NPASS Natural Product

Natural Product: NPC14203

Natural Product ID:	NPC14203
Common Name:	15-Acetoxyisocupressic Acid
IUPAC Name:	(1S,4aR,5S,8aR)-5-[(E)-5-acetyloxy-3-methylpent-3-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
Synonyms:	15-Acetoxyisocupressic Acid
Molecular Formula:	C22H34O4
Standard InCHIKey:	HSANNLXBHKRHSH-LMUCYUMOSA-N
Standard InCHI:	InChI=1S/C22H34O4/c1-15(11-14-26-17(3)23)7-9-18-16(2)8-10-19-21(18,4)12-6-13-22(19,5)20(24)25/h11,18-19H,2,6-10,12-14H2,1,3-5H3,(H,24,25)/b15-11+/t18-,19+,21+,22-/m0/s1
Canonical SMILES:	C/C(=CCOC(=O)C)/CC[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCC[C@]2(C)C(=O)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Show entries

Search:

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO10605	Tristania conferta	Species	Myrtaceae	Eukaryota	UNPD*
NPO10638	Plectranthus myrianthus	Species	Lamiaceae	Eukaryota	UNPD*
NPO10922	Pentaclethra macrophylla	Species	Fabaceae	Eukaryota	UNPD*
NPO11190	Veronica polita	Species	Plantaginaceae	Eukaryota	UNPD*
NPO11576	Glycosmis macrophylla	Species	Rutaceae	Eukaryota	UNPD*
NPO11843	Stephania zippeliana	Species	Menispermaceae	Eukaryota	UNPD*
NPO12091	Martensia denticulata	Species	Delesseriaceae	Eukaryota	UNPD*
NPO12205	Eucalyptus apodophylla	Species	Myrtaceae	Eukaryota	UNPD*
NPO12565	Hypericum polyanthemum	Species	Hypericaceae	Eukaryota	UNPD*
NPO1257	Distephanus angulifolius	Species	Asteraceae	Eukaryota	UNPD*

Showing 1 to 10 of 30 entries

Previous1 2 3Next

Biological Activity

Activity Type	# Activity
ED50	2

Activity Type	# Activity
Cell Line	1
Others	1

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		ED50	=	73.27	ug/ml	9677271
NPT453	Cell Line	HT-1080	Homo sapiens	ED50	=	70.1	ug/ml	9677271

Showing 1 to 2 of 2 entries

Previous1Next

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 NPC14203 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	104
0.1-0.2	594
0.2-0.3	2555
0.3-0.4	5993
0.4-0.5	10363
0.5-0.6	4307
0.6-0.7	4866
0.7-0.8	1925
0.8-0.85	157
0.85-0.9	18
0.9-0.95	6
0.95-1	1

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.7978	Intermediate Similarity	NPC285184
0.7978	Intermediate Similarity	NPC165904
0.7978	Intermediate Similarity	NPC141831
0.7978	Intermediate Similarity	NPC476187
0.7978	Intermediate Similarity	NPC470590

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 NPC14203 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	116
0.1-0.2	982
0.2-0.3	3278
0.3-0.4	2908
0.4-0.5	1184
0.5-0.6	368
0.6-0.7	259
0.7-0.8	64
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Show entries

Search:

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6374	Remote Similarity	NPD6930	Phase 2
0.6374	Remote Similarity	NPD6931	Approved
0.6381	Remote Similarity	NPD6008	Approved
0.6386	Remote Similarity	NPD7331	Phase 2
0.6386	Remote Similarity	NPD4224	Phase 2

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Structure

CID14203 OpenBabel06191715342D 26 27 0 0 1 0 0 0 0 0999 V2000 -3.4641 5.0000 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 0.0000 8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 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 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 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 -2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 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 -1.7321 2.0000 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 -0.5000 -0.8660 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 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 8.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 16 2 0 0 0 0 3 17 1 0 0 0 0 6 12 1 0 0 0 0 6 13 1 0 0 0 0 7 9 1 0 0 0 0 7 15 1 0 0 0 0 8 10 1 0 0 0 0 8 16 1 0 0 0 0 9 18 1 0 0 0 0 10 19 1 0 0 0 0 11 14 1 0 0 0 0 11 15 2 0 0 0 0 12 21 1 0 0 0 0 13 22 1 0 0 0 0 14 26 1 0 0 0 0 16 18 1 0 0 0 0 17 23 2 0 0 0 0 17 26 1 0 0 0 0 18 21 1 6 0 0 0 19 21 1 6 0 0 0 19 22 1 0 0 0 0 20 22 1 0 0 0 0 20 24 2 0 0 0 0 20 25 1 0 0 0 0 21 4 1 6 0 0 0 22 5 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	14287147
ChEMBL	CHEMBL457161
ZINC

Physicochemical Properties

Molecular Weight:	362.25
ALogP:	1.8721
MLogP:	3.44
XLogP:	5.546
# Rotatable Bonds:	12
Polar Surface Area:	63.6
# H-Bond Aceptor:	4
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	26

Download Data

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