Beta-sorigenin-8-O-beta-D-glucoside - Compound Card

Beta-sorigenin-8-O-beta-D-glucoside

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Beta-sorigenin-8-O-beta-D-glucoside

Structure
Zoomed Structure
  • Family: Plantae - Rhamnaceae
  • Kingdom: Plantae
  • Class: Naphthalene Derivative
Canonical Smiles OC[C@H]1OC(Oc2cccc3c2c(O)c2c(c3)COC2=O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C18H18O9/c19-5-10-13(20)15(22)16(23)18(27-10)26-9-3-1-2-7-4-8-6-25-17(24)12(8)14(21)11(7)9/h1-4,10,13,15-16,18-23H,5-6H2/t10-,13-,15+,16-,18?/m1/s1
InChIKey SGQJDTLFQCDZGS-HHRXXXKKSA-N
Formula C18H18O9
HBA 9
HBD 5
MW 378.33
Rotatable Bonds 3
TPSA 145.91
LogP -0.61
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.39
Exact Mass 378.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Rhamnus prinoides Rhamnaceae Plantae 280022

Showing of synonyms

  • Abegaz BM, Kebede T. (1995). Geshoidin: A bitter principle of Rhamnus prinoides and other constituents of the leaves. Bulletin of the Chemical Society of Ethiopia,1995,9(2),107-114. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O=C1OCc(c12)cc3c(c2)c(ccc3)OC4CCCCO4

Level: 1

Mol. Weight: 378.33 g/mol

Structure

SMILES: O=C1OCc(c12)cc3c(c2)cccc3

Level: 0

Mol. Weight: 378.33 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 378.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.23
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.13
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.71

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.95
Plasma Protein Binding
73.44
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
8.2
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.55
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.73
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.82
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
-9.47
Rat (Acute)
2.3
Rat (Chronic Oral)
3.86
Fathead Minnow
4.08
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
510.7
Hydration Free Energy
-12.56
Log(D) at pH=7.4
0.55
Log(P)
-0.59
Log S
-2.65
Log(Vapor Pressure)
-11.56
Melting Point
197.88
pKa Acid
5.16
pKa Basic
5.58
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8260
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8260
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.8217
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.8217
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7975
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7975
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7952
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7952
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7875
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7875
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7630
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7630
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7620
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7620
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7554
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7554
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7521
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7521
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7506
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7506
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 2 0.7354
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 2 0.7354
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7352
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7352
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7277
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7277
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7273
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7273
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7182
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7182
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7170
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7170
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7148
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7148
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7122
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7122
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7014
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7014
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7005
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7005

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