Resveratrol-3-beta-rutinoside glycoside - Compound Card

Resveratrol-3-beta-rutinoside glycoside

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Resveratrol-3-beta-rutinoside glycoside

Structure
Zoomed Structure
  • Family: Plantae - Combretaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Stilbene Glycoside
Canonical Smiles Oc1cc(cc(c1)/C=C/c1ccc(cc1)O)O[C@@H]1O[C@H](COC2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C26H32O12/c1-12-19(29)21(31)23(33)25(36-12)35-11-18-20(30)22(32)24(34)26(38-18)37-17-9-14(8-16(28)10-17)3-2-13-4-6-15(27)7-5-13/h2-10,12,18-34H,11H2,1H3/b3-2+/t12-,18+,19-,20+,21+,22-,23+,24+,25?,26+/m0/s1
InChIKey BBTZSNZPLSTSDA-AXDMWEJHSA-N
Formula C26H32O12
HBA 12
HBD 8
MW 536.53
Rotatable Bonds 7
TPSA 198.76
LogP -0.7
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 38
Formal Charge 0
Fraction CSP3 0.46
Exact Mass 536.19
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Terminalia sericeae Combretaceae Plantae 459862

Showing of synonyms

  • Joseph CC, Moshi MJ, et al. (2007). Isolation of a stilbene glycoside and other constituents of Terminalia sericeae. African Journal of Traditional, Complementary and Alternative Medicines,2007,4(4),383-386. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C=Cc2cc(ccc2)OC(O3)CCCC3COC4CCCCO4

Level: 3

Mol. Weight: 536.53 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc3ccccc3

Level: 2

Mol. Weight: 536.53 g/mol

Structure

SMILES: c1ccccc1C=Cc2cc(ccc2)OC3CCCCO3

Level: 2

Mol. Weight: 536.53 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 536.53 g/mol

Structure

SMILES: c1ccccc1C=Cc2ccccc2

Level: 1

Mol. Weight: 536.53 g/mol

Structure

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 536.53 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 536.53 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 536.53 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.7
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.380
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
0.1

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.900
Plasma Protein Binding
72.55
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
9.050
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-2.950
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.650
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.220
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
-1213.820
Rat (Acute)
2.240
Rat (Chronic Oral)
4.470
Fathead Minnow
3.550
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
594.260
Hydration Free Energy
-3.140
Log(D) at pH=7.4
0.450
Log(P)
0.4
Log S
-3.81
Log(Vapor Pressure)
-13.83
Melting Point
189.02
pKa Acid
4.46
pKa Basic
5.79
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9602
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9602
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.9006
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.9006
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.8566
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.8566
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.8496
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.8496
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.8470
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.8470
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.8464
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.8464
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.8263
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.8263
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8081
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8081
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7800
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7800
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7669
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7669
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7632
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7632
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7572
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7572
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7515
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7515
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7500
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7500
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7444
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7444
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7396
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7396
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7367
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7367
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7366
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7366
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7293
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7293
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7277
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7277
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7265
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7265
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7240
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7240
72 kDa type IV collagenase P08253 MMP2_HUMAN Homo sapiens 3 0.7216
72 kDa type IV collagenase P08253 MMP2_HUMAN Homo sapiens 3 0.7216
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7175
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7175
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7130
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7130
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7119
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7119
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 4 0.7094
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 4 0.7094
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7038
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7038

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