Kaempferol 3-rhamnogalactoside - Compound Card

Kaempferol 3-rhamnogalactoside

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Kaempferol 3-rhamnogalactoside

Structure
Zoomed Structure
  • Family: Plantae - Amaranthaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol
Canonical Smiles Oc1ccc(cc1)c1oc2cc(O)cc(c2c(=O)c1OC1O[C@H]([C@@H]([C@H]([C@@H]([C@H](O)C)O)O)O)[C@@H]([C@@H]([C@H]1O)O)O)O
InChI InChI=1S/C25H28O14/c1-8(26)15(30)17(32)19(34)23-20(35)18(33)21(36)25(38-23)39-24-16(31)14-12(29)6-11(28)7-13(14)37-22(24)9-2-4-10(27)5-3-9/h2-8,15,17-21,23,25-30,32-36H,1H3/t8-,15-,17+,18+,19-,20-,21-,23-,25?/m1/s1
InChIKey HTVBMIGZFKHHEZ-SMFCOYAVSA-N
Formula C25H28O14
HBA 14
HBD 10
MW 552.49
Rotatable Bonds 7
TPSA 250.97
LogP -1.77
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 39
Formal Charge 0
Fraction CSP3 0.4
Exact Mass 552.15
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Aerva javanica Amaranthaceae Plantae 240009

Showing of synonyms

  • Saleh NAM, Mansjur RMA and Markham KR. (1990). An acylated isorhamnetin glycoside from Aerva javanica. Phytochemistry,1990,29(4),1344-1345. [View] [PubMed]
Pubchem: 162998749
Nmrshiftdb2: 70093118

No compound-protein relationship available.

Structure

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

Level: 2

Mol. Weight: 552.49 g/mol

Structure

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

Level: 1

Mol. Weight: 552.49 g/mol

Structure

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

Level: 1

Mol. Weight: 552.49 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 552.49 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 552.49 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 552.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.39
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.990
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
3.74

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.740
Plasma Protein Binding
66.48
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
8.650
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-3.690
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.020
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.440
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
-1549.060
Rat (Acute)
2.350
Rat (Chronic Oral)
4.700
Fathead Minnow
4.590
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
712.210
Hydration Free Energy
-3.430
Log(D) at pH=7.4
-0.790
Log(P)
-0.07
Log S
-3.72
Log(Vapor Pressure)
-15.19
Melting Point
187.08
pKa Acid
2.01
pKa Basic
10.13
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9631
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9631
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9107
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9107
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8956
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8956
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8742
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8742
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8534
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8534
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.8306
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.8306
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8262
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8262
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8075
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8075
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.8035
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.8035
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.8024
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.8024
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7936
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7936
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7815
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7815
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7795
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7795
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7780
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7780
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7776
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7776
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7739
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7739
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7714
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7714
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7683
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7683
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.7674
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.7674
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7564
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7564
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7520
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7520
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7497
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7497
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7292
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7292
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7241
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7241
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7234
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7234
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7136
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7136
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7115
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7115
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7071
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7071
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7065
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7065
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7020
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7020

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