Basic information about inhibitors

IPAD-DB ID	C00737
Name	Spinosin
Category	Natural compounds
2D Structure
3D Structure
Molecular Formula	C 2 8 H 3 2 O 1 5
Molecular Weight	608.5g/mol
IUPAC Name	6-[(2S, 3R, 4S, 5S, 6R)-4, 5-dihydroxy-6-(hydroxymethyl)-3-[(2S, 3R, 4S, 5S, 6R)-3, 4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
InChI	InChI=1S/C28H32O15/c1-39-14-7-15-18(12(32)6-13(40-15)10-2-4-11(31)5-3-10)22(35)19(14)26-27(24(37)21(34)16(8-29)41-26)43-28-25(38)23(36)20(33)17(9-30)42-28/h2-7, 16-17, 20-21, 23-31, 33-38H, 8-9H2, 1H3/t16-, 17-, 20-, 21-, 23+, 24+, 25-, 26+, 27-, 28+/m1/s1
InChIKey	VGGSULWDCMWZPO-ODEMIOGVSA-N
Canonical SMILES	COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O)C4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O
PubChem CID	155692
DrugBank Accession Number	-
CAS Registry Number	72063-39-9

Biological activity data

Ki	-
EC50	-
IC50	-
Inhibition	89%(spinosin was 25 μM, the inhibition rates of APP protein levels in N2a/WT cells), 21%(spinosin was 25 μM, the inhibition rates of APP protein levels in N2a/APP695 cells)
Toxicity	-
ROS(reactive oxygen species)	Spinosin (25 μM) significantly reduced the production of ROS (p<0.05) with antioxidant action in N2a/APP695 cells
Metal Chelating	-
BBB(blood-brain barrier)	-
Target Protein	Aβ1-42
Effects	(1) ROS induced the expression of ADAM10 and reduced the expression of BACE1, while spinosin inhibited ROS production by activating Nrf2 and up-regulating the expression of HO-1, (2)spinosin reduced Aβ1-42 production by impacting the procession of APP, (3)spinosin reduced Aβ1-42 production by activating the Nrf2/HO-1 pathway in N2a/WT and N2a/APP695 cells, (4)Spinosin attenuates the secreted and intracellular Aβ1-42 in N2a cells,
Research Models	N2a/WT and N2a/APP695 cells
Main Source	Spinosin, the major active C-glycoside flavonoid in Semen Ziziphi Spinosae (SZS)
Ref. Link

Physicochemical properties

Molecular Weight(Computed by SwissADME)	608.54
Hac(Computed by SwissADME)	43
Volume(Computed by ADMETlab 2.0)	560.823
Density(Computed by ADMETlab 2.0)	1.084
nRing(Computed by ADMETlab 2.0)	5
MaxRing(Computed by ADMETlab 2.0)	10
nHet(Computed by ADMETlab 2.0)	15
fChar(Computed by ADMETlab 2.0)	0
nRig(Computed by ADMETlab 2.0)	30
Flexibility(Computed by ADMETlab 2.0)	0.233
Stero Centers(Computed by ADMETlab 2.0)	10
LogS(Computed by ADMETlab 2.0)	-3.18
LogD(Computed by ADMETlab 2.0)	0.54

ADMET properties

logP(Computed by ADMETlab 2.0)	-0.482
TPSA(Computed by SwissADME)	249.2
Hbond Acceptor(Computed by SwissADME)	15
Hbond Donor(Computed by SwissADME)	9
Rotatable Bonds(Computed by SwissADME)	7

Pharmacokinetics

GI Absorption(Computed by SwissADME)	Low
BBB(blood-brain barrier) Permeant(Computed by SwissADME)	No
P-gp Substrate(Computed by SwissADME)	Yes
CYP1A2 Inhibitor(Computed by SwissADME)	No
CYP2C19 Inhibitor(Computed by SwissADME)	No
CYP2C9 Inhibitor(Computed by SwissADME)	No
CYP2D6 Inhibitor(Computed by SwissADME)	No
CYP3A4 Inhibitor(Computed by SwissADME)	No
log Kp(Skin Permeation)(Computed by SwissADME)	-10.76

Druglikeness

Lipinski(Computed by SwissADME)	3
Ghose(Computed by SwissADME)	4
Veber(Computed by SwissADME)	1
Egan(Computed by SwissADME)	1
Muegge(Computed by SwissADME)	4
Bioavailability Score(Computed by SwissADME)	0.17