Ethyl 3-(3,4-dihydroxyphenyl) lactate - Compound Card

Ethyl 3-(3,4-dihydroxyphenyl) lactate

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Ethyl 3-(3,4-dihydroxyphenyl) lactate

Structure
Zoomed Structure
  • Family: Plantae - Boraginaceae
  • Kingdom: Plantae
  • Class: Phenolic
Canonical Smiles CCOC(=O)C(Cc1ccc(c(c1)O)O)O
InChI InChI=1S/C11H14O5/c1-2-16-11(15)10(14)6-7-3-4-8(12)9(13)5-7/h3-5,10,12-14H,2,6H2,1H3
InChIKey PFNTZFUZCHVMEE-UHFFFAOYSA-N
Formula C11H14O5
HBA 5
HBD 3
MW 226.23
Rotatable Bonds 4
TPSA 86.99
LogP 0.56
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 16
Formal Charge 0
Fraction CSP3 0.36
Exact Mass 226.08
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Heliotropium bacciferum Boraginaceae Plantae 244092

Showing of synonyms

  • Aïssaoui H, Mencherini T, et al. (2019). Heliotropium bacciferum Forssk. (Boraginaceae) extracts: chemical constituents, antioxidant activity and cytotoxic effect in human cancer cell lines. Natural product research, 2019, 33(12), 1813-1818. [View] [PubMed]
Pubchem: 57507560

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 226.23 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.01
Human Oral Bioavailability 20%
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
-2.55

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.35
Plasma Protein Binding
13.54
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
11.98
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.27
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
-0.24
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.19
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
3.56
Rat (Acute)
1.97
Rat (Chronic Oral)
2.78
Fathead Minnow
4.03
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
337.16
Hydration Free Energy
-11.72
Log(D) at pH=7.4
0.37
Log(P)
0.64
Log S
-1.28
Log(Vapor Pressure)
-4.66
Melting Point
110.22
pKa Acid
8.02
pKa Basic
3.92
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.9633
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.9154
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9031
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9006
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.8933
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8928
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.8897
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 4 0.8695
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8688
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8672
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 4 0.8669
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8647
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8530
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8528
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8453
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8397
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8383
Caffeic acid O-methyltransferase Q9ZTU2 Q9ZTU2_LOLPR Lolium perenne 4 0.8374
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8364
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 4 0.8313
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8298
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8291
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.8107
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.8095
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.8080
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8079
16S rRNA (adenine(1408)-N(1))-methyltransferase A8C927 NPMA_ECOLX Escherichia coli 4 0.8075
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.8064
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7968
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7967
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7966
Albumin P02768 ALBU_HUMAN Homo sapiens 4 0.7953
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7952
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 4 0.7940
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7940
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7931
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7929
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7896
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7885
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7875
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7870
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7846
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7839
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7773
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7742
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7720
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7712
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7702
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7694
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7687
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7683
Lethal factor P15917 LEF_BACAN Bacillus anthracis 3 0.7673
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7670
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7662
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7655
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7645
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7613
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7584
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7577
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7534
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7522
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7455
Trichothecene 3-O-acetyltransferase O42692 O42692_GIBZA Gibberella zeae 4 0.7429
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7400
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7399
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7393
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7382
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7376
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7366
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7362
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7359
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7359
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7355
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7353
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7342
Cobalt-precorrin-4 C(11)-methyltransferase O87696 CBIF_BACME Priestia megaterium 3 0.7329
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7309
Tryptophan--tRNA ligase Q9PIB4 SYW_CAMJE Campylobacter jejuni subsp. jejuni serotype O:2 4 0.7308
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7280
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7278
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7267
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7254
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7227
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7225
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7222
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7219
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7211
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7210
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7193
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7173
Ribosomal RNA small subunit methyltransferase Nep1 Q57977 NEP1_METJA Methanocaldococcus jannaschii 3 0.7172
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7170
Formylmethanofuran--tetrahydromethanopterin formyltransferase Q49610 FTR_METKA Methanopyrus kandleri 3 0.7142
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7140
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7129
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7106
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7100
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7096
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7082
Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 Q9Y3Z3 SAMH1_HUMAN Homo sapiens 3 0.7081
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7079
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7072
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7066
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 4 0.7062
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7060
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7056
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.7048
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7043
16S rRNA (adenine(1408)-N(1))-methyltransferase A8C927 NPMA_ECOLX Escherichia coli 4 0.7039
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7031
Glycogenin-1 P46976 GLYG_HUMAN Homo sapiens 3 0.7030
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7028
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7025
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7022
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7013
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.7005

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