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Daidzein7-O-beta-D-glucopyranoside

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

Canonical Smiles	OC[C@H]1O[C@@H](Oc2ccc3c(c2)occ(c3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C21H20O9/c22-8-16-18(25)19(26)20(27)21(30-16)29-12-5-6-13-15(7-12)28-9-14(17(13)24)10-1-3-11(23)4-2-10/h1-7,9,16,18-23,25-27H,8H2/t16-,18-,19+,20-,21-/m1/s1
InChIKey	KYQZWONCHDNPDP-QNDFHXLGSA-N
Formula	C₂₁H₂₀O₉
HBA	9
HBD	5
MW	416.38
Rotatable Bonds	4
TPSA	149.82
LogP	0.34
Number Rings	4
Number Aromatic Rings	3
Heavy Atom Count	30
Formal Charge	0
Fraction CSP3	0.29
Exact Mass	416.11
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Erythrina addisoniae	Leguminosae/Fabaceae	Plantae	2590682

Showing of synonyms

Talla E, Yankep E, et al. (2014). Chemical constituents from root barks of Erythrina mildbraedii and stem barks of Erythrina addisoniae. Bull. Chem. Soc. Ethiop. 2014, 28(1), 155-159. [View]

Pubchem: 107971

Cas: 552-66-9

Gnps: CCMSLIB00006552656

Zinc: ZINC000004098610

Kegg Ligand: C10216

Chebi: 42202

Nmrshiftdb2: 60022415

Metabolights: MTBLC42202

Chembl: CHEMBL486422

Drugbank: DB02115

Pdb Ligand: DZN

Bindingdb: 50409029

CPRiL: 34149

SMILES: O1CCCCC1Oc(cc2)cc(c23)occ(c3=O)-c4ccccc4

Level: 2

Mol. Weight: 416.38 g/mol

SMILES: O=c1ccoc(c12)cc(cc2)OC3CCCCO3

Level: 1

Mol. Weight: 416.38 g/mol

SMILES: c1cccc(c12)occ(c2=O)-c3ccccc3

Level: 1

Mol. Weight: 416.38 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 416.38 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 416.38 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 416.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.33
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.930
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -0.17

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 1.130
Plasma Protein Binding: 91.84
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: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 8.260
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Safe
Bioconcentration Factor: -1.000
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.840
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 4.590
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: -36.930
Rat (Acute): 2.720
Rat (Chronic Oral): 3.610
Fathead Minnow: 4.160
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: 539.000
Hydration Free Energy: -6.060
Log(D) at pH=7.4: 1.030
Log(P): 0.19
Log S: -3.54
Log(Vapor Pressure): -13.39
Melting Point: 220.52
pKa Acid: 5.98
pKa Basic: 5.57

