Kaempferol-3-rhamnogalactoside - Compound Card

Kaempferol-3-rhamnogalactoside

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Kaempferol-3-rhamnogalactoside

Structure
Zoomed Structure
  • Family: Plantae - Zygophyllaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
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-OLUUXRBQSA-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 Fagonia isotricha Zygophyllaceae Plantae 5986

Showing of synonyms

  • Al-Wakeel S. (1992). Significance of Flavonoid Chemistry in the Egyptian Fagonia glutinosa and F. isotricha Complexes. Biochemical Systematics and Ecology,1992,20(3),259-264. [View]

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
3.75

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.740
Plasma Protein Binding
66.09
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
8.660
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-3.660
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
-1549.170
Rat (Acute)
2.350
Rat (Chronic Oral)
4.700
Fathead Minnow
4.620
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
710.910
Hydration Free Energy
-3.430
Log(D) at pH=7.4
-0.770
Log(P)
-0.06
Log S
-3.71
Log(Vapor Pressure)
-15.2
Melting Point
187.99
pKa Acid
2.02
pKa Basic
10.11
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9224
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9222
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8877
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8855
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8809
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8548
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8357
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8292
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8034
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.8002
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.7997
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7994
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7827
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7823
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7820
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7774
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7726
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7698
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7626
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7587
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.7531
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7390
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7220
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7195
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7141
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7098
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7075
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7054
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7044
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7044
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7030

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