Pectolinarigenin-7-O-glucoside - Compound Card

Pectolinarigenin-7-O-glucoside

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Pectolinarigenin-7-O-glucoside

Structure
Zoomed Structure
  • Family: Plantae - Verbenaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles OCC1O[C@@H](Oc2cc3oc(cc(=O)c3c(c2OC)O)c2ccc(cc2)OC)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C23H24O11/c1-30-11-5-3-10(4-6-11)13-7-12(25)17-14(32-13)8-15(22(31-2)19(17)27)33-23-21(29)20(28)18(26)16(9-24)34-23/h3-8,16,18,20-21,23-24,26-29H,9H2,1-2H3/t16?,18-,20+,21-,23-/m1/s1
InChIKey JNNRILAYMZYEQB-KCUKWGQFSA-N
Formula C23H24O11
HBA 11
HBD 5
MW 476.43
Rotatable Bonds 6
TPSA 168.28
LogP 0.36
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.35
Exact Mass 476.13
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Lantana camara Verbenaceae Plantae 126435

Showing of synonyms

  • Tshitenge DT, Ioset KN, et al. (2016). Rational quality assessment procedure for less-investigated herbal medicines: Case of a Congolese antimalarial drug with an analytical report.. Fitoterapia,2016, 110, 189-195. [View] [PubMed]

No compound-protein relationship available.

Structure

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

Level: 2

Mol. Weight: 476.43 g/mol

Structure

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

Level: 1

Mol. Weight: 476.43 g/mol

Structure

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

Level: 1

Mol. Weight: 476.43 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 476.43 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 476.43 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 476.43 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.46
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.14
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.03

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.04
Plasma Protein Binding
79.67
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
6.76
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.6
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.85
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.55
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
-222.55
Rat (Acute)
2.42
Rat (Chronic Oral)
3.84
Fathead Minnow
4.42
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
555.14
Hydration Free Energy
-3.34
Log(D) at pH=7.4
1.33
Log(P)
0.93
Log S
-4.32
Log(Vapor Pressure)
-10.87
Melting Point
191.64
pKa Acid
6.02
pKa Basic
3.72
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 0.9760
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9527
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.9347
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9229
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.9043
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.8828
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8784
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8773
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8760
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8673
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8588
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8521
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8477
Prothrombin P00734 THRB_HUMAN Homo sapiens 4 0.8427
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8419
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8371
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8368
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8236
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8219
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8216
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8156
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.8146
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8129
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8106
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8105
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8105
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8104
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8081
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8073
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8047
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8002
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7979
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7908
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7881
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 4 0.7869
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 4 0.7865
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7834
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7827
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7791
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7766
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 4 0.7753
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7695
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7690
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7678
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7677
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7675
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7668
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7661
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7654
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7637
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 3 0.7624
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7618
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7612
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7608
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7603
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7579
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7575
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7552
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 3 0.7543
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7541
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.7532
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7531
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7527
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7522
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7521
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7493
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7490
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7462
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7461
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7444
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7434
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7433
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7422
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7420
Acyl-coenzyme A synthetase ACSM2A, mitochondrial Q08AH3 ACS2A_HUMAN Homo sapiens 2 0.7404
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7374
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7334
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7304
Neutrophil collagenase P22894 MMP8_HUMAN Homo sapiens 2 0.7303
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7303
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7302
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7293
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7283
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7262
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7249
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7246
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7238
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7233
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 5 0.7223
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7217
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7217
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 4 0.7216
Ephrin type-A receptor 2 P29317 EPHA2_HUMAN Homo sapiens 3 0.7208
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7192
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7181
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7171
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7148
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7134
Nucleoside diphosphate kinase Q5HFV4 NDK_STAAC Staphylococcus aureus 2 0.7119
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7115
Pantothenate synthetase P9WIL4 PANC_MYCTO Mycobacterium tuberculosis 2 0.7115
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7099
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7096
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7081
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7072
Angiopoietin-1 receptor Q02763 TIE2_HUMAN Homo sapiens 3 0.7064
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7056
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7043
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7041
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7038
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7033
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7027
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7010
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7007
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 2 0.7001

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