7-tiglyl-9-dihydroxy-senecioylretronecine - Compound Card

7-tiglyl-9-dihydroxy-senecioylretronecine

Select a section from the left sidebar

7-tiglyl-9-dihydroxy-senecioylretronecine

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Alkaloid
Canonical Smiles C/C=C(/C(=O)OC1CCN2C1C(=CC2)C(O)O)\C
InChI InChI=1S/C13H19NO4/c1-3-8(2)13(17)18-10-5-7-14-6-4-9(11(10)14)12(15)16/h3-4,10-12,15-16H,5-7H2,1-2H3/b8-3+
InChIKey BGUFKWVOFNGPKN-FPYGCLRLSA-N
Formula C13H19NO4
HBA 5
HBD 2
MW 253.3
Rotatable Bonds 3
TPSA 70.0
LogP 0.19
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.62
Exact Mass 253.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Crotalaria gillettii Leguminosae/Fabaceae Plantae 1132206

Showing of synonyms

  • Asres K, Sporer F, et al. (2004). Patterns of pyrrolizidine alkaloids in 12 Ethiopian Crotalaria species.. Biochemical systematics and ecology,2004,32(10),915-930. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1=CCN(C12)CCC2

Level: 0

Mol. Weight: 253.3 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.12
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.41
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.3

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.31
Plasma Protein Binding
12.81
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
3.78
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.76
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.4
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.71
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
1.79
Rat (Acute)
3.09
Rat (Chronic Oral)
1.83
Fathead Minnow
4.08
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
322.69
Hydration Free Energy
-12.37
Log(D) at pH=7.4
0.13
Log(P)
0.55
Log S
-0.93
Log(Vapor Pressure)
-6.72
Melting Point
124.48
pKa Acid
7.82
pKa Basic
8.11
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8343
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8343
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8098
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8098
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7582
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7582
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7307
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7307
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7300
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7300
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7279
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7279
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7229
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7229
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7118
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7118
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7021
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7021
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7013
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7013
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7013
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7013

Download SDF