3-O-alpha-rhamnopyranosyl(1→2)[(3-O-E-feruloyl)-alpha-rhamnopyranosyl(1→6)]-beta-galactopyranoside 6-hydroxykaempferol 6-methyl ether - Compound Card

3-O-alpha-rhamnopyranosyl(1→2)[(3-O-E-feruloyl)-alpha-rhamnopyranosyl(1→6)]-beta-galactopyranoside 6-hydroxykaempferol 6-methyl ether

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3-O-alpha-rhamnopyranosyl(1→2)[(3-O-E-feruloyl)-alpha-rhamnopyranosyl(1→6)]-beta-galactopyranoside 6-hydroxykaempferol 6-methyl ether

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles COc1c(OC2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)cc2c(c1O)c(=O)c(c(o2)c1ccc(cc1)O)OC1O[C@H](COC2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)OC(=O)/C=C/c2ccc(c(c2)OC)O)[C@@H]([C@@H]([C@H]1OC1O[C@H](C)[C@H]([C@@H]([C@@H]1O)O)O)O)O
InChI InChI=1S/C50H60O27/c1-17-30(54)35(59)39(63)48(69-17)73-26-15-25-29(33(57)44(26)67-5)34(58)45(43(72-25)21-8-10-22(51)11-9-21)76-50-46(77-49-40(64)36(60)31(55)18(2)70-49)37(61)32(56)27(74-50)16-68-47-41(65)38(62)42(19(3)71-47)75-28(53)13-7-20-6-12-23(52)24(14-20)66-4/h6-15,17-19,27,30-32,35-42,46-52,54-57,59-65H,16H2,1-5H3/b13-7+/t17-,18-,19-,27-,30-,31-,32+,35+,36+,37+,38-,39+,40+,41+,42-,46-,47?,48?,49?,50?/m1/s1
InChIKey QCGVQHGCUGSYCU-KYEPPWOVSA-N
Formula C50H60O27
HBA 27
HBD 13
MW 1093.0
Rotatable Bonds 15
TPSA 411.8
LogP -2.05
Number Rings 8
Number Aromatic Rings 4
Heavy Atom Count 77
Formal Charge 0
Fraction CSP3 0.52
Exact Mass 1092.33
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Tephrosia vogelii Leguminosae/Fabaceae Plantae 1157238

Showing of synonyms

  • Stevenson PC, Kite GC, et al. (2012). Distinct chemotypes of Tephrosia vogelii and implications for their use in pest control and soil enrichment.. Phytochemistry,2012(78),135-146. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C=CC(=O)OC2CCC(OC2)OCC3CCC(OC4CCCCO4)C(O3)Oc(c5=O)c(-c6ccccc6)oc(c57)cc(cc7)OC8CCCCO8

Level: 6

Mol. Weight: 1093.0 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CCC(OC2)OCC3CCC(OC4CCCCO4)C(O3)Oc(c5=O)coc(c56)cc(cc6)OC7CCCCO7

Level: 5

Mol. Weight: 1093.0 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CCC(OC2)OCC3CCCC(O3)Oc(c4=O)c(-c5ccccc5)oc(c46)cc(cc6)OC7CCCCO7

Level: 5

Mol. Weight: 1093.0 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CCC(OC2)OCC3CCC(OC4CCCCO4)C(O3)Oc(c5=O)c(-c6ccccc6)oc(c57)cccc7

Level: 5

Mol. Weight: 1093.0 g/mol

Structure

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)Oc(c4=O)c(-c5ccccc5)oc(c46)cc(cc6)OC7CCCCO7

Level: 5

Mol. Weight: 1093.0 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CCC(OC2)OCC3CCCC(O3)Oc(c4=O)coc(c45)cc(cc5)OC6CCCCO6

Level: 4

Mol. Weight: 1093.0 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CCC(OC2)OCC3CCC(OC4CCCCO4)C(O3)Oc(c5=O)coc(c56)cccc6

Level: 4

Mol. Weight: 1093.0 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CCC(OC2)OCC3CCCC(O3)Oc(c4=O)c(-c5ccccc5)oc(c46)cccc6

