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Catechin-7-O-gallate

Family: Plantae - Leguminosae/Fabaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavanol

Canonical Smiles	O[C@H]1Cc2c(O[C@@H]1c1ccc(c(c1)O)O)cc(cc2O)OC(=O)c1cc(O)c(c(c1)O)O
InChI	InChI=1S/C22H18O10/c23-13-2-1-9(3-15(13)25)21-18(28)8-12-14(24)6-11(7-19(12)32-21)31-22(30)10-4-16(26)20(29)17(27)5-10/h1-7,18,21,23-29H,8H2/t18-,21+/m0/s1
InChIKey	WKIHBIBUCQPPBY-GHTZIAJQSA-N
Formula	C₂₂H₁₈O₁₀
HBA	10
HBD	7
MW	442.38
Rotatable Bonds	3
TPSA	177.14
LogP	2.18
Number Rings	4
Number Aromatic Rings	3
Heavy Atom Count	32
Formal Charge	0
Fraction CSP3	0.14
Exact Mass	442.09
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Acacia nilotica	Leguminosae/Fabaceae	Plantae	138033

Showing of synonyms

Omara E.A, Nada S.A, et al. (2012). Therapeutic effect of Acacia nilotica pods extract on streptozotocin induced diabetic nephropathy in rat. Phytomedicine : international journal of phytotherapy and phytopharmacology, 2012, 19(12), 1059-67. [View] [PubMed]

Pubchem: 471393

Cas: 89702-01-2

Zinc: ZINC000014642865

Nmrshiftdb2: 60026399

Chembl: CHEMBL4218102

No compound-protein relationship available.

SMILES: c1ccccc1C(=O)Oc(cc2)cc(c23)OC(CC3)c4ccccc4

Level: 2

Mol. Weight: 442.38 g/mol

SMILES: c1ccccc1C(=O)Oc(cc2)cc(c23)OCCC3

Level: 1

Mol. Weight: 442.38 g/mol

SMILES: c1cccc(c12)OC(CC2)c3ccccc3

Level: 1

Mol. Weight: 442.38 g/mol

SMILES: C1CCOc(c12)cccc2

Level: 0

Mol. Weight: 442.38 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 442.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -7.1
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.4
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -0.12

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.91
Plasma Protein Binding: 89.71
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: Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 13.12
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -0.81
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 1.26
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.08
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: -64.29
Rat (Acute): 2.43
Rat (Chronic Oral): 3.65
Fathead Minnow: 4.04
Respiratory Disease: Toxic
Skin Sensitisation: Toxic
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 620.2
Hydration Free Energy: -4.99
Log(D) at pH=7.4: 1.88
Log(P): 1.58
Log S: -4.43
Log(Vapor Pressure): -10.52
Melting Point: 264.57
pKa Acid: 6.14
pKa Basic: 6.87

