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Syringetin-3-glucoside

Family: Plantae - Myrtaceae
Kingdom: Plantae
Class: Flavonoid

Canonical Smiles	OC[C@H]1OC(Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2cc(OC)c(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C23H24O13/c1-32-12-3-8(4-13(33-2)16(12)27)21-22(18(29)15-10(26)5-9(25)6-11(15)34-21)36-23-20(31)19(30)17(28)14(7-24)35-23/h3-6,14,17,19-20,23-28,30-31H,7H2,1-2H3/t14-,17-,19+,20-,23?/m1/s1
InChIKey	JMFWYRWPJVEZPV-BZMFKJDCSA-N
Formula	C₂₃H₂₄O₁₃
HBA	13
HBD	7
MW	508.43
Rotatable Bonds	6
TPSA	208.74
LogP	-0.23
Number Rings	4
Number Aromatic Rings	3
Heavy Atom Count	36
Formal Charge	0
Fraction CSP3	0.35
Exact Mass	508.12
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Syzygium cumini	Myrtaceae	Plantae	—

Showing of synonyms

Eldin Elhawary S.S, Elmotyam A.K.E, et al. (2022). Cytotoxic and anti-diabetic potential, metabolic profiling and insilico studies of Syzygium cumini (L.) Skeels belonging to family Myrtaceae. Natural product research,2022, 36(4), 1026-1030. [View] [PubMed]

Pubchem: 20056942

Chembl: CHEMBL2165404

No compound-protein relationship available.

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC4CCCCO4

Level: 2

Mol. Weight: 508.43 g/mol

SMILES: c1cccc(c12)occ(c2=O)OC3CCCCO3

Level: 1

Mol. Weight: 508.43 g/mol

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 508.43 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 508.43 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 508.43 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 508.43 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.72
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.45
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 1.34

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.85
Plasma Protein Binding: 62.71
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: Non-Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Non-Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 14.71
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -1.25
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.06
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.66
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -463.38
Rat (Acute): 2.22
Rat (Chronic Oral): 4.3
Fathead Minnow: 4.15
Respiratory Disease: Safe
Skin Sensitisation: Toxic
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Toxic

General Properties

Boiling Point: 637.29
Hydration Free Energy: -3.32
Log(D) at pH=7.4: 0.25
Log(P): -0.09
Log S: -4.77
Log(Vapor Pressure): -11.15
Melting Point: 196.01
pKa Acid: 5.07
pKa Basic: 5.52

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8994
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	4	0.8759
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8704
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8629
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.8578
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.8453
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8428
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8391
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8359
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8351
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.8327
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8261
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	6	0.8203
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.8028
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7988
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7925
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7897
Avidin	P02701	AVID_CHICK	Gallus gallus	3	0.7875
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	4	0.7864
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7862
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.7815
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7759
Putative protease I	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron	3	0.7720
Major pollen allergen Bet v 1-A	P15494	BEV1A_BETPN	Betula pendula	3	0.7694
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7668
Ribosomal protein S6 kinase alpha-3	P18654	KS6A3_MOUSE	Mus musculus	6	0.7655
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.7628
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7616
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.7611
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7593
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.7539
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7461
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.7460
Thymidylate synthase	P0A884	TYSY_ECOLI	Escherichia coli	4	0.7428
Multidrug efflux pump subunit AcrB	P31224	ACRB_ECOLI	Escherichia coli	4	0.7419
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7360
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7320
Periplasmic pH-dependent serine endoprotease DegQ	P39099	DEGQ_ECOLI	Escherichia coli	4	0.7317
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7255
RNA-dependent RNA polymerase	Q6A562	Q6A562_9VIRU	Thosea asigna virus	3	0.7255
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7236
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7215
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7172
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7108
Beta-hexosaminidase	Q9KU37	NAGZ_VIBCH	Vibrio cholerae serotype O1	3	0.7107
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7098
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	4	0.7084
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7010

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