Level: 4

Mol. Weight: 1093.0 g/mol

Structure

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)Oc(c4=O)coc(c45)cc(cc5)OC6CCCCO6

Level: 4

Mol. Weight: 1093.0 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cc(cc5)OC6CCCCO6

Level: 4

Mol. Weight: 1093.0 g/mol

Structure

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)Oc(c4=O)c(-c5ccccc5)oc(c46)cccc6

Level: 4

Mol. Weight: 1093.0 g/mol

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)oc(-c4ccccc4)c(c3=O)OC(OCCC5)C5OC6CCCCO6

Level: 4

Mol. Weight: 1093.0 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CCC(OC2)OCC3CCCC(O3)Oc(c4=O)coc(c45)cccc5

Level: 3

Mol. Weight: 1093.0 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)coc(c34)cc(cc4)OC5CCCCO5

Level: 3

Mol. Weight: 1093.0 g/mol

Structure

SMILES: O1CCCCC1OCC2CCC(OC3CCCCO3)C(O2)Oc(c4=O)coc(c45)cccc5

Level: 3

Mol. Weight: 1093.0 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CCC(OC2)OCC3CCC(CO3)OC4CCCCO4

Level: 3

Mol. Weight: 1093.0 g/mol

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)occ(c3=O)OC(OCCC4)C4OC5CCCCO5

Level: 3

Mol. Weight: 1093.0 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 1093.0 g/mol

Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC(OCCC4)C4OC5CCCCO5

Level: 3

Mol. Weight: 1093.0 g/mol

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)oc(-c4ccccc4)c(c3=O)OC5CCCCO5

Level: 3

Mol. Weight: 1093.0 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 1093.0 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CCC(OC2)OCC3CCCCO3

Level: 2

Mol. Weight: 1093.0 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)OC(OCCC3)C3OC4CCCCO4

Level: 2

Mol. Weight: 1093.0 g/mol

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)occ(c3=O)OC4CCCCO4

Level: 2

Mol. Weight: 1093.0 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)cc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 1093.0 g/mol

Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC4CCCCO4

Level: 2

Mol. Weight: 1093.0 g/mol

Structure

SMILES: O1CCCCC1OCC2CCC(CO2)OC3CCCCO3

Level: 2

Mol. Weight: 1093.0 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)OC3CCCCO3

Level: 1

Mol. Weight: 1093.0 g/mol

Structure

SMILES: O=c1ccoc(c12)cc(cc2)OC3CCCCO3

Level: 1

Mol. Weight: 1093.0 g/mol

Structure

SMILES: C1OCCCC1OC(=O)C=Cc2ccccc2

Level: 1

Mol. Weight: 1093.0 g/mol

Structure

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 1093.0 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1093.0 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1093.0 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 1093.0 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1093.0 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1093.0 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.46
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
825132.370
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
107836009.77

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.720
Plasma Protein Binding
40.56
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
6.330
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-2508014.110
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.410
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
4.050
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
-195717179302.230
Rat (Acute)
2.600
Rat (Chronic Oral)
421.600
Fathead Minnow
247051232.090
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
22012747604.140
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-12225.950
Log(P)
-1.11
Log S
-5.71
Log(Vapor Pressure)
-724868583.74
Melting Point
219.7
pKa Acid
-5281736.3
pKa Basic
-42481.61
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9454
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9454
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8729
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8729
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.8044
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.8044
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8034
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8034
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7761
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7761
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.7622
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.7622
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7614
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7614
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7612
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7612
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7601
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7601
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.7362
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.7362
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7348
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7348
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7212
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7212
Histone-lysine N-methyltransferase EHMT2 Q96KQ7 EHMT2_HUMAN Homo sapiens 3 0.7183
Histone-lysine N-methyltransferase EHMT2 Q96KQ7 EHMT2_HUMAN Homo sapiens 3 0.7183
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7097
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7097
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7015
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7015
Histone-lysine N-methyltransferase 2A Q03164 KMT2A_HUMAN Homo sapiens 3 0.7009
Histone-lysine N-methyltransferase 2A Q03164 KMT2A_HUMAN Homo sapiens 3 0.7009

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