NPASS Natural Product

Natural Product: NPC46549

Natural Product ID:	NPC46549
Common Name:	Garcinialiptone B
IUPAC Name:
Synonyms:
Molecular Formula:	C38H48O6
Standard InCHIKey:	AFHKVDYTQYGRHC-JVFVNDAQSA-N
Standard InCHI:	InChI=1S/C38H48O6/c1-21(2)11-13-26-19-37-20-27(24(7)8)30(17-23(5)6)44-34(37)31(32(41)25-12-14-28(39)29(40)18-25)33(42)38(35(37)43,36(26,9)10)16-15-22(3)4/h11-12,14-15,17-18,26-27,30,39-40H,7,13,16,19-20H2,1-6,8-10H3/t26-,27-,30-,37+,38+/m0/s1
Canonical SMILES:	CC(=CC[C@@]12C(=O)C(=C3[C@](C1=O)(C[C@H]([C@@H](O3)C=C(C)C)C(=C)C)C[C@@H](C2(C)C)CC=C(C)C)C(=O)c1ccc(c(c1)O)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	Isolation Part	Reference
NPO15264	Garcinia paucinervis	Species	Clusiaceae	Eukaryota		PMID[20594858]
NPO25472	Garcinia cowa	Species	Clusiaceae	Eukaryota	Twigs	PMID[20058933]
NPO32711	garcinia esculenta	Species	Clusiaceae	Eukaryota	Twigs	PMID[24960143]
NPO7006	Garcinia subelliptica	Species	Clusiaceae	Eukaryota		PMID[20232858]

Showing 1 to 4 of 4 entries

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Biological Activity

Activity Type	# Activity
IC50	9
Others	1

Activity Type	# Activity
Cell Line	9
Others	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	21300	nM	19265430
NPT139	Cell Line	HT-29	Homo sapiens	Activity	=	73.8	%	16562837
NPT2	Others	Unspecified		IC50	>	10000	nM	22119124
NPT65	Cell Line	HepG2	Homo sapiens	IC50	>	10000	nM	DrugMatrix in vitro pharmacology data
NPT81	Cell Line	A549	Homo sapiens	IC50	=	6.7	ug/ml	23360104
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	>	10000	nM	18183025
NPT83	Cell Line	MCF7	Homo sapiens	IC50	>	10000	nM	24387347
NPT90	Cell Line	DU-145	Homo sapiens	IC50	=	7.3	ug/ml	23360104
NPT91	Cell Line	KB	Homo sapiens	IC50	=	5.7	ug/ml	23360104
NPT91	Cell Line	KB	Homo sapiens	IC50	=	6.6	ug/ml	23360104

Showing 1 to 10 of 10 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 NPC46549 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	260
0.1-0.2	1089
0.2-0.3	1844
0.3-0.4	3793
0.4-0.5	7245
0.5-0.6	5557
0.6-0.7	5801
0.7-0.8	5146
0.8-0.85	105
0.85-0.9	7
0.9-0.95	36
0.95-1	6

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Similarity Score	Similarity Level	Natural Product ID
0.7919	Intermediate Similarity	NPC477139
0.7922	Intermediate Similarity	NPC235557
0.7922	Intermediate Similarity	NPC285550
0.7925	Intermediate Similarity	NPC227485
0.7925	Intermediate Similarity	NPC473201

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 NPC46549 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	279
0.1-0.2	884
0.2-0.3	1343
0.3-0.4	2480
0.4-0.5	2228
0.5-0.6	1300
0.6-0.7	552
0.7-0.8	94
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6649	Remote Similarity	NPD6534	Approved
0.6649	Remote Similarity	NPD6782	Approved
0.6649	Remote Similarity	NPD6778	Approved
0.6649	Remote Similarity	NPD6781	Approved
0.6649	Remote Similarity	NPD6780	Approved

Showing 1 to 5 of 200 entries

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Structure

NPC46549 OpenBabel07101718222D 44 47 0 0 1 0 0 0 0 0999 V2000 4.2359 -1.4673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0830 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1524 -3.5238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4529 -2.3380 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8585 5.1334 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3580 3.5143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8840 3.0924 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7316 4.3345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3581 -1.3363 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3363 -1.3363 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3887 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0379 1.7539 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5415 -0.4891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8851 1.2648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2265 -1.1690 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2758 -0.9386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2939 3.8914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1908 0.2866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6943 0.9782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3999 1.9802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2359 -0.4891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5022 -2.1076 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6409 4.1797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9492 3.3808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1908 1.2648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6943 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2321 2.7154 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.8851 0.2866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0379 -0.2025 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5116 2.9376 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4964 1.2648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3436 1.7539 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5528 0.5129 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1266 1.6896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8472 -0.4891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8472 1.4673 0.0000 C 0 0 1 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 -4.7323 -0.2025 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0379 -1.1807 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3436 2.7322 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4634 0.1555 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8472 1.4673 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0412 2.4248 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 21 1 0 0 0 0 3 22 1 0 0 0 0 4 22 1 0 0 0 0 5 23 1 0 0 0 0 6 23 1 0 0 0 0 7 24 2 0 0 0 0 8 24 1 0 0 0 0 9 36 1 0 0 0 0 10 36 1 0 0 0 0 11 13 1 0 0 0 0 11 21 2 0 0 0 0 12 14 2 0 0 0 0 12 25 1 0 0 0 0 14 28 1 0 0 0 0 15 16 1 0 0 0 0 15 22 2 0 0 0 0 17 23 2 0 0 0 0 18 25 2 0 0 0 0 18 29 1 0 0 0 0 19 26 1 0 0 0 0 20 27 1 0 0 0 0 20 37 1 0 0 0 0 25 32 1 0 0 0 0 26 13 1 6 0 0 0 26 36 1 0 0 0 0 27 24 1 6 0 0 0 27 30 1 0 0 0 0 28 29 2 0 0 0 0 28 39 1 0 0 0 0 29 40 1 0 0 0 0 30 17 1 1 0 0 0 30 44 1 0 0 0 0 31 32 1 0 0 0 0 31 33 1 0 0 0 0 31 34 2 0 0 0 0 32 41 2 0 0 0 0 33 38 1 0 0 0 0 33 42 2 0 0 0 0 34 37 1 0 0 0 0 34 44 1 0 0 0 0 35 37 1 0 0 0 0 35 38 1 0 0 0 0 35 43 2 0 0 0 0 36 38 1 0 0 0 0 37 19 1 6 0 0 0 38 16 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	46184557
ChEMBL	CHEMBL1077025
ZINC

Physicochemical Properties

Molecular Weight:	600.35
ALogP:	4.3198
MLogP:	4.98
XLogP:	8.212
# Rotatable Bonds:	19
Polar Surface Area:	100.9
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	44

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