Kaempferol 3-O-(2''-alpha-L-rhamnopyranosyl)-beta-L-arabinopyranoside-7-O-alpha-L-rhamnopyranoside-4'-O-beta-D-glucopyranoside - Compound Card

Kaempferol 3-O-(2''-alpha-L-rhamnopyranosyl)-beta-L-arabinopyranoside-7-O-alpha-L-rhamnopyranoside-4'-O-beta-D-glucopyranoside

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Kaempferol 3-O-(2''-alpha-L-rhamnopyranosyl)-beta-L-arabinopyranoside-7-O-alpha-L-rhamnopyranoside-4'-O-beta-D-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Brassicaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles OC[C@H]1O[C@@H](Oc2ccc(cc2)c2oc3cc(O[C@@H]4O[C@@H](C)[C@@H]([C@H]([C@H]4O)O)O)cc(c3c(=O)c2O[C@@H]2OC[C@H]([C@H]([C@@H]2O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C38H48O23/c1-11-21(42)26(47)29(50)35(54-11)57-15-7-16(40)20-18(8-15)58-32(13-3-5-14(6-4-13)56-37-31(52)28(49)24(45)19(9-39)59-37)33(25(20)46)60-38-34(23(44)17(41)10-53-38)61-36-30(51)27(48)22(43)12(2)55-36/h3-8,11-12,17,19,21-24,26-31,34-45,47-52H,9-10H2,1-2H3/t11-,12-,17+,19+,21-,22-,23+,24+,26+,27+,28-,29+,30+,31+,34-,35-,36-,37+,38-/m0/s1
InChIKey VPCRMNLLONKMPQ-LFQQMDARSA-N
Formula C38H48O23
HBA 23
HBD 13
MW 872.78
Rotatable Bonds 10
TPSA 367.04
LogP -4.78
Number Rings 7
Number Aromatic Rings 3
Heavy Atom Count 61
Formal Charge 0
Fraction CSP3 0.61
Exact Mass 872.26
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Matthiola longipetala subsp. livida Brassicaceae Plantae 3723

Showing of synonyms

  • Marzouk M, Kawashty S, et al. (2008). Two New Kaempferol Glycosides from <i>Matthiola Longipetala</i> (subsp. <i>livida</i>) (Delile) Maire and Carcinogenic Evaluation of its Extract. Natural Product Communications, 2008, 3(8), 1934578X0800300. [View]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)oc(c(c3=O)OC(OCCC4)C4OC5CCCCO5)-c6ccc(cc6)OC7CCCCO7

Level: 5

Mol. Weight: 872.78 g/mol

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)oc(c(c3=O)OC4CCCCO4)-c5ccc(cc5)OC6CCCCO6

Level: 4

Mol. Weight: 872.78 g/mol

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)oc(-c4ccccc4)c(c3=O)OC(OCCC5)C5OC6CCCCO6

Level: 4

Mol. Weight: 872.78 g/mol

Structure

SMILES: O1CCCCC1OC2C(OCCC2)Oc(c3=O)c(oc(c34)cccc4)-c5ccc(cc5)OC6CCCCO6

Level: 4

Mol. Weight: 872.78 g/mol

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)occ(c3=O)OC(OCCC4)C4OC5CCCCO5

Level: 3

Mol. Weight: 872.78 g/mol

Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC(OCCC4)C4OC5CCCCO5

Level: 3

Mol. Weight: 872.78 g/mol

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)oc(cc3=O)-c4ccc(cc4)OC5CCCCO5

Level: 3

Mol. Weight: 872.78 g/mol

Structure

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

Level: 3

Mol. Weight: 872.78 g/mol

Structure

SMILES: O1CCCCC1Oc(c2=O)c(oc(c23)cccc3)-c4ccc(cc4)OC5CCCCO5

Level: 3

Mol. Weight: 872.78 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)OC(OCCC3)C3OC4CCCCO4

Level: 2

Mol. Weight: 872.78 g/mol

Structure

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

Level: 2

Mol. Weight: 872.78 g/mol

Structure

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

Level: 2

Mol. Weight: 872.78 g/mol

Structure

SMILES: c1cccc(c12)oc(cc2=O)-c3ccc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 872.78 g/mol

Structure

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

Level: 2

Mol. Weight: 872.78 g/mol

Structure

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

Level: 1

Mol. Weight: 872.78 g/mol

Structure

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

Level: 1

Mol. Weight: 872.78 g/mol

Structure

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

Level: 1

Mol. Weight: 872.78 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 872.78 g/mol

Structure

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 872.78 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 872.78 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 872.78 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 872.78 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.49
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
401.540
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
53298.13

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.710
Plasma Protein Binding
63.75
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
4.070
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-1233.300
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.050
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.180
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
-96729876.940
Rat (Acute)
2.710
Rat (Chronic Oral)
5.680
Fathead Minnow
122109.310
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
10872606.900
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-1.160
Log(P)
-2.84
Log S
-4.2
Log(Vapor Pressure)
-357927.49
Melting Point
274.34
pKa Acid
-2542.95
pKa Basic
-0.15
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8897
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7981
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7886
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7768
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 3 0.7616
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7556
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7382
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7232
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7232
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7070
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7026

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