NPASS Natural Product

Natural Product: NPC177308

Natural Product ID:	NPC177308
Common Name:	Genistein 8-C-Beta-D-Glucoside
IUPAC Name:	5,7-dihydroxy-3-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
Synonyms:
Molecular Formula:	C21H20O10
Standard InCHIKey:	HIWJJOYYZFELEZ-FFYOZGDPSA-N
Standard InCHI:	InChI=1S/C21H20O10/c22-6-13-17(27)18(28)19(29)21(31-13)15-12(25)5-11(24)14-16(26)10(7-30-20(14)15)8-1-3-9(23)4-2-8/h1-5,7,13,17-19,21-25,27-29H,6H2/t13-,17-,18+,19-,21+/m1/s1
Canonical SMILES:	OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)cc(c2c1occ(c2=O)c1ccc(cc1)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
NPO10255	Ipomoea muricata	Species	Convolvulaceae	Eukaryota		UNPD*
NPO11067	Buxus papillosa	Species	Buxaceae	Eukaryota		UNPD*
NPO1830	Dalbergia sissoo	Species	Fabaceae	Eukaryota	Leaves	PMID[22212722]
NPO22983	Calicotome villosa	Species	Fabaceae	Eukaryota		UNPD*
NPO236	Sojae semen nigrum	NA	NA	NA		TCMSP*
NPO30303	Pueraria lobata	Species	Fabaceae	Eukaryota		PMID[25679337]
NPO4886	Coniochaeta saccardoi	Species	Coniochaetaceae	Eukaryota		UNPD*
NPO5900	Sophorae tonkinensis radix et rhizome	NA	NA	NA		TCMSP*
NPO7873	Artemisia sibirica	Species	Asteraceae	Eukaryota		UNPD*

Showing 1 to 9 of 9 entries

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Biological Activity

Activity Type	# Activity
IC50	1
Others	2

Activity Type	# Activity
Cell Line	1
Others	2

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Ratio IC50	=	10		25347820
NPT2	Others	Unspecified		IC50	=	1250	ug/ml	25347820
NPT520	Cell Line	3T3-L1	Mus musculus	FC	=	1.5		20605096

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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 NPC177308 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	308
0.1-0.2	1038
0.2-0.3	2193
0.3-0.4	5214
0.4-0.5	7468
0.5-0.6	3237
0.6-0.7	3456
0.7-0.8	4345
0.8-0.85	1700
0.85-0.9	1518
0.9-0.95	382
0.95-1	30

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Similarity Score	Similarity Level	Natural Product ID
0.9139	High Similarity	NPC143851
0.9139	High Similarity	NPC29763
0.9139	High Similarity	NPC39360
0.9139	High Similarity	NPC210003
0.9145	High Similarity	NPC170475

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 NPC177308 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	304
0.1-0.2	793
0.2-0.3	1531
0.3-0.4	2470
0.4-0.5	2125
0.5-0.6	1230
0.6-0.7	477
0.7-0.8	175
0.8-0.85	26
0.85-0.9	25
0.9-0.95	4
0.95-1	1

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7158	Intermediate Similarity	NPD6213	Phase 3
0.7159	Intermediate Similarity	NPD1729	Discontinued
0.716	Intermediate Similarity	NPD3295	Clinical (unspecified phase)
0.7161	Intermediate Similarity	NPD3764	Approved
0.7171	Intermediate Similarity	NPD1470	Approved

Showing 1 to 5 of 200 entries

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Structure

CID177308 OpenBabel06191715552D 31 34 0 0 1 0 0 0 0 0999 V2000 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 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 6.9282 2.0000 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 -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 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 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 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 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 4.3301 0.5000 0.0000 C 0 0 0 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 -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 2 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 1 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 7.7942 3.5000 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 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 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 -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 2.5981 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 3 1 0 0 0 0 1 8 2 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 9 2 0 0 0 0 4 9 1 0 0 0 0 5 11 2 0 0 0 0 5 12 1 0 0 0 0 6 22 1 0 0 0 0 7 10 2 0 0 0 0 7 30 1 0 0 0 0 8 10 1 0 0 0 0 9 23 1 0 0 0 0 10 16 1 0 0 0 0 11 14 1 0 0 0 0 11 24 1 0 0 0 0 12 15 2 0 0 0 0 12 25 1 0 0 0 0 13 6 1 6 0 0 0 13 17 1 0 0 0 0 13 31 1 0 0 0 0 14 16 1 0 0 0 0 14 20 2 0 0 0 0 15 20 1 0 0 0 0 16 26 2 0 0 0 0 17 18 1 0 0 0 0 17 27 1 1 0 0 0 18 19 1 0 0 0 0 18 28 1 6 0 0 0 19 21 1 0 0 0 0 19 29 1 1 0 0 0 20 30 1 0 0 0 0 21 15 1 6 0 0 0 21 31 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	5281757
ChEMBL	CHEMBL1945734
ZINC

Physicochemical Properties

Molecular Weight:	432.11
ALogP:	-4.2833
MLogP:	2.67
XLogP:	-0.563
# Rotatable Bonds:	10
Polar Surface Area:	177.14
# H-Bond Aceptor:	6
# H-Bond Donor:	7
# Rings:	4
# Heavy Atoms:	31

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