2'-glucosyl-4'hydroxy-6'methoxydihydrochalcone - Compound Card

2'-glucosyl-4'hydroxy-6'methoxydihydrochalcone

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2'-glucosyl-4'hydroxy-6'methoxydihydrochalcone

Structure
Zoomed Structure
  • Family: Plantae - Polygonaceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles OC[C@H]1OC(OC2C=C(O)C=C(C2C(=O)/C=C/c2ccccc2)OC)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C22H26O9/c1-29-15-9-13(24)10-16(18(15)14(25)8-7-12-5-3-2-4-6-12)30-22-21(28)20(27)19(26)17(11-23)31-22/h2-10,16-24,26-28H,11H2,1H3/b8-7+/t16?,17-,18?,19-,20+,21-,22?/m1/s1
InChIKey HDEUZIUWTZMOPC-SKMMBWDPSA-N
Formula C22H26O9
HBA 9
HBD 5
MW 434.44
Rotatable Bonds 7
TPSA 145.91
LogP 0.06
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.41
Exact Mass 434.16
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Polygonum senegalense Polygonaceae Plantae 471708

Showing of synonyms

  • Midiwo JO, Owino NO, et al. (1994). Flavonoids of Polygonum senegalense Part III: Isolation of dihydrochalcone glucoside and quercetin glycosides.. Bulletin of the Chemical Society of Ethiopia,1994,8(2),79-84. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C=CC(=O)C2C=CC=CC2OC3CCCCO3

Level: 2

Mol. Weight: 434.44 g/mol

Structure

SMILES: C1C=CC=CC1C(=O)C=Cc2ccccc2

Level: 1

Mol. Weight: 434.44 g/mol

Structure

SMILES: C1C=CC=CC1OC2CCCCO2

Level: 1

Mol. Weight: 434.44 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 434.44 g/mol

Structure

SMILES: C1=CCCC=C1

Level: 0

Mol. Weight: 434.44 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 434.44 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.56
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.87
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.46

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.87
Plasma Protein Binding
46.44
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
6.32
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.98
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.95
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.33
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
-43.52
Rat (Acute)
2.82
Rat (Chronic Oral)
3.95
Fathead Minnow
4.19
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
488.47
Hydration Free Energy
-5.12
Log(D) at pH=7.4
0.37
Log(P)
-0.04
Log S
-2.46
Log(Vapor Pressure)
-11.38
Melting Point
168.32
pKa Acid
4.52
pKa Basic
3.55
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8678
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8678
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8591
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8591
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7882
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7882
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7820
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7820
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7751
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7751
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7616
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7616
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7275
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 3 0.7275
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 3 0.7275
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7275
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7225
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7225
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7203
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7203
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 3 0.7101
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 3 0.7101
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7091
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7091
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7054
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7054
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7022
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7022

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