Benzoic acid 4-O-alpha-rhamnosyl-(1→2)-beta-glucoside - Compound Card

Benzoic acid 4-O-alpha-rhamnosyl-(1→2)-beta-glucoside

Select a section from the left sidebar

Benzoic acid 4-O-alpha-rhamnosyl-(1→2)-beta-glucoside

Structure
Zoomed Structure
  • Family: Plantae - Moringaceae
  • Kingdom: Plantae
  • Class: Phenolic
Canonical Smiles OC[C@H]1O[C@@H](OC2O[C@H](C)[C@H]([C@@H]([C@@H]2Oc2ccc(cc2)C(=O)O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C19H26O12/c1-7-11(21)14(24)16(29-9-4-2-8(3-5-9)17(26)27)19(28-7)31-18-15(25)13(23)12(22)10(6-20)30-18/h2-5,7,10-16,18-25H,6H2,1H3,(H,26,27)/t7-,10-,11-,12-,13+,14+,15-,16+,18+,19?/m1/s1
InChIKey WXNGSEGKMKJRGI-NLKNEZLKSA-N
Formula C19H26O12
HBA 11
HBD 7
MW 446.41
Rotatable Bonds 6
TPSA 195.6
LogP -2.58
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.63
Exact Mass 446.14
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Moringa oleifera Moringaceae Plantae 3735

Showing of synonyms

  • Manguro LO, Lemmen P. (2007). Phenolics of Moringa oleifera leaves.. Natural Product Research,2007,21(1),56-68. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1OC2C(OCCC2)OC3CCCCO3

Level: 2

Mol. Weight: 446.41 g/mol

Structure

SMILES: O1CCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 446.41 g/mol

Structure

SMILES: c1ccccc1OC2CCCOC2

Level: 1

Mol. Weight: 446.41 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 446.41 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 446.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.32
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.350
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.65

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.890
Plasma Protein Binding
83.43
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
6.860
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-3.050
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.990
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.150
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
-36.110
Rat (Acute)
1.790
Rat (Chronic Oral)
4.150
Fathead Minnow
3.520
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
483.650
Hydration Free Energy
-6.390
Log(D) at pH=7.4
-2.260
Log(P)
-1.25
Log S
-1.86
Log(Vapor Pressure)
-16.28
Melting Point
185.34
pKa Acid
2.21
pKa Basic
4.36
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.9624
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.9624
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 3 0.9197
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 3 0.9197
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8153
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8153
L-lactate dehydrogenase (cytochrome) P00175 CYB2_YEAST Saccharomyces cerevisiae 3 0.8094
L-lactate dehydrogenase (cytochrome) P00175 CYB2_YEAST Saccharomyces cerevisiae 3 0.8094
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7588
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7588
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 2 0.7534
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 2 0.7534
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7423
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7423
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7413
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7413
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7365
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7365
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7353
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7353
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7349
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7349
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7336
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7336
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7314
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7314
Ferrichrome outer membrane transporter/phage receptor P06971 FHUA_ECOLI Escherichia coli 3 0.7251
Ferrichrome outer membrane transporter/phage receptor P06971 FHUA_ECOLI Escherichia coli 3 0.7251
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7244
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7244
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7200
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7200
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 2 0.7124
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 2 0.7124
Egl nine homolog 1 Q9GZT9 EGLN1_HUMAN Homo sapiens 2 0.7120
Egl nine homolog 1 Q9GZT9 EGLN1_HUMAN Homo sapiens 2 0.7120
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7075
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7075
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7047
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7047
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7042
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7042
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7011
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7011

Download SDF