NPASS Natural Product

Natural Product: NPC147343

Natural Product ID:	NPC147343
Common Name:	(+)-Menthol
IUPAC Name:	(1S,2R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
Synonyms:	(+)-Menthol
Molecular Formula:	C10H20O
Standard InCHIKey:	NOOLISFMXDJSKH-XVBQNVSMSA-N
Standard InCHI:	InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8?,9-,10+/m1/s1
Canonical SMILES:	CC1CC[C@@H]([C@H](C1)O)C(C)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO1880	Schizonepeta tenuisfolia	Species	Lamiaceae	Eukaryota	TM-MC*
NPO16039	Scutellaria barbata	Species	Lamiaceae	Eukaryota	TM-MC*
NPO12935	Thymus quinquecostatus	Species	Lamiaceae	Eukaryota	TM-MC*
NPO19472	Thymus vulgaris	Species	Lamiaceae	Eukaryota	TM-MC*
NPO14602	Vitex negundo	Species	Lamiaceae	Eukaryota	TM-MC*
NPO18007	Agrimonia pilosa	Species	Rosaceae	Eukaryota	TM-MC*
NPO19649	Akebia quinata	Species	Lardizabalaceae	Eukaryota	TM-MC*
NPO11170	Akebia trifoliata	Species	Lardizabalaceae	Eukaryota	TM-MC*
NPO1479	Amomum longiligulare	Species	Zingiberaceae	Eukaryota	TM-MC*
NPO11820	Amomum villosum	Species	Zingiberaceae	Eukaryota	TM-MC*
NPO1631	Amomum xanthioides	Species	Zingiberaceae	Eukaryota	TM-MC*
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	TM-MC*
NPO10492	Artemisia montana	Species	Asteraceae	Eukaryota	TM-MC*
NPO25094	Artemisia princeps	Species	Asteraceae	Eukaryota	TM-MC*
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	TM-MC*
NPO28260	Senna alexandrina	Species	Fabaceae	Eukaryota	TM-MC*
NPO15373	Actaea dahurica	Species	Ranunculaceae	Eukaryota	TM-MC*
NPO15890	Actaea cimicifuga	Species	Ranunculaceae	Eukaryota	TM-MC*
NPO389	Actaea heracleifolia	Species	Ranunculaceae	Eukaryota	TM-MC*
NPO2727	Actaea simplex	Species	Ranunculaceae	Eukaryota	TM-MC*
NPO21355	Elsholtzia ciliata	Species	Lamiaceae	Eukaryota	TM-MC*
NPO23548	Leonurus japonicus	Species	Lamiaceae	Eukaryota	TM-MC*
NPO11474	Ligusticum jeholense	Species	Apiaceae	Eukaryota	TM-MC*
NPO18951	Ligusticum sinense	Species	Apiaceae	Eukaryota	TM-MC*
NPO2154	Ligusticum tenuissimum	Species	Apiaceae	Eukaryota	TM-MC*
NPO23256	Mentha arvensis	Species	Lamiaceae	Eukaryota	TM-MC*
NPO13857	Mentha canadensis	Species	Lamiaceae	Eukaryota	TM-MC*
NPO18046	Mosla chinensis	Species	Lamiaceae	Eukaryota	TM-MC*
NPO8650	Perilla frutescens	Species	Lamiaceae	Eukaryota	TM-MC*
NPO19048	Pinellia ternata	Species	Araceae	Eukaryota	TM-MC*
NPO8789	Schizonepeta tenuifolia	Species	Lamiaceae	Eukaryota	TM-MC*

Biological Activity

Activity Type	# Activity
Others	6

Activity Type	# Activity
Individual Protein	6

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT697	Individual Protein	UDP-glucuronosyltransferase 2B7	Homo sapiens	Activity	=	255	pm/min/mg	10836148
NPT697	Individual Protein	UDP-glucuronosyltransferase 2B7	Homo sapiens	Activity	=	191	pm/min/mg	10836148
NPT697	Individual Protein	UDP-glucuronosyltransferase 2B7	Homo sapiens	Activity	=	247	pm/min/mg	10836148
NPT697	Individual Protein	UDP-glucuronosyltransferase 2B7	Homo sapiens	Activity	=	147	pm/min/mg	10836148
NPT902	Individual Protein	UDP-glucuronosyltransferase 1A4	Homo sapiens	Activity	=	43	pm/min/mg	10836148
NPT696	Individual Protein	UDP-glucuronosyltransferase 2A1	Homo sapiens	Activity	=	80	pm/min/mg	10836148

