Dihydroferulic acid derivative - Compound Card

Dihydroferulic acid derivative

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Dihydroferulic acid derivative

Structure
Zoomed Structure
  • Family: Plantae - Convolvulaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Phenolic Acid
Canonical Smiles COc1cc(CCC(=O)O)ccc1O
InChI InChI=1S/C10H12O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2,4,6,11H,3,5H2,1H3,(H,12,13)
InChIKey BOLQJTPHPSDZHR-UHFFFAOYSA-N
Formula C10H12O4
HBA 3
HBD 2
MW 196.2
Rotatable Bonds 4
TPSA 66.76
LogP 1.42
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 14
Formal Charge 0
Fraction CSP3 0.3
Exact Mass 196.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ipomoea aquatica Convolvulaceae Plantae 89636

Showing of synonyms

  • Hefny Gad M, Demeyer K, et al. (2021). Cytotoxic, Antioxidant, and Antidiabetic Activities versus UPLC-ESI-QTOF-MS Chemical-Profile Analysis of Ipomoea aquatica Fractions. Planta medica,2021, 87(12-13), 1089-1100. [View] [PubMed]
CPRiL: 140513
Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 196.2 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.95
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.500
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.66

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.800
Plasma Protein Binding
30.56
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
10.960
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.420
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.760
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.170
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
3.010
Rat (Acute)
1.690
Rat (Chronic Oral)
2.460
Fathead Minnow
3.900
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
299.770
Hydration Free Energy
-9.960
Log(D) at pH=7.4
-0.950
Log(P)
0.85
Log S
-1.76
Log(Vapor Pressure)
-6.15
Melting Point
127.35
pKa Acid
5.66
pKa Basic
4.69
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Adenosylmethionine-8-amino-7-oxononanoate aminotransferase P12995 BIOA_ECOLI Escherichia coli 3 0.9567
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.9402
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9312
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.9124
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.9103
Caffeic acid O-methyltransferase Q9ZTU2 Q9ZTU2_LOLPR Lolium perenne 4 0.9081
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.9078
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.9066
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.9056
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8955
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8890
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8833
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8818
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8810
CalS13 Q8KND8 Q8KND8_MICEC Micromonospora echinospora 4 0.8740
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8711
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8688
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8675
Caffeic acid 3-O-methyltransferase P28002 COMT1_MEDSA Medicago sativa 3 0.8584
Carboxyethyl-arginine beta-lactam-synthase P0DJQ7 BLS_STRCL Streptomyces clavuligerus 3 0.8519
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8468
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8445
3-hydroxybenzoate 4-monooxygenase Q6SSJ6 MOBA_COMTE Comamonas testosteroni 3 0.8430
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8422
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.8415
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8408
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.8351
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8321
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8316
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8308
2-methyl-3-hydroxypyridine-5-carboxylic acid oxygenase Q988D3 Q988D3_RHILO Mesorhizobium japonicum) 3 0.8277
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8138
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.8131
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8106
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.8087
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8070
Malate synthase G P9WK17 MASZ_MYCTU Mycobacterium tuberculosis 3 0.7969
Glycogenin-1 P46976 GLYG_HUMAN Homo sapiens 3 0.7961
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7949
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7920
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7866
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.7864
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7839
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7836
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7808
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7785
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.7784
Carbonic anhydrase 5A, mitochondrial P23589 CAH5A_MOUSE Mus musculus 3 0.7716
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 3 0.7712
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.7665
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7626
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.7616
Mevalonate kinase P17256 KIME_RAT Rattus norvegicus 3 0.7598
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7591
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7496
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 3 0.7488
Biotin carboxylase P43873 ACCC_HAEIN Haemophilus influenzae 3 0.7482
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7479
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 3 0.7472
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7467
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7466
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7460
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7455
Shikimate kinase P9WPY3 AROK_MYCTU Mycobacterium tuberculosis 3 0.7410
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7401
