Kaempferol-3-O-alpha-rhamnopyranosyl-(1→2)-beta-glucopyranoside - Compound Card

Kaempferol-3-O-alpha-rhamnopyranosyl-(1→2)-beta-glucopyranoside

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Kaempferol-3-O-alpha-rhamnopyranosyl-(1→2)-beta-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles OCC1O[C@H](O)[C@H](C([C@@H]1O)O)OC1(O[C@H](C)[C@H]([C@@H]([C@@H]1O)O)O)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(cc1)O
InChI InChI=1S/C27H30O16/c1-9-17(32)21(36)25(37)27(41-9,43-24-20(35)18(33)15(8-28)40-26(24)38)42-23-19(34)16-13(31)6-12(30)7-14(16)39-22(23)10-2-4-11(29)5-3-10/h2-7,9,15,17-18,20-21,24-26,28-33,35-38H,8H2,1H3/t9-,15?,17-,18-,20?,21+,24+,25+,26+,27?/m1/s1
InChIKey NKWZWGIAYAKDHY-AZAORIIGSA-N
Formula C27H30O16
HBA 16
HBD 10
MW 610.52
Rotatable Bonds 6
TPSA 269.43
LogP -2.07
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 43
Formal Charge 0
Fraction CSP3 0.44
Exact Mass 610.15
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Solenostemma argel Apocynaceae Plantae 219273

Showing of synonyms

  • Kamel MS, Ohtani K, et al. (2000). Monoterpene and pregnane glucosides from Solenostemma argel. Phytochemistry,2000,53(8),937-940. [View] [PubMed]
Pubchem: 162817500
Nmrshiftdb2: 70086607

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC4(CCCCO4)OC5CCCOC5

Level: 3

Mol. Weight: 610.52 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)OC3(CCCCO3)OC4CCCOC4

Level: 2

Mol. Weight: 610.52 g/mol

Structure

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

Level: 2

Mol. Weight: 610.52 g/mol

Structure

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

Level: 1

Mol. Weight: 610.52 g/mol

Structure

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

Level: 1

Mol. Weight: 610.52 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 610.52 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 610.52 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 610.52 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 610.52 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.51
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.49
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
10.14

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.8
Plasma Protein Binding
49.33
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
9.55
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.68
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.97
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.21
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
-12815.06
Rat (Acute)
2.47
Rat (Chronic Oral)
4.32
Fathead Minnow
27.73
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
517.96
Hydration Free Energy
-3.07
Log(D) at pH=7.4
-1.02
Log(P)
-0.5
Log S
-4.06
Log(Vapor Pressure)
-14.4
Melting Point
176.88
pKa Acid
1.99
pKa Basic
8.76
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9733
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9733
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9141
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9141
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8895
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8895
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8774
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8774
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8146
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8146
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7865
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7865
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7826
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7826
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7734
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7734
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7569
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7569
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7356
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7356
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7309
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7309
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7225
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7225
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7128
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7128
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7121
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7121
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7102
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7102
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7035
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7035
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7001
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7001

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