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 NPC147343 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	151
0.1-0.2	3030
0.2-0.3	13247
0.3-0.4	6984
0.4-0.5	5235
0.5-0.6	1775
0.6-0.7	384
0.7-0.8	72
0.8-0.85	4
0.85-0.9	2
0.9-0.95	0
0.95-1	5

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC84030
1.0	High Similarity	NPC198540
1.0	High Similarity	NPC287550
1.0	High Similarity	NPC223468
1.0	High Similarity	NPC176309
0.8864	High Similarity	NPC144891
0.86	High Similarity	NPC53209
0.8367	Intermediate Similarity	NPC307022
0.8077	Intermediate Similarity	NPC471269
0.8077	Intermediate Similarity	NPC67508
0.8077	Intermediate Similarity	NPC84824
0.7963	Intermediate Similarity	NPC47663
0.7907	Intermediate Similarity	NPC177022
0.7818	Intermediate Similarity	NPC185116
0.7778	Intermediate Similarity	NPC236588
0.7778	Intermediate Similarity	NPC135438
0.7778	Intermediate Similarity	NPC160261
0.7778	Intermediate Similarity	NPC469759
0.7755	Intermediate Similarity	NPC314087
0.7736	Intermediate Similarity	NPC89069
0.7736	Intermediate Similarity	NPC277917
0.7736	Intermediate Similarity	NPC166894
0.7736	Intermediate Similarity	NPC283655
0.7736	Intermediate Similarity	NPC178223
0.7708	Intermediate Similarity	NPC77550
0.7708	Intermediate Similarity	NPC108441
0.7647	Intermediate Similarity	NPC274261
0.7647	Intermediate Similarity	NPC291724
0.7636	Intermediate Similarity	NPC475515
0.7636	Intermediate Similarity	NPC215671
0.7636	Intermediate Similarity	NPC87296
0.7556	Intermediate Similarity	NPC221022
0.7544	Intermediate Similarity	NPC95804
0.7544	Intermediate Similarity	NPC185547
0.7455	Intermediate Similarity	NPC29976
0.7455	Intermediate Similarity	NPC150713
0.7414	Intermediate Similarity	NPC292419
0.7414	Intermediate Similarity	NPC290791
0.7358	Intermediate Similarity	NPC102336
0.7358	Intermediate Similarity	NPC36002
0.7347	Intermediate Similarity	NPC473914
0.7288	Intermediate Similarity	NPC101128
0.7288	Intermediate Similarity	NPC94897
0.7273	Intermediate Similarity	NPC328441
0.7255	Intermediate Similarity	NPC316035
0.7255	Intermediate Similarity	NPC294858
0.7241	Intermediate Similarity	NPC148174
0.7241	Intermediate Similarity	NPC218585
0.7241	Intermediate Similarity	NPC71460
0.7209	Intermediate Similarity	NPC283682
0.72	Intermediate Similarity	NPC14552
0.7167	Intermediate Similarity	NPC41577
0.7167	Intermediate Similarity	NPC2728
0.7167	Intermediate Similarity	NPC282619
0.7167	Intermediate Similarity	NPC474380
0.7167	Intermediate Similarity	NPC473276
0.7167	Intermediate Similarity	NPC80463
0.7167	Intermediate Similarity	NPC11555
0.7167	Intermediate Similarity	NPC260116
0.7167	Intermediate Similarity	NPC172613
0.7167	Intermediate Similarity	NPC60837
0.7167	Intermediate Similarity	NPC208198
0.7143	Intermediate Similarity	NPC240994
0.7143	Intermediate Similarity	NPC313795
0.7143	Intermediate Similarity	NPC215358
0.7119	Intermediate Similarity	NPC209686
0.7119	Intermediate Similarity	NPC236099
0.7119	Intermediate Similarity	NPC249078
0.7119	Intermediate Similarity	NPC114891
0.7091	Intermediate Similarity	NPC300189
0.7049	Intermediate Similarity	NPC142712
0.7049	Intermediate Similarity	NPC44122
0.7049	Intermediate Similarity	NPC473929
0.7037	Intermediate Similarity	NPC161473
0.7	Intermediate Similarity	NPC159654
0.7	Intermediate Similarity	NPC281540
0.7	Intermediate Similarity	NPC69149
0.7	Intermediate Similarity	NPC68656
0.7	Intermediate Similarity	NPC225415
0.7	Intermediate Similarity	NPC118937
0.7	Intermediate Similarity	NPC219940
0.7	Intermediate Similarity	NPC167995
0.7	Intermediate Similarity	NPC144650
0.6977	Remote Similarity	NPC1748
0.6977	Remote Similarity	NPC66124
0.6977	Remote Similarity	NPC193062
0.6977	Remote Similarity	NPC319034
0.6977	Remote Similarity	NPC72324
0.6964	Remote Similarity	NPC170780
0.6964	Remote Similarity	NPC3025
