NPASS Natural Product

Natural Product: NPC101307

Natural Product ID:	NPC101307
Common Name:	(1R,2R,4As,8As)-1-[(3S)-3-Hydroxy-3-Methylpent-4-Enyl]-2,5,5,8A-Tetramethyl-3,4,4A,6,7,8-Hexahydro-1H-Naphthalen-2-Ol
IUPAC Name:	(1R,2R,4aS,8aS)-1-[(3S)-3-hydroxy-3-methylpent-4-enyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
Synonyms:	13-Epi-Sclareol; 13-Epi-Scloreol
Molecular Formula:	C20H36O2
Standard InCHIKey:	XVULBTBTFGYVRC-GRLGQGAKSA-N
Standard InCHI:	InChI=1S/C20H36O2/c1-7-18(4,21)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)22/h7,15-16,21-22H,1,8-14H2,2-6H3/t15-,16+,18+,19-,20+/m0/s1
Canonical SMILES:	C=C[C@](CC[C@H]1[C@](C)(O)CC[C@@H]2[C@]1(C)CCCC2(C)C)(O)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO12249	Pseudognaphalium cheiranthifolium	Species	Asteraceae	Eukaryota	TCMID*
NPO12562	Gnaphalii affinis herba	NA	NA	NA	TCMSP*
NPO14242	Maytenus laevis	Species	Celastraceae	Eukaryota	UNPD*
NPO15153	Euplotes vannus	Species	Euplotidae	Eukaryota	UNPD*
NPO16361	Dendrobates tinctorius	Species	Dendrobatidae	Eukaryota	UNPD*
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	UNPD*
NPO19442	Corchorus depressus	Species	Malvaceae	Eukaryota	UNPD*
NPO19637	Monomorium pharaonis	Species	Formicidae	Eukaryota	UNPD*
NPO20174	Limonium aureum	Species	Plumbaginaceae	Eukaryota	UNPD*
NPO20641	Pseudognaphalium heterotrichium	Species	Asteraceae	Eukaryota	TCMID*

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Biological Activity

Activity Type	# Activity
ED50	5
IC50	2
Potency	26

Activity Type	# Activity
Cell Line	7
Individual Protein	13
Organism	3
Others	7
Protein-Protein Interaction	3

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT101	Individual Protein	Glucagon-like peptide 1 receptor	Homo sapiens	Potency		12589.3	nM	PubChem BioAssay data set
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	10000	nM	PubChem BioAssay data set
NPT114	Cell Line	LoVo	Homo sapiens	IC50	=	13	ug/ml	20022253
NPT146	Cell Line	SK-OV-3	Homo sapiens	ED50	>	5	ug/ml	16252909
NPT147	Cell Line	SK-MEL-2	Homo sapiens	ED50	>	5	ug/ml	16252909
NPT148	Cell Line	HCT-15	Homo sapiens	ED50	>	5	ug/ml	16252909
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency		15848.9	nM	PubChem BioAssay data set
NPT160	Individual Protein	TAR DNA-binding protein 43	Homo sapiens	Potency		14125.4	nM	PubChem BioAssay data set
NPT197	Protein-Protein Interaction	Menin/Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	39810.7	nM	PubChem BioAssay data set
NPT197	Protein-Protein Interaction	Menin/Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	22387.2	nM	PubChem BioAssay data set

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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 NPC101307 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	83
0.1-0.2	1187
0.2-0.3	4678
0.3-0.4	12195
0.4-0.5	5673
0.5-0.6	4653
0.6-0.7	1997
0.7-0.8	390
0.8-0.85	26
0.85-0.9	5
0.9-0.95	0
0.95-1	2

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Similarity Score	Similarity Level	Natural Product ID
0.7297	Intermediate Similarity	NPC301226
0.7297	Intermediate Similarity	NPC164022
0.7308	Intermediate Similarity	NPC80297
0.7308	Intermediate Similarity	NPC116119
0.7308	Intermediate Similarity	NPC273410

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 NPC101307 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	113
0.1-0.2	2038
0.2-0.3	4182
0.3-0.4	2019
0.4-0.5	447
0.5-0.6	279
0.6-0.7	76
0.7-0.8	7
0.8-0.85	0
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
0.5604	Remote Similarity	NPD6098	Approved
0.561	Remote Similarity	NPD6081	Approved
0.5625	Remote Similarity	NPD6705	Phase 1
0.5625	Remote Similarity	NPD4629	Approved
0.5625	Remote Similarity	NPD5210	Approved

Showing 1 to 5 of 161 entries

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Structure

CID101307 OpenBabel06191715442D 22 23 0 0 1 0 0 0 0 0999 V2000 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0981 2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 -0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 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 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 2 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 -3.0981 -0.6340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 7 2 0 0 0 0 2 17 1 0 0 0 0 3 17 1 0 0 0 0 7 18 1 0 0 0 0 8 11 1 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 9 16 1 0 0 0 0 10 14 1 0 0 0 0 10 15 1 0 0 0 0 11 17 1 0 0 0 0 12 19 1 0 0 0 0 13 18 1 0 0 0 0 14 20 1 0 0 0 0 15 17 1 0 0 0 0 15 19 1 6 0 0 0 16 19 1 6 0 0 0 16 20 1 0 0 0 0 18 4 1 6 0 0 0 18 21 1 0 0 0 0 19 5 1 6 0 0 0 20 6 1 6 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	7093249
ChEMBL	CHEMBL464176
ZINC

Physicochemical Properties

Molecular Weight:	308.27
ALogP:	1.9765
MLogP:	3.44
XLogP:	5.989
# Rotatable Bonds:	11
Polar Surface Area:	40.46
# H-Bond Aceptor:	2
# H-Bond Donor:	2
# Rings:	2
# Heavy Atoms:	22

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