NPASS Natural Product

Natural Product: NPC305759

Natural Product ID:	NPC305759
Common Name:	(6E,10E,14E,16E,18E,22E,26E)-2,6,10,14,19,23,27,31-Octamethyldotriaconta-2,6,10,14,16,18,22,26,30-Nonaene
IUPAC Name:	(6E,10E,14E,16E,18E,22E,26E)-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,10,14,16,18,22,26,30-nonaene
Synonyms:
Molecular Formula:	C40H64
Standard InCHIKey:	YVLPJIGOMTXXLP-KEKOKYSKSA-N
Standard InCHI:	InChI=1S/C40H64/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,19-22,27-30H,13-18,23-26,31-32H2,1-10H3/b12-11+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+
Canonical SMILES:	C/C(=CC=CC=C(CC/C=C(/CC/C=C(/CCC=C(C)C)C)C)/C)/CC/C=C(/CC/C=C(/CCC=C(C)C)C)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Reference
NPO17962	Tagetes erecta	Species	Asteraceae	Eukaryota		TCM_Taiwan*
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	blood	PMID[15705230]
NPO25443	Citrus reticulata	Species	Rutaceae	Eukaryota		TCM_Taiwan*
NPO27261	Carica papaya	Species	Caricaceae	Eukaryota		TCM_Taiwan*
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota		TCM_Taiwan*
NPO29560	Carthami flos	NA	NA	NA		TCMSP*
NPO6232	Streptomyces griseus	Species	Streptomycetaceae	Bacteria		StreptomeDB*
NPO7317	Citrus aurantium	Species	Rutaceae	Eukaryota		TM-MC*
NPO5270	Citrus natsudaidai	Species	Rutaceae	Eukaryota		TM-MC*
NPO19787	Citrus sinensis	Species	Rutaceae	Eukaryota		TM-MC*
NPO21771	Citrus trifoliata	Species	Rutaceae	Eukaryota		TM-MC*

Biological Activity

Activity Type	# Activity
GI50	60

Activity Type	# Activity
Cell Line	60

Target ID	Target Type	Target Name	Target Organism	Activity Type	Value	Unit	Reference
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	68548.82	nM	PubChem BioAssay data set
NPT368	Cell Line	SN12C	Homo sapiens	GI50	39445.73	nM	PubChem BioAssay data set
NPT369	Cell Line	ACHN	Homo sapiens	GI50	31477.48	nM	PubChem BioAssay data set
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	68233.87	nM	PubChem BioAssay data set
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	45498.81	nM	PubChem BioAssay data set
NPT371	Cell Line	UO-31	Homo sapiens	GI50	25292.98	nM	PubChem BioAssay data set
NPT116	Cell Line	HL-60	Homo sapiens	GI50	3019.95	nM	PubChem BioAssay data set
NPT90	Cell Line	DU-145	Homo sapiens	GI50	56885.29	nM	PubChem BioAssay data set
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	44055.49	nM	PubChem BioAssay data set
NPT374	Cell Line	SF-539	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	77090.35	nM	PubChem BioAssay data set
NPT111	Cell Line	K562	Homo sapiens	GI50	17218.69	nM	PubChem BioAssay data set
NPT376	Cell Line	A498	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	19724.23	nM	PubChem BioAssay data set
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	50699.07	nM	PubChem BioAssay data set
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	72610.6	nM	PubChem BioAssay data set
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	62950.62	nM	PubChem BioAssay data set
NPT380	Cell Line	U-251	Homo sapiens	GI50	63679.55	nM	PubChem BioAssay data set
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	70469.31	nM	PubChem BioAssay data set
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT385	Cell Line	SR	Homo sapiens	GI50	25941.79	nM	PubChem BioAssay data set
NPT384	Cell Line	TK-10	Homo sapiens	GI50	58748.94	nM	PubChem BioAssay data set
NPT323	Cell Line	SW-620	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT386	Cell Line	KM12	Homo sapiens	GI50	31841.98	nM	PubChem BioAssay data set
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	14791.08	nM	PubChem BioAssay data set
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT387	Cell Line	M14	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	38370.72	nM	PubChem BioAssay data set
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	57411.65	nM	PubChem BioAssay data set
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	21232.44	nM	PubChem BioAssay data set
NPT457	Cell Line	BT-549	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT81	Cell Line	A549	Homo sapiens	GI50	59979.11	nM	PubChem BioAssay data set
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	71614.34	nM	PubChem BioAssay data set
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	92469.82	nM	PubChem BioAssay data set
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT394	Cell Line	EKVX	Homo sapiens	GI50	32284.94	nM	PubChem BioAssay data set
NPT395	Cell Line	SF-268	Homo sapiens	GI50	58748.94	nM	PubChem BioAssay data set
NPT83	Cell Line	MCF7	Homo sapiens	GI50	44157.04	nM	PubChem BioAssay data set
NPT306	Cell Line	PC-3	Homo sapiens	GI50	81470.43	nM	PubChem BioAssay data set
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	34753.62	nM	PubChem BioAssay data set
NPT396	Cell Line	T47D	Homo sapiens	GI50	72110.75	nM	PubChem BioAssay data set
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	16826.74	nM	PubChem BioAssay data set
NPT399	Cell Line	SF-295	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	76559.66	nM	PubChem BioAssay data set
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	17538.81	nM	PubChem BioAssay data set
NPT401	Cell Line	786-0	Homo sapiens	GI50	22233.1	nM	PubChem BioAssay data set
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	82603.79	nM	PubChem BioAssay data set
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	24603.68	nM	PubChem BioAssay data set
NPT139	Cell Line	HT-29	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set

