NPASS Natural Product

Natural Product: NPC118225

Natural Product ID:	NPC118225
Common Name:	Sinularoside B
IUPAC Name:	[(2S,3S,4S,5S,6R)-6-[[(2S,4aS,6S)-6-[(1S,2R,3R)-2-(2-hydroxyethyl)-2-methyl-3-[(2R)-6-methyl-5-methylideneheptan-2-yl]cyclopentyl]-4a-methyl-5-oxo-1,2,3,4,6,7-hexahydronaphthalen-2-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl] acetate
Synonyms:	Sinularoside B
Molecular Formula:	C36H58O8
Standard InCHIKey:	CIHGETLJKNFXQD-NUAFNPKYSA-N
Standard InCHI:	InChI=1S/C36H58O8/c1-20(2)21(3)9-10-22(4)28-13-14-29(36(28,8)17-18-37)27-12-11-25-19-26(15-16-35(25,7)33(27)41)44-34-31(40)30(39)32(23(5)42-34)43-24(6)38/h11,20,22-23,26-32,34,37,39-40H,3,9-10,12-19H2,1-2,4-8H3/t22-,23+,26+,27+,28-,29+,30+,31+,32-,34+,35+,36-/m1/s1
Canonical SMILES:	OCC[C@]1(C)[C@H](CC[C@H]1[C@@H]1CC=C2[C@](C1=O)(C)CC[C@@H](C2)O[C@@H]1O[C@@H](C)[C@H]([C@H]([C@@H]1O)O)OC(=O)C)[C@@H](CCC(=C)C(C)C)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Show entries

Search:

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO33472	sinularia humilis	Species	Alcyoniidae	Eukaryota		South China Sea		PMID[22946634]

Showing 1 to 1 of 1 entries

Previous1Next

Biological Activity

Activity Type	# Activity
Others	5

Activity Type	# Activity
Organism	5

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1230	Organism	Bacillus megaterium	Bacillus megaterium	IZ	=	30	mm	25240094
NPT1231	Organism	Microbotryum violaceum	Microbotryum violaceum	IZ	=	17	mm	DrugMatrix in vitro pharmacology data
NPT1234	Organism	Chlorella fusca	Chlorella fusca	IZ	=	14	mm	25244572
NPT19	Organism	Escherichia coli	Escherichia coli	IZ	=	0	mm	15974609
NPT827	Organism	Mycosphaerella graminicola	Mycosphaerella graminicola	IZ	=	15	mm	15974609

Showing 1 to 5 of 5 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 NPC118225 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	156
0.1-0.2	849
0.2-0.3	2858
0.3-0.4	5415
0.4-0.5	9468
0.5-0.6	4642
0.6-0.7	4349
0.7-0.8	2514
0.8-0.85	537
0.85-0.9	85
0.9-0.95	15
0.95-1	1

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.8348	Intermediate Similarity	NPC476545
0.8348	Intermediate Similarity	NPC42675
0.8348	Intermediate Similarity	NPC476543
0.8349	Intermediate Similarity	NPC473844
0.8349	Intermediate Similarity	NPC127853

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 NPC118225 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	161
0.1-0.2	1359
0.2-0.3	3736
0.3-0.4	2475
0.4-0.5	838
0.5-0.6	251
0.6-0.7	244
0.7-0.8	90
0.8-0.85	6
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
0.6567	Remote Similarity	NPD8450	Suspended
0.6569	Remote Similarity	NPD7339	Approved
0.6569	Remote Similarity	NPD6942	Approved
0.6583	Remote Similarity	NPD5128	Approved
0.6589	Remote Similarity	NPD8342	Approved

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Structure

NPC118225 OpenBabel07101719252D 44 47 0 0 1 0 0 0 0 0999 V2000 -9.7663 -8.4611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1840 -9.1656 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9528 -6.6341 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5461 -5.7205 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 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8577 -5.4456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3705 -7.3385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9638 -6.4250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 -3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9757 -3.0933 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 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1886 -4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8795 -5.6535 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 -8.7718 -8.3566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3651 -7.4431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5516 -5.6160 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 1 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 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.1449 -4.7024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 1 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 0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1962 -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 1 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.1667 -4.4945 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.5487 -6.3966 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 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 1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 21 2 0 0 0 0 6 24 1 0 0 0 0 9 10 1 0 0 0 0 9 21 1 0 0 0 0 10 22 1 0 0 0 0 11 12 1 0 0 0 0 11 25 2 0 0 0 0 13 14 1 0 0 0 0 13 28 1 0 0 0 0 14 29 1 0 0 0 0 15 16 1 0 0 0 0 15 26 1 0 0 0 0 16 35 1 0 0 0 0 17 18 1 0 0 0 0 17 36 1 0 0 0 0 18 37 1 0 0 0 0 19 25 1 0 0 0 0 19 26 1 0 0 0 0 20 21 1 0 0 0 0 22 4 1 1 0 0 0 22 28 1 0 0 0 0 23 5 1 1 0 0 0 23 32 1 0 0 0 0 23 42 1 0 0 0 0 24 38 2 0 0 0 0 24 43 1 0 0 0 0 25 35 1 0 0 0 0 26 44 1 6 0 0 0 27 12 1 1 0 0 0 27 29 1 0 0 0 0 27 33 1 0 0 0 0 28 36 1 1 0 0 0 29 36 1 1 0 0 0 30 31 1 0 0 0 0 30 32 1 0 0 0 0 30 39 1 1 0 0 0 31 34 1 0 0 0 0 31 40 1 6 0 0 0 32 43 1 1 0 0 0 33 35 1 0 0 0 0 33 41 2 0 0 0 0 34 42 1 0 0 0 0 34 44 1 6 0 0 0 35 7 1 6 0 0 0 36 8 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	71451099
ChEMBL	CHEMBL2147466
ZINC

Physicochemical Properties

Molecular Weight:	618.41
ALogP:	0.7145
MLogP:	4.54
XLogP:	6.557
# Rotatable Bonds:	22
Polar Surface Area:	122.52
# H-Bond Aceptor:	8
# H-Bond Donor:	3
# Rings:	4
# Heavy Atoms:	44

Download Data

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