3-hydroxy-6-(2'-methylbutyryloxy)tropane - Compound Card

3-hydroxy-6-(2'-methylbutyryloxy)tropane

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3-hydroxy-6-(2'-methylbutyryloxy)tropane

Structure
Zoomed Structure
  • Family: Plantae - Solanaceae
  • Kingdom: Plantae
  • Class: Alkaloid
Canonical Smiles CCC(C(=O)OC1CC2N(C1CC(C2)O)C)C
InChI InChI=1S/C13H23NO3/c1-4-8(2)13(16)17-12-6-9-5-10(15)7-11(12)14(9)3/h8-12,15H,4-7H2,1-3H3
InChIKey ISEGEIWRXCOCGD-UHFFFAOYSA-N
Formula C13H23NO3
HBA 4
HBD 1
MW 241.33
Rotatable Bonds 3
TPSA 49.77
LogP 1.17
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.92
Exact Mass 241.17
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: 91705071

No compound-protein relationship available.

Structure

SMILES: C12CCC(N2)CCC1

Level: 0

Mol. Weight: 241.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.19
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.52
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.5

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.11
Plasma Protein Binding
16.26
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
5.6
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.26
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.47
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.45
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
3.68
Rat (Acute)
1.99
Rat (Chronic Oral)
1.42
Fathead Minnow
3.44
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
278.33
Hydration Free Energy
-7.98
Log(D) at pH=7.4
0.15
Log(P)
1.03
Log S
-1.05
Log(Vapor Pressure)
-4.97
Melting Point
98.36
pKa Acid
9.05
pKa Basic
9.05
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7976
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7976
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7921
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7921
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7848
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7848
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7823
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7823
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7789
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7789
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7612
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7612
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7582
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7582
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7574
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7574
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7422
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7422
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7330
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7330
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7299
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7299
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7265
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7265
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7176
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7176
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7064
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7064
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7055
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7055

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