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 NPC305759 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	226
0.1-0.2	11302
0.2-0.3	14047
0.3-0.4	4162
0.4-0.5	845
0.5-0.6	245
0.6-0.7	37
0.7-0.8	13
0.8-0.85	6
0.85-0.9	3
0.9-0.95	1
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC173592
1.0	High Similarity	NPC99088
0.9032	High Similarity	NPC60288
0.871	High Similarity	NPC138113
0.871	High Similarity	NPC115959
0.871	High Similarity	NPC123965
0.8387	Intermediate Similarity	NPC288991
0.8387	Intermediate Similarity	NPC64176
0.8387	Intermediate Similarity	NPC138325
0.8387	Intermediate Similarity	NPC262789
0.8182	Intermediate Similarity	NPC471327
0.8125	Intermediate Similarity	NPC34671
0.7838	Intermediate Similarity	NPC266298
0.7778	Intermediate Similarity	NPC282119
0.7647	Intermediate Similarity	NPC151719
0.7647	Intermediate Similarity	NPC66577
0.7647	Intermediate Similarity	NPC206088
0.7368	Intermediate Similarity	NPC45727
0.7368	Intermediate Similarity	NPC48638
0.7297	Intermediate Similarity	NPC92224
0.7143	Intermediate Similarity	NPC3649
0.7143	Intermediate Similarity	NPC100879
0.7143	Intermediate Similarity	NPC138935
0.7027	Intermediate Similarity	NPC182392
0.7	Intermediate Similarity	NPC183670
0.6944	Remote Similarity	NPC213749
0.6923	Remote Similarity	NPC239039
0.6889	Remote Similarity	NPC17810
0.6829	Remote Similarity	NPC144023
0.6829	Remote Similarity	NPC120926
0.6829	Remote Similarity	NPC218918
0.6765	Remote Similarity	NPC179103
0.6765	Remote Similarity	NPC76765
0.6667	Remote Similarity	NPC196831
0.6667	Remote Similarity	NPC177470
0.6667	Remote Similarity	NPC213538
0.6667	Remote Similarity	NPC256766
0.65	Remote Similarity	NPC180840
0.6486	Remote Similarity	NPC13217
0.6452	Remote Similarity	NPC96619
0.6429	Remote Similarity	NPC269823
0.6364	Remote Similarity	NPC88325
0.6316	Remote Similarity	NPC62779
0.625	Remote Similarity	NPC185839
0.625	Remote Similarity	NPC190810
0.625	Remote Similarity	NPC34764
0.625	Remote Similarity	NPC76145
0.625	Remote Similarity	NPC201753
0.6176	Remote Similarity	NPC287191
0.6176	Remote Similarity	NPC31891
0.6176	Remote Similarity	NPC266539
0.6176	Remote Similarity	NPC266144
0.6136	Remote Similarity	NPC116934
0.6129	Remote Similarity	NPC178306
0.6122	Remote Similarity	NPC208638
0.6098	Remote Similarity	NPC297643
0.6098	Remote Similarity	NPC139717
0.6098	Remote Similarity	NPC229262
0.6087	Remote Similarity	NPC323445
0.6047	Remote Similarity	NPC469969
0.6	Remote Similarity	NPC38497
0.6	Remote Similarity	NPC10183
0.5957	Remote Similarity	NPC124851
0.5952	Remote Similarity	NPC29091
0.5952	Remote Similarity	NPC182840
0.5952	Remote Similarity	NPC255042
0.5952	Remote Similarity	NPC103213
0.5909	Remote Similarity	NPC209279
0.5909	Remote Similarity	NPC194586
0.5909	Remote Similarity	NPC88079
0.5909	Remote Similarity	NPC108494
0.5909	Remote Similarity	NPC51758
0.5909	Remote Similarity	NPC180871
0.5909	Remote Similarity	NPC68889
0.5909	Remote Similarity	NPC67761
0.5909	Remote Similarity	NPC208936
0.5909	Remote Similarity	NPC206906
0.5882	Remote Similarity	NPC38513
0.587	Remote Similarity	NPC160628
0.587	Remote Similarity	NPC276825
0.587	Remote Similarity	NPC49088
0.587	Remote Similarity	NPC140501
0.5814	Remote Similarity	NPC323278
0.5814	Remote Similarity	NPC12319
0.5814	Remote Similarity	NPC18205
0.5814	Remote Similarity	NPC56917
0.5806	Remote Similarity	NPC225855
0.5778	Remote Similarity	NPC216921
0.5769	Remote Similarity	NPC470893
0.5745	Remote Similarity	NPC308331
0.5745	Remote Similarity	NPC159420
0.5745	Remote Similarity	NPC180575
0.5714	Remote Similarity	NPC92863
0.5714	Remote Similarity	NPC40434
0.5714	Remote Similarity	NPC34873
0.5714	Remote Similarity	NPC474460
0.5714	Remote Similarity	NPC155880
0.5686	Remote Similarity	NPC476679
0.5682	Remote Similarity	NPC188596
0.5652	Remote Similarity	NPC477686
0.5652	Remote Similarity	NPC473533
0.5625	Remote Similarity	NPC318549

