NPASS Natural Product

Natural Product: NPC10823

Natural Product ID:	NPC10823
Common Name:	Strophathojavoside
IUPAC Name:	(3S,5S,8R,9S,10S,13R,14S,17R)-3-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-3-methoxy-6-methyloxan-2-yl]oxy-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
Synonyms:	strophalloside; strophathojavoside
Molecular Formula:	C30H44O10
Standard InCHIKey:	ZEAWEMXGXZEQGD-FJRLSXEUSA-N
Standard InCHI:	InChI=1S/C30H44O10/c1-16-23(33)24(34)25(37-3)26(39-16)40-18-4-9-28(15-31)20-5-8-27(2)19(17-12-22(32)38-14-17)7-11-30(27,36)21(20)6-10-29(28,35)13-18/h12,15-16,18-21,23-26,33-36H,4-11,13-14H2,1-3H3/t16-,18+,19-,20+,21-,23-,24-,25-,26-,27-,28+,29+,30+/m1/s1
Canonical SMILES:	CO[C@H]1[C@@H](O[C@H]2CC[C@]3([C@](C2)(O)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C=O)O[C@@H]([C@H]([C@H]1O)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
NPO8369	Antiaris toxicaria	Species	Moraceae	Eukaryota	latex	Xishuangbanna Tropical Botanical Garden, Chinese Academy of Sciences, Yunnan Province, China	2011-MAR	PMID[24033101]
NPO8369	Antiaris toxicaria	Species	Moraceae	Eukaryota				PMID[20553004]
NPO8369	Antiaris toxicaria	Species	Moraceae	Eukaryota	trunk bark	Yunnan, China		PMID[24582402]

Showing 1 to 3 of 3 entries

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Biological Activity

Activity Type	# Activity
ED50	20
Others	13

Activity Type	# Activity
Cell Line	14
Others	19

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT147	Cell Line	SK-MEL-2	Homo sapiens	ED50	=	0.063	ug/ml	21292492
NPT147	Cell Line	SK-MEL-2	Homo sapiens	ED50	=	0.064	ug/ml	26331426
NPT2	Others	Unspecified		Activity	=	0.5	nM	23972215
NPT2	Others	Unspecified		Inhibition	=	65	%	16933872
NPT2	Others	Unspecified		ED50	=	0.051	ug/ml	9651160
NPT2	Others	Unspecified		ED50	=	0.043	ug/ml	21420302
NPT2	Others	Unspecified		Activity	=	200	%	10.6019/CHEMBL1201861
NPT2	Others	Unspecified		Activity	=	567	%	16933872
NPT2	Others	Unspecified		ED50	=	0.05	ug/ml	26287401
NPT2	Others	Unspecified		Activity	=	0.5	nM	22694318

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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 NPC10823 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	188
0.1-0.2	1078
0.2-0.3	2981
0.3-0.4	4864
0.4-0.5	8188
0.5-0.6	6407
0.6-0.7	4362
0.7-0.8	2368
0.8-0.85	287
0.85-0.9	78
0.9-0.95	42
0.95-1	46

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Similarity Score	Similarity Level	Natural Product ID
0.8308	Intermediate Similarity	NPC477195
0.8308	Intermediate Similarity	NPC231240
0.8319	Intermediate Similarity	NPC471250
0.832	Intermediate Similarity	NPC170084
0.832	Intermediate Similarity	NPC202051

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 NPC10823 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	197
0.1-0.2	1529
0.2-0.3	3694
0.3-0.4	2382
0.4-0.5	742
0.5-0.6	350
0.6-0.7	182
0.7-0.8	65
0.8-0.85	7
0.85-0.9	11
0.9-0.95	0
0.95-1	2

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6328	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6333	Remote Similarity	NPD3666	Approved
0.6333	Remote Similarity	NPD3665	Phase 1
0.6333	Remote Similarity	NPD3133	Approved
0.6338	Remote Similarity	NPD8341	Approved

Showing 1 to 5 of 200 entries

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Structure

NPC10823 OpenBabel07101718292D 40 45 0 0 1 0 0 0 0 0999 V2000 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1913 -3.4135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -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 -4.1369 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -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 -3.5491 -1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8092 -4.0691 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 -3.2704 -4.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.8581 -3.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.5491 -2.8090 0.0000 C 0 0 2 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 -1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.8092 -5.0691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 2 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 3.4641 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 2 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 -2.5981 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6182 -5.6569 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 4.3301 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1913 -0.5865 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8581 -5.3781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 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 2 27 1 0 0 0 0 3 37 1 0 0 0 0 4 9 1 0 0 0 0 4 18 1 0 0 0 0 5 8 1 0 0 0 0 5 20 1 0 0 0 0 6 10 1 0 0 0 0 6 21 1 0 0 0 0 7 11 1 0 0 0 0 7 19 1 0 0 0 0 8 27 1 0 0 0 0 9 28 1 0 0 0 0 10 29 1 0 0 0 0 11 30 1 0 0 0 0 12 17 2 0 0 0 0 12 22 1 0 0 0 0 13 18 1 0 0 0 0 13 29 1 0 0 0 0 14 17 1 0 0 0 0 14 38 1 0 0 0 0 15 28 1 0 0 0 0 15 31 2 0 0 0 0 16 1 1 6 0 0 0 16 23 1 0 0 0 0 16 39 1 0 0 0 0 17 19 1 0 0 0 0 18 40 1 1 0 0 0 19 27 1 1 0 0 0 20 21 1 0 0 0 0 20 28 1 1 0 0 0 21 30 1 6 0 0 0 22 32 2 0 0 0 0 22 38 1 0 0 0 0 23 24 1 0 0 0 0 23 33 1 1 0 0 0 24 25 1 0 0 0 0 24 34 1 1 0 0 0 25 26 1 0 0 0 0 25 37 1 1 0 0 0 26 39 1 0 0 0 0 26 40 1 1 0 0 0 27 30 1 1 0 0 0 28 29 1 1 0 0 0 29 35 1 1 0 0 0 30 36 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	49799513
ChEMBL	CHEMBL1172581
ZINC

Physicochemical Properties

Molecular Weight:	564.29
ALogP:	-2.1444
MLogP:	3.66
XLogP:	1.231
# Rotatable Bonds:	12
Polar Surface Area:	151.98
# H-Bond Aceptor:	10
# H-Bond Donor:	4
# Rings:	6
# Heavy Atoms:	40

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