NPASS Natural Product

Natural Product: NPC65550

Natural Product ID:	NPC65550
Common Name:	Chamaeliroside A
IUPAC Name:	(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[[(3S,5S,6R,8R,9S,10R,13S,14S,16S,17R)-17-[(2R,4R,5S)-4,5-dihydroxy-6-methylheptan-2-yl]-6,16-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:	Chamaeliroside A
Molecular Formula:	C39H68O15
Standard InCHIKey:	JZMDKEBMPGTZOH-PRNNDJEASA-N
Standard InCHI:	InChI=1S/C39H68O15/c1-16(2)29(44)25(43)10-17(3)28-24(42)13-21-19-12-23(41)22-11-18(6-8-38(22,4)20(19)7-9-39(21,28)5)52-37-35(50)33(48)31(46)27(54-37)15-51-36-34(49)32(47)30(45)26(14-40)53-36/h16-37,40-50H,6-15H2,1-5H3/t17-,18+,19-,20+,21+,22-,23-,24+,25-,26-,27-,28+,29+,30-,31-,32+,33+,34-,35-,36-,37-,38-,39+/m1/s1
Canonical SMILES:	OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](O[C@H]3CC[C@]4([C@H](C3)[C@H](O)C[C@@H]3[C@@H]4CC[C@]4([C@H]3C[C@@H]([C@@H]4[C@@H](C[C@H]([C@H](C(C)C)O)O)C)O)C)C)[C@@H]([C@H]([C@@H]2O)O)O)[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	Collection Location	Reference
NPO10817	Perilla ocymoides	Species	Araneidae	Eukaryota			UNPD*
NPO11520	Homalanthus acuminatus	Species	Euphorbiaceae	Eukaryota			UNPD*
NPO2470	Abies spectabilis	Species	Pinaceae	Eukaryota			UNPD*
NPO33234	chamaellirium luteum	Species	NA	NA	roots	Sourced from Botanical Liaisons Ltd. (USA) and Blessed Herbs Ltd. (USA)	PMID[22880631]

Showing 1 to 4 of 4 entries

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Biological Activity

Activity Type	# Activity
IC50	6

Activity Type	# Activity
Cell Line	6

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT111	Cell Line	K562	Homo sapiens	IC50	>	50	ug/ml	22880631
NPT139	Cell Line	HT-29	Homo sapiens	IC50	>	50	ug/ml	22880631
NPT1523	Cell Line	NFF	Homo sapiens	IC50	>	50	ug/ml	22880631
NPT1524	Cell Line	MM96L	Homo sapiens	IC50	>	50	ug/ml	22880631
NPT165	Cell Line	HeLa	Homo sapiens	IC50	>	50	ug/ml	22880631
NPT83	Cell Line	MCF7	Homo sapiens	IC50	>	50	ug/ml	22880631

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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 NPC65550 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	286
0.1-0.2	2633
0.2-0.3	6839
0.3-0.4	10105
0.4-0.5	4719
0.5-0.6	3195
0.6-0.7	1850
0.7-0.8	898
0.8-0.85	170
0.85-0.9	50
0.9-0.95	105
0.95-1	39

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Similarity Score	Similarity Level	Natural Product ID
0.8495	Intermediate Similarity	NPC189575
0.8495	Intermediate Similarity	NPC471429
0.8495	Intermediate Similarity	NPC205129
0.8495	Intermediate Similarity	NPC471424
0.8495	Intermediate Similarity	NPC106701

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 NPC65550 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	325
0.1-0.2	3798
0.2-0.3	3431
0.3-0.4	930
0.4-0.5	352
0.5-0.6	253
0.6-0.7	51
0.7-0.8	18
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	1

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.56	Remote Similarity	NPD3671	Phase 1
0.5612	Remote Similarity	NPD6942	Approved
0.5612	Remote Similarity	NPD7339	Approved
0.5625	Remote Similarity	NPD6081	Approved
0.563	Remote Similarity	NPD8130	Phase 1

Showing 1 to 5 of 139 entries

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Structure

CID65550 OpenBabel06191715402D 54 59 0 0 1 0 0 0 0 0999 V2000 -5.8719 -5.5385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5118 -7.2327 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.1664 -4.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5215 -3.9135 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 -5.1962 -3.0000 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 -6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5191 -5.0032 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 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8793 -1.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 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 -6.1809 -6.4895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1883 -4.2601 0.0000 C 0 0 2 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 -6.0622 -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 1 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 2 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 -8.4670 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.8282 -5.9543 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 0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.8793 -3.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.1590 -6.6974 0.0000 C 0 0 1 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 0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 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 4.3301 -0.5000 0.0000 C 0 0 2 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 3.4641 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.4670 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.8063 -6.1622 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4680 -7.6485 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 1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -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 4.3301 -1.5000 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 2.5981 -0.5000 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 3.4641 1.0000 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 16 1 0 0 0 0 2 16 1 0 0 0 0 6 8 1 0 0 0 0 6 18 1 0 0 0 0 7 9 1 0 0 0 0 7 20 1 0 0 0 0 8 38 1 0 0 0 0 9 39 1 0 0 0 0 10 17 1 0 0 0 0 10 25 1 0 0 0 0 11 18 1 0 0 0 0 11 22 1 0 0 0 0 12 23 1 0 0 0 0 13 21 1 0 0 0 0 13 24 1 0 0 0 0 14 40 1 0 0 0 0 15 51 1 0 0 0 0 16 29 1 0 0 0 0 17 3 1 1 0 0 0 17 28 1 0 0 0 0 18 52 1 1 0 0 0 19 12 1 6 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 20 38 1 1 0 0 0 21 39 1 1 0 0 0 22 23 1 0 0 0 0 22 38 1 1 0 0 0 23 41 1 1 0 0 0 24 28 1 0 0 0 0 24 42 1 1 0 0 0 25 29 1 0 0 0 0 25 43 1 6 0 0 0 26 14 1 6 0 0 0 26 30 1 0 0 0 0 26 53 1 0 0 0 0 27 15 1 6 0 0 0 27 31 1 0 0 0 0 27 54 1 0 0 0 0 28 39 1 1 0 0 0 29 44 1 6 0 0 0 30 32 1 0 0 0 0 30 45 1 1 0 0 0 31 33 1 0 0 0 0 31 46 1 1 0 0 0 32 34 1 0 0 0 0 32 47 1 6 0 0 0 33 35 1 0 0 0 0 33 48 1 6 0 0 0 34 36 1 0 0 0 0 34 49 1 1 0 0 0 35 37 1 0 0 0 0 35 50 1 1 0 0 0 36 51 1 6 0 0 0 36 53 1 0 0 0 0 37 52 1 6 0 0 0 37 54 1 0 0 0 0 38 4 1 1 0 0 0 39 5 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	70695377
ChEMBL	CHEMBL2088127
ZINC

Physicochemical Properties

Molecular Weight:	776.46
ALogP:	-4.3969
MLogP:	4.1
XLogP:	1.642
# Rotatable Bonds:	27
Polar Surface Area:	259.45
# H-Bond Aceptor:	15
# H-Bond Donor:	11
# Rings:	6
# Heavy Atoms:	54

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Structure MOL file
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