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9609
Multidrug-efflux transporter 1 regulator	P39075	BMRR_BACSU	Bacillus subtilis	3	0.9413
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.9343
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9208
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.9108
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.9063
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9QYJ6	PDE10_RAT	Rattus norvegicus	4	0.9033
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.9008
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8994
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.8957
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.8938
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8920
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	3	0.8852
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8821
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.8751
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.8725
Transthyretin	P02767	TTHY_RAT	Rattus norvegicus	3	0.8653
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	4	0.8544
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	3	0.8540
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8526
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.8447
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.8442
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	3	0.8430
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8430
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8429
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.8413
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	4	0.8391
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.8312
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	4	0.8290
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8264
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	4	0.8213
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	3	0.8175
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8168
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8136
Dihydrofolate reductase	P00378	DYR_CHICK	Gallus gallus	3	0.8112
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.8056
Purine nucleoside phosphorylase DeoD-type	P0ABP8	DEOD_ECOLI	Escherichia coli	3	0.8054
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.8050
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8032
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.8007
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	3	0.8006
Tetracycline repressor protein class B from transposon Tn10	P04483	TETR2_ECOLX	Escherichia coli	3	0.7985
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.7981
Dihydrofolate reductase	P0A017	DYR_STAAU	Staphylococcus aureus	4	0.7970
Stromelysin-1	P08254	MMP3_HUMAN	Homo sapiens	3	0.7961
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	4	0.7953
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7952
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7930
Thymidylate kinase	Q8I4S1	Q8I4S1_PLAF7	Plasmodium falciparum	5	0.7926
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7910
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.7906
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7903
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.7898
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7895
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7836
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7815
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7809
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7809
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7798
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Q81LL4	MTNN_BACAN	Bacillus anthracis	3	0.7778
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7777
Beta-glucosidase 1A	Q25BW5	BGL1A_PHACH	Phanerodontia chrysosporium	3	0.7753
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7742
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7718
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7687
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	6	0.7666
Tannase	B3Y018	B3Y018_LACPN	Lactiplantibacillus plantarum	4	0.7652
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7610
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7595
Phosphodiesterase	Q8WQX9	Q8WQX9_9TRYP	Trypanosoma brucei	3	0.7590
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.7525
Tau-tubulin kinase 1	Q5TCY1	TTBK1_HUMAN	Homo sapiens	4	0.7519
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7481
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7470
Pteridine reductase 1	Q01782	PTR1_LEIMA	Leishmania major	3	0.7462
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7446
Deoxycytidine kinase	P27707	DCK_HUMAN	Homo sapiens	4	0.7420
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7407
Non-receptor tyrosine-protein kinase TYK2	P29597	TYK2_HUMAN	Homo sapiens	3	0.7407
Maltose/maltodextrin-binding periplasmic protein	P0AEX9	MALE_ECOLI	Escherichia coli	3	0.7397
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7365
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.7352
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7349
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7348
Succinate dehydrogenase flavoprotein subunit	P0AC41	SDHA_ECOLI	Escherichia coli	3	0.7337
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.7320
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7315
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7309
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	5	0.7298
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7291
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	4	0.7275
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7262
Histone-lysine N-methyltransferase SETD7	Q8WTS6	SETD7_HUMAN	Homo sapiens	3	0.7257
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	P49354	FNTA_HUMAN	Homo sapiens	4	0.7255
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	2	0.7252
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7237
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7231
Tyrosine-protein kinase HCK	P08631	HCK_HUMAN	Homo sapiens	5	0.7229
histidine kinase	O32393	O32393_ARTPT	Arthrospira platensis	3	0.7227
Thymidylate synthase	P0A884	TYSY_ECOLI	Escherichia coli	4	0.7222
Ribosomal RNA small subunit methyltransferase NEP1	Q06287	NEP1_YEAST	Saccharomyces cerevisiae	4	0.7220
Nitric oxide synthase 1	P29476	NOS1_RAT	Rattus norvegicus	3	0.7170
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	4	0.7159
FMN-dependent NAD(P)H:quinone oxidoreductase 1	Q9I5F3	AZOR1_PSEAE	Pseudomonas aeruginosa	2	0.7151
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7148
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.7145
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7134
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	3	0.7130
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7130
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7125
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7122
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7120
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	2	0.7117
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7115
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7103
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7086
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	4	0.7084
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	3	0.7077
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	4	0.7076
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7076
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7074
2-aminohexano-6-lactam racemase	Q7M181	ACLR_ACHOB	Achromobacter obae	3	0.7072
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7065
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7059
Beta-2-microglobulin	P61769	B2MG_HUMAN	Homo sapiens	3	0.7023
Protein ppBat	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron VPI-5482	3	0.7023
Kinesin-like protein KIF11	P52732	KIF11_HUMAN	Homo sapiens	3	0.7023
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7022
Caspase-3	P42574	CASP3_HUMAN	Homo sapiens	2	0.7019
Glucose-1-phosphate thymidylyltransferase	Q9AGY4	Q9AGY4_ANETH	Aneurinibacillus thermoaerophilus	4	0.7017
Flavin-dependent thymidylate synthase	Q9WYT0	THYX_THEMA	Thermotoga maritima	4	0.7010

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