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3alpha-tigloyloxytropane
- Family: Plantae - Solanaceae
- Kingdom: Plantae
- Class: Alkaloid
| Canonical Smiles | C/C=C(/C(=O)OC1C[C@@H]2CC[C@H](C1)N2C)\C |
|---|---|
| InChI | InChI=1S/C13H21NO2/c1-4-9(2)13(15)16-12-7-10-5-6-11(8-12)14(10)3/h4,10-12H,5-8H2,1-3H3/b9-4+/t10-,11+,12? |
| InChIKey | UVHGSMZRSVGWDJ-ZCFDAEMWSA-N |
| Formula | C13H21NO2 |
| HBA | 3 |
| HBD | 0 |
| MW | 223.32 |
| Rotatable Bonds | 2 |
| TPSA | 29.54 |
| LogP | 2.12 |
| Number Rings | 2 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.77 |
| Exact Mass | 223.16 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Datura stramonium | Solanaceae | Plantae | 4076 |
Showing of synonyms
3alpha-tigloyloxytropane
Tigloidin
Tropigline
Tigloidine
495-83-0
Tiglylpseudotropine
Tropiglina
Tropiglinum
Tropintiglinat
Tigloidina
Tropyl 2,3-dimethylacrylate
Tigloyltropine
Tropigline [INN:BAN]
UNII-5O258V0L5T
5O258V0L5T
3.beta.-Tigloyloxytropane
3alpha-Tropanyl (E)-2-methylcrotonat
533-08-4
75GK1SV4EI
[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (E)-2-methylbut-2-enoate
[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (Z)-2-methylbut-2-enoate
Tigloidinum
TIGLYLTROPEINE
Tigloidine [INN:BAN]
Tigloidinum [INN-Latin]
Tigloidina [INN-Spanish]
UNII-75GK1SV4EI
3-tigloyloxytropane
EINECS 207-810-5
TIGLOIDINE [MI]
TIGLOIDINE [INN]
TROPIGLINE [INN]
Tigloyl pseudotropine
Tiglyssin
3.alpha.-Tigloyloxytropane
TIGLOIDINE [WHO-DD]
SCHEMBL932922
SCHEMBL2233976
CHEMBL2107120
CHEMBL2107196
2-Butenoic acid, 2-methyl-, 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester,[1a,3b(E),5a]-
UVHGSMZRSVGWDJ-LKQNJMEQSA-N
UVHGSMZRSVGWDJ-WJKWMCMVSA-N
UVHGSMZRSVGWDJ-ZCFDAEMWSA-N
DTXSID601023601
DTXSID901023824
HY-U00082
AKOS040740369
Tigloidine (3-beta-Tigloyloxytropane)
CS-6695
Tropigline (3-alpha-Tigloyloxytropane)
DA-78471
MS-23254
TIGLIC ACID 3.ALPHA.-TROPANYL ESTER
TIGLIC ACID ESTER WITH PSEUDOTROPINE
NS00094399
G12749
Q27262615
(E)-1.ALPHA.H,5.ALPHA.H-TROPAN-3.BETA.-OL 2-METHYLCROTONATE
(8-METHYL-8-AZABICYCLO(3.2.1)OCTAN-3-YL) (E)-2-METHYLBUT-2-ENOATE
2-METHYL-2-BUTENOIC ACID (1.ALPHA.,3.ALPHA.(E),5.ALPHA.0- 8-METHYL-8-AZABICYCLO(3.2.1)OCT-3-YL ESTER
CROTONIC ACID, 2-METHYL-, 1.ALPHA.H,5.ALPHA.H-TROPAN-3.ALPHA.-YL ESTER, (E)- 3.ALPHA.
No compound-protein relationship available.
SMILES: C12CCC(N2)CCC1
Level: 0
Mol. Weight: 223.32 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.91
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.42
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.48
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.26
- Plasma Protein Binding
- 25.51
- 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
- Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 9.08
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.09
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.35
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 7.13
- Micronucleos
- Safe
- 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
- 1.22
- Rat (Acute)
- 2.13
- Rat (Chronic Oral)
- 1.43
- 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
- 269.1
- Hydration Free Energy
- -6.43
- Log(D) at pH=7.4
- 0.74
- Log(P)
- 2.16
- Log S
- -1.19
- Log(Vapor Pressure)
- -3.44
- Melting Point
- 99.24
- pKa Acid
- 9.01
- pKa Basic
- 8.6
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| 11-beta-hydroxysteroid dehydrogenase 1 | P28845 | DHI1_HUMAN | Homo sapiens | 3 | 0.8478 |
| 11-beta-hydroxysteroid dehydrogenase 1 | P28845 | DHI1_HUMAN | Homo sapiens | 3 | 0.8478 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7845 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7845 |
| ADP-ribosylation factor 1 | P84077 | ARF1_HUMAN | Homo sapiens | 3 | 0.7568 |
| ADP-ribosylation factor 1 | P84077 | ARF1_HUMAN | Homo sapiens | 3 | 0.7568 |
| Muconolactone Delta-isomerase | Q8G9L0 | Q8G9L0_RHOOP | Rhodococcus opacus | 2 | 0.7376 |
| Muconolactone Delta-isomerase | Q8G9L0 | Q8G9L0_RHOOP | Rhodococcus opacus | 2 | 0.7376 |
| Liver carboxylesterase 1 | P23141 | EST1_HUMAN | Homo sapiens | 2 | 0.7111 |
| Liver carboxylesterase 1 | P23141 | EST1_HUMAN | Homo sapiens | 2 | 0.7111 |