Beta-amyrin-3-O-(2'-acetyl) glucoside - Compound Card

Beta-amyrin-3-O-(2'-acetyl) glucoside

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Beta-amyrin-3-O-(2'-acetyl) glucoside

Structure
Zoomed Structure
  • Family: Plantae - Poaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene Glycoside
Canonical Smiles OC[C@H]1OC(O[C@H]2CC[C@]3([C@@](C2(C)C)(C)CC[C@@]2([C@]3(C)CCC3[C@@]2(C)CC[C@@]2(C3CC(C)(C)CC2)C)C)C)[C@@H]([C@H]([C@@H]1O)O)OC(=O)C
InChI InChI=1S/C40H68O7/c1-24(42)45-31-30(44)29(43)27(23-41)46-32(31)47-28-13-15-39(10)37(8,34(28,4)5)20-21-38(9)36(7)19-18-35(6)17-16-33(2,3)22-26(35)25(36)12-14-40(38,39)11/h25-32,41,43-44H,12-23H2,1-11H3/t25?,26?,27-,28+,29-,30+,31-,32?,35-,36-,37+,38+,39+,40+/m1/s1
InChIKey KXSZEOVOQXGICV-PKKVRJQUSA-N
Formula C40H68O7
HBA 7
HBD 3
MW 660.98
Rotatable Bonds 4
TPSA 105.45
LogP 7.42
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 47
Formal Charge 0
Fraction CSP3 0.97
Exact Mass 660.5
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Eragrostis tef Poaceae Plantae 110835

Showing of synonyms

  • El-Alfy TS, Ezzat SM, et al. (2012). Chemical and biological study of the seeds of Eragrostis tef (Zucc.) Trotter. Natural Product Research,2012,26(7),619-629. [View] [PubMed]
Pubchem: 162817124
Nmrshiftdb2: 70057644

No compound-protein relationship available.

Structure

SMILES: C1CCCC(CC2)C1C(C2C34)CCC3C5C(CC4)CC(CC5)OC6CCCCO6

Level: 1

Mol. Weight: 660.98 g/mol

Structure

SMILES: C1CCCC(CC2)C1C(C2C34)CCC3C5C(CC4)CCCC5

Level: 0

Mol. Weight: 660.98 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 660.98 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.04
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.85
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
25.97

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.23
Plasma Protein Binding
102.14
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
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
2.05
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.77
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.03
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.74
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-50456.32
Rat (Acute)
3.02
Rat (Chronic Oral)
2.31
Fathead Minnow
78.76
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
3306.9
Hydration Free Energy
-2.92
Log(D) at pH=7.4
6.14
Log(P)
7.33
Log S
-6.01
Log(Vapor Pressure)
-81.41
Melting Point
261.4
pKa Acid
8.55
pKa Basic
7.01
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7712
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7712
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7478
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7478
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 4 0.7246
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 4 0.7246

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