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Quercetin 3-O-arabinopyranoside

Family: Plantae - Anacardiaceae
Kingdom: Plantae
Class: Flavonoid

Canonical Smiles	Oc1cc(O)c2c(c1)oc(c(c2=O)OC1OC[C@H]([C@H]([C@@H]1O)O)O)c1ccc(c(c1)O)O
InChI	InChI=1S/C20H18O11/c21-8-4-11(24)14-13(5-8)30-18(7-1-2-9(22)10(23)3-7)19(16(14)27)31-20-17(28)15(26)12(25)6-29-20/h1-5,12,15,17,20-26,28H,6H2/t12-,15-,17+,20?/m1/s1
InChIKey	PZZRDJXEMZMZFD-NNEMTEQFSA-N
Formula	C₂₀H₁₈O₁₁
HBA	11
HBD	7
MW	434.35
Rotatable Bonds	3
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	Harpephyllum caffrum	Anacardiaceae	Plantae	289712

Showing of synonyms

Nawwar M, Hussein S, et al. (2011). Constitutive phenolics of Harpephyllum caffrum (Anacardiaceae) and their biological effects on human keratinocytes. Fitoterapia,2011,82(8),1265-1271. [View] [PubMed]

Pubchem: 44259270

No compound-protein relationship available.

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

Level: 2

Mol. Weight: 434.35 g/mol

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

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: C1CCOCC1

Level: 0

Mol. Weight: 434.35 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 434.35 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.32
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.67
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 1.34

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.89
Plasma Protein Binding: 79.73
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: 13.82
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Safe
Bioconcentration Factor: -1.74
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.17
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 4.63
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: -42.02
Rat (Acute): 2.45
Rat (Chronic Oral): 3.67
Fathead Minnow: 3.9
Respiratory Disease: Safe
Skin Sensitisation: Toxic
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 609.36
Hydration Free Energy: -7.62
Log(D) at pH=7.4: 0.43
Log(P): 0.81
Log S: -4.1
Log(Vapor Pressure): -10.72
Melting Point: 228.41
pKa Acid: 5.92
pKa Basic: 7.39

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.9077
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.9077
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	4	0.8997
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	4	0.8997
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.8816
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.8816
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.8778
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.8778
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8748
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8748
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8712
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8712
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.8687
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.8687
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	4	0.8629
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	4	0.8629
Ribosomal protein S6 kinase alpha-3	P18654	KS6A3_MOUSE	Mus musculus	6	0.8623
Ribosomal protein S6 kinase alpha-3	P18654	KS6A3_MOUSE	Mus musculus	6	0.8623
Nodulin-13	P93330	NOD13_MEDTR	Medicago truncatula	3	0.8609
Nodulin-13	P93330	NOD13_MEDTR	Medicago truncatula	3	0.8609
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.8534
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.8534
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8490
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8490
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8406
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8406
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8359
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8359
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8338
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8338
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8309
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8309
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.8243
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.8243
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8239
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8239
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8207
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8207
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	4	0.8145
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	4	0.8145
Major pollen allergen Bet v 1-A	P15494	BEV1A_BETPN	Betula pendula	3	0.8124
Major pollen allergen Bet v 1-A	P15494	BEV1A_BETPN	Betula pendula	3	0.8124
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8081
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.8081
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.8081
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8081
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.8009
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.8009
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.8003
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.8003
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.7999
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.7999
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7989
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7989
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	4	0.7983
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	4	0.7983
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	6	0.7975
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	6	0.7975
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7974
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7974
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.7959
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.7959
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.7930
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.7930
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7917
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7917
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.7913
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.7913
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	4	0.7898
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	4	0.7898
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7848
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7848
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.7827
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.7827
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7826
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7826
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7808
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7808
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7763
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7763
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7701
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7701
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7701
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7701
Botulinum neurotoxin type A	P0DPI0	BXA1_CLOBO	Clostridium botulinum	3	0.7595
Botulinum neurotoxin type A	P0DPI0	BXA1_CLOBO	Clostridium botulinum	3	0.7595
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7556
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7556
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7469
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7469
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.7455
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.7455
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.7418
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.7418
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.7417
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.7417
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7411
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7411
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	4	0.7410
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	4	0.7410
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	4	0.7404
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	4	0.7404
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7333
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7333
Ribosomal protein S6 kinase alpha-3	P18654	KS6A3_MOUSE	Mus musculus	7	0.7328
Ribosomal protein S6 kinase alpha-3	P18654	KS6A3_MOUSE	Mus musculus	7	0.7328
Cyclic dipeptide N-prenyltransferase	D1D8L6	D1D8L6_ASPFM	Neosartorya fumigata	3	0.7312
Cyclic dipeptide N-prenyltransferase	D1D8L6	D1D8L6_ASPFM	Neosartorya fumigata	3	0.7312
5-methylthioadenosine/S-adenosylhomocysteine deaminase	Q7NZ90	Q7NZ90_CHRVO	Chromobacterium violaceum	3	0.7301
5-methylthioadenosine/S-adenosylhomocysteine deaminase	Q7NZ90	Q7NZ90_CHRVO	Chromobacterium violaceum	3	0.7301
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.7296
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.7296
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7218
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7218
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7217
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7217
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7207
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7207
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.7205
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.7205
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7201
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7201
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	4	0.7200
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	4	0.7200
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	2	0.7194
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	2	0.7194
Lactoperoxidase	P80025	PERL_BOVIN	Bos taurus	3	0.7193
Lactoperoxidase	P80025	PERL_BOVIN	Bos taurus	3	0.7193
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7177
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7177
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7173
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7173
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7156
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7156
Streptogramin A acetyltransferase	P50870	VATD_ENTFC	Enterococcus faecium	3	0.7156
Streptogramin A acetyltransferase	P50870	VATD_ENTFC	Enterococcus faecium	3	0.7156
O-methyltransferase family 2	D5STZ7	D5STZ7_PLAL2	Planctopirus limnophila	4	0.7129
O-methyltransferase family 2	D5STZ7	D5STZ7_PLAL2	Planctopirus limnophila	4	0.7129
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.7108
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.7108
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	2	0.7099
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	2	0.7099
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7090
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7090
Thymidylate synthase	P0A884	TYSY_ECOLI	Escherichia coli	4	0.7064
Thymidylate synthase	P0A884	TYSY_ECOLI	Escherichia coli	4	0.7064
Glutathione S-transferase F2	P46422	GSTF2_ARATH	Arabidopsis thaliana	3	0.7059
Glutathione S-transferase F2	P46422	GSTF2_ARATH	Arabidopsis thaliana	3	0.7059
Putative protease I	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron	3	0.7038
Putative protease I	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron	3	0.7038
Secoisolariciresinol dehydrogenase	Q94KL8	SILD_PODPE	Podophyllum peltatum	4	0.7027
Secoisolariciresinol dehydrogenase	Q94KL8	SILD_PODPE	Podophyllum peltatum	4	0.7027
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7021
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7021

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