3,4,5-trimethoxyphenol O-alpha-L-rhamnopyranosyl-(1''→6')-beta-D-glucopyranoside - Compound Card

3,4,5-trimethoxyphenol O-alpha-L-rhamnopyranosyl-(1''→6')-beta-D-glucopyranoside

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3,4,5-trimethoxyphenol O-alpha-L-rhamnopyranosyl-(1''→6')-beta-D-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Acanthaceae
  • Kingdom: Plantae
  • Class: Glycoside
Canonical Smiles OCC1OC(O[C@@H](CC[C@H]2C(=CC(=O)CC2(C)C)C)C)C(C(C1O)O)O
InChI InChI=1S/C19H32O7/c1-10-7-12(21)8-19(3,4)13(10)6-5-11(2)25-18-17(24)16(23)15(22)14(9-20)26-18/h7,11,13-18,20,22-24H,5-6,8-9H2,1-4H3/t11-,13+,14?,15?,16?,17?,18?/m1/s1
InChIKey NYLNHNDMNOPWAZ-JCCDCTOFSA-N
Formula C19H32O7
HBA 7
HBD 4
MW 372.46
Rotatable Bonds 6
TPSA 116.45
LogP 0.53
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.84
Exact Mass 372.21
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ruellia patula Acanthaceae Plantae 441006

Showing of synonyms

  • Samy MN, Khalil HE, et al. (2011). Three new flavonoid glycosides, byzantionoside B 6’-O-Sulfate and xyloglucoside of (Z)-hex-3-en-1-ol from Ruellia patula. Chemical and Pharmaceutical Bulletin,2011,59(6),725-729. [View] [PubMed]
Pubchem: 162941969
Nmrshiftdb2: 70057621

No compound-protein relationship available.

Structure

SMILES: O=C1C=CC(CC1)CCCOC2CCCCO2

Level: 1

Mol. Weight: 372.46 g/mol

Structure

SMILES: O=C1C=CCCC1

Level: 0

Mol. Weight: 372.46 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 372.46 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.97
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.76
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.77

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.71
Plasma Protein Binding
39.49
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
2.8
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.5
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.88
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.61
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
-2.7
Rat (Acute)
2.2
Rat (Chronic Oral)
2.9
Fathead Minnow
3.24
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
430.33
Hydration Free Energy
-16.0
Log(D) at pH=7.4
1.13
Log(P)
0.28
Log S
-2.01
Log(Vapor Pressure)
-10.1
Melting Point
136.05
pKa Acid
7.21
pKa Basic
6.18
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8283
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8283
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7893
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7893
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7822
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7822
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7518
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7518
FKBP-type peptidyl-prolyl cis-trans isomerase FkpA P45523 FKBA_ECOLI Escherichia coli 4 0.7024
FKBP-type peptidyl-prolyl cis-trans isomerase FkpA P45523 FKBA_ECOLI Escherichia coli 4 0.7024

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