8-(tetrahydro-3'-methylene-2'-oxofuran-4'-yl)-2,6-dimethylocta-2,6-dienal - Compound Card

8-(tetrahydro-3'-methylene-2'-oxofuran-4'-yl)-2,6-dimethylocta-2,6-dienal

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8-(tetrahydro-3'-methylene-2'-oxofuran-4'-yl)-2,6-dimethylocta-2,6-dienal

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Lactone
Canonical Smiles O=C/C(=C/CC/C(=C/CC1COC(=O)C1=C)/C)/C
InChI InChI=1S/C15H20O3/c1-11(5-4-6-12(2)9-16)7-8-14-10-18-15(17)13(14)3/h6-7,9,14H,3-5,8,10H2,1-2H3/b11-7+,12-6+
InChIKey MOODUIBZYPSFLZ-IAVOFVOCSA-N
Formula C15H20O3
HBA 3
HBD 0
MW 248.32
Rotatable Bonds 6
TPSA 43.37
LogP 2.98
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.47
Exact Mass 248.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Anthemis tigrensis Asteraceae Plantae 158234

Showing of synonyms

  • Sorsa A, Asfaw N. (2007). Phytochemical investigation on the aerial part of Anthemis tigreensis (chloroform extract). M.Sc. Thesis-3, Addis Ababa University, Ethiopia, 2007. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C=C1C(=O)OCC1

Level: 0

Mol. Weight: 248.32 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.45
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.54
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.45

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.62
Plasma Protein Binding
33.73
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
4.45
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.08
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.42
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.39
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
4.56
Rat (Acute)
2.76
Rat (Chronic Oral)
1.52
Fathead Minnow
5.22
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
332.1
Hydration Free Energy
-5.1
Log(D) at pH=7.4
2.8
Log(P)
2.68
Log S
-3.25
Log(Vapor Pressure)
-4.99
Melting Point
51.97
pKa Acid
7.99
pKa Basic
5.56
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 1.0040
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 1.0040
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.9139
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.9139
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.9133
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.9133
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.9106
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.9106
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8933
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8933
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.8816
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.8816
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.8743
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.8743
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8664
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8664
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8388
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8388
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8342
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8342
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.8040
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.8040
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7963
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7963
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 2 0.7890
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 2 0.7890
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7796
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7796
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7780
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7780
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7779
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7779
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7723
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7723
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7718
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7718
Ferrichrome outer membrane transporter/phage receptor P06971 FHUA_ECOLI Escherichia coli 3 0.7696
Ferrichrome outer membrane transporter/phage receptor P06971 FHUA_ECOLI Escherichia coli 3 0.7696
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7692
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7692
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7647
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7647
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7621
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7621
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7612
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7612
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7608
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7608
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7554
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7554
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7546
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7546
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7544
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7544
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7522
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7522
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7511
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7511
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7503
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7503
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 2 0.7467
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 2 0.7467
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 2 0.7466
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 2 0.7466
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7458
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7458
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7447
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7447
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7429
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7429
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7420
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7420
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7392
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7392
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 2 0.7370
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 2 0.7370
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7368
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7368
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7362
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7362
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7356
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7356
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7341
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7341
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7337
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7337
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7327
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7327
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7309
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7309
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7308
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7308
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7301
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7301
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7281
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7281
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7278
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7278
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 2 0.7267
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 2 0.7267
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7259
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7259
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 2 0.7251
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 2 0.7251
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7230
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7230
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 2 0.7229
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 2 0.7229
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7217
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7217
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7211
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7211
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7206
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7206
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7197
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7197
Phospholipase A2 P00593 PA21B_BOVIN Bos taurus 2 0.7189
Phospholipase A2 P00593 PA21B_BOVIN Bos taurus 2 0.7189
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7186
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7186
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7179
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7179
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7172
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7172
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7172
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7172
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7122
Carnitine O-acetyltransferase P47934 CACP_MOUSE Mus musculus 2 0.7122
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7122
Carnitine O-acetyltransferase P47934 CACP_MOUSE Mus musculus 2 0.7122
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7092
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7092
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7074
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7074
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7074
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7074
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7045
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7045
Pyrrolysine--tRNA ligase Q8PWY1 PYLS_METMA Methanosarcina mazei 2 0.7029
Pyrrolysine--tRNA ligase Q8PWY1 PYLS_METMA Methanosarcina mazei 2 0.7029
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7022
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7022
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7017
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7017
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7016
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7016

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