2-O-beta-D-glucopyranosyl-4-hydroxyphenylacetic acid - Compound Card

2-O-beta-D-glucopyranosyl-4-hydroxyphenylacetic acid

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2-O-beta-D-glucopyranosyl-4-hydroxyphenylacetic acid

Structure
Zoomed Structure
  • Family: Plantae - Mimosaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Phenolic Glycoside
Canonical Smiles OCC1OC(Oc2cc(O)ccc2CC(=O)O)C(C(C1O)O)O
InChI InChI=1S/C14H18O9/c15-5-9-11(19)12(20)13(21)14(23-9)22-8-4-7(16)2-1-6(8)3-10(17)18/h1-2,4,9,11-16,19-21H,3,5H2,(H,17,18)
InChIKey NEKAXFGVBYHRAJ-UHFFFAOYSA-N
Formula C14H18O9
HBA 8
HBD 6
MW 330.29
Rotatable Bonds 5
TPSA 156.91
LogP -1.8
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.5
Exact Mass 330.1
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Albizia zygia Mimosaceae Plantae 1179219

Showing of synonyms

  • Koagne RR, Annang F, et al. (2020). Cytotoxycity and antiplasmodial activity of phenolic derivatives from Albizia zygia (DC.) J.F. Macbr. (Mimosaceae).. BMC complementary medicine and therapies,2020, 20(1), 8. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 330.29 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 330.29 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 330.29 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.95
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.43
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.29

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.58
Plasma Protein Binding
-2.95
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
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
6.64
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.72
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.73
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.64
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
0.98
Rat (Acute)
1.86
Rat (Chronic Oral)
3.58
Fathead Minnow
3.74
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
483.04
Hydration Free Energy
-16.54
Log(D) at pH=7.4
-2.97
Log(P)
-1.45
Log S
-1.23
Log(Vapor Pressure)
-10.76
Melting Point
158.66
pKa Acid
3.26
pKa Basic
6.56
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9030
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9030
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8861
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.8725
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8631
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.8515
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8377
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8325
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.8316
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8237
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8219
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8119
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 3 0.8005
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7968
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7925
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7892
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7841
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7841
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7823
Alanine racemase Q180W0 Q180W0_CLOD6 Clostridioides difficile 3 0.7726
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7628
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7508
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7446
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7423
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7411
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7407
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7400
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7381
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7379
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7369
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7347
UTP-monosaccharide-1-phosphate uridylyltransferase D3G6S4 D3G6S4_LEIMA Leishmania major 3 0.7344
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7286
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.7267
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7264
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7239
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7233
L-lactate dehydrogenase Q5SJA1 LDH_THET8 Thermus thermophilus 3 0.7178
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7148
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7127
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7101
Aprataxin-like protein O74859 APTX_SCHPO Schizosaccharomyces pombe 4 0.7081
6-phosphogluconate dehydrogenase, decarboxylating P96789 6PGD_LACLM Lactococcus lactis subsp. cremoris 3 0.7014
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7004
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7001

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