Tectorigenin 7-O-beta-D-glucosyl-4'-O-beta-D-glucoside - Compound Card

Tectorigenin 7-O-beta-D-glucosyl-4'-O-beta-D-glucoside

Select a section from the left sidebar

Tectorigenin 7-O-beta-D-glucosyl-4'-O-beta-D-glucoside

Structure
Zoomed Structure
  • Family: Iridaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavonoid Glycoside
Canonical Smiles OC[C@H]1O[C@@H](Oc2ccc(cc2)c2coc3c(c2=O)c(O)c(c(c3)O[C@H]2O[C@@H](CO)[C@@H]([C@H]([C@@H]2O)O)O)OC)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C28H32O16/c1-39-26-14(42-28-25(38)23(36)20(33)16(8-30)44-28)6-13-17(21(26)34)18(31)12(9-40-13)10-2-4-11(5-3-10)41-27-24(37)22(35)19(32)15(7-29)43-27/h2-6,9,15-16,19-20,22-25,27-30,32-38H,7-8H2,1H3/t15-,16+,19-,20+,22+,23-,24-,25+,27-,28+/m1/s1
InChIKey RSNFRXLRXMMZGW-ITZORPRVSA-N
Formula C28H32O16
HBA 16
HBD 9
MW 624.55
Rotatable Bonds 8
TPSA 258.43
LogP -2.47
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 44
Formal Charge 0
Fraction CSP3 0.46
Exact Mass 624.17
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Iris spuria Iridaceae Plantae 93026

Showing of synonyms

  • Divya G, Albert A, et al. (2021). Renoprotective effect of tectorigenin glycosides isolated from Iris spuria L. (Zeal) against hyperoxaluria and hyperglycemia in NRK-49Fcells.. Natural product research, 2021, 35(6), 1029-1034. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)occ(c3=O)-c4ccc(cc4)OC5CCCCO5

Level: 3

Mol. Weight: 422.48 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)-c3ccc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 322.36 g/mol

Structure

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

Level: 2

Mol. Weight: 322.36 g/mol

Structure

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

Level: 1

Mol. Weight: 246.26 g/mol

Structure

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

Level: 1

Mol. Weight: 222.24 g/mol

Structure

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 178.23 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 146.14 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 86.13 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

Renoprotective

Absorption

Caco-2 (logPapp)
-6.53
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.190
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
16.95

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.860
Plasma Protein Binding
78.95
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
4.510
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.510
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
5.150
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
-28499.820
Rat (Acute)
2.590
Rat (Chronic Oral)
4.690
Fathead Minnow
51.410
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
402.990
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-0.490
Log(P)
-1.69
Log S
-4.24
Log(Vapor Pressure)
-16.6
Melting Point
244.92
pKa Acid
3.17
pKa Basic
5.0
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8979
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8888
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8878
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8802
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8667
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8658
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8424
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8298
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8277
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8188
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8107
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8099
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 4 0.8088
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8015
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8005
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7906
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7812
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7752
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7745
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7711
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7696
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7685
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.7661
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7649
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7641
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7588
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7585
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7543
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7520
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7500
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.7470
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7466
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7372
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7348
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7318
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7308
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7281
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7272
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7180
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7161
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7106
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 4 0.7093
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7067
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7063
non-specific serine/threonine protein kinase Q6FS46 Q6FS46_CANGA Candida glabrata 4 0.7046
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7028
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7019
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7018
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7004

Download SDF