NPASS Natural Product

Natural Product: NPC260665

Natural Product ID:	NPC260665
Common Name:	(25R)-12Beta,16Beta,22Beta,26-(Beta-D-Glucopyranosyl)-Tetrahydroxycholest-4-En-3-One
IUPAC Name:	(8R,9S,10R,12R,13S,14S,16S,17R)-12,16-dihydroxy-17-[(2S,3S,6R)-3-hydroxy-6-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
Synonyms:
Molecular Formula:	C33H54O10
Standard InCHIKey:	KBOYYAOBNDMUQQ-GILNANDQSA-N
Standard InCHI:	InChI=1S/C33H54O10/c1-16(15-42-31-30(41)29(40)28(39)25(14-34)43-31)5-8-23(36)17(2)27-24(37)12-22-20-7-6-18-11-19(35)9-10-32(18,3)21(20)13-26(38)33(22,27)4/h11,16-17,20-31,34,36-41H,5-10,12-15H2,1-4H3/t16-,17-,20-,21+,22+,23+,24+,25-,26-,27+,28-,29+,30-,31-,32+,33-/m1/s1
Canonical SMILES:	OC[C@H]1O[C@@H](OC[C@@H](CC[C@@H]([C@H]([C@H]2[C@@H](O)C[C@@H]3[C@]2(C)[C@H](O)C[C@H]2[C@H]3CCC3=CC(=O)CC[C@]23C)C)O)C)[C@@H]([C@H]([C@@H]1O)O)O
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
NPO10886	Spiranthera odoratissima	NA	NA	NA		UNPD*
NPO19090	Polygonatum officinale	Species	Asparagaceae	Eukaryota		UNPD*
NPO19644	Dalea scandens	Species	Fabaceae	Eukaryota		UNPD*
NPO20423	Euryops imbricatus	Species	Asteraceae	Eukaryota		UNPD*
NPO20836	Gentiana manshurica	Species	Gentianaceae	Eukaryota		UNPD*
NPO21093	Sinularia gonatodes	Species	Alcyoniidae	Eukaryota		UNPD*
NPO21760	Bungarus multicinctus	Species	Elapidae	Eukaryota		UNPD*
NPO22127	Hosta longipes	Species	Asparagaceae	Eukaryota	Leaves	PMID[23411079]
NPO22474	Gnaphalium declinatum	Species	Asteraceae	Eukaryota		UNPD*
NPO22926	Centaurea moschata	Species	Asteraceae	Eukaryota		UNPD*

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Biological Activity

Activity Type	# Activity
IC50	1
Others	1

Activity Type	# Activity
Cell Line	2

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT34	Cell Line	BV-2	Mus musculus	Activity	=	94.8	%	23411079
NPT34	Cell Line	BV-2	Mus musculus	IC50	=	46300	nM	23411079

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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 NPC260665 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	170
0.1-0.2	934
0.2-0.3	2998
0.3-0.4	5372
0.4-0.5	9336
0.5-0.6	4962
0.6-0.7	3648
0.7-0.8	2490
0.8-0.85	750
0.85-0.9	203
0.9-0.95	26
0.95-1	0

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Similarity Score	Similarity Level	Natural Product ID
0.8532	High Similarity	NPC473538
0.8534	High Similarity	NPC133506
0.8545	High Similarity	NPC473844
0.8545	High Similarity	NPC240125
0.8545	High Similarity	NPC127853

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 NPC260665 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	181
0.1-0.2	1430
0.2-0.3	3807
0.3-0.4	2447
0.4-0.5	727
0.5-0.6	259
0.6-0.7	148
0.7-0.8	130
0.8-0.85	30
0.85-0.9	1
0.9-0.95	1
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6726	Remote Similarity	NPD6050	Approved
0.6727	Remote Similarity	NPD5690	Phase 2
0.6727	Remote Similarity	NPD4694	Approved
0.6727	Remote Similarity	NPD6098	Approved
0.6727	Remote Similarity	NPD5280	Approved

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Structure

CID260665 OpenBabel06191716062D 43 47 0 0 1 0 0 0 0 0999 V2000 -1.0574 3.0906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3244 2.7341 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7985 1.7254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2464 3.2005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6335 2.9124 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5320 3.7080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6811 4.1996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7364 3.8886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5306 0.7610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6800 1.2521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3823 2.2343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1290 5.6734 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9790 2.2351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2632 -1.1381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3663 1.5371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2634 2.5133 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4273 3.7104 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.5317 2.7254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3817 1.2521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8299 3.7086 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.8297 2.7259 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.9791 4.2002 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6333 4.2876 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2784 5.1826 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.3031 -0.9337 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1282 2.7267 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.2775 4.2010 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3540 -1.6630 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.3141 -1.4586 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6172 -0.5250 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9601 0.2044 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.6806 2.2343 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1284 3.7094 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9203 -0.4087 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2475 0.7517 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7361 5.2639 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4126 5.6830 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2620 2.2269 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0509 -2.5967 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9712 -2.1880 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5774 -0.3206 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2632 1.1381 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5 8 1 0 0 0 0 5 16 1 0 0 0 0 6 7 1 0 0 0 0 6 18 1 0 0 0 0 8 23 1 0 0 0 0 9 10 1 0 0 0 0 9 19 1 0 0 0 0 10 32 1 0 0 0 0 11 18 2 0 0 0 0 11 19 1 0 0 0 0 12 22 1 0 0 0 0 12 24 1 0 0 0 0 13 21 1 0 0 0 0 13 26 1 0 0 0 0 14 34 1 0 0 0 0 15 16 1 0 0 0 0 15 42 1 0 0 0 0 16 1 1 6 0 0 0 17 2 1 6 0 0 0 17 23 1 0 0 0 0 17 27 1 0 0 0 0 18 32 1 0 0 0 0 19 35 2 0 0 0 0 20 7 1 6 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 21 32 1 1 0 0 0 22 33 1 1 0 0 0 23 36 1 6 0 0 0 24 27 1 0 0 0 0 24 37 1 1 0 0 0 25 14 1 6 0 0 0 25 28 1 0 0 0 0 25 43 1 0 0 0 0 26 33 1 1 0 0 0 26 38 1 0 0 0 0 27 33 1 1 0 0 0 28 29 1 0 0 0 0 28 39 1 1 0 0 0 29 30 1 0 0 0 0 29 40 1 6 0 0 0 30 31 1 0 0 0 0 30 41 1 1 0 0 0 31 42 1 6 0 0 0 31 43 1 0 0 0 0 32 3 1 1 0 0 0 33 4 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	71568834
ChEMBL	CHEMBL2337721
ZINC

Physicochemical Properties

Molecular Weight:	610.37
ALogP:	-2.5298
MLogP:	3.99
XLogP:	1.594
# Rotatable Bonds:	20
Polar Surface Area:	177.14
# H-Bond Aceptor:	10
# H-Bond Donor:	7
# Rings:	5
# Heavy Atoms:	43

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