3-(acetylamino)-2,3-dideoxy-6,7-O-(1-methylethylidene)-D‐glucoheptoside - Compound Card

3-(acetylamino)-2,3-dideoxy-6,7-O-(1-methylethylidene)-D‐glucoheptoside

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3-(acetylamino)-2,3-dideoxy-6,7-O-(1-methylethylidene)-D‐glucoheptoside

Structure
Zoomed Structure
  • Family: Plantae - Chenopodiaceae
  • Kingdom: Plantae
  • Class: Carbohydrate
Canonical Smiles CC(=O)N[C@H]1CC(O)O[C@H]([C@H]1O)[C@H]1COC(O1)(C)C
InChI InChI=1S/C12H21NO6/c1-6(14)13-7-4-9(15)18-11(10(7)16)8-5-17-12(2,3)19-8/h7-11,15-16H,4-5H2,1-3H3,(H,13,14)/t7-,8+,9?,10-,11-/m0/s1
InChIKey BDCILTKYJPXHLW-GDPLYGHDSA-N
Formula C12H21NO6
HBA 6
HBD 3
MW 275.3
Rotatable Bonds 2
TPSA 97.25
LogP -0.89
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.92
Exact Mass 275.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Haloxylon scoparium Chenopodiaceae Plantae 1665493

Showing of synonyms

  • Lachkar N, Lamchouri F, et al. (2021). Chemical composition, phenolic content and antioxidant capacity of Haloxylon scoparium extracts. Evidence-based complementary and alternative medicine : eCAM, 2021, 2021, 9011168. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1COCC1C2CCCCO2

Level: 1

Mol. Weight: 275.3 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 275.3 g/mol

Structure

SMILES: C1COCO1

Level: 0

Mol. Weight: 275.3 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.34
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.33
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.94

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.21
Plasma Protein Binding
17.97
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
3.25
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.86
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.81
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.71
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
-1.38
Rat (Acute)
1.96
Rat (Chronic Oral)
1.99
Fathead Minnow
2.64
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
341.24
Hydration Free Energy
-14.72
Log(D) at pH=7.4
-0.56
Log(P)
-1.12
Log S
-0.52
Log(Vapor Pressure)
-7.19
Melting Point
148.09
pKa Acid
7.97
pKa Basic
3.96
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.9120
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.9021
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8389
Glycogen synthase P0A6U8 GLGA_ECOLI Escherichia coli 3 0.7855
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7834
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7612
Raucaffricine-O-beta-D-glucosidase Q9SPP9 RG1_RAUSE Rauvolfia serpentina 3 0.7174

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