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Quercetin-3-O-sophoroside

Family: Plantae - Chenopodiaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavonoid Glycoside

Canonical Smiles	OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
InChI	InChI=1S/C27H30O17/c28-6-14-17(34)20(37)22(39)26(41-14)44-25-21(38)18(35)15(7-29)42-27(25)43-24-19(36)16-12(33)4-9(30)5-13(16)40-23(24)8-1-2-10(31)11(32)3-8/h1-5,14-15,17-18,20-22,25-35,37-39H,6-7H2/t14-,15-,17-,18-,20+,21+,22-,25-,26+,27+/m1/s1
InChIKey	RDUAJIJVNHKTQC-UJECXLDQSA-N
Formula	C₂₇H₃₀O₁₇
HBA	17
HBD	11
MW	626.52
Rotatable Bonds	7
TPSA	289.66
LogP	-2.71
Number Rings	5
Number Aromatic Rings	3
Heavy Atom Count	44
Formal Charge	0
Fraction CSP3	0.44
Exact Mass	626.15
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Bassia muricata	Chenopodiaceae	Plantae	267505

Showing of synonyms

Kamel MS, Mohamed KM, et al. (2001). Acylated flavonoid glycosides from Bassia muricata. Phytochemistry,2001,57(8),1259-1262. [View] [PubMed]

Pubchem: 5282166

Cas: 18609-17-1

Gnps: CCMSLIB00006422542

Zinc: ZINC000004654817

Kegg Ligand: C12667

Chebi: 32082

Nmrshiftdb2: 60022452

Metabolights: MTBLC32082

Chembl: CHEMBL3979974

CPRiL: 191188

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC(OCCC4)C4OC5CCCCO5

Level: 3

Mol. Weight: 626.52 g/mol

SMILES: c1cccc(c12)occ(c2=O)OC(OCCC3)C3OC4CCCCO4

Level: 2

Mol. Weight: 626.52 g/mol

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

Level: 2

Mol. Weight: 626.52 g/mol

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

Level: 1

Mol. Weight: 626.52 g/mol

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

Level: 1

Mol. Weight: 626.52 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 626.52 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 626.52 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 626.52 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 626.52 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.43
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.420
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 15.82

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.680
Plasma Protein Binding: 60.19
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: 10.840
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Safe
Bioconcentration Factor: -3.600
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.950
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.620
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: -22915.500
Rat (Acute): 2.310
Rat (Chronic Oral): 4.140
Fathead Minnow: 46.180
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 410.760
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -1.150
Log(P): -0.59
Log S: -4.42
Log(Vapor Pressure): -18.49
Melting Point: 207.81
pKa Acid: 3.37
pKa Basic: 8.81

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	0.8954
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8954
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8842
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8842
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8484
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8484
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8430
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8430
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.8401
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.8401
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8364
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8364
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8320
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8320
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8270
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8270
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	4	0.8224
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	4	0.8224
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8218
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8218
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.8045
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.8045
Nodulin-13	P93330	NOD13_MEDTR	Medicago truncatula	3	0.8036
Nodulin-13	P93330	NOD13_MEDTR	Medicago truncatula	3	0.8036
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7880
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7880
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7802
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7802
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7774
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7774
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7734
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7734
Protease Do-like 2, chloroplastic	O82261	DEGP2_ARATH	Arabidopsis thaliana	5	0.7697
Protease Do-like 2, chloroplastic	O82261	DEGP2_ARATH	Arabidopsis thaliana	5	0.7697
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7668
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7668
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.7652
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.7652
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7600
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7600
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7574
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7574
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7574
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7574
Beta-hexosaminidase	Q9KU37	NAGZ_VIBCH	Vibrio cholerae serotype O1	3	0.7175
Beta-hexosaminidase	Q9KU37	NAGZ_VIBCH	Vibrio cholerae serotype O1	3	0.7175
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	5	0.7157
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	5	0.7157
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7076
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7076
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	3	0.7017
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	3	0.7017

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