3,7-dihydroxy-6-tigloyloxytropane - Compound Card

3,7-dihydroxy-6-tigloyloxytropane

Select a section from the left sidebar

3,7-dihydroxy-6-tigloyloxytropane

Structure
Zoomed Structure
  • Family: Plantae - Solanaceae
  • Kingdom: Plantae
  • Class: Alkaloid
Canonical Smiles OCN1C2CC(CC1C2O)OC(=O)/C(=C/C)/C
InChI InChI=1S/C12H19NO4/c1-3-7(2)12(16)17-8-4-9-11(15)10(5-8)13(9)6-14/h3,8-11,14-15H,4-6H2,1-2H3/b7-3+
InChIKey WTNSOAMJOANJTH-XVNBXDOJSA-N
Formula C12H19NO4
HBA 5
HBD 2
MW 241.29
Rotatable Bonds 3
TPSA 70.0
LogP 0.02
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.75
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: 91750071
Nmrshiftdb2: 70004808

No compound-protein relationship available.

Structure

SMILES: C12CC(N2)CCC1

Level: 0

Mol. Weight: 241.29 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.21
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.42
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.29

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.33
Plasma Protein Binding
13.55
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
2.45
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.89
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.16
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.13
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
3.2
Rat (Acute)
1.94
Rat (Chronic Oral)
1.87
Fathead Minnow
3.99
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
318.34
Hydration Free Energy
-9.96
Log(D) at pH=7.4
-0.37
Log(P)
0.41
Log S
-0.85
Log(Vapor Pressure)
-5.88
Melting Point
118.91
pKa Acid
7.79
pKa Basic
8.25
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cyclomaltodextrin glucanotransferase P05618 CDGT_BACS0 Bacillus sp 3 0.8411
Cyclomaltodextrin glucanotransferase P05618 CDGT_BACS0 Bacillus sp 3 0.8411
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8305
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8305
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7857
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7857
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7502
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7502
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7065
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7065

Download SDF