Kaempferol 3-O-(4-beta-D–xylopyranosyl)-alpha-L-rhamnopyranoside-7-O-alpha-L-rhamnopyranoside - Compound Card

Kaempferol 3-O-(4-beta-D–xylopyranosyl)-alpha-L-rhamnopyranoside-7-O-alpha-L-rhamnopyranoside

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Kaempferol 3-O-(4-beta-D–xylopyranosyl)-alpha-L-rhamnopyranoside-7-O-alpha-L-rhamnopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Chenopodiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles OC[C@]1(O)CO[C@@H]([C@H]1O)O[C@H]1[C@H](C)O[C@H]([C@H]([C@H]1O)O)Oc1c(oc2c(c1=O)c(O)cc(c2)O[C@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)c1ccc(cc1)O
InChI InChI=1S/C32H38O18/c1-11-19(36)21(38)23(40)29(45-11)47-15-7-16(35)18-17(8-15)48-26(13-3-5-14(34)6-4-13)27(20(18)37)50-30-24(41)22(39)25(12(2)46-30)49-31-28(42)32(43,9-33)10-44-31/h3-8,11-12,19,21-25,28-31,33-36,38-43H,9-10H2,1-2H3/t11-,12-,19-,21+,22+,23+,24-,25-,28+,29+,30-,31+,32-/m0/s1
InChIKey ACJZLOBTPAETBY-XVDSFGHBSA-N
Formula C32H38O18
HBA 18
HBD 10
MW 710.64
Rotatable Bonds 8
TPSA 287.89
LogP -2.25
Number Rings 6
Number Aromatic Rings 3
Heavy Atom Count 50
Formal Charge 0
Fraction CSP3 0.53
Exact Mass 710.21
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Chenopodium murale Chenopodiaceae Plantae 46091
2 Chenopodium murale Chenopodiaceae Plantae 46091

Showing of synonyms

  • Ibrahim LF, Kawashty SA, et al. (2007). A comparative study of the flavonoids and some biological activities of two Chenopodium species. Chemistry of Natural Compounds,2007,43(1),24-28. [View]
  • Gohar AA, Maatooq GT, et al. (2000). Two flavonoid glycosides from Chenopodium murale. Phytochemistry,2000,53(2),299-303. [View] [PubMed]
Pubchem: 163041848

No compound-protein relationship available.

Structure

SMILES: O1CCCC1OC2CCC(OC2)Oc(c3=O)c(-c4ccccc4)oc(c35)cc(cc5)OC6CCCCO6

Level: 4

Mol. Weight: 710.64 g/mol

Structure

SMILES: O1CCCC1OC2CCC(OC2)Oc(c3=O)coc(c34)cc(cc4)OC5CCCCO5

Level: 3

Mol. Weight: 710.64 g/mol

Structure

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

Level: 3

Mol. Weight: 710.64 g/mol

Structure

SMILES: O1CCCC1OC2CCC(OC2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 710.64 g/mol

Structure

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

Level: 2

Mol. Weight: 710.64 g/mol

Structure

SMILES: O1CCCC1OC2CCC(OC2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 710.64 g/mol

Structure

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

Level: 2

Mol. Weight: 710.64 g/mol

Structure

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

Level: 2

Mol. Weight: 710.64 g/mol

Structure

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

Level: 1

Mol. Weight: 710.64 g/mol

Structure

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

Level: 1

Mol. Weight: 710.64 g/mol

Structure

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

Level: 1

Mol. Weight: 710.64 g/mol

Structure

SMILES: O1CCCC1OC2CCCOC2

Level: 1

Mol. Weight: 710.64 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 710.64 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 710.64 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 710.64 g/mol

Structure

SMILES: C1CCOC1

Level: 0

Mol. Weight: 710.64 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.59
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-3.7
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
277.24

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.83
Plasma Protein Binding
73.09
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
6.72
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-4.1
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.94
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.11
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
-501184.11
Rat (Acute)
2.36
Rat (Chronic Oral)
4.58
Fathead Minnow
645.56
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
48830.97
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-0.6
Log(P)
-0.33
Log S
-4.66
Log(Vapor Pressure)
-1633.76
Melting Point
244.06
pKa Acid
0.76
pKa Basic
4.88
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9492
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9492
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8733
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8733
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8526
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8526
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8132
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8132
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7930
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7930
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7906
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7906
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7790
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7790
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7717
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7717
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7716
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7716
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7591
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7591
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7589
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7589
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7577
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7577
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.7354
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.7354
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7329
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7329
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7304
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7304
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7222
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7222
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.7216
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.7216
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7210
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7210
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7154
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7154
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7144
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7144
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7105
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7105
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7053
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7053
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7023
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7023
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7002
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7002

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