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Quercetin 3-O-beta-gentobioside

Family: Plantae - Brassicaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavone

Canonical Smiles	OC[C@@H]1O[C@H](OC[C@@H]2O[C@H](Oc3c(oc4c(c3=O)c(O)cc(c4)O)c3ccc(c(c3)O)O)[C@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI	InChI=1S/C27H30O17/c28-6-14-17(33)20(36)22(38)26(42-14)40-7-15-18(34)21(37)23(39)27(43-15)44-25-19(35)16-12(32)4-9(29)5-13(16)41-24(25)8-1-2-10(30)11(31)3-8/h1-5,14-15,17-18,20-23,26-34,36-39H,6-7H2/t14-,15-,17-,18-,20+,21+,22-,23-,26-,27+/m0/s1
InChIKey	FDRQPMVGJOQVTL-BZARIISDSA-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	Morettia philaeana	Brassicaceae	Plantae	369026

Showing of synonyms

Marzouk M, Hussien S, et al. (2012). Flavonoid constituents from Morettia philaena (Del.) DC. and their antimicrobial activity. Journal of Applied Sciences Research, 2012,8(3),1484-1489.. [View]

Pubchem: 154831820

Zinc: ZINC000238751369

Nmrshiftdb2: 70129878

No compound-protein relationship available.

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 626.52 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)coc(c34)cccc4

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: O1CCCCC1COC2CCCCO2

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): -6.44
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.460
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 15.11

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.680
Plasma Protein Binding: 63.6
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: 10.380
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Safe
Bioconcentration Factor: -4.170
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.960
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.140
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: -22394.250
Rat (Acute): 2.260
Rat (Chronic Oral): 4.130
Fathead Minnow: 45.240
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: 410.890
Hydration Free Energy: -2.930
Log(D) at pH=7.4: -1.310
Log(P): -0.6
Log S: -4.48
Log(Vapor Pressure): -18.77
Melting Point: 222.36
pKa Acid: 3.24
pKa Basic: 9.63

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.9346
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.9043
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8847
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8755
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8651
Nodulin-13	P93330	NOD13_MEDTR	Medicago truncatula	3	0.8560
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	4	0.8549
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.8493
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.8354
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	4	0.8216
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8159
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8115
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.8097
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	4	0.7976
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	4	0.7938
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7891
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7818
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.7787
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7764
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7754
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7725
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7722
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7714
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7704
Major pollen allergen Bet v 1-A	P15494	BEV1A_BETPN	Betula pendula	3	0.7667
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7652
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.7604
Tyrosine-protein kinase JAK3	P52333	JAK3_HUMAN	Homo sapiens	3	0.7578
Cyclic dipeptide N-prenyltransferase	D1D8L6	D1D8L6_ASPFM	Neosartorya fumigata	3	0.7569
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7441
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7419
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7371
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7356
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7353
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7344
Dihydrofolate reductase	P0A017	DYR_STAAU	Staphylococcus aureus	4	0.7243
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7224
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7204
Secoisolariciresinol dehydrogenase	Q94KL8	SILD_PODPE	Podophyllum peltatum	4	0.7188
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.7153
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase	P62617	ISPF_ECOLI	Escherichia coli	3	0.7145
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	P49354	FNTA_HUMAN	Homo sapiens	3	0.7141
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.7117
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.7091
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7086
Cytosolic purine 5'-nucleotidase	P49902	5NTC_HUMAN	Homo sapiens	2	0.7083
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	4	0.7063
Leucoanthocyanidin dioxygenase	Q96323	LDOX_ARATH	Arabidopsis thaliana	5	0.7023
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.7013

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