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7389
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7379
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7376
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7372
Formylmethanofuran--tetrahydromethanopterin formyltransferase Q49610 FTR_METKA Methanopyrus kandleri 3 0.7364
CalS8 Q8KNF6 Q8KNF6_MICEC Micromonospora echinospora 4 0.7350
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7337
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7319
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7317
Serine/threonine-protein kinase RIO1 Q9BRS2 RIOK1_HUMAN Homo sapiens 3 0.7315
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7312
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7309
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 3 0.7299
uroporphyrinogen-III C-methyltransferase P95417 P95417_PSEAI Pseudomonas aeruginosa 3 0.7298
Tryptophan--tRNA ligase Q9PIB4 SYW_CAMJE Campylobacter jejuni subsp. jejuni serotype O:2 4 0.7297
Uridylate kinase Q8U122 PYRH_PYRFU Pyrococcus furiosus 4 0.7283
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7280
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 1 O88704 HCN1_MOUSE Mus musculus 3 0.7279
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7278
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 3 0.7271
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7269
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7256
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 3 0.7251
Histone-lysine N-methyltransferase 2A Q03164 KMT2A_HUMAN Homo sapiens 3 0.7239
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7238
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7214
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7214
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 3 0.7213
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7209
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7205
Threonine synthase 1, chloroplastic Q9S7B5 THRC1_ARATH Arabidopsis thaliana 3 0.7193
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7192
Aspartate aminotransferase P00509 AAT_ECOLI Escherichia coli 3 0.7191
Feruloyl esterase A O42807 FAEA_ASPNG Aspergillus niger 3 0.7182
3-oxoacyl-[acyl-carrier-protein] synthase 1 Q2YQQ9 Q2YQQ9_BRUA2 Brucella abortus 4 0.7179
Histone-lysine N-methyltransferase 2C Q8NEZ4 KMT2C_HUMAN Homo sapiens 3 0.7178
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7178
Precorrin-3 methylase O68097 O68097_RHOCA Rhodobacter capsulatus 3 0.7172
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7167
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7164
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7161
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7158
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7155
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7150
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7150
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 3 0.7149
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7144
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7141
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7139
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 2 0.7138
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7137
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7137
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7133
Histone-lysine N-methyltransferase EHMT2 Q96KQ7 EHMT2_HUMAN Homo sapiens 3 0.7121
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7121
Myosin heavy chain, striated muscle P24733 MYS_ARGIR Argopecten irradians 3 0.7117
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7099
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.7097
Histone-lysine N-methyltransferase 2A Q03164 KMT2A_HUMAN Homo sapiens 3 0.7095
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 2 0.7095
Tryptophan synthase beta chain 2 Q97TX6 TRPB2_SACS2 Saccharolobus solfataricus 2 0.7083
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7081
Bifunctional AAC/APH P0A0C1 AACA_STAAU Staphylococcus aureus 4 0.7075
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 3 0.7074
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7073
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7072
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 2 0.7071
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7063
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 3 0.7061
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7057
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7044
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7041
DNA (cytosine-5)-methyltransferase 3A O88508 DNM3A_MOUSE Mus musculus 3 0.7039
HD domain protein Q836G9 Q836G9_ENTFA Enterococcus faecalis 3 0.7036
Ribosomal RNA small subunit methyltransferase Nep1 Q57977 NEP1_METJA Methanocaldococcus jannaschii 3 0.7034
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7032
3',5'-cyclic-AMP phosphodiesterase 4B Q07343 PDE4B_HUMAN Homo sapiens 3 0.7026
RNA 2'-O ribose methyltransferase Q5SLL8 Q5SLL8_THET8 Thermus thermophilus 3 0.7026
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7025
Nucleoside 2-deoxyribosyltransferase Q8RLY5 Q8RLY5_LACHE Lactobacillus helveticus 2 0.7023
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 2 0.7015
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 3 0.7014
Aspartate aminotransferase, mitochondrial P00508 AATM_CHICK Gallus gallus 3 0.7014
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 2 0.7010
Pyridoxal kinase P82197 PDXK_SHEEP Ovis aries 3 0.7008
Ribosomal RNA large subunit methyltransferase H P0C1V0 RLMH_STAAU Staphylococcus aureus 3 0.7007
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 2 0.7007
tRNA (guanine(9)-N1)-methyltransferase O14214 TRM10_SCHPO Schizosaccharomyces pombe 4 0.7006
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7006
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7002

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