NPASS Natural Product

Natural Product: NPC124172

Natural Product ID:	NPC124172
Common Name:	Helogenin
IUPAC Name:	(3S,8S,9S,10R,11R,13S,14S,16S,17R)-17-[(2S,3S,6R)-3,7-dihydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,11,16-triol
Synonyms:	Helogenin
Molecular Formula:	C27H46O5
Standard InCHIKey:	SJLLAOHWHAIKHM-YFCMGWRYSA-N
Standard InCHI:	InChI=1S/C27H46O5/c1-15(14-28)5-8-21(30)16(2)24-22(31)12-20-19-7-6-17-11-18(29)9-10-26(17,3)25(19)23(32)13-27(20,24)4/h6,15-16,18-25,28-32H,5,7-14H2,1-4H3/t15-,16-,18+,19+,20+,21+,22+,23-,24+,25-,26+,27+/m1/s1
Canonical SMILES:	OC[C@@H](CC[C@@H]([C@H]([C@H]1[C@@H](O)C[C@@H]2[C@]1(C)C[C@@H](O)[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O)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	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 NPC124172 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	113
0.1-0.2	931
0.2-0.3	3403
0.3-0.4	9876
0.4-0.5	7277
0.5-0.6	3442
0.6-0.7	3705
0.7-0.8	1706
0.8-0.85	261
0.85-0.9	141
0.9-0.95	26
0.95-1	8

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Similarity Score	Similarity Level	Natural Product ID
0.8427	Intermediate Similarity	NPC470376
0.8427	Intermediate Similarity	NPC235126
0.8427	Intermediate Similarity	NPC242419
0.8427	Intermediate Similarity	NPC470375
0.8434	Intermediate Similarity	NPC47761

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 NPC124172 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	134
0.1-0.2	1373
0.2-0.3	4109
0.3-0.4	2450
0.4-0.5	612
0.5-0.6	166
0.6-0.7	180
0.7-0.8	124
0.8-0.85	9
0.85-0.9	3
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	NPD8379	Approved
0.6726	Remote Similarity	NPD8296	Approved
0.6726	Remote Similarity	NPD6015	Approved
0.6726	Remote Similarity	NPD8378	Approved
0.6727	Remote Similarity	NPD6274	Approved

Showing 1 to 5 of 200 entries

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Structure

CID124172 OpenBabel06191715482D 32 35 0 0 1 0 0 0 0 0999 V2000 -2.8997 6.4073 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5932 3.4986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 1.0114 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5364 2.4740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5861 4.8644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8448 -1.4642 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6902 -0.9764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3747 4.2912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6893 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8445 0.4882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8451 -1.4637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2251 0.4868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6910 1.9508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5791 6.2303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6883 5.8340 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3817 2.9253 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0003 -0.9759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6895 -0.9755 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6905 -0.0005 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5358 0.4872 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2725 3.3216 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2254 1.4621 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8456 1.4631 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3815 1.9503 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8454 0.4877 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 -2.5361 1.4626 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.6813 7.1999 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5558 -1.4751 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0611 2.7483 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0916 1.9617 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0202 1.9633 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5 8 1 0 0 0 0 5 15 1 0 0 0 0 6 7 1 0 0 0 0 6 17 2 0 0 0 0 8 21 1 0 0 0 0 9 10 1 0 0 0 0 9 18 1 0 0 0 0 10 26 1 0 0 0 0 11 17 1 0 0 0 0 11 18 1 0 0 0 0 12 20 1 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 13 27 1 0 0 0 0 14 15 1 0 0 0 0 14 28 1 0 0 0 0 15 1 1 6 0 0 0 16 2 1 1 0 0 0 16 21 1 0 0 0 0 16 24 1 0 0 0 0 17 26 1 0 0 0 0 18 29 1 6 0 0 0 19 7 1 1 0 0 0 19 20 1 0 0 0 0 19 25 1 0 0 0 0 20 27 1 6 0 0 0 21 30 1 1 0 0 0 22 24 1 0 0 0 0 22 31 1 6 0 0 0 23 25 1 0 0 0 0 23 32 1 1 0 0 0 24 27 1 6 0 0 0 25 26 1 6 0 0 0 26 3 1 6 0 0 0 27 4 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	53466477
ChEMBL	CHEMBL2088130
ZINC

Physicochemical Properties

Molecular Weight:	450.33
ALogP:	-1.6323
MLogP:	3.88
XLogP:	2.498
# Rotatable Bonds:	15
Polar Surface Area:	101.15
# H-Bond Aceptor:	5
# H-Bond Donor:	5
# Rings:	4
# Heavy Atoms:	32

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