NPASS Natural Product

Natural Product: NPC10364

Natural Product ID:	NPC10364
Common Name:	Ganoderic Acid A
IUPAC Name:	(2R,6R)-6-[(5R,7S,10S,13R,14R,15S,17R)-7,15-dihydroxy-4,4,10,13,14-pentamethyl-3,11-dioxo-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxoheptanoic acid
Synonyms:	Ganoderic Acid A
Molecular Formula:	C30H44O7
Standard InCHIKey:	DYOKDAQBNHPJFD-JNTBEZBXSA-N
Standard InCHI:	InChI=1S/C30H44O7/c1-15(10-17(31)11-16(2)26(36)37)18-12-23(35)30(7)25-19(32)13-21-27(3,4)22(34)8-9-28(21,5)24(25)20(33)14-29(18,30)6/h15-16,18-19,21,23,32,35H,8-14H2,1-7H3,(H,36,37)/t15-,16-,18-,19+,21+,23+,28+,29-,30+/m1/s1
Canonical SMILES:	O=C(C[C@H](C(=O)O)C)C[C@H]([C@H]1C[C@@H]([C@@]2([C@]1(C)CC(=O)C1=C2[C@@H](O)C[C@@H]2[C@]1(C)CCC(=O)C2(C)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	Isolation Part	Collection Location	Collection Time	Reference
NPO16609	Ganoderma sinense	Species	Ganodermataceae	Eukaryota				TM-MC*
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	fruiting bodies	Nagano, Japan	2008-MAY	PMID[20039640]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	Fruiting bodies			PMID[20702092]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	fruiting body			PMID[22047696]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota				TCM_Taiwan*
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota				TM-MC*

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Biological Activity

Activity Type	# Activity
IC50	7
Kd	1
Others	5

Activity Type	# Activity
Cell Line	8
Individual Protein	4
Others	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1137	Individual Protein	11-beta-hydroxysteroid dehydrogenase 1	Homo sapiens	Inhibition	=	46	%	20100662
NPT1138	Individual Protein	11-beta-hydroxysteroid dehydrogenase 2	Homo sapiens	Inhibition	=	76	%	20100662
NPT165	Cell Line	HeLa	Homo sapiens	IC50	>	300000	nM	23092389
NPT168	Cell Line	P388	Mus musculus	IC50	=	7250	nM	23092389
NPT181	Cell Line	Bel-7402	Homo sapiens	IC50	=	7250	nM	23092389
NPT2	Others	Unspecified		IC50	=	527600	nM	24070782
NPT41	Individual Protein	Aldose reductase	Homo sapiens	IC50	>	193500	nM	22047696
NPT515	Cell Line	SGC-7901	Homo sapiens	IC50	=	7250	nM	23092389
NPT516	Individual Protein	TNF-alpha	Homo sapiens	Kd	=	8.53	nM	24974349
NPT520	Cell Line	3T3-L1	Mus musculus	Inhibition	=	22	%	20039640

Showing 1 to 10 of 13 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 NPC10364 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	146
0.1-0.2	905
0.2-0.3	3445
0.3-0.4	7634
0.4-0.5	8027
0.5-0.6	4518
0.6-0.7	4360
0.7-0.8	1621
0.8-0.85	156
0.85-0.9	49
0.9-0.95	21
0.95-1	7

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Similarity Score	Similarity Level	Natural Product ID
0.8081	Intermediate Similarity	NPC200702
0.8081	Intermediate Similarity	NPC476174
0.8085	Intermediate Similarity	NPC474083
0.8085	Intermediate Similarity	NPC197823
0.8095	Intermediate Similarity	NPC329417

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 NPC10364 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	152
0.1-0.2	1584
0.2-0.3	3835
0.3-0.4	2373
0.4-0.5	701
0.5-0.6	189
0.6-0.7	164
0.7-0.8	154
0.8-0.85	9
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
0.6804	Remote Similarity	NPD6114	Approved
0.6804	Remote Similarity	NPD4271	Approved
0.6804	Remote Similarity	NPD6697	Approved
0.6804	Remote Similarity	NPD6118	Approved
0.6804	Remote Similarity	NPD6115	Approved

Showing 1 to 5 of 200 entries

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Structure

CID10364 OpenBabel06191715332D 37 40 0 0 1 0 0 0 0 0999 V2000 1.8204 -2.4371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2832 -4.9691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3803 2.9616 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2557 2.4560 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5349 -0.5240 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0006 -1.9862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 1.0111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2240 0.4866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3795 -0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3586 -3.2817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8209 -4.1254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6891 -0.9746 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6906 1.9509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8446 -1.4632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8457 -2.4374 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3085 -4.9693 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8462 -4.1256 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8454 -1.4627 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8454 1.4633 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6897 -0.9756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5355 1.4628 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2243 1.4623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6888 0.0005 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6900 -0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8452 0.4876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8214 -5.8136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3800 1.9504 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5352 0.4871 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0003 -0.9751 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 0.3591 -4.9699 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0205 1.9636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5556 -1.4758 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0905 1.9620 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3957 0.7078 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3090 -6.6576 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8467 -5.8139 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3 27 1 0 0 0 0 4 27 1 0 0 0 0 6 29 1 0 0 0 0 8 9 1 0 0 0 0 8 22 1 0 0 0 0 9 28 1 0 0 0 0 10 15 1 0 0 0 0 10 17 1 0 0 0 0 11 16 1 0 0 0 0 11 17 1 0 0 0 0 12 18 1 0 0 0 0 12 23 1 0 0 0 0 13 19 1 0 0 0 0 13 21 1 0 0 0 0 14 20 1 0 0 0 0 14 29 1 0 0 0 0 15 1 1 6 0 0 0 15 18 1 0 0 0 0 16 2 1 1 0 0 0 16 26 1 0 0 0 0 17 31 2 0 0 0 0 18 29 1 6 0 0 0 19 25 1 0 0 0 0 19 32 1 6 0 0 0 20 24 1 0 0 0 0 20 33 2 0 0 0 0 21 27 1 0 0 0 0 21 28 1 6 0 0 0 22 27 1 0 0 0 0 22 34 2 0 0 0 0 23 30 1 1 0 0 0 23 35 1 0 0 0 0 24 25 2 0 0 0 0 24 28 1 0 0 0 0 25 30 1 0 0 0 0 26 36 2 0 0 0 0 26 37 1 0 0 0 0 28 5 1 6 0 0 0 29 30 1 6 0 0 0 30 7 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	471002
ChEMBL	CHEMBL602899
ZINC

Physicochemical Properties

Molecular Weight:	516.31
ALogP:	0.7306
MLogP:	3.99
XLogP:	1.055
# Rotatable Bonds:	16
Polar Surface Area:	128.97
# H-Bond Aceptor:	7
# H-Bond Donor:	3
# Rings:	4
# Heavy Atoms:	37

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