NPASS Natural Product

Natural Product: NPC216538

Natural Product ID:	NPC216538
Common Name:	Sophoflavescenol
IUPAC Name:	3,7-dihydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)chromen-4-one
Synonyms:	Sophoflavescenol
Molecular Formula:	C21H20O6
Standard InCHIKey:	VMLJAWUWVVHRNG-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C21H20O6/c1-11(2)4-9-14-15(23)10-16(26-3)17-18(24)19(25)20(27-21(14)17)12-5-7-13(22)8-6-12/h4-8,10,22-23,25H,9H2,1-3H3
Canonical SMILES:	COc1cc(O)c(c2c1c(=O)c(O)c(o2)c1ccc(cc1)O)CC=C(C)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO11523	Erysimum leptophyllum	Species	Brassicaceae	Eukaryota	UNPD*
NPO12056	Chondrodendron tomentosum	Species	Menispermaceae	Eukaryota	UNPD*
NPO12313	Haplophyllum obtusifolium	Species	Rutaceae	Eukaryota	UNPD*
NPO13449	Syzygium polycephaloides	Species	Myrtaceae	Eukaryota	UNPD*
NPO14241	Planchonia grandis	Species	Asterolecaniidae	Eukaryota	UNPD*
NPO16141	Piper regnellii	Species	Piperaceae	Eukaryota	UNPD*
NPO16569	Gymnocalycium schickendantzii	Species	Cactaceae	Eukaryota	UNPD*
NPO17258	Rhinella marina	Species	Bufonidae	Eukaryota	UNPD*
NPO17334	Onopordum acanthium	Species	Asteraceae	Eukaryota	UNPD*
NPO17560	Pancratium sickenbergeri	Species	Amaryllidaceae	Eukaryota	UNPD*

Showing 1 to 10 of 52 entries

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Biological Activity

Activity Type	# Activity
EC50	1
IC50	4
Ki	1
Others	2

Activity Type	# Activity
Individual Protein	2
Organism	1
Others	4
Protein Family	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1536	Individual Protein	Phosphodiesterase 5A	Rattus norvegicus	IC50	=	13	nM	12161123
NPT1536	Individual Protein	Phosphodiesterase 5A	Rattus norvegicus	Ki	=	5	nM	12161123
NPT1537	Protein Family	Phosphodiesterase 4	Rattus norvegicus	IC50	=	2550	nM	12161123
NPT190	Organism	Human herpesvirus 1	Human herpesvirus 1	EC50	>	300	ug/ml	9868163
NPT2	Others	Unspecified		IC50	=	410	nM	12161123
NPT2	Others	Unspecified		Ratio	=	31.5		12161123
NPT2	Others	Unspecified		Ratio	=	196.2		12161123
NPT2	Others	Unspecified		IC50	=	13	nM	19375311

Showing 1 to 8 of 8 entries

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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 NPC216538 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	267
0.1-0.2	1221
0.2-0.3	2381
0.3-0.4	5857
0.4-0.5	7261
0.5-0.6	2519
0.6-0.7	4019
0.7-0.8	3807
0.8-0.85	1505
0.85-0.9	1272
0.9-0.95	703
0.95-1	77

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Similarity Score	Similarity Level	Natural Product ID
0.9375	High Similarity	NPC266572
0.9375	High Similarity	NPC145467
0.9375	High Similarity	NPC6511
0.9379	High Similarity	NPC476185
0.9379	High Similarity	NPC37348

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 NPC216538 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	296
0.1-0.2	900
0.2-0.3	1415
0.3-0.4	2423
0.4-0.5	2116
0.5-0.6	1241
0.6-0.7	526
0.7-0.8	169
0.8-0.85	44
0.85-0.9	22
0.9-0.95	8
0.95-1	1

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7143	Intermediate Similarity	NPD7447	Phase 1
0.7151	Intermediate Similarity	NPD7893	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD1652	Phase 2
0.716	Intermediate Similarity	NPD7199	Phase 2
0.717	Intermediate Similarity	NPD3887	Approved

Showing 1 to 5 of 200 entries

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Structure

CID216538 OpenBabel06191716002D 27 29 0 0 0 0 0 0 0 0999 V2000 1.7321 -3.0000 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 0.8660 3.5000 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 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 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 -3.4641 0.0000 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 2.5981 1.5000 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 0.0000 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 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 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 0.0000 2.0000 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 0.8660 0.5000 0.0000 C 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 3.4641 0.0000 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 1.7321 3.0000 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 11 1 0 0 0 0 2 11 1 0 0 0 0 3 26 1 0 0 0 0 4 9 1 0 0 0 0 4 11 2 0 0 0 0 5 7 1 0 0 0 0 5 12 2 0 0 0 0 6 8 2 0 0 0 0 6 12 1 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 10 15 2 0 0 0 0 10 16 1 0 0 0 0 12 20 1 0 0 0 0 13 22 1 0 0 0 0 14 15 1 0 0 0 0 14 21 2 0 0 0 0 15 23 1 0 0 0 0 16 17 2 0 0 0 0 16 26 1 0 0 0 0 17 18 1 0 0 0 0 17 21 1 0 0 0 0 18 19 1 0 0 0 0 18 24 2 0 0 0 0 19 20 2 0 0 0 0 19 25 1 0 0 0 0 20 27 1 0 0 0 0 21 27 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	9929189
ChEMBL	CHEMBL77651
ZINC

Physicochemical Properties

Molecular Weight:	368.13
ALogP:	-0.055
MLogP:	3.11
XLogP:	3.904
# Rotatable Bonds:	10
Polar Surface Area:	96.22
# H-Bond Aceptor:	2
# H-Bond Donor:	3
# Rings:	3
# Heavy Atoms:	27

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