Kaempferol-3,7-dirhamnoside - Compound Card

Kaempferol-3,7-dirhamnoside

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Kaempferol-3,7-dirhamnoside

Structure
Zoomed Structure
  • Family: Plantae - Chenopodiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles Oc1ccc(cc1)c1oc2cc(OC3O[C@H](C)[C@H]([C@@H]([C@@H]3O)O)O)cc(c2c(=O)c1OC1O[C@H](C)[C@H]([C@@H]([C@@H]1O)O)O)O
InChI InChI=1S/C27H30O14/c1-9-17(30)20(33)22(35)26(37-9)39-13-7-14(29)16-15(8-13)40-24(11-3-5-12(28)6-4-11)25(19(16)32)41-27-23(36)21(34)18(31)10(2)38-27/h3-10,17-18,20-23,26-31,33-36H,1-2H3/t9-,10-,17-,18-,20+,21+,22+,23+,26?,27?/m1/s1
InChIKey PUPKKEQDLNREIM-JMHGZOIISA-N
Formula C27H30O14
HBA 14
HBD 8
MW 578.52
Rotatable Bonds 5
TPSA 228.97
LogP -0.72
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 41
Formal Charge 0
Fraction CSP3 0.44
Exact Mass 578.16
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Cleome species Capparaceae Plantae 25782
2 Chenopodium murale Chenopodiaceae Plantae 46091
3 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]
  • El-Sayed NH, Awaad AS, et al. (1999). A flavonol triglycoside from Chenopodium murale. Phytochemistry,1999,51(4),591-593. [View]
  • Sharaf M, El-Ansari MA, et al. (1997). Flavonoids of four Cleome and three Capparis species.. Biochemical Systematics and Ecology,1997,25(2),161-166. [View]
Pubchem: 54209015

No compound-protein relationship available.

Structure

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

Level: 3

Mol. Weight: 578.52 g/mol

Structure

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

Level: 2

Mol. Weight: 578.52 g/mol

Structure

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

Level: 2

Mol. Weight: 578.52 g/mol

Structure

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

Level: 2

Mol. Weight: 578.52 g/mol

Structure

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

Level: 1

Mol. Weight: 578.52 g/mol

Structure

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

Level: 1

Mol. Weight: 578.52 g/mol

Structure

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

Level: 1

Mol. Weight: 578.52 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 578.52 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 578.52 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 578.52 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.58
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.270
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
3.83

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.920
Plasma Protein Binding
75.23
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
8.610
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-3.140
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.990
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.440
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
-5587.810
Rat (Acute)
2.320
Rat (Chronic Oral)
4.240
Fathead Minnow
13.780
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
520.410
Hydration Free Energy
-3.090
Log(D) at pH=7.4
0.280
Log(P)
0.03
Log S
-4.58
Log(Vapor Pressure)
-11.68
Melting Point
229.25
pKa Acid
4.41
pKa Basic
4.79
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9066
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9066
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.8689
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.8689
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8578
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8578
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8399
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8399
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8165
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8165
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7953
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7953
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7907
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7907
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7709
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7709
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7696
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7696
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7485
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7485
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7458
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7458
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7392
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7392
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7327
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7327
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7273
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7273
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7270
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7270
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7207
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7207
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7160
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7160
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7105
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7105
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7067
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7067

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