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[4-(4-Acetyloxy-3,5-dihydroxy-6-methyloxan-2-yl)oxy-5-hydroxy-6-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-2-(hydroxymethyl)oxan-3-yl] 3-(4-hydroxy-3-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 5ea0325e-8208-45f4-b5a2-d32cdb4d3097
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [4-(4-acetyloxy-3,5-dihydroxy-6-methyloxan-2-yl)oxy-5-hydroxy-6-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-2-(hydroxymethyl)oxan-3-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)OC)CO)OCCC4=CC(=C(C=C4)OC)O)O)O)OC(=O)C)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)OC)CO)OCCC4=CC(=C(C=C4)OC)O)O)O)OC(=O)C)O
InChI InChI=1S/C33H42O16/c1-16-26(39)30(46-17(2)35)27(40)33(45-16)49-31-28(41)32(44-12-11-19-6-9-22(42-3)21(37)13-19)47-24(15-34)29(31)48-25(38)10-7-18-5-8-20(36)23(14-18)43-4/h5-10,13-14,16,24,26-34,36-37,39-41H,11-12,15H2,1-4H3
InChI Key VKEJICVSAPBAPT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H42O16
Molecular Weight 694.70 g/mol
Exact Mass 694.24728525 g/mol
Topological Polar Surface Area (TPSA) 229.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 0.16
H-Bond Acceptor 16
H-Bond Donor 6
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [4-(4-Acetyloxy-3,5-dihydroxy-6-methyloxan-2-yl)oxy-5-hydroxy-6-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-2-(hydroxymethyl)oxan-3-yl] 3-(4-hydroxy-3-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 - 0.7193 71.93%
Caco-2 - 0.8845 88.45%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6805 68.05%
OATP2B1 inhibitior - 0.5824 58.24%
OATP1B1 inhibitior + 0.8620 86.20%
OATP1B3 inhibitior + 0.9034 90.34%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7690 76.90%
P-glycoprotein inhibitior + 0.6522 65.22%
P-glycoprotein substrate + 0.5650 56.50%
CYP3A4 substrate + 0.6823 68.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8648 86.48%
CYP3A4 inhibition - 0.7488 74.88%
CYP2C9 inhibition - 0.6834 68.34%
CYP2C19 inhibition - 0.8299 82.99%
CYP2D6 inhibition - 0.9001 90.01%
CYP1A2 inhibition - 0.8893 88.93%
CYP2C8 inhibition + 0.7892 78.92%
CYP inhibitory promiscuity - 0.6524 65.24%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9328 93.28%
Carcinogenicity (trinary) Non-required 0.6494 64.94%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9201 92.01%
Skin irritation - 0.8643 86.43%
Skin corrosion - 0.9598 95.98%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6851 68.51%
Micronuclear - 0.6767 67.67%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8760 87.60%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.9224 92.24%
Acute Oral Toxicity (c) III 0.7197 71.97%
Estrogen receptor binding + 0.8228 82.28%
Androgen receptor binding - 0.5394 53.94%
Thyroid receptor binding + 0.5788 57.88%
Glucocorticoid receptor binding + 0.7243 72.43%
Aromatase binding + 0.5365 53.65%
PPAR gamma + 0.7303 73.03%
Honey bee toxicity - 0.6643 66.43%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.7369 73.69%

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 99.54% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.09% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.94% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.02% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.31% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.60% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 94.44% 86.92%
CHEMBL3194 P02766 Transthyretin 93.73% 90.71%
CHEMBL1951 P21397 Monoamine oxidase A 90.90% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.70% 94.45%
CHEMBL2581 P07339 Cathepsin D 89.68% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 89.32% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.63% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.13% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.28% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.40% 95.89%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 81.72% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 81.53% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.68% 95.50%

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.
Buddleja davidii

Cross-Links

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PubChem 162899789
LOTUS LTS0048816
wikiData Q105287706