NPASS Natural Product

Natural Product: NPC14002

Natural Product ID:	NPC14002
Common Name:	Alpha-Ionone
IUPAC Name:	(E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one
Synonyms:
Molecular Formula:	C13H20O
Standard InCHIKey:	UZFLPKAIBPNNCA-BQYQJAHWSA-N
Standard InCHI:	InChI=1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h6-8,12H,5,9H2,1-4H3/b8-7+
Canonical SMILES:	CC(=O)/C=C/C1C(=CCCC1(C)C)C
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	Reference
NPO13989	Uncaria macrophylla	Species	Rubiaceae	Eukaryota		TCMID*
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	saliva	PMID[20809147]
NPO18176	Ephedra sinica	Species	Ephedraceae	Eukaryota		HerDing*
NPO18176	Ephedra sinica	Species	Ephedraceae	Eukaryota		TCMID*
NPO23548	Leonurus japonicus	Species	Lamiaceae	Eukaryota		TM-MC*
NPO27558	Podocarpus macrophyllus	Species	Podocarpaceae	Eukaryota		HerDing*
NPO27558	Podocarpus macrophyllus	Species	Podocarpaceae	Eukaryota		TCMID*
NPO8108.1	Citrullus lanatus subsp. vulgaris	Subspecies	Cucurbitaceae	Eukaryota		TCMID*

Showing 1 to 8 of 8 entries

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Biological Activity

Activity Type	# Activity
IC50	1
Others	4
Potency	4

Activity Type	# Activity
Cell Line	1
Individual Protein	1
Organism	3
Others	4

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1280	Organism	Thrips tabaci	Thrips tabaci	Ratio	=	1.3		17602496
NPT1281	Organism	Thrips obscuratus	Thrips obscuratus	Ratio	=	0		17602496
NPT1281	Organism	Thrips obscuratus	Thrips obscuratus	Ratio	=	1.8		17602496
NPT2	Others	Unspecified		Potency		436.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		27306	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		44668.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency		275.4	nM	PubChem BioAssay data set
NPT603	Individual Protein	Olfactory receptor 5K1	Homo sapiens	Inhibition	>=	75	%	Patent: WO2013171535 A3
NPT858	Cell Line	LNCaP	Homo sapiens	IC50	=	151000	nM	19138519

Showing 1 to 9 of 9 entries

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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 NPC14002 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	100
0.1-0.2	1909
0.2-0.3	12259
0.3-0.4	8297
0.4-0.5	5445
0.5-0.6	2350
0.6-0.7	416
0.7-0.8	98
0.8-0.85	11
0.85-0.9	1
0.9-0.95	1
0.95-1	2

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Similarity Score	Similarity Level	Natural Product ID
0.6667	Remote Similarity	NPC176621
0.6667	Remote Similarity	NPC202189
0.6667	Remote Similarity	NPC185587
0.6667	Remote Similarity	NPC470078
0.6667	Remote Similarity	NPC275472

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 NPC14002 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	107
0.1-0.2	2573
0.2-0.3	4654
0.3-0.4	1325
0.4-0.5	314
0.5-0.6	161
0.6-0.7	22
0.7-0.8	4
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.561	Remote Similarity	NPD1694	Approved
0.561	Remote Similarity	NPD1696	Phase 3
0.5616	Remote Similarity	NPD7144	Approved
0.5616	Remote Similarity	NPD7143	Approved
0.5625	Remote Similarity	NPD5209	Approved

Showing 1 to 5 of 70 entries

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Structure

External Identifiers

PubChem CID	5282108
ChEMBL	CHEMBL472877
ZINC

Physicochemical Properties

Molecular Weight:	192.15
ALogP:	2.2521
MLogP:	2.78
XLogP:	4.103
# Rotatable Bonds:	6
Polar Surface Area:	17.07
# H-Bond Aceptor:	1
# H-Bond Donor:	0
# Rings:	1
# Heavy Atoms:	14

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