Physcion-beta-8-O-D-glucoside - Compound Card

Physcion-beta-8-O-D-glucoside

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Physcion-beta-8-O-D-glucoside

Structure
Zoomed Structure
  • Family: Polygonaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Anthraquinone Glycoside
Canonical Smiles OCC1OC(Oc2cc(OC)cc3c2C(=O)c2c(C3=O)cc(cc2O)C)C(C(C1O)O)O
InChI InChI=1S/C22H22O10/c1-8-3-10-15(12(24)4-8)19(27)16-11(17(10)25)5-9(30-2)6-13(16)31-22-21(29)20(28)18(26)14(7-23)32-22/h3-6,14,18,20-24,26,28-29H,7H2,1-2H3
InChIKey POMKXWCJRHNLRP-UHFFFAOYSA-N
Formula C22H22O10
HBA 10
HBD 5
MW 446.41
Rotatable Bonds 4
TPSA 162.98
LogP -0.34
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.36
Exact Mass 446.12
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Rumex abyssinicus Polygonaceae Plantae 273505

Showing of synonyms

  • Tala M, Ansary M, et al. (2018). Anthraquinones and flavanols isolated from the vegetable herb Rumex abyssinicus inhibit motility of Phytophthora capsici zoospores. South African Journal of Botany, 2018, 115, 1-4. [View]
Pubchem: 4484071
Chebi: 191707
Nmrshiftdb2: 80000453

No compound-protein relationship available.

Structure

SMILES: c1cccc(C2=O)c1C(=O)c(c23)cccc3OC4CCCCO4

Level: 1

Mol. Weight: 308.33 g/mol

Structure

SMILES: c1cccc(c12)C(=O)c3c(C2=O)cccc3

Level: 0

Mol. Weight: 208.22 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 86.13 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.48
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.06
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.82

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.9
Plasma Protein Binding
20.56
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
7.92
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.98
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.94
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
-66.25
Rat (Acute)
2.57
Rat (Chronic Oral)
4.01
Fathead Minnow
4.41
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
532.76
Hydration Free Energy
-4.21
Log(D) at pH=7.4
0.89
Log(P)
1.51
Log S
-3.92
Log(Vapor Pressure)
-10.08
Melting Point
193.82
pKa Acid
4.99
pKa Basic
4.12
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.9671
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9209
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8898
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.8791
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.8643
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8617
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8604
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8569
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8450
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8348
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8311
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8241
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8226
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8166
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8160
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.8071
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.7922
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7914
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.7907
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7862
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7724
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7631
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7625
Prostaglandin E synthase 2 Q9N0A4 PGES2_MACFA Macaca fascicularis 3 0.7600
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7533
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7532
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7497
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7444
Casein kinase I isoform delta P48730 KC1D_HUMAN Homo sapiens 3 0.7421
Casein kinase I isoform delta P48730 KC1D_HUMAN Homo sapiens 3 0.7349
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 2 0.7347
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.7344
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7185
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7135
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7134
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7134
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7123
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7118
Casein kinase I isoform delta P48730 KC1D_HUMAN Homo sapiens 3 0.7113
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7104
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 4 0.7084
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7028
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7017
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7011
Orotidine 5'-phosphate decarboxylase Q9KQT7 PYRF_VIBCH Vibrio cholerae serotype O1 4 0.7007
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7007
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7006
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7002

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