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

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

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

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Tetraglycoside
Canonical Smiles O=C(OC1C(O)C(COC2OC(C)C(C(C2O)OC2OCC(C(C2O)O)O)O)OC(C1OC1OC(C)C(C(C1O)O)O)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(cc1)O)/C=C/c1ccc(cc1)O
InChI InChI=1S/C47H54O25/c1-17-30(54)35(59)37(61)46(66-17)72-43-41(69-28(53)12-5-19-3-8-21(48)9-4-19)33(57)27(16-64-45-38(62)40(31(55)18(2)65-45)70-44-36(60)32(56)25(52)15-63-44)68-47(43)71-42-34(58)29-24(51)13-23(50)14-26(29)67-39(42)20-6-10-22(49)11-7-20/h3-14,17-18,25,27,30-33,35-38,40-41,43-52,54-57,59-62H,15-16H2,1-2H3/b12-5+
InChIKey XTKVMRFAVORNEJ-LFYBBSHMSA-N
Formula C47H54O25
HBA 25
HBD 13
MW 1018.92
Rotatable Bonds 13
TPSA 393.34
LogP -2.11
Number Rings 8
Number Aromatic Rings 4
Heavy Atom Count 72
Formal Charge 0
Fraction CSP3 0.49
Exact Mass 1018.3
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: c1ccccc1C=CC(=O)OC(C2OC3CCCCO3)CC(COC(OCC4)CC4OC5CCCCO5)OC2Oc(c6=O)coc(c67)cccc7

Level: 5

Mol. Weight: 1018.92 g/mol

Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC(O4)C(OC5CCCCO5)C(OC(=O)C=Cc6ccccc6)CC4COC(OCC7)CC7OC8CCCCO8

Level: 6

Mol. Weight: 1018.92 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(CC2COC3CCCCO3)C(OC4CCCCO4)C(O2)Oc(c5=O)c(-c6ccccc6)oc(c57)cccc7

Level: 5

Mol. Weight: 1018.92 g/mol

Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC(O4)CC(OC(=O)C=Cc5ccccc5)CC4COC(OCC6)CC6OC7CCCCO7

Level: 5

Mol. Weight: 1018.92 g/mol

Structure

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

Level: 5

Mol. Weight: 1018.92 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(C2OC3CCCCO3)CC(COC4CCCCO4)OC2Oc(c5=O)coc(c56)cccc6

Level: 4

Mol. Weight: 1018.92 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)OC(O3)CC(OC(=O)C=Cc4ccccc4)CC3COC(OCC5)CC5OC6CCCCO6

Level: 4

Mol. Weight: 1018.92 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(CC2COC3CCCCO3)CC(O2)Oc(c4=O)c(-c5ccccc5)oc(c46)cccc6

Level: 4

Mol. Weight: 1018.92 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(C2OC3CCCCO3)CCOC2Oc(c4=O)c(-c5ccccc5)oc(c46)cccc6

Level: 4

Mol. Weight: 1018.92 g/mol

Structure

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

Level: 4

Mol. Weight: 1018.92 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(C(CO2)OC3CCCCO3)CC2COC(OCC4)CC4OC5CCCCO5

Level: 4

Mol. Weight: 1018.92 g/mol

Structure

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

Level: 4

Mol. Weight: 1018.92 g/mol

Structure

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

Level: 4

Mol. Weight: 1018.92 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(CC2COC3CCCCO3)CC(O2)Oc(c4=O)coc(c45)cccc5

Level: 3

Mol. Weight: 1018.92 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(C2OC3CCCCO3)CCOC2Oc(c4=O)coc(c45)cccc5

Level: 3

Mol. Weight: 1018.92 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CC(OCC2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 1018.92 g/mol

Structure

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

Level: 3

Mol. Weight: 1018.92 g/mol

Structure

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

Level: 3

Mol. Weight: 1018.92 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(CCO2)CC2COC(OCC3)CC3OC4CCCCO4

Level: 3

Mol. Weight: 1018.92 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(C(CO2)OC3CCCCO3)CC2COC4CCCCO4

Level: 3

Mol. Weight: 1018.92 g/mol

Structure

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

Level: 3

Mol. Weight: 1018.92 g/mol

Structure

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

Level: 3

Mol. Weight: 1018.92 g/mol

Structure

SMILES: O1CCCCC1OC(CO2)CCC2COC(OCC3)CC3OC4CCCCO4

Level: 3

Mol. Weight: 1018.92 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2CC(OCC2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 1018.92 g/mol

Structure

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

Level: 2

Mol. Weight: 1018.92 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC(CCO2)CC2COC3CCCCO3

Level: 2

Mol. Weight: 1018.92 g/mol

Structure

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

Level: 2

Mol. Weight: 1018.92 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 1018.92 g/mol

Structure

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

Level: 2

Mol. Weight: 1018.92 g/mol

Structure

SMILES: O1CCCCC1OCC2CCC(CO2)OC3CCCCO3

Level: 2

Mol. Weight: 1018.92 g/mol

Structure

SMILES: O1CCCCC1COC(OCC2)CC2OC3CCCCO3

Level: 2

Mol. Weight: 1018.92 g/mol

Structure

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

Level: 1

Mol. Weight: 1018.92 g/mol

Structure

SMILES: C1COCCC1OC(=O)C=Cc2ccccc2

Level: 1

Mol. Weight: 1018.92 g/mol

Structure

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

Level: 1

Mol. Weight: 1018.92 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 1018.92 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1018.92 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1018.92 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 1018.92 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1018.92 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1018.92 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.51
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
87315.03
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
11411913.13

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.7
Plasma Protein Binding
-17.68
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
6.5
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-265409.09
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.54
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.05
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
-20712069844.51
Rat (Acute)
2.58
Rat (Chronic Oral)
45.15
Fathead Minnow
26144575.46
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
2329525435.57
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-1288.06
Log(P)
0.31
Log S
-5.57
Log(Vapor Pressure)
-76710036.21
Melting Point
247.82
pKa Acid
-558881.88
pKa Basic
-4483.1
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8830
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8761
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.8641
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7743
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7626
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7390
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7368
Copper-transporting ATPase Q97UU7 Q97UU7_SACS2 Saccharolobus solfataricus 4 0.7286
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7241
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7093
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7047

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