Kaempferol 3-O-beta-D-glucopyranosyl-(1'''→2'')-O-alpha-L rhamnopyranoside 7-O-beta-D-(6''''-O-E-coumarylglucopyranoside) - Compound Card

Kaempferol 3-O-beta-D-glucopyranosyl-(1'''→2'')-O-alpha-L rhamnopyranoside 7-O-beta-D-(6''''-O-E-coumarylglucopyranoside)

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Kaempferol 3-O-beta-D-glucopyranosyl-(1'''→2'')-O-alpha-L rhamnopyranoside 7-O-beta-D-(6''''-O-E-coumarylglucopyranoside)

Structure
Zoomed Structure
  • Family: Plantae - Resedaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Coumaryl Ester
Canonical Smiles OCC1O[C@@H](OC2[C@H](OC([C@H]([C@H]2O)O)C)Oc2c(oc3c(c2=O)c(O)cc(c3)O[C@@H]2OC(COC(=O)/C=C/c3ccc(cc3)O)[C@H](C([C@@H]2O)O)O)c2ccc(cc2)O)[C@H](C([C@@H]1O)O)O
InChI InChI=1S/C42H46O22/c1-16-28(48)34(54)39(64-41-36(56)32(52)29(49)24(14-43)61-41)42(58-16)63-38-31(51)27-22(46)12-21(13-23(27)60-37(38)18-5-9-20(45)10-6-18)59-40-35(55)33(53)30(50)25(62-40)15-57-26(47)11-4-17-2-7-19(44)8-3-17/h2-13,16,24-25,28-30,32-36,39-46,48-50,52-56H,14-15H2,1H3/b11-4+/t16?,24?,25?,28-,29-,30-,32?,33?,34-,35+,36+,39?,40-,41+,42-/m1/s1
InChIKey COFIEYUEZUDPJJ-GWEBZMAOSA-N
Formula C42H46O22
HBA 22
HBD 12
MW 902.81
Rotatable Bonds 12
TPSA 354.65
LogP -1.95
Number Rings 7
Number Aromatic Rings 4
Heavy Atom Count 64
Formal Charge 0
Fraction CSP3 0.43
Exact Mass 902.25
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Reseda muricata Resedaceae Plantae 415816

Showing of synonyms

  • El-Sayed N.H, Omara N.M, et al. (2001). Kaempferol triosides from Reseda muricata. Phytochemistry, 2001, 57(4), 575-8. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C=CC(=O)OCC2CCCC(O2)Oc(cc3)cc(c34)oc(-c5ccccc5)c(c4=O)OC(OCCC6)C6OC7CCCCO7

Level: 5

Mol. Weight: 902.81 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OCC2CCCC(O2)Oc(cc3)cc(c34)occ(c4=O)OC(OCCC5)C5OC6CCCCO6

Level: 4

Mol. Weight: 902.81 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OCC2CCCC(O2)Oc(cc3)cc(c34)oc(-c5ccccc5)c(c4=O)OC6CCCCO6

Level: 4

Mol. Weight: 902.81 g/mol

Structure

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

Level: 4

Mol. Weight: 902.81 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OCC2CCCC(O2)Oc(cc3)cc(c34)occ(c4=O)OC5CCCCO5

Level: 3

Mol. Weight: 902.81 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OCC2CCCC(O2)Oc(cc3)cc(c34)oc(cc4=O)-c5ccccc5

Level: 3

Mol. Weight: 902.81 g/mol

Structure

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

Level: 3

Mol. Weight: 902.81 g/mol

Structure

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

Level: 3

Mol. Weight: 902.81 g/mol

Structure

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

Level: 3

Mol. Weight: 902.81 g/mol

Structure

SMILES: c1ccccc1C=CC(=O)OCC2CCCC(O2)Oc(cc3)cc(c34)occc4=O

Level: 2

Mol. Weight: 902.81 g/mol

Structure

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

Level: 2

Mol. Weight: 902.81 g/mol

Structure

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

Level: 2

Mol. Weight: 902.81 g/mol

Structure

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

Level: 2

Mol. Weight: 902.81 g/mol

Structure

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

Level: 2

Mol. Weight: 902.81 g/mol

Structure

SMILES: O1CCCCC1COC(=O)C=Cc2ccccc2

Level: 1

Mol. Weight: 902.81 g/mol

Structure

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

Level: 1

Mol. Weight: 902.81 g/mol

Structure

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

Level: 1

Mol. Weight: 902.81 g/mol

Structure

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

Level: 1

Mol. Weight: 902.81 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 902.81 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 902.81 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 902.81 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 902.81 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.59
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
1854.98
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
243273.59

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.74
Plasma Protein Binding
38.89
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
4.84
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-5651.5
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.85
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.05
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
-441525460.74
Rat (Acute)
2.36
Rat (Chronic Oral)
5.91
Fathead Minnow
557340.03
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
49651388.25
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-14.51
Log(P)
0.74
Log S
-5.42
Log(Vapor Pressure)
-1634936.73
Melting Point
252.07
pKa Acid
-11848.27
pKa Basic
-71.15
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.9046
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.8953
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8675
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7932
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7763
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7702
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7685
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7601
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7453
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7414
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 4 0.7407
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7372
Caffeoyl-CoA O-methyltransferase Q40313 CAMT_MEDSA Medicago sativa 3 0.7341
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 4 0.7302
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7235
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7234
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7224
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 4 0.7203
Probable bifunctional SAT/APS kinase O67174 SATC_AQUAE Aquifex aeolicus 3 0.7156
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7062
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7021
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7002

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