Anthepseudolide-6-O-acetate - Compound Card

Anthepseudolide-6-O-acetate

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Anthepseudolide-6-O-acetate

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Lactone
Canonical Smiles O=C/C(=C/CC/C=C/[C@H]([C@H]1COC(=O)C1=C)OC(=O)C)/C
InChI InChI=1S/C16H20O5/c1-11(9-17)7-5-4-6-8-15(21-13(3)18)14-10-20-16(19)12(14)2/h6-9,14-15H,2,4-5,10H2,1,3H3/b8-6+,11-7+/t14-,15+/m0/s1
InChIKey JUCUZVFPWCOXDO-ITIQLNCPSA-N
Formula C16H20O5
HBA 5
HBD 0
MW 292.33
Rotatable Bonds 7
TPSA 69.67
LogP 2.13
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.44
Exact Mass 292.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Anthemis pseudocotula Asteraceae Plantae 158231

Showing of synonyms

  • El-Ela MA, Jakupovic J, et al. (1990). Seco-germacranolides from Anthemis pseudocotula.. Phytochemistry,1990, 29(8),2704-2706. [View]
Pubchem: 162817354
Nmrshiftdb2: 70047087

No compound-protein relationship available.

Structure

SMILES: C=C1C(=O)OCC1

Level: 0

Mol. Weight: 292.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.6
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.69
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.32

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.6
Plasma Protein Binding
43.72
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
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.68
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.2
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.81
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.72
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
2.4
Rat (Acute)
2.99
Rat (Chronic Oral)
1.51
Fathead Minnow
5.04
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
354.17
Hydration Free Energy
-6.87
Log(D) at pH=7.4
1.79
Log(P)
1.27
Log S
-2.96
Log(Vapor Pressure)
-6.18
Melting Point
79.92
pKa Acid
7.69
pKa Basic
5.01
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8772
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8772
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 2 0.7487
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 2 0.7487
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7430
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7430
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7396
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7396
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7395
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7395
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7387
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7387
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7315
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7315
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7300
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7300
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7251
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7251
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7217
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7217
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7207
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7207
Peptidoglycan recognition protein 1 Q9GK12 PGRP1_CAMDR Camelus dromedarius 3 0.7206
Peptidoglycan recognition protein 1 Q9GK12 PGRP1_CAMDR Camelus dromedarius 3 0.7206
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7184
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7184
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 2 0.7182
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 2 0.7182
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 2 0.7148
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 2 0.7148
Pyrrolysine--tRNA ligase Q8PWY1 PYLS_METMA Methanosarcina mazei 2 0.7118
Pyrrolysine--tRNA ligase Q8PWY1 PYLS_METMA Methanosarcina mazei 2 0.7118

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