3,4,5-trimethoxybenzyl alcohol - Compound Card

3,4,5-trimethoxybenzyl alcohol

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3,4,5-trimethoxybenzyl alcohol

Structure
Zoomed Structure
  • Family: Plantae - Solanaceae
  • Kingdom: Plantae
  • Class: Phenolic
Canonical Smiles COc1cc(CO)cc(c1OC)OC
InChI InChI=1S/C10H14O4/c1-12-8-4-7(6-11)5-9(13-2)10(8)14-3/h4-5,11H,6H2,1-3H3
InChIKey QPHLRCUCFDXGLY-UHFFFAOYSA-N
Formula C10H14O4
HBA 4
HBD 1
MW 198.22
Rotatable Bonds 4
TPSA 47.92
LogP 1.2
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 14
Formal Charge 0
Fraction CSP3 0.4
Exact Mass 198.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Lycium intricatum Solanaceae Plantae 343886

Showing of synonyms

  • Bendjedou H, Maggi F, et al. (2022). A new ionone derivative from Lycium intricatum Boiss. (Solanaceae). Natural product research, 2022, 36(3), 687-694. [View] [PubMed]
Pubchem: 77449
Nmrshiftdb2: 20041093

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 198.22 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.33
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.550
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.87

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.490
Plasma Protein Binding
16.32
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
3.790
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.360
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.210
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.990
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
2.330
Rat (Acute)
2.130
Rat (Chronic Oral)
1.970
Fathead Minnow
3.810
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
288.250
Hydration Free Energy
-8.080
Log(D) at pH=7.4
0.770
Log(P)
0.72
Log S
-0.8
Log(Vapor Pressure)
-3.3
Melting Point
45.44
pKa Acid
10.53
pKa Basic
0.52
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9742
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9363
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9254
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9108
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9061
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9018
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8958
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8724
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8693
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8623
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8596
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8591
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8515
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.8468
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8329
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.8185
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.8165
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.8134
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8102
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7977
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7763
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7732
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7674
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.7619
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7574
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.7574
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7568
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7555
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7548
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7521
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7398
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7395
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7346
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7342
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7328
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7282
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7282
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7281
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7242
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7234
O-GlcNAcase NagJ Q0TR53 OGA_CLOP1 Clostridium perfringens 3 0.7225
Peroxidase C1A P00433 PER1A_ARMRU Armoracia rusticana 2 0.7217
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7201
Rac-like GTP-binding protein ARAC7 O82480 RAC7_ARATH Arabidopsis thaliana 3 0.7192
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7189
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7177
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7154
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7141
3-hydroxybenzoate 4-monooxygenase Q6SSJ6 MOBA_COMTE Comamonas testosteroni 2 0.7110
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.7061
N-glycosylase/DNA lyase O15527 OGG1_HUMAN Homo sapiens 3 0.7059
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7025
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7025
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7025
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7006
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.7005

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