3-methylbutyryloxytropane - Compound Card

3-methylbutyryloxytropane

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3-methylbutyryloxytropane

Structure
Zoomed Structure
  • Family: Plantae - Solanaceae
  • Kingdom: Plantae
  • Class: Alkaloid
Canonical Smiles CCC(C(=O)OC1C[C@@H]2CC[C@H](C1)N2C)C
InChI InChI=1S/C13H23NO2/c1-4-9(2)13(15)16-12-7-10-5-6-11(8-12)14(10)3/h9-12H,4-8H2,1-3H3/t9?,10-,11+,12?
InChIKey OGQXAZJUVVPCRL-WSVSKBAQSA-N
Formula C13H23NO2
HBA 3
HBD 0
MW 225.33
Rotatable Bonds 3
TPSA 29.54
LogP 2.2
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 16
Formal Charge 0
Fraction CSP3 0.92
Exact Mass 225.17
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: 91750070
Nmrshiftdb2: 70004801

No compound-protein relationship available.

Structure

SMILES: C12CCC(N2)CCC1

Level: 0

Mol. Weight: 225.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.0
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.48
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.22

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.21
Plasma Protein Binding
26.12
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
9.54
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.1
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.5
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.31
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
1.04
Rat (Acute)
2.1
Rat (Chronic Oral)
1.45
Fathead Minnow
3.59
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
262.79
Hydration Free Energy
-6.15
Log(D) at pH=7.4
0.68
Log(P)
2.43
Log S
-1.37
Log(Vapor Pressure)
-3.0
Melting Point
77.4
pKa Acid
9.78
pKa Basic
9.1
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7858
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7858
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7852
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7852
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7819
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7819
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7754
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7754
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7616
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7616
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7554
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7554
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7542
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7542
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7521
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7521
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7496
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7496
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7487
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7487
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7394
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7394
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7335
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7335
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7269
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7269
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7252
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7252
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7223
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7223
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7213
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7213
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7201
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7201
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 2 0.7199
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 2 0.7199
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7169
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7169
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7087
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7087
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7076
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7076
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7061
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7061
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7042
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7042
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7040
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7040
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7013
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7013
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7007
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7007

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