Kaempferol 3-(6''-acetylglucoside) 7-rhamnoside

Details

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Internal ID 0adff649-f7b7-4400-bcfb-38260f6df47e
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)COC(=O)C)O)O)O)C5=CC=C(C=C5)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)C)O)O)O)C5=CC=C(C=C5)O)O)O)O)O
InChI InChI=1S/C29H32O16/c1-10-19(33)22(36)24(38)28(41-10)42-14-7-15(32)18-16(8-14)43-26(12-3-5-13(31)6-4-12)27(21(18)35)45-29-25(39)23(37)20(34)17(44-29)9-40-11(2)30/h3-8,10,17,19-20,22-25,28-29,31-34,36-39H,9H2,1-2H3/t10-,17+,19-,20+,22+,23-,24+,25+,28-,29-/m0/s1
InChI Key GMYLPJSOUAYAGD-DYJXLLAISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H32O16
Molecular Weight 636.60 g/mol
Exact Mass 636.16903493 g/mol
Topological Polar Surface Area (TPSA) 251.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -1.17
H-Bond Acceptor 16
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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Kaempferol 3-O-(6''-O-acetyl)glucoside-7-O-rhamnoside
Kaempferol 3-(6''-acetylglucoside) 7-rhamnoside
AKOS032962187
FS-8936
XK161845
Kaempferol-3-glucoside(6"-O-acetate)-7-rhamnoside
((2R,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-((5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-3-yl)oxy)tetrahydro-2H-pyran-2-yl)methyl acetate
[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxyoxan-2-yl]methyl acetate

2D Structure

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2D Structure of Kaempferol 3-(6''-acetylglucoside) 7-rhamnoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5641 56.41%
Caco-2 - 0.9145 91.45%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6963 69.63%
OATP2B1 inhibitior - 0.5674 56.74%
OATP1B1 inhibitior + 0.9008 90.08%
OATP1B3 inhibitior + 0.9329 93.29%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8873 88.73%
P-glycoprotein inhibitior - 0.4368 43.68%
P-glycoprotein substrate - 0.5412 54.12%
CYP3A4 substrate + 0.6467 64.67%
CYP2C9 substrate + 0.5319 53.19%
CYP2D6 substrate - 0.8787 87.87%
CYP3A4 inhibition - 0.9235 92.35%
CYP2C9 inhibition - 0.9179 91.79%
CYP2C19 inhibition - 0.9377 93.77%
CYP2D6 inhibition - 0.9567 95.67%
CYP1A2 inhibition - 0.8979 89.79%
CYP2C8 inhibition + 0.7882 78.82%
CYP inhibitory promiscuity - 0.8351 83.51%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7438 74.38%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9087 90.87%
Skin irritation - 0.8297 82.97%
Skin corrosion - 0.9518 95.18%
Ames mutagenesis + 0.5463 54.63%
Human Ether-a-go-go-Related Gene inhibition + 0.7471 74.71%
Micronuclear + 0.5892 58.92%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.9378 93.78%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8894 88.94%
Acute Oral Toxicity (c) III 0.6100 61.00%
Estrogen receptor binding + 0.7747 77.47%
Androgen receptor binding + 0.6289 62.89%
Thyroid receptor binding - 0.5326 53.26%
Glucocorticoid receptor binding + 0.6048 60.48%
Aromatase binding - 0.5338 53.38%
PPAR gamma + 0.6478 64.78%
Honey bee toxicity - 0.7813 78.13%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6250 62.50%
Fish aquatic toxicity + 0.9684 96.84%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.26% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.90% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.68% 89.00%
CHEMBL2581 P07339 Cathepsin D 97.64% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.59% 85.14%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 96.07% 95.64%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.19% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.37% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 93.82% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.60% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.35% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.16% 99.15%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.61% 94.80%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 86.59% 95.78%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.89% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.99% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.91% 97.09%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Delphinium formosum

Cross-Links

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PubChem 91895352
LOTUS LTS0107676
wikiData Q105012246