Kaempferol-3-O-{[beta-D-xylopyranosyl(1→3)-alpha-L-rhamnopyranosyl(1→6)][alpha-L-rhamnopyranosyl(1→2)]}-beta-D-4-trans-feruloylgalactopyranoside - Compound Card

Kaempferol-3-O-{[beta-D-xylopyranosyl(1→3)-alpha-L-rhamnopyranosyl(1→6)][alpha-L-rhamnopyranosyl(1→2)]}-beta-D-4-trans-feruloylgalactopyranoside

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Kaempferol-3-O-{[beta-D-xylopyranosyl(1→3)-alpha-L-rhamnopyranosyl(1→6)][alpha-L-rhamnopyranosyl(1→2)]}-beta-D-4-trans-feruloylgalactopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Tetraglycoside
Canonical Smiles COc1cc(/C=C/C(=O)OC2C(COC3OC(C)C(C(C3O)OC3OCC(C(C3O)O)O)O)OC(C(C2O)OC2OC(C)C(C(C2O)O)O)Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)ccc1O
InChI InChI=1S/C48H56O26/c1-17-31(55)35(59)37(61)47(68-17)74-44-38(62)41(71-29(54)11-5-19-4-10-23(51)26(12-19)64-3)28(16-66-46-39(63)42(32(56)18(2)67-46)72-45-36(60)33(57)25(53)15-65-45)70-48(44)73-43-34(58)30-24(52)13-22(50)14-27(30)69-40(43)20-6-8-21(49)9-7-20/h4-14,17-18,25,28,31-33,35-39,41-42,44-53,55-57,59-63H,15-16H2,1-3H3/b11-5+
InChIKey NKBNVZJWYGRSCS-VZUCSPMQSA-N
Formula C48H56O26
HBA 26
HBD 13
MW 1048.95
Rotatable Bonds 14
TPSA 402.57
LogP -2.1
Number Rings 8
Number Aromatic Rings 4
Heavy Atom Count 74
Formal Charge 0
Fraction CSP3 0.5
Exact Mass 1048.31
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Astragalus caprinus Leguminosae/Fabaceae Plantae 1042474

Showing of synonyms

  • Semmar N, Fenet B, et al. (2002). New Flavonol Tetraglycosides from Astragalus caprinus. Chemical & pharmaceutical bulletin, 2002, 50(7), 981-4. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC(O4)C(OC5CCCCO5)CC(OC(=O)C=Cc6ccccc6)C4COC(OCC7)CC7OC8CCCCO8

Level: 6

Mol. Weight: 1048.95 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)OC(O3)C(OC4CCCCO4)CC(OC(=O)C=Cc5ccccc5)C3COC(OCC6)CC6OC7CCCCO7

Level: 5

Mol. Weight: 1048.95 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(C2COC3CCCCO3)CC(OC4CCCCO4)C(O2)Oc(c5=O)c(-c6ccccc6)oc(c57)cccc7

Level: 5

Mol. Weight: 1048.95 g/mol

Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC(O4)CCC(OC(=O)C=Cc5ccccc5)C4COC(OCC6)CC6OC7CCCCO7

Level: 5

Mol. Weight: 1048.95 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OCC3CCC(OC4CCCCO4)C(O3)Oc(c5=O)c(-c6ccccc6)oc(c57)cccc7

Level: 5

Mol. Weight: 1048.95 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(C2COC3CCCCO3)CC(OC4CCCCO4)C(O2)Oc(c5=O)coc(c56)cccc6

Level: 4

Mol. Weight: 1048.95 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)OC(O3)CCC(OC(=O)C=Cc4ccccc4)C3COC(OCC5)CC5OC6CCCCO6

Level: 4

Mol. Weight: 1048.95 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(C2COC3CCCCO3)CCC(O2)Oc(c4=O)c(-c5ccccc5)oc(c46)cccc6

Level: 4

Mol. Weight: 1048.95 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(C2)COC(C2OC3CCCCO3)Oc(c4=O)c(-c5ccccc5)oc(c46)cccc6

Level: 4

Mol. Weight: 1048.95 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OCC3CCC(OC4CCCCO4)C(O3)Oc(c5=O)coc(c56)cccc6

Level: 4

Mol. Weight: 1048.95 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(CC(CO2)OC3CCCCO3)C2COC(OCC4)CC4OC5CCCCO5

Level: 4

Mol. Weight: 1048.95 g/mol

Structure

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

Level: 4

Mol. Weight: 1048.95 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OCC3CCCC(O3)Oc(c4=O)c(-c5ccccc5)oc(c46)cccc6

Level: 4

Mol. Weight: 1048.95 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(C2COC3CCCCO3)CCC(O2)Oc(c4=O)coc(c45)cccc5

Level: 3

Mol. Weight: 1048.95 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(C2)COC(C2OC3CCCCO3)Oc(c4=O)coc(c45)cccc5

Level: 3

Mol. Weight: 1048.95 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CCC(OC2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 1048.95 g/mol

Structure

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

Level: 3

Mol. Weight: 1048.95 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OCC3CCCC(O3)Oc(c4=O)coc(c45)cccc5

Level: 3

Mol. Weight: 1048.95 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(CCCO2)C2COC(OCC3)CC3OC4CCCCO4

Level: 3

Mol. Weight: 1048.95 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(C2COC3CCCCO3)CC(CO2)OC4CCCCO4

Level: 3

Mol. Weight: 1048.95 g/mol

Structure

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

Level: 3

Mol. Weight: 1048.95 g/mol

Structure

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

Level: 3

Mol. Weight: 1048.95 g/mol

Structure

SMILES: O1CCCCC1OC(CO2)CCC2COC(OCC3)CC3OC4CCCCO4

Level: 3

Mol. Weight: 1048.95 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CCC(OC2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 1048.95 g/mol

Structure

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

Level: 2

Mol. Weight: 1048.95 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(CCCO2)C2COC3CCCCO3

Level: 2

Mol. Weight: 1048.95 g/mol

Structure

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

Level: 2

Mol. Weight: 1048.95 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CC(COC2)OC3CCCCO3

Level: 2

Mol. Weight: 1048.95 g/mol

Structure

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

Level: 2

Mol. Weight: 1048.95 g/mol

Structure

SMILES: O1CCCCC1OCC2CCC(CO2)OC3CCCCO3

Level: 2

Mol. Weight: 1048.95 g/mol

Structure

SMILES: O1CCCCC1COC(OCC2)CC2OC3CCCCO3

Level: 2

Mol. Weight: 1048.95 g/mol

Structure

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

Level: 1

Mol. Weight: 1048.95 g/mol

Structure

SMILES: C1OCCCC1OC(=O)C=Cc2ccccc2

Level: 1

Mol. Weight: 1048.95 g/mol

Structure

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

Level: 1

Mol. Weight: 1048.95 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1048.95 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1048.95 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1048.95 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 1048.95 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1048.95 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1048.95 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.49
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
215574.830
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
28173972.79

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.720
Plasma Protein Binding
-15.5
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
6.600
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-655256.770
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.190
Liver Injury II
Toxic
hERG Blockers
Safe
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
-51134397391.200
Rat (Acute)
2.480
Rat (Chronic Oral)
110.630
Fathead Minnow
64546327.950
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
5751194661.970
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-3189.780
Log(P)
0.38
Log S
-5.94
Log(Vapor Pressure)
-189383864.48
Melting Point
244.56
pKa Acid
-1379887.4
pKa Basic
-11088.41

No predicted protein targets found for this compound.

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