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.9666
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.9500
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.9219
Tyrosine-protein kinase SYK	P43405	KSYK_HUMAN	Homo sapiens	3	0.9202
Lactoperoxidase	A0A452E9Y6	PERL_CAPHI	Capra hircus	3	0.9098
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8918
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	3	0.8877
TetR family transcriptional regulator	Q58L87	Q58L87_MYCSM	Mycolicibacterium smegmatis	3	0.8859
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.8841
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8833
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.8823
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.8814
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.8660
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	3	0.8616
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8566
Transthyretin	P02766	TTHY_HUMAN	Homo sapiens	4	0.8322
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.8322
Fibroblast growth factor receptor 1	P11362	FGFR1_HUMAN	Homo sapiens	3	0.8294
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.8283
CREB-binding protein	Q92793	CBP_HUMAN	Homo sapiens	3	0.8269
Tetracycline repressor protein class H	P51561	TETR8_PASMD	Pasteurella multocida	3	0.8267
Beta-lactamase	Q9L5C8	Q9L5C8_ECOLX	Escherichia coli	3	0.8235
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8199
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	4	0.8191
Enoyl-ACP reductase	Q9BH77	Q9BH77_PLAFA	Plasmodium falciparum	3	0.8176
Genome polyprotein	P26663	POLG_HCVBK	Hepatitis C virus genotype 1b	3	0.8154
Fatty acid-binding protein, intestinal	P12104	FABPI_HUMAN	Homo sapiens	3	0.8140
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8093
Cholinesterase	P06276	CHLE_HUMAN	Homo sapiens	3	0.8014
Squalene synthase	P37268	FDFT_HUMAN	Homo sapiens	3	0.7978
HTH-type transcriptional regulator EthR	P9WMC1	ETHR_MYCTU	Mycobacterium tuberculosis	3	0.7941
Gag-Pol polyprotein	P03367	POL_HV1BR	Human immunodeficiency virus type 1 group M subtype B	3	0.7892
beta-glucosidase	Q92AS9	Q92AS9_LISIN	Listeria innocua serovar 6a	3	0.7881
4,4'-diapophytoene synthase	A9JQL9	CRTM_STAAU	Staphylococcus aureus	2	0.7870
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	3	0.7846
Calmodulin	P62157	CALM_BOVIN	Bos taurus	3	0.7835
Aldehyde dehydrogenase, mitochondrial	P05091	ALDH2_HUMAN	Homo sapiens	4	0.7805
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7796
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7780
Tetracycline repressor protein class B from transposon Tn10	P04483	TETR2_ECOLX	Escherichia coli	3	0.7757
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7686
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7666
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7662
E3 ubiquitin-protein ligase Mdm2	Q00987	MDM2_HUMAN	Homo sapiens	3	0.7656
Tubulin alpha chain	D0VWZ0	D0VWZ0_SHEEP	Ovis aries	3	0.7655
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7654
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	3	0.7653
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7650
Riboflavin synthase	P0AFU8	RISA_ECOLI	Escherichia coli	3	0.7635
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7635
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7616
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	3	0.7606
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7604
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7599
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	3	0.7592
Protein ppBat	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron VPI-5482	2	0.7582
Gag-Pol polyprotein	P04584	POL_HV2RO	Human immunodeficiency virus type 2 subtype A	3	0.7571
Serine/threonine-protein kinase Nek2	P51955	NEK2_HUMAN	Homo sapiens	3	0.7559
Albumin	P02768	ALBU_HUMAN	Homo sapiens	3	0.7544
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7528
Putative protease I	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron	2	0.7523
Biotin carboxylase	P24182	ACCC_ECOLI	Escherichia coli	4	0.7467
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	3	0.7466
Genome polyprotein	P26663	POLG_HCVBK	Hepatitis C virus genotype 1b	3	0.7429
1-deoxy-D-xylulose 5-phosphate reductoisomerase	P45568	DXR_ECOLI	Escherichia coli	2	0.7416
4-hydroxyphenylacetate 3-monooxygenase	Q8YHT7	Q8YHT7_BRUME	Brucella melitensis biotype 1	2	0.7413
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7412
Transthyretin	P02767	TTHY_RAT	Rattus norvegicus	3	0.7379
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7373
Albumin	P02768	ALBU_HUMAN	Homo sapiens	3	0.7365
Agglutinin alpha chain	P18674	LECA_MACPO	Maclura pomifera	3	0.7361
UDP-galactopyranose mutase	Q48485	GLF1_KLEPN	Klebsiella pneumoniae	3	0.7355
4,4'-diapophytoene synthase	A9JQL9	CRTM_STAAU	Staphylococcus aureus	3	0.7350
Cytosolic purine 5'-nucleotidase	P49902	5NTC_HUMAN	Homo sapiens	2	0.7341
Ketimine reductase mu-crystallin	O54983	CRYM_MOUSE	Mus musculus	2	0.7338
Glycogen phosphorylase, muscle form	P00489	PYGM_RABIT	Oryctolagus cuniculus	3	0.7317
Proto-oncogene tyrosine-protein kinase Src	P12931	SRC_HUMAN	Homo sapiens	3	0.7311
Matrix metalloproteinase-9	P14780	MMP9_HUMAN	Homo sapiens	2	0.7298
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	3	0.7292
Transthyretin	P02767	TTHY_RAT	Rattus norvegicus	2	0.7278
NmrA-like family domain-containing protein 1	Q9HBL8	NMRL1_HUMAN	Homo sapiens	2	0.7265
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	2	0.7261
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	2	0.7256
Oxygenase	Q194P4	Q194P4_STRAA	Streptomyces argillaceus	3	0.7255
Farnesyl pyrophosphate synthase	P14324	FPPS_HUMAN	Homo sapiens	2	0.7255
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	3	0.7252
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7249
Transthyretin	P02767	TTHY_RAT	Rattus norvegicus	2	0.7242
Lethal(3)malignant brain tumor-like protein 1	Q9Y468	LMBL1_HUMAN	Homo sapiens	3	0.7234
Glucose-1-phosphate thymidylyltransferase	Q9HU22	Q9HU22_PSEAE	Pseudomonas aeruginosa	3	0.7234
C-1-tetrahydrofolate synthase, cytoplasmic	P11586	C1TC_HUMAN	Homo sapiens	3	0.7219
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7214
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7185
Methylmalonyl-CoA decarboxylase	P52045	SCPB_ECOLI	Escherichia coli	3	0.7182
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	3	0.7178
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	3	0.7174
Ectonucleotide pyrophosphatase/phosphodiesterase family member 2	Q9R1E6	ENPP2_MOUSE	Mus musculus	3	0.7173
Disks large homolog 1	Q12959	DLG1_HUMAN	Homo sapiens	3	0.7153
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7136
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7114
Orotidine 5'-phosphate decarboxylase	O26232	PYRF_METTH	Methanothermobacter thermautotrophicus	4	0.7089
Nucleoprotein	P33469	NCAP_CVHOC	Human coronavirus OC43	3	0.7070
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7070
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.7069
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7068
Gag-Pol polyprotein	P04584	POL_HV2RO	Human immunodeficiency virus type 2 subtype A	3	0.7067
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7058
ATP synthase subunit alpha, mitochondrial	P19483	ATPA_BOVIN	Bos taurus	2	0.7058
Catechol O-methyltransferase	P22734	COMT_RAT	Rattus norvegicus	3	0.7049
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	2	0.7049
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7048
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7044
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7040
Major strawberry allergen Fra a 1-3	D0E0C7	FRA13_FRAAN	Fragaria ananassa	4	0.7010
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7007
Fructose-1,6-bisphosphatase 1	P09467	F16P1_HUMAN	Homo sapiens	2	0.7004
Formate--tetrahydrofolate ligase	P21164	FTHS_MOOTH	Moorella thermoacetica	2	0.7000

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