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

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

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

Structure
Zoomed Structure
  • Family: Plantae - Resedaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone Trioside
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(CO)[C@H](C([C@@H]2O)O)O)c2ccc(cc2)O)[C@H](C([C@@H]1O)O)O
InChI InChI=1S/C33H40O20/c1-10-19(38)25(44)30(53-32-27(46)24(43)21(40)17(9-35)51-32)33(47-10)52-29-22(41)18-14(37)6-13(48-31-26(45)23(42)20(39)16(8-34)50-31)7-15(18)49-28(29)11-2-4-12(36)5-3-11/h2-7,10,16-17,19-21,23-27,30-40,42-46H,8-9H2,1H3/t10?,16?,17?,19-,20-,21-,23?,24?,25-,26+,27+,30?,31-,32+,33-/m1/s1
InChIKey HJJIIDXKQCWRHQ-IOAJEVDVSA-N
Formula C33H40O20
HBA 20
HBD 12
MW 756.66
Rotatable Bonds 9
TPSA 328.35
LogP -3.92
Number Rings 6
Number Aromatic Rings 3
Heavy Atom Count 53
Formal Charge 0
Fraction CSP3 0.55
Exact Mass 756.21
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: O1CCCCC1Oc(cc2)cc(c23)oc(-c4ccccc4)c(c3=O)OC(OCCC5)C5OC6CCCCO6

Level: 4

Mol. Weight: 756.66 g/mol

Structure

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

Level: 3

Mol. Weight: 756.66 g/mol

Structure

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

Level: 3

Mol. Weight: 756.66 g/mol

Structure

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

Level: 3

Mol. Weight: 756.66 g/mol

Structure

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

Level: 2

Mol. Weight: 756.66 g/mol

Structure

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

Level: 2

Mol. Weight: 756.66 g/mol

Structure

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

Level: 2

Mol. Weight: 756.66 g/mol

Structure

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

Level: 2

Mol. Weight: 756.66 g/mol

Structure

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

Level: 1

Mol. Weight: 756.66 g/mol

Structure

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

Level: 1

Mol. Weight: 756.66 g/mol

Structure

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

Level: 1

Mol. Weight: 756.66 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 756.66 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 756.66 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 756.66 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 756.66 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.61
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
1.84
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
1079.43

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.73
Plasma Protein Binding
39.62
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
5.52
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-25.39
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.75
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.79
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
-1954026.62
Rat (Acute)
2.45
Rat (Chronic Oral)
5.32
Fathead Minnow
2474.57
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
212864.43
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-1.7
Log(P)
-1.71
Log S
-3.83
Log(Vapor Pressure)
-6979.84
Melting Point
237.77
pKa Acid
-16.72
pKa Basic
6.86
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.8240
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7883
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.7676
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7654
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7293
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7258
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 4 0.7164
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 4 0.7131
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7125
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7108

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