0.6935	Remote Similarity	NPC185874
0.6935	Remote Similarity	NPC48079
0.6935	Remote Similarity	NPC473230
0.6935	Remote Similarity	NPC475884
0.6935	Remote Similarity	NPC269077
0.6935	Remote Similarity	NPC139207
0.6935	Remote Similarity	NPC204233
0.6935	Remote Similarity	NPC253303
0.6909	Remote Similarity	NPC32222
0.6909	Remote Similarity	NPC202146
0.6889	Remote Similarity	NPC61665
0.6885	Remote Similarity	NPC300442
0.6885	Remote Similarity	NPC258595
0.6852	Remote Similarity	NPC476149
0.6852	Remote Similarity	NPC300235
0.6852	Remote Similarity	NPC244869
0.6852	Remote Similarity	NPC476136
0.6825	Remote Similarity	NPC474756
0.6825	Remote Similarity	NPC244790
0.6825	Remote Similarity	NPC469987
0.6825	Remote Similarity	NPC475893
0.6825	Remote Similarity	NPC472741
0.6825	Remote Similarity	NPC266578
0.6774	Remote Similarity	NPC475897
0.6744	Remote Similarity	NPC267243
0.6744	Remote Similarity	NPC122962
0.6724	Remote Similarity	NPC476735
0.6724	Remote Similarity	NPC474769
0.6724	Remote Similarity	NPC189290
0.6719	Remote Similarity	NPC210323
0.6719	Remote Similarity	NPC470833
0.6719	Remote Similarity	NPC299948
0.6719	Remote Similarity	NPC66407
0.6719	Remote Similarity	NPC107919
0.6719	Remote Similarity	NPC254037
0.6719	Remote Similarity	NPC470830
0.6719	Remote Similarity	NPC129829
0.6719	Remote Similarity	NPC241085
0.6719	Remote Similarity	NPC234511
0.6719	Remote Similarity	NPC477820
0.6667	Remote Similarity	NPC472984
0.6667	Remote Similarity	NPC476928
0.6667	Remote Similarity	NPC210316
0.6667	Remote Similarity	NPC251335
0.6667	Remote Similarity	NPC87439
0.6667	Remote Similarity	NPC97967
0.6667	Remote Similarity	NPC63190
0.6615	Remote Similarity	NPC63588
0.6615	Remote Similarity	NPC232925
0.6615	Remote Similarity	NPC283316
0.6615	Remote Similarity	NPC45296
0.6615	Remote Similarity	NPC231945
0.6615	Remote Similarity	NPC251201
0.6615	Remote Similarity	NPC92801
0.6615	Remote Similarity	NPC192192
0.6615	Remote Similarity	NPC282454
0.6613	Remote Similarity	NPC472946
0.661	Remote Similarity	NPC95958
0.66	Remote Similarity	NPC302939
0.66	Remote Similarity	NPC287331
0.6562	Remote Similarity	NPC276616
0.6562	Remote Similarity	NPC2648
0.6562	Remote Similarity	NPC96484
0.6562	Remote Similarity	NPC245795
0.6552	Remote Similarity	NPC291147
0.6552	Remote Similarity	NPC119425
0.6522	Remote Similarity	NPC474392
0.6522	Remote Similarity	NPC474914
0.6515	Remote Similarity	NPC110799
0.6515	Remote Similarity	NPC131506
0.6515	Remote Similarity	NPC89310
0.6515	Remote Similarity	NPC478103
0.6515	Remote Similarity	NPC242992
0.6515	Remote Similarity	NPC127094
0.6515	Remote Similarity	NPC470071
0.6515	Remote Similarity	NPC301226
0.6515	Remote Similarity	NPC252182
0.6515	Remote Similarity	NPC167706
0.6515	Remote Similarity	NPC195530
0.6515	Remote Similarity	NPC1340
0.6515	Remote Similarity	NPC157422
0.6515	Remote Similarity	NPC473279
0.6515	Remote Similarity	NPC23954
0.6515	Remote Similarity	NPC111234
0.6515	Remote Similarity	NPC157777
0.6515	Remote Similarity	NPC187471
0.6515	Remote Similarity	NPC164022
0.6515	Remote Similarity	NPC100586
0.6515	Remote Similarity	NPC109457
0.6512	Remote Similarity	NPC112242
0.6512	Remote Similarity	NPC24506
0.6512	Remote Similarity	NPC225783
0.6512	Remote Similarity	NPC147096
0.6512	Remote Similarity	NPC236797
0.6512	Remote Similarity	NPC163556
0.6512	Remote Similarity	NPC185041
0.6508	Remote Similarity	NPC202017
0.6508	Remote Similarity	NPC326310
0.65	Remote Similarity	NPC475412
0.6462	Remote Similarity	NPC213178
0.6462	Remote Similarity	NPC6120
0.6462	Remote Similarity	NPC327728
0.6462	Remote Similarity	NPC131892
0.6452	Remote Similarity	NPC96793
0.6452	Remote Similarity	NPC323424
0.6441	Remote Similarity	NPC240206
0.6418	Remote Similarity	NPC470610
0.6418	Remote Similarity	NPC68426
0.6418	Remote Similarity	NPC211009
0.6418	Remote Similarity	NPC201373

