Beta-sorigenin-1-O-beta-glucoside - Compound Card

Beta-sorigenin-1-O-beta-glucoside

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Beta-sorigenin-1-O-beta-glucoside

Structure
Zoomed Structure
  • Family: Plantae - Rhamnaceae
  • Kingdom: Plantae
  • Class: Naphthalene Derivative
Canonical Smiles OC[C@H]1OC(Oc2c3C(=O)OCc3cc3c2c(O)ccc3)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C18H18O9/c19-5-10-13(21)14(22)15(23)18(26-10)27-16-11-7(2-1-3-9(11)20)4-8-6-25-17(24)12(8)16/h1-4,10,13-15,18-23H,5-6H2/t10-,13-,14+,15-,18?/m1/s1
InChIKey KQLFTAOIVMPMDJ-GSMOJGAUSA-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(cccc3)c2OC4CCCCO4

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
-5.12
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.79

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.96
Plasma Protein Binding
69.09
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
9.09
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.53
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.68
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.66
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
-9.31
Rat (Acute)
2.39
Rat (Chronic Oral)
3.87
Fathead Minnow
4.07
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
520.98
Hydration Free Energy
-12.65
Log(D) at pH=7.4
0.4
Log(P)
-0.65
Log S
-2.54
Log(Vapor Pressure)
-11.59
Melting Point
196.48
pKa Acid
5.43
pKa Basic
5.51
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8517
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8517
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7981
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7981
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7686
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7686
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7500
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7500
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7498
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7498
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7485
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7485
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7412
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7412
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7345
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7345
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.7286
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.7286
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7158
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7158
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7055
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7055
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7036
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7036

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