ANPDB

Select a section from the left sidebar

Quercetin 3-O-arabinofuranoside

Family: Plantae - Annonaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavone Furanoside

Canonical Smiles	OC[C@H]1OC([C@H]([C@@H]1O)O)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(c(c1)O)O
InChI	InChI=1S/C20H18O11/c21-6-13-15(26)17(28)20(30-13)31-19-16(27)14-11(25)4-8(22)5-12(14)29-18(19)7-1-2-9(23)10(24)3-7/h1-5,13,15,17,20-26,28H,6H2/t13-,15-,17+,20?/m1/s1
InChIKey	BDCDNTVZSILEOY-SGPCGWDZSA-N
Formula	C₂₀H₁₈O₁₁
HBA	11
HBD	7
MW	434.35
Rotatable Bonds	4
TPSA	190.28
LogP	0.1
Number Rings	4
Number Aromatic Rings	3
Heavy Atom Count	31
Formal Charge	0
Fraction CSP3	0.25
Exact Mass	434.08
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Xylopia parviflora	Annonaceae	Plantae	992813

Showing of synonyms

Tchinda AT, Agbor GA, et al. (2014). Antioxidant activity of flavonoids isolated from the fruits of Xylopia parviflora (A. Rich.) Benth.. International Journal of Pharmaceutical Sciences and Drug Research,2014, 6(4), 323-328. [View]

Pubchem: 5488539

Cas: 168293-37-6

Nmrshiftdb2: 70070343

No compound-protein relationship available.

SMILES: O1CCCC1Oc(c2=O)c(-c3ccccc3)oc(c24)cccc4

Level: 2

Mol. Weight: 434.35 g/mol

SMILES: O1CCCC1Oc(c2=O)coc(c23)cccc3

Level: 1

Mol. Weight: 434.35 g/mol

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

Level: 1

Mol. Weight: 434.35 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 434.35 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 434.35 g/mol

SMILES: C1CCOC1

Level: 0

Mol. Weight: 434.35 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.36
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.680
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 1.43

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.880
Plasma Protein Binding: 80.22
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: 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: 13.510
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -1.520
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.150
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 4.910
Micronucleos: Toxic
NR-AhR: Toxic
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: -48.850
Rat (Acute): 2.470
Rat (Chronic Oral): 3.650
Fathead Minnow: 3.890
Respiratory Disease: Safe
Skin Sensitisation: Toxic
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 603.770
Hydration Free Energy: -6.800
Log(D) at pH=7.4: 0.510
Log(P): 1.05
Log S: -4.19
Log(Vapor Pressure): -10.39
Melting Point: 217.65
pKa Acid: 6.07
pKa Basic: 7.07

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9749
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.9060
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8995
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	4	0.8993
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8923
Maltose/maltodextrin-binding periplasmic protein	P0AEX9	MALE_ECOLI	Escherichia coli	3	0.8794
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.8786
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8778
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.8761
Putative protease I	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron	3	0.8727
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	4	0.8621
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.8586
Dihydrofolate reductase	P00378	DYR_CHICK	Gallus gallus	3	0.8568
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.8535
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.8520
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8376
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.8362
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8344
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8312
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8306
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	4	0.8280
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.8266
ATP synthase subunit alpha, mitochondrial	P19483	ATPA_BOVIN	Bos taurus	3	0.8261
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8243
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	6	0.8212
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8210
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.8180
Ribosomal protein S6 kinase alpha-3	P18654	KS6A3_MOUSE	Mus musculus	6	0.8167
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.8162
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	4	0.8159
Orf1a polyprotein	Q692E5	Q692E5_CVHSA	SARS coronavirus TJF	3	0.8138
Aldos-2-ulose dehydratase	P84193	AUD_PHACH	Phanerodontia chrysosporium	3	0.8129
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.8128
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8091
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8081
Major pollen allergen Bet v 1-A	P15494	BEV1A_BETPN	Betula pendula	3	0.8077
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.8038
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8038
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.7959
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	4	0.7935
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7935
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7924
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	4	0.7822
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7811
Beta-galactosidase	P00722	BGAL_ECOLI	Escherichia coli	4	0.7784
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7759
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7756
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7743
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.7732
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7714
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	4	0.7675
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7607
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.7603
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7597
DNA topoisomerase 4 subunit B	H7C794	PARE_ENTFA	Enterococcus faecalis	3	0.7596
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.7596
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.7576
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.7565
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	5	0.7489
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	2	0.7409
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.7407
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7390
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	4	0.7372
Tyrosine-protein kinase JAK3	P52333	JAK3_HUMAN	Homo sapiens	3	0.7318
Ribosomal protein S6 kinase alpha-3	P18654	KS6A3_MOUSE	Mus musculus	7	0.7307
Secoisolariciresinol dehydrogenase	Q94KL8	SILD_PODPE	Podophyllum peltatum	4	0.7293
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7280
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7266
Tetracycline repressor protein class B from transposon Tn10	P04483	TETR2_ECOLX	Escherichia coli	3	0.7261
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.7260
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7252
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.7238
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7221
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7203
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7198
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7181
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7177
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7169
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.7154
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7135
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	3	0.7120
Small heat shock protein StHsp14.0	Q970D9	Q970D9_SULTO	Sulfurisphaera tokodaii	3	0.7120
CCA-adding enzyme	O28126	CCA_ARCFU	Archaeoglobus fulgidus	3	0.7118
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.7112
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7108
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7092
5-methylthioadenosine/S-adenosylhomocysteine deaminase	Q7NZ90	Q7NZ90_CHRVO	Chromobacterium violaceum	3	0.7072
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7045
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	3	0.7034
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	4	0.7028
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7014
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.7012
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7010
Interstitial collagenase	P03956	MMP1_HUMAN	Homo sapiens	3	0.7003

Download SDF