Angeloyl-retronecine - Compound Card

Angeloyl-retronecine

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Angeloyl-retronecine

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Pyrrolizidine Alkaloid
Canonical Smiles CC=C(C)C(=O)OCC1=CCN2C1C(CC2)O
InChI InChI=1S/C13H19NO3/c1-3-9(2)13(16)17-8-10-4-6-14-7-5-11(15)12(10)14/h3-4,11-12,15H,5-8H2,1-2H3
InChIKey VYUQPLFRNDQDHW-UHFFFAOYSA-N
Formula C13H19NO3
HBA 4
HBD 1
MW 237.3
Rotatable Bonds 3
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 Ageratum conyzoides Asteraceae Plantae 68299

Showing of synonyms

  • Belete Y, Wondu K, et al. (2020). Natural Toxins of Ageratum conyzoides from Hepatic Vein Occlusive Disease Affected Community in Ethiopia. Nat Prod Chem Res, 2020, 8(1) ,370. [View]
Pubchem: 73880755

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
-4.42
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.59

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.25
Plasma Protein Binding
14.45
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
5.13
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.3
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.15
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.61
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
0.47
Rat (Acute)
3.72
Rat (Chronic Oral)
1.7
Fathead Minnow
3.96
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
301.45
Hydration Free Energy
-9.9
Log(D) at pH=7.4
0.74
Log(P)
1.26
Log S
-0.84
Log(Vapor Pressure)
-5.39
Melting Point
94.94
pKa Acid
8.52
pKa Basic
8.03
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.9374
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.9184
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.9017
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8880
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8626
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8423
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8246
Cyclomaltodextrin glucanotransferase P05618 CDGT_BACS0 Bacillus sp 3 0.7925
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7890
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7846
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7843
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7706
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7693
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7646
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7638
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7517
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7498
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7431
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7420
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 3 0.7396
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7386
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7382
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7373
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7368
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7327
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7325
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7312
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7299
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7278
Lysosomal acid glucosylceramidase P04062 GLCM_HUMAN Homo sapiens 3 0.7273
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7260
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 2 0.7258
Raucaffricine-O-beta-D-glucosidase Q9SPP9 RG1_RAUSE Rauvolfia serpentina 3 0.7221
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7208
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7181
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7176
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7127
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7106
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7105
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.7097
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7095
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7050
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7024
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 3 0.7015
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7008

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