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC147343 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	261
0.1-0.2	4243
0.2-0.3	3234
0.3-0.4	951
0.4-0.5	353
0.5-0.6	89
0.6-0.7	25
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD385	Approved
1.0	High Similarity	NPD384	Approved
0.7708	Intermediate Similarity	NPD388	Approved
0.7708	Intermediate Similarity	NPD386	Approved
0.7288	Intermediate Similarity	NPD371	Approved
0.6735	Remote Similarity	NPD1462	Approved
0.6719	Remote Similarity	NPD4267	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD1460	Approved
0.66	Remote Similarity	NPD367	Approved
0.6462	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.6462	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD4787	Phase 1
0.6349	Remote Similarity	NPD3171	Clinical (unspecified phase)
0.6316	Remote Similarity	NPD615	Clinical (unspecified phase)
0.6269	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.6269	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.6232	Remote Similarity	NPD3703	Phase 2
0.6222	Remote Similarity	NPD5383	Approved
0.6222	Remote Similarity	NPD2272	Approved
0.6212	Remote Similarity	NPD3698	Phase 2
0.6143	Remote Similarity	NPD6117	Approved
0.6129	Remote Similarity	NPD368	Approved
0.6119	Remote Similarity	NPD4244	Approved
0.6119	Remote Similarity	NPD4245	Approved
0.6087	Remote Similarity	NPD1811	Approved
0.6087	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.6087	Remote Similarity	NPD1810	Approved
0.6066	Remote Similarity	NPD3198	Approved
0.6056	Remote Similarity	NPD6116	Phase 1
0.6047	Remote Similarity	NPD8988	Clinical (unspecified phase)
0.5972	Remote Similarity	NPD6697	Approved
0.5972	Remote Similarity	NPD6115	Approved
0.5972	Remote Similarity	NPD6118	Approved
0.5972	Remote Similarity	NPD6114	Approved
0.5932	Remote Similarity	NPD342	Phase 1
0.589	Remote Similarity	NPD7645	Phase 2
0.5882	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD9426	Discontinued
0.5882	Remote Similarity	NPD4789	Approved
0.5821	Remote Similarity	NPD6705	Phase 1
0.5811	Remote Similarity	NPD7525	Registered
0.5775	Remote Similarity	NPD7339	Approved
0.5775	Remote Similarity	NPD6942	Approved
0.5763	Remote Similarity	NPD3729	Clinical (unspecified phase)
0.5753	Remote Similarity	NPD3671	Phase 1
0.5741	Remote Similarity	NPD634	Phase 3
0.5694	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.5692	Remote Similarity	NPD7909	Approved
0.5634	Remote Similarity	NPD6926	Approved
0.5634	Remote Similarity	NPD6924	Approved
0.56	Remote Similarity	NPD6928	Phase 2
0.56	Remote Similarity	NPD4748	Discontinued

Structure

External Identifiers

PubChem CID	12285346
ChEMBL	CHEMBL41763
ZINC

Physicochemical Properties

Molecular Weight:	156.15
ALogP:	0.6563
MLogP:	2.45
XLogP:	3.211
# Rotatable Bonds:	5
Polar Surface Area:	20.23
# H-Bond Aceptor:	1
# H-Bond Donor:	1
# Rings:	1
# Heavy Atoms:	11

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General Info & Identifiers & Properties
Structure MOL file
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Similar NPs/Drugs