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[4-Acetyloxy-5-hydroxy-2-[[2-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-6-methyloxan-3-yl] 3-(4-methoxyphenyl)prop-2-enoate

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 88dd52f3-890b-4240-9b6d-a37ba8533320
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
IUPAC Name [4-acetyloxy-5-hydroxy-2-[[2-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-6-methyloxan-3-yl] 3-(4-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)OC(=O)C=CC6=CC=C(C=C6)OC)OC(=O)C)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)OC(=O)C=CC6=CC=C(C=C6)OC)OC(=O)C)O
InChI InChI=1S/C33H42O17/c1-14-22(38)27(45-15(2)36)28(47-20(37)9-6-16-4-7-17(42-3)8-5-16)32(44-14)48-26-18-10-11-43-30(21(18)33(13-35)29(26)50-33)49-31-25(41)24(40)23(39)19(12-34)46-31/h4-11,14,18-19,21-32,34-35,38-41H,12-13H2,1-3H3
InChI Key AUVKOEQGZIDTGI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H42O17
Molecular Weight 710.70 g/mol
Exact Mass 710.24219987 g/mol
Topological Polar Surface Area (TPSA) 242.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -1.89
H-Bond Acceptor 17
H-Bond Donor 6
Rotatable Bonds 11

Synonyms

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DTXSID101315984
125353-53-9

2D Structure

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2D Structure of [4-Acetyloxy-5-hydroxy-2-[[2-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-6-methyloxan-3-yl] 3-(4-methoxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4849 48.49%
Caco-2 - 0.8749 87.49%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.5479 54.79%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.8084 80.84%
OATP1B3 inhibitior + 0.9477 94.77%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7378 73.78%
P-glycoprotein inhibitior + 0.6399 63.99%
P-glycoprotein substrate + 0.5526 55.26%
CYP3A4 substrate + 0.7087 70.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8741 87.41%
CYP3A4 inhibition - 0.8894 88.94%
CYP2C9 inhibition - 0.8899 88.99%
CYP2C19 inhibition - 0.8497 84.97%
CYP2D6 inhibition - 0.9210 92.10%
CYP1A2 inhibition - 0.8971 89.71%
CYP2C8 inhibition + 0.6454 64.54%
CYP inhibitory promiscuity - 0.8181 81.81%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5599 55.99%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.9230 92.30%
Skin irritation - 0.7856 78.56%
Skin corrosion - 0.9411 94.11%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7385 73.85%
Micronuclear + 0.5033 50.33%
Hepatotoxicity - 0.7657 76.57%
skin sensitisation - 0.8220 82.20%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6652 66.52%
Acute Oral Toxicity (c) III 0.4818 48.18%
Estrogen receptor binding + 0.7536 75.36%
Androgen receptor binding + 0.5610 56.10%
Thyroid receptor binding + 0.5413 54.13%
Glucocorticoid receptor binding + 0.6323 63.23%
Aromatase binding - 0.5429 54.29%
PPAR gamma + 0.7084 70.84%
Honey bee toxicity - 0.6834 68.34%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.7566 75.66%

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 99.45% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.51% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.49% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.24% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.87% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.47% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.77% 89.00%
CHEMBL4208 P20618 Proteasome component C5 90.50% 90.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.91% 97.36%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.31% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.85% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.37% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.16% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 85.91% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 85.82% 94.73%
CHEMBL2581 P07339 Cathepsin D 84.77% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.69% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.48% 91.07%
CHEMBL226 P30542 Adenosine A1 receptor 81.69% 95.93%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 81.30% 87.67%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.88% 97.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.83% 94.08%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 80.52% 81.11%

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.
Verbascum salviifolium
Verbascum thapsus

Cross-Links

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PubChem 158025
LOTUS LTS0243655
wikiData Q104919157