Anthragallol 1-methyl ether 3-O-beta-d-glucopyranoside - Compound Card

Anthragallol 1-methyl ether 3-O-beta-d-glucopyranoside

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Anthragallol 1-methyl ether 3-O-beta-d-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Anthraquinone
Canonical Smiles OC[C@@H]1O[C@H](Oc2cc3C(=O)c4ccccc4C(=O)c3c(c2O)OC)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C21H20O10/c1-29-20-13-10(14(23)8-4-2-3-5-9(8)15(13)24)6-11(17(20)26)30-21-19(28)18(27)16(25)12(7-22)31-21/h2-6,12,16,18-19,21-22,25-28H,7H2,1H3/t12-,16-,18+,19-,21-/m0/s1
InChIKey ITAONBMWWQRIIV-ZOJFDDRMSA-N
Formula C21H20O10
HBA 10
HBD 5
MW 432.38
Rotatable Bonds 4
TPSA 162.98
LogP -0.65
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.33
Exact Mass 432.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Galium sinaicum Rubiaceae Plantae 25168

Showing of synonyms

  • El-Gamal A.A, Takeya K, et al. (1996). Anthraquinones from the polar fractions of Galium sinaicum. Phytochemistry, 1996, 42(4), 1149-55. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1cccc(C2=O)c1C(=O)c(c23)ccc(c3)OC4CCCCO4

Level: 1

Mol. Weight: 432.38 g/mol

Structure

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

Level: 0

Mol. Weight: 432.38 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 432.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.32
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.000
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.79

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.840
Plasma Protein Binding
86.92
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
8.670
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.420
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.880
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.660
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
-52.490
Rat (Acute)
2.590
Rat (Chronic Oral)
3.950
Fathead Minnow
4.470
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
516.600
Hydration Free Energy
-4.650
Log(D) at pH=7.4
-0.170
Log(P)
0.49
Log S
-3.76
Log(Vapor Pressure)
-10.91
Melting Point
201.03
pKa Acid
4.3
pKa Basic
3.99
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9315
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9303
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.9213
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.8878
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8823
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.8433
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7945
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7862
Dodecin Q5SIE3 DODEC_THET8 Thermus thermophilus 5 0.7675
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7675
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7664
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7562
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7539
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7530
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7420
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7418
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7340
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7216
NmrA-like family domain-containing protein 1 Q9HBL8 NMRL1_HUMAN Homo sapiens 2 0.7213
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7209
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7185
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q3JRA0 ISPF_BURP1 Burkholderia pseudomallei 3 0.7136
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7085
Pyridoxal kinase P82197 PDXK_SHEEP Ovis aries 2 0.7052
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7012
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7008

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