Dibutylphthalate - Compound Card

Dibutylphthalate

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Dibutylphthalate

Structure
Zoomed Structure
  • Family: Fungi - Hypocreaceae
  • Kingdom: Fungi, Plantae
  • Class: Ester
    • Subclass: Benzoic Acid Ester
Canonical Smiles CCCCOC(=O)c1ccccc1C(=O)OCCCC
InChI InChI=1S/C16H22O4/c1-3-5-11-19-15(17)13-9-7-8-10-14(13)16(18)20-12-6-4-2/h7-10H,3-6,11-12H2,1-2H3
InChIKey DOIRQSBPFJWKBE-UHFFFAOYSA-N
Formula C16H22O4
HBA 4
HBD 0
MW 278.35
Rotatable Bonds 8
TPSA 52.6
LogP 3.6
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.5
Exact Mass 278.15
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Launaea resedifolia Asteraceae Plantae 43198
2 Beauveria bassiana Cordycipitaceae Fungi 176275
3 Hypocrea lixii Hypocreaceae Fungi 1491472

Showing of synonyms

  • Zellagui A, Gherraf N, et al. (2012). Chemical composition and antibacterial activity of the essential oils from Launaea resedifolia L.. Organic and Medicinal Chemistry Letters,2012,2(1),2. [View] [PubMed]
  • Chebet ON, Omosa LK, et al. (2021). Mechanism of Action of Endophytic Fungi Hypocrea lixii and Beauveria bassiana in Phaseolus vulgaris as Biopesticides against Pea Leafminer and Fall Armyworm. Molecules 2021, 26(18), 5694. [View] [PubMed]
Pubchem: 3026
Kegg Ligand: C14214
Chebi: 34687
Nmrshiftdb2: 60018899
Metabolights: MTBLC34687
Drugbank: DB13716
Pdb Ligand: DB7
Bindingdb: 50371946
CPRiL: 23949
Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 278.35 g/mol

Antimicrobial

Absorption

Caco-2 (logPapp)
-4.47
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.32
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.33

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.33
Plasma Protein Binding
29.58
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-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
7.68
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.46
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.54
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.29
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
4.39
Rat (Acute)
1.43
Rat (Chronic Oral)
2.56
Fathead Minnow
4.21
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
324.32
Hydration Free Energy
-5.02
Log(D) at pH=7.4
4.56
Log(P)
4.4
Log S
-4.94
Log(Vapor Pressure)
-4.5
Melting Point
-20.17
pKa Acid
10.08
pKa Basic
5.45
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.9186
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.9186
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.9000
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.9000
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8959
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8959
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8934
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8934
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.8409
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.8409
Sterol 14alpha-demethylase P9WPP9 CP51_MYCTU Mycobacterium tuberculosis 3 0.8302
Sterol 14alpha-demethylase P9WPP9 CP51_MYCTU Mycobacterium tuberculosis 3 0.8302
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8142
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8142
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.8059
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.8059
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.8048
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.8048
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7994
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7994
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7979
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7979
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7977
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7977
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7965
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7965
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7961
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7961
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7953
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7953
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7929
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7929
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7919
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7919
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7853
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7853
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7849
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7849
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 3 0.7810
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 3 0.7810
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7719
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7719
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7716
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7716
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7680
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7680
Chitinase Q54276 Q54276_SERMA Serratia marcescens 2 0.7651
Chitinase Q54276 Q54276_SERMA Serratia marcescens 2 0.7651
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7645
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7645
Glycylpeptide N-tetradecanoyltransferase A5K1A2 A5K1A2_PLAVS Plasmodium vivax 3 0.7587
Glycylpeptide N-tetradecanoyltransferase A5K1A2 A5K1A2_PLAVS Plasmodium vivax 3 0.7587
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7546
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7546
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7546
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7546
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7502
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7502
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7494
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7494
Histone deacetylase-like amidohydrolase Q70I53 HDAH_ALCSD Alcaligenes sp.) 2 0.7489
Histone deacetylase-like amidohydrolase Q70I53 HDAH_ALCSD Alcaligenes sp.) 2 0.7489
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7480
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7480
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7474
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7474
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7451
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7451
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7440
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7440
Histone deacetylase-like amidohydrolase Q70I53 HDAH_ALCSD Alcaligenes sp.) 2 0.7438
Histone deacetylase-like amidohydrolase Q70I53 HDAH_ALCSD Alcaligenes sp.) 2 0.7438
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7432
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7432
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7421
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7421
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7419
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7419
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7413
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7413
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7410
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7410
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7397
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7397
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7365
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7365
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7349
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7349
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7341
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7341
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7289
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7289
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7265
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7265
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 2 0.7253
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 2 0.7253
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7250
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7250
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7245
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7245
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7221
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7221
Cellular retinoic acid-binding protein 2 P29373 RABP2_HUMAN Homo sapiens 2 0.7207
Cellular retinoic acid-binding protein 2 P29373 RABP2_HUMAN Homo sapiens 2 0.7207
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7205
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7205
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7203
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7203
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7193
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7193
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7187
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7187
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7173
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7173
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7170
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7170
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7169
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7169
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7147
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7147
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7140
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7140
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7114
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7114
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 2 0.7105
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 2 0.7105
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7090
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7090
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7090
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7090
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7061
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7061
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7056
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7056
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7055
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7055
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7043
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7043
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7033
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7033
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7029
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7029
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7029
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7029
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7014
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7014
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7013
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7013
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7012
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7012
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7008
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7008

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