Syringaresinol 4,4'-O-bis-beta-D-glucopyranoside - Compound Card

Syringaresinol 4,4'-O-bis-beta-D-glucopyranoside

Select a section from the left sidebar

Syringaresinol 4,4'-O-bis-beta-D-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Acanthaceae
  • Kingdom: Plantae
  • Class: Lignan
Canonical Smiles OCC1O[C@H](Oc2c(OC)cc(cc2OC)[C@H]2OC[C@H]3[C@@H]2CO[C@@H]3c2cc(OC)c(c(c2)OC)O[C@@H]2OC(CO)[C@H](C([C@@H]2O)O)O)[C@H](C([C@@H]1O)O)O
InChI InChI=1S/C34H46O18/c1-43-17-5-13(6-18(44-2)31(17)51-33-27(41)25(39)23(37)21(9-35)49-33)29-15-11-48-30(16(15)12-47-29)14-7-19(45-3)32(20(8-14)46-4)52-34-28(42)26(40)24(38)22(10-36)50-34/h5-8,15-16,21-30,33-42H,9-12H2,1-4H3/t15-,16-,21?,22?,23+,24+,25?,26?,27-,28-,29+,30+,33-,34+/m0/s1
InChIKey FFDULTAFAQRACT-HIGQJXKCSA-N
Formula C34H46O18
HBA 18
HBD 8
MW 742.72
Rotatable Bonds 12
TPSA 254.14
LogP -1.85
Number Rings 6
Number Aromatic Rings 2
Heavy Atom Count 52
Formal Charge 0
Fraction CSP3 0.65
Exact Mass 742.27
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Ruellia tuberosa Acanthaceae Plantae 441035

Showing of synonyms

  • Samy MN, Khalil HE, et al. (2013). Chemical constituents from the leaves of Ruellia tuberosa. Chemistry of Natural Compounds,2013,49(1),175-176. [View]
Pubchem: 162941458
Nmrshiftdb2: 70082735

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1Oc(cc2)ccc2C(OC3)C(C34)COC4c5ccc(cc5)OC6CCCCO6

Level: 4

Mol. Weight: 742.72 g/mol

Structure

SMILES: c1ccccc1C(OC2)C(C23)COC3c4ccc(cc4)OC5CCCCO5

Level: 3

Mol. Weight: 742.72 g/mol

Structure

SMILES: C1OCC(C12)COC2c3ccc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 742.72 g/mol

Structure

SMILES: c1ccccc1C(OC2)C(C23)COC3c4ccccc4

Level: 2

Mol. Weight: 742.72 g/mol

Structure

SMILES: C1OCC(C12)COC2c3ccccc3

Level: 1

Mol. Weight: 742.72 g/mol

Structure

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 742.72 g/mol

Structure

SMILES: C1OCC(C12)COC2

Level: 0

Mol. Weight: 742.72 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 742.72 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 742.72 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.43
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
3.68
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
1236.76

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.82
Plasma Protein Binding
68.4
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.17
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-29.05
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.38
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.26
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
-2244113.24
Rat (Acute)
2.77
Rat (Chronic Oral)
5.04
Fathead Minnow
2839.88
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
247667.94
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-0.32
Log(P)
-1.86
Log S
-3.56
Log(Vapor Pressure)
-8079.62
Melting Point
235.3
pKa Acid
-26.61
pKa Basic
0.4
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 0.9119
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.9119
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.9005
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.9005
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.9002
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.9002
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8287
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8287
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8182
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8182
UDP-3-O-acyl-N-acetylglucosamine deacetylase O67648 LPXC_AQUAE Aquifex aeolicus 3 0.7850
UDP-3-O-acyl-N-acetylglucosamine deacetylase O67648 LPXC_AQUAE Aquifex aeolicus 3 0.7850
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 4 0.7839
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 4 0.7839
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7791
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7791
Nucleoside 2-deoxyribosyltransferase Q8RLY5 Q8RLY5_LACHE Lactobacillus helveticus 3 0.7764
Nucleoside 2-deoxyribosyltransferase Q8RLY5 Q8RLY5_LACHE Lactobacillus helveticus 3 0.7764
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7760
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7760
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7710
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7710
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7605
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7605
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7537
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7537
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7534
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7534
DNA polymerase theta O75417 DPOLQ_HUMAN Homo sapiens 4 0.7511
DNA polymerase theta O75417 DPOLQ_HUMAN Homo sapiens 4 0.7511
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7480
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7480
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7415
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7415
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7398
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7398
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7354
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7354
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7215
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7215
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7135
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7135
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7107
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7107
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7106
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7106
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7034
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7034

Download SDF