 28 1 0 0 0 0 23 29 1 1 0 0 0 24 29 1 1 0 0 0 24 31 1 0 0 0 0 25 28 1 0 0 0 0 25 36 1 1 0 0 0 26 34 2 0 0 0 0 26 35 1 0 0 0 0 29 6 1 1 0 0 0 30 31 1 1 0 0 0 31 8 1 1 0 0 0 32 26 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	151202
ChEMBL	CHEMBL486822
ZINC

Physicochemical Properties

Molecular Weight:	498.37
ALogP:	2.5089
MLogP:	4.54
XLogP:	9.792
# Rotatable Bonds:	12
Polar Surface Area:	63.6
# H-Bond Aceptor:	4
# H-Bond Donor:	1
# Rings:	5
# Heavy Atoms:	36

Download Data

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