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

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 22e33730-042b-43cc-a560-990470a3c647
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [5-acetyloxy-3-hydroxy-2-methyl-6-[[3,4,5-trihydroxy-6-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]oxan-4-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)OC(=O)C)OC(=O)C)O
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)OC(=O)C)OC(=O)C)O
InChI InChI=1S/C32H36O16/c1-13-25(37)29(44-14(2)33)30(45-15(3)34)32(43-13)42-12-23-26(38)27(39)28(40)31(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 FSYXZAJRPPKJLH-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 [5-Acetyloxy-3-hydroxy-2-methyl-6-[[3,4,5-trihydroxy-6-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]oxan-4-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 - 0.8644 86.44%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6710 67.10%
OATP2B1 inhibitior + 0.5722 57.22%
OATP1B1 inhibitior + 0.8850 88.50%
OATP1B3 inhibitior + 0.9273 92.73%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8775 87.75%
P-glycoprotein inhibitior + 0.6313 63.13%
P-glycoprotein substrate + 0.6111 61.11%
CYP3A4 substrate + 0.6329 63.29%
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 + 0.7035 70.35%
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 - 0.9154 91.54%
Skin irritation - 0.8507 85.07%
Skin corrosion - 0.9621 96.21%
Ames mutagenesis - 0.5564 55.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7372 73.72%
Micronuclear + 0.6992 69.92%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.9463 94.63%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.9307 93.07%
Acute Oral Toxicity (c) III 0.6840 68.40%
Estrogen receptor binding + 0.8148 81.48%
Androgen receptor binding + 0.6396 63.96%
Thyroid receptor binding + 0.5413 54.13%
Glucocorticoid receptor binding + 0.6968 69.68%
Aromatase binding + 0.5571 55.71%
PPAR gamma + 0.7669 76.69%
Honey bee toxicity - 0.7504 75.04%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6500 65.00%
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 99.73% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.11% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 97.56% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.39% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.17% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.04% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 95.38% 99.15%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 94.63% 81.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.40% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.52% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 89.74% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.49% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.52% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.45% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.69% 99.17%
CHEMBL4208 P20618 Proteasome component C5 85.45% 90.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.16% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.63% 94.45%
CHEMBL1907 P15144 Aminopeptidase N 84.15% 93.31%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.66% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.49% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.29% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 81.26% 91.19%

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 74429250
LOTUS LTS0250385
wikiData Q105000925