[4-Acetyloxy-5-hydroxy-2-methyl-6-[[3,4,5-trihydroxy-6-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]oxan-3-yl] acetate

Details

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Internal ID 2694236e-9157-43da-a104-39f8fddb4122
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [4-acetyloxy-5-hydroxy-2-methyl-6-[[3,4,5-trihydroxy-6-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]oxan-3-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)OC)O)O)O)O)O)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)OC)O)O)O)O)O)OC(=O)C)OC(=O)C
InChI InChI=1S/C32H36O16/c1-13-29(44-14(2)33)30(45-15(3)34)28(40)31(43-13)42-12-23-25(37)26(38)27(39)32(48-23)46-18-9-19(35)24-20(36)11-21(47-22(24)10-18)16-5-7-17(41-4)8-6-16/h5-11,13,23,25-32,35,37-40H,12H2,1-4H3
InChI Key HKSWYVARIPWBHN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H36O16
Molecular Weight 676.60 g/mol
Exact Mass 676.20033506 g/mol
Topological Polar Surface Area (TPSA) 226.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 0.35
H-Bond Acceptor 16
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [4-Acetyloxy-5-hydroxy-2-methyl-6-[[3,4,5-trihydroxy-6-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]oxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6042 60.42%
Caco-2 - 0.8702 87.02%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6710 67.10%
OATP2B1 inhibitior + 0.5719 57.19%
OATP1B1 inhibitior + 0.8816 88.16%
OATP1B3 inhibitior + 0.9273 92.73%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7548 75.48%
P-glycoprotein inhibitior + 0.6440 64.40%
P-glycoprotein substrate + 0.6317 63.17%
CYP3A4 substrate + 0.6411 64.11%
CYP2C9 substrate - 0.8277 82.77%
CYP2D6 substrate - 0.8720 87.20%
CYP3A4 inhibition - 0.9348 93.48%
CYP2C9 inhibition - 0.9346 93.46%
CYP2C19 inhibition - 0.9564 95.64%
CYP2D6 inhibition - 0.9479 94.79%
CYP1A2 inhibition - 0.9589 95.89%
CYP2C8 inhibition + 0.6800 68.00%
CYP inhibitory promiscuity - 0.8466 84.66%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6285 62.85%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9151 91.51%
Skin irritation - 0.8507 85.07%
Skin corrosion - 0.9621 96.21%
Ames mutagenesis - 0.5764 57.64%
Human Ether-a-go-go-Related Gene inhibition + 0.6669 66.69%
Micronuclear + 0.6992 69.92%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.9463 94.63%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.9186 91.86%
Acute Oral Toxicity (c) III 0.6840 68.40%
Estrogen receptor binding + 0.8215 82.15%
Androgen receptor binding + 0.6562 65.62%
Thyroid receptor binding + 0.5625 56.25%
Glucocorticoid receptor binding + 0.7017 70.17%
Aromatase binding + 0.5877 58.77%
PPAR gamma + 0.7642 76.42%
Honey bee toxicity - 0.7253 72.53%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.8632 86.32%

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 99.71% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.42% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.53% 94.00%
CHEMBL2581 P07339 Cathepsin D 97.43% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 96.30% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.78% 89.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 94.41% 81.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.29% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.96% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.19% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 89.92% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.85% 86.92%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.19% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.45% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.88% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.60% 99.17%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 86.35% 87.67%
CHEMBL1907 P15144 Aminopeptidase N 85.85% 93.31%
CHEMBL4208 P20618 Proteasome component C5 83.04% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.97% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.89% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.59% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.41% 97.09%
CHEMBL3194 P02766 Transthyretin 81.06% 90.71%

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.
Dracocephalum peregrinum

Cross-Links

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PubChem 74429337
LOTUS LTS0269586
wikiData Q105029947