9-isosenecioylretronecine - Compound Card

9-isosenecioylretronecine

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9-isosenecioylretronecine

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Alkaloid
Canonical Smiles CC(=C)CC(=O)OCC1=CCN2C1[C@H](O)CC2
InChI InChI=1S/C13H19NO3/c1-9(2)7-12(16)17-8-10-3-5-14-6-4-11(15)13(10)14/h3,11,13,15H,1,4-8H2,2H3/t11-,13?/m1/s1
InChIKey JWKCRKAONRDKRV-JTDNENJMSA-N
Formula C13H19NO3
HBA 4
HBD 1
MW 237.3
Rotatable Bonds 4
TPSA 49.77
LogP 0.87
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.62
Exact Mass 237.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Crotalaria mildbraedii Leguminosae/Fabaceae Plantae 1977593

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]
Pubchem: 91749690

No compound-protein relationship available.

Structure

SMILES: C1=CCN(C12)CCC2

Level: 0

Mol. Weight: 237.3 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.17
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.44
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.35

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.21
Plasma Protein Binding
21.97
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
6.47
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.36
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.03
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.7
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
0.15
Rat (Acute)
3.33
Rat (Chronic Oral)
1.81
Fathead Minnow
3.9
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
302.53
Hydration Free Energy
-9.94
Log(D) at pH=7.4
0.43
Log(P)
0.63
Log S
-0.73
Log(Vapor Pressure)
-5.5
Melting Point
80.33
pKa Acid
7.78
pKa Basic
7.69
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.9364
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.9364
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.9116
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.9116
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8947
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8947
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8882
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8882
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8694
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8694
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8489
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8489
Cyclomaltodextrin glucanotransferase P05618 CDGT_BACS0 Bacillus sp 3 0.8309
Cyclomaltodextrin glucanotransferase P05618 CDGT_BACS0 Bacillus sp 3 0.8309
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8190
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8190
Glycogenin-1 P46976 GLYG_HUMAN Homo sapiens 3 0.7720
Glycogenin-1 P46976 GLYG_HUMAN Homo sapiens 3 0.7720
Lysosomal acid glucosylceramidase P04062 GLCM_HUMAN Homo sapiens 3 0.7416
Lysosomal acid glucosylceramidase P04062 GLCM_HUMAN Homo sapiens 3 0.7416
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7405
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7405
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7391
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7391
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7327
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7327
Carnitine O-acetyltransferase P47934 CACP_MOUSE Mus musculus 2 0.7306
Carnitine O-acetyltransferase P47934 CACP_MOUSE Mus musculus 2 0.7306
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 2 0.7273
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7273
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7273
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 2 0.7273
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7249
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7249
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7163
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7163
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7084
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7084
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 2 0.7047
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 2 0.7047

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