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3,4′-dimethoxy-7-O-beta-(6′′-galloylgluco-pyranoside) quercetin

Family: Plantae - Cistaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavanol Glycoside

Canonical Smiles	COc1cc2oc(c3ccc(c(c3)O)O)c(c(=O)c2cc1OC)O[C@H]1O[C@H](COC(=O)c2cc(O)c(c(c2)O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI	InChI=1S/C30H28O16/c1-41-19-8-13-18(9-20(19)42-2)44-27(11-3-4-14(31)15(32)5-11)28(22(13)35)46-30-26(39)25(38)24(37)21(45-30)10-43-29(40)12-6-16(33)23(36)17(34)7-12/h3-9,21,24-26,30-34,36-39H,10H2,1-2H3/t21-,24-,25+,26-,30-/m1/s1
InChIKey	ASXGGQPIDKBYKL-SROOBNCKSA-N
Formula	C₃₀H₂₈O₁₆
HBA	16
HBD	8
MW	644.54
Rotatable Bonds	8
TPSA	255.27
LogP	1.05
Number Rings	5
Number Aromatic Rings	4
Heavy Atom Count	46
Formal Charge	0
Fraction CSP3	0.27
Exact Mass	644.14
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Fumana montana	Cistaceae	Plantae	441235

Showing of synonyms

Laraoui H, Haba H, et al. (2019). A new flavanone sulfonate and other phenolic compounds from Fumana montana. Biochemical Systematics and Ecology, 2019, 86, 103927. [View]

No compound-protein relationship available.

SMILES: c1ccccc1C(=O)OCC2CCCC(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 644.54 g/mol

SMILES: c1ccccc1C(=O)OCC2CCCC(O2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 644.54 g/mol

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

Level: 2

Mol. Weight: 644.54 g/mol

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

Level: 1

Mol. Weight: 644.54 g/mol

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

Level: 1

Mol. Weight: 644.54 g/mol

SMILES: c1ccccc1C(=O)OCC2CCCCO2

Level: 1

Mol. Weight: 644.54 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 644.54 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 644.54 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 644.54 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.78
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.120
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 35.91

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.870
Plasma Protein Binding: 75.5
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: 13.560
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -2.300
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.170
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 6.930
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: -63436.060
Rat (Acute): 2.340
Rat (Chronic Oral): 4.110
Fathead Minnow: 99.860
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 696.940
Hydration Free Energy: -2.920
Log(D) at pH=7.4: 1.270
Log(P): 0.54
Log S: -6.21
Log(Vapor Pressure): -79.61
Melting Point: 234.29
pKa Acid: 5.3
pKa Basic: 4.79

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9791
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9317
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.9264
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.9191
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.9117
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.9111
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	4	0.9052
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8981
ATP synthase subunit alpha, mitochondrial	P19483	ATPA_BOVIN	Bos taurus	3	0.8675
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.8517
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8508
Major pollen allergen Bet v 1-A	P15494	BEV1A_BETPN	Betula pendula	3	0.8489
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8469
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	4	0.8456
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.8436
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.8416
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8399
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.8322
Tyrosine-protein kinase SYK	P43405	KSYK_HUMAN	Homo sapiens	3	0.8321
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8315
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8296
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8295
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.8274
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8265
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.8252
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8246
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8240
Stromelysin-1	P08254	MMP3_HUMAN	Homo sapiens	3	0.8192
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	3	0.8136
CREB-binding protein	Q92793	CBP_HUMAN	Homo sapiens	3	0.8130
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8053
Purine nucleoside phosphorylase DeoD-type	P0ABP8	DEOD_ECOLI	Escherichia coli	3	0.8039
Lactoperoxidase	A0A452E9Y6	PERL_CAPHI	Capra hircus	3	0.8035
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.8030
Avidin	P02701	AVID_CHICK	Gallus gallus	3	0.8023
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8019
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	3	0.8001
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7940
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7920
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7900
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	4	0.7895
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7872
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7862
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Q81LL4	MTNN_BACAN	Bacillus anthracis	3	0.7861
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7840
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7802
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7797
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7728
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7716
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7713
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7699
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7699
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7696
Catalase-peroxidase 2	O59651	KATG2_HALMA	Haloarcula marismortui	3	0.7695
Genome polyprotein	P26663	POLG_HCVBK	Hepatitis C virus genotype 1b	3	0.7679
Chloramphenicol 3-O phosphotransferase	Q56148	CPT_STRVP	Streptomyces venezuelae	4	0.7672
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7650
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7617
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	6	0.7610
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7568
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	4	0.7552
Tannase	B3Y018	B3Y018_LACPN	Lactiplantibacillus plantarum	4	0.7552
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7543
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7507
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7467
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.7451
Cytohesin-2	Q99418	CYH2_HUMAN	Homo sapiens	3	0.7397
Deoxycytidine kinase	P27707	DCK_HUMAN	Homo sapiens	4	0.7396
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7388
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7375
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7360
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	3	0.7357
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	4	0.7352
Deoxycytidine kinase	P27707	DCK_HUMAN	Homo sapiens	4	0.7345
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7338
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7333
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7321
Single-strand selective monofunctional uracil DNA glycosylase	Q9YGN6	SMUG1_XENLA	Xenopus laevis	4	0.7292
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.7289
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7283
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7281
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	2	0.7273
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7271
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7260
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7251
Histone-lysine N-methyltransferase SETD7	Q8WTS6	SETD7_HUMAN	Homo sapiens	3	0.7245
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7228
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.7225
Thymidylate synthase	P0A884	TYSY_ECOLI	Escherichia coli	4	0.7222
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7204
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7187
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4	Q9Y3Q4	HCN4_HUMAN	Homo sapiens	4	0.7161
Protein ppBat	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron VPI-5482	3	0.7150
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	4	0.7131
Phosphoenolpyruvate carboxykinase [GTP]	A5TYT6	PCKG_MYCTA	Mycobacterium tuberculosis	3	0.7111
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7102
Bromodomain protein, putative	Q8I240	Q8I240_PLAF7	Plasmodium falciparum	4	0.7093
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	2	0.7069
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7056
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7055
Orotidine 5'-phosphate decarboxylase	O58462	PYRF_PYRHO	Pyrococcus horikoshii	3	0.7047
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q4WP27	Q4WP27_ASPFU	Aspergillus fumigatus	3	0.7027
Phosphodiesterase	Q8WQX9	Q8WQX9_9TRYP	Trypanosoma brucei	4	0.7017
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	3	0.7002

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