3,6-diacetoxytropane - Compound Card

3,6-diacetoxytropane

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3,6-diacetoxytropane

Structure
Zoomed Structure
  • Family: Plantae - Solanaceae
  • Kingdom: Plantae
  • Class: Alkaloid
Canonical Smiles CC(=O)OC1CC2CC(C(C1)N2C)OC(=O)C
InChI InChI=1S/C12H19NO4/c1-7(14)16-10-4-9-5-12(17-8(2)15)11(6-10)13(9)3/h9-12H,4-6H2,1-3H3
InChIKey ZBNGGJNWFWYOJK-UHFFFAOYSA-N
Formula C12H19NO4
HBA 5
HBD 0
MW 241.29
Rotatable Bonds 2
TPSA 55.84
LogP 0.72
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.83
Exact Mass 241.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Datura stramonium Solanaceae Plantae 4076

Showing of synonyms

  • El Bazaoui A, Bellimam MA, et al. (2011). Nine new tropane alkaloids from Datura stramonium L. identified by GC/MS. Fitoterapia,2011,82(2),193-197. [View] [PubMed]
Pubchem: 565072
Nmrshiftdb2: 70004793
Bindingdb: 50475447

No compound-protein relationship available.

Structure

SMILES: C12CCC(N2)CCC1

Level: 0

Mol. Weight: 241.29 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.02
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.55
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.25

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.16
Plasma Protein Binding
10.63
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.12
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.18
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.55
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
7.61
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
3.02
Rat (Acute)
1.67
Rat (Chronic Oral)
1.52
Fathead Minnow
3.61
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
267.19
Hydration Free Energy
-8.24
Log(D) at pH=7.4
-0.57
Log(P)
0.68
Log S
-0.77
Log(Vapor Pressure)
-4.58
Melting Point
85.57
pKa Acid
8.94
pKa Basic
8.08
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Glycogen synthase P0A6U8 GLGA_ECOLI Escherichia coli 3 0.9148
Glycogen synthase P0A6U8 GLGA_ECOLI Escherichia coli 3 0.9148
Glycogenin-1 P46976 GLYG_HUMAN Homo sapiens 3 0.7382
Glycogenin-1 P46976 GLYG_HUMAN Homo sapiens 3 0.7382
Glucosamine-6-phosphate deaminase P0A759 NAGB_ECOLI Escherichia coli 3 0.7071
Glucosamine-6-phosphate deaminase P0A759 NAGB_ECOLI Escherichia coli 3 0.7071

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