8-hydroxykaempferol 8-methyl ether 3-O-beta-glucopyranoside-7-O-alpha-rhamnopyranoside - Compound Card

8-hydroxykaempferol 8-methyl ether 3-O-beta-glucopyranoside-7-O-alpha-rhamnopyranoside

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8-hydroxykaempferol 8-methyl ether 3-O-beta-glucopyranoside-7-O-alpha-rhamnopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Resedaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3OC)O[C@H]2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C28H32O16/c1-9-16(32)19(35)21(37)27(40-9)41-13-7-12(31)15-18(34)26(44-28-22(38)20(36)17(33)14(8-29)42-28)23(43-25(15)24(13)39-2)10-3-5-11(30)6-4-10/h3-7,9,14,16-17,19-22,27-33,35-38H,8H2,1-2H3/t9-,14-,16-,17-,19+,20+,21+,22-,27-,28+/m1/s1
InChIKey LSHYTUQCUQMUJP-URJRJSJNSA-N
Formula C28H32O16
HBA 16
HBD 9
MW 624.55
Rotatable Bonds 7
TPSA 258.43
LogP -1.74
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 44
Formal Charge 0
Fraction CSP3 0.46
Exact Mass 624.17
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Randonia africana Resedaceae Plantae 415773

Showing of synonyms

  • Berrehal D, Khalfallah A, et al. (2010). Flavonoid glycosides from Randonia africana Coss. (Resedaceae). Biochemical Systematics and Ecology,2010,38(5),1007-1009. [View]
Pubchem: 162973882
Nmrshiftdb2: 70046938

No compound-protein relationship available.

Structure

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

Level: 3

Mol. Weight: 624.55 g/mol

Structure

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

Level: 2

Mol. Weight: 624.55 g/mol

Structure

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

Level: 2

Mol. Weight: 624.55 g/mol

Structure

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

Level: 2

Mol. Weight: 624.55 g/mol

Structure

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

Level: 1

Mol. Weight: 624.55 g/mol

Structure

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

Level: 1

Mol. Weight: 624.55 g/mol

Structure

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

Level: 1

Mol. Weight: 624.55 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 624.55 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 624.55 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 624.55 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
-5.180
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
14.92

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.780
Plasma Protein Binding
72.99
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
7.030
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.760
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.150
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.750
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
-24211.100
Rat (Acute)
2.420
Rat (Chronic Oral)
4.210
Fathead Minnow
46.910
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
411.080
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-0.450
Log(P)
-0.73
Log S
-4.47
Log(Vapor Pressure)
-16.08
Melting Point
208.0
pKa Acid
3.98
pKa Basic
4.25
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.9126
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.9126
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.9020
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.9020
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8892
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8892
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8744
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8744
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8733
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8733
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8440
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8440
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8287
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8287
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8226
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8226
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8216
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8216
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8154
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8154
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8122
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8122
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8049
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8049
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8004
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8004
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7922
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7922
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7887
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7887
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7885
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7885
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7778
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7778
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7489
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7489
Periplasmic pH-dependent serine endoprotease DegQ P39099 DEGQ_ECOLI Escherichia coli 4 0.7446
Periplasmic pH-dependent serine endoprotease DegQ P39099 DEGQ_ECOLI Escherichia coli 4 0.7446
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7405
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7405
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7387
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7387
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7326
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7326
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7227
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7227
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7217
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7217
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7193
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7193
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.7190
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.7190
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7175
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7175
Neopullulanase 2 Q08751 NEPU2_THEVU Thermoactinomyces vulgaris 3 0.7161
Neopullulanase 2 Q08751 NEPU2_THEVU Thermoactinomyces vulgaris 3 0.7161
Nucleoside 2-deoxyribosyltransferase Q8RLY5 Q8RLY5_LACHE Lactobacillus helveticus 3 0.7123
Nucleoside 2-deoxyribosyltransferase Q8RLY5 Q8RLY5_LACHE Lactobacillus helveticus 3 0.7123
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7088
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7088
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7010
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7010

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