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC305759 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	247
0.1-0.2	5398
0.2-0.3	2979
0.3-0.4	461
0.4-0.5	52
0.5-0.6	19
0.6-0.7	5
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6889	Remote Similarity	NPD8262	Approved
0.675	Remote Similarity	NPD5783	Phase 3
0.625	Remote Similarity	NPD319	Phase 1
0.617	Remote Similarity	NPD4220	Pre-registration
0.6061	Remote Similarity	NPD8834	Discontinued
0.587	Remote Similarity	NPD4265	Approved
0.5814	Remote Similarity	NPD1153	Clinical (unspecified phase)

Structure

CID305759 OpenBabel06191716112D 40 39 0 0 0 0 0 0 0 0999 V2000 15.5885 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.4545 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 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 11.2583 4.5000 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 8.6603 3.0000 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 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8564 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 1.0000 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 11.2583 2.5000 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 14.7224 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 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 12.1244 3.0000 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 9.5263 1.5000 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 10.3923 3.0000 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 15.5885 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 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 12.1244 4.0000 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 9.5263 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 33 1 0 0 0 0 2 33 1 0 0 0 0 3 34 1 0 0 0 0 4 34 1 0 0 0 0 5 35 1 0 0 0 0 6 36 1 0 0 0 0 7 37 1 0 0 0 0 8 38 1 0 0 0 0 9 39 1 0 0 0 0 10 40 1 0 0 0 0 11 12 2 0 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 13 19 1 0 0 0 0 13 23 1 0 0 0 0 14 20 1 0 0 0 0 14 24 1 0 0 0 0 15 25 1 0 0 0 0 15 29 1 0 0 0 0 16 26 1 0 0 0 0 16 30 1 0 0 0 0 17 27 1 0 0 0 0 17 31 1 0 0 0 0 18 28 1 0 0 0 0 18 32 1 0 0 0 0 19 33 2 0 0 0 0 20 34 2 0 0 0 0 21 35 2 0 0 0 0 22 36 2 0 0 0 0 23 37 1 0 0 0 0 24 38 1 0 0 0 0 25 35 1 0 0 0 0 26 36 1 0 0 0 0 27 37 2 0 0 0 0 28 38 2 0 0 0 0 29 39 2 0 0 0 0 30 40 2 0 0 0 0 31 39 1 0 0 0 0 32 40 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	5280784
ChEMBL	CHEMBL1988265
ZINC

Physicochemical Properties

Molecular Weight:	544.50
ALogP:	10.9734
MLogP:	5.86
XLogP:	14.754
# Rotatable Bonds:	30
Polar Surface Area:	0
# H-Bond Aceptor:	0
# H-Bond Donor:	0
# Rings:	0
# Heavy Atoms:	40

Download Data

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