Kaempferol-7-O-galacturonide - Compound Card

Kaempferol-7-O-galacturonide

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Kaempferol-7-O-galacturonide

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glucoside
Canonical Smiles OC(=O)[C@H]1OC(Oc2cc(O)c3c(c2)oc(c(c3=O)O)c2ccc(cc2)O)[C@@H]([C@H]([C@H]1O)O)O
InChI InChI=1S/C21H18O12/c22-8-3-1-7(2-4-8)18-15(26)13(24)12-10(23)5-9(6-11(12)32-18)31-21-17(28)14(25)16(27)19(33-21)20(29)30/h1-6,14,16-17,19,21-23,25-28H,(H,29,30)/t14-,16+,17+,19-,21?/m0/s1
InChIKey HKMMHEQNCQNUNN-VQQABSCJSA-N
Formula C21H18O12
HBA 11
HBD 7
MW 462.36
Rotatable Bonds 4
TPSA 207.35
LogP -0.15
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.24
Exact Mass 462.08
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia retusa Euphorbiaceae Plantae 1091645

Showing of synonyms

  • Elgamal A, El Raey M, et al. (2021). Phytochemical profiling and anti-aging activities of Euphorbia retusa extract: In silico and in vitro studies. Arabian Journal of Chemistry, 2021, 14(6), 103159. [View]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)cc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 462.36 g/mol

Structure

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

Level: 1

Mol. Weight: 462.36 g/mol

Structure

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

Level: 1

Mol. Weight: 462.36 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 462.36 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 462.36 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 462.36 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.75
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.64
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
0.31

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.09
Plasma Protein Binding
83.22
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
8.39
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.06
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.98
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.24
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
-106.37
Rat (Acute)
2.22
Rat (Chronic Oral)
4.32
Fathead Minnow
4.2
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
622.8
Hydration Free Energy
-4.03
Log(D) at pH=7.4
-1.48
Log(P)
-0.21
Log S
-3.96
Log(Vapor Pressure)
-12.37
Melting Point
214.81
pKa Acid
4.49
pKa Basic
6.43
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9548
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9154
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9146
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.9062
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9023
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.8925
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 5 0.8900
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8758
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8751
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 5 0.8733
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8715
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8621
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8577
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 5 0.8566
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8560
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.8529
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8421
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8337
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8332
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8296
5-formyltetrahydrofolate cyclo-ligase P75430 MTHFS_MYCPN Mycoplasma pneumoniae 3 0.8288
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8271
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8181
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8126
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8120
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8092
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8045
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.8040
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8013
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.8002
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7989
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7978
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7891
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7864
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 5 0.7841
UTP-monosaccharide-1-phosphate uridylyltransferase D3G6S4 D3G6S4_LEIMA Leishmania major 3 0.7827
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 3 0.7821
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7816
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7813
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 5 0.7772
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7739
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7728
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7718
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7717
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7687
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7682
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7677
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7672
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7658
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7654
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 4 0.7633
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7610
Beta-secretase 2 Q9Y5Z0 BACE2_HUMAN Homo sapiens 3 0.7609
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7605
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7594
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.7531
Bis(5'-adenosyl)-triphosphatase P49789 FHIT_HUMAN Homo sapiens 3 0.7490
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7484
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7479
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7473
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 5 0.7469
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7461
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7457
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7449
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7411
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7399
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7386
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7379
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7363
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7360
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.7354
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7350
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7315
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7312
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7286
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7286
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7262
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7248
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7179
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7175
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7164
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7151
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7122
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7122
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7119
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7110
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7106
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7088
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7078
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7067
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7063
Histone H3 P61830 H3_YEAST Saccharomyces cerevisiae 2 0.7060
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7053
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7043
Acyl-coenzyme A synthetase ACSM2A, mitochondrial Q08AH3 ACS2A_HUMAN Homo sapiens 2 0.7025

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