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[4-(3-Acetyloxy-4,5-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 b9666c1e-12ca-4ead-aeff-3a959a0a92b3
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [4-(3-acetyloxy-4,5-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)OC(=O)C)O)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)OC(=O)C)O)O
InChI InChI=1S/C33H42O16/c1-16-26(39)27(40)31(46-17(2)35)33(45-16)49-30-28(41)32(44-12-11-19-6-9-22(42-3)21(37)13-19)47-24(15-34)29(30)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 MDKYHRJMEVATEZ-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-(3-Acetyloxy-4,5-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 - 0.6870 68.70%
Caco-2 - 0.8894 88.94%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8089 80.89%
OATP2B1 inhibitior - 0.5864 58.64%
OATP1B1 inhibitior + 0.8623 86.23%
OATP1B3 inhibitior + 0.9238 92.38%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8305 83.05%
P-glycoprotein inhibitior + 0.6428 64.28%
P-glycoprotein substrate + 0.5681 56.81%
CYP3A4 substrate + 0.6835 68.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8661 86.61%
CYP3A4 inhibition - 0.8497 84.97%
CYP2C9 inhibition - 0.7623 76.23%
CYP2C19 inhibition - 0.8300 83.00%
CYP2D6 inhibition - 0.9143 91.43%
CYP1A2 inhibition - 0.8597 85.97%
CYP2C8 inhibition + 0.7904 79.04%
CYP inhibitory promiscuity - 0.8330 83.30%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6544 65.44%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9224 92.24%
Skin irritation - 0.8695 86.95%
Skin corrosion - 0.9608 96.08%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6466 64.66%
Micronuclear - 0.6567 65.67%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8730 87.30%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.9538 95.38%
Acute Oral Toxicity (c) III 0.7375 73.75%
Estrogen receptor binding + 0.8180 81.80%
Androgen receptor binding - 0.5635 56.35%
Thyroid receptor binding + 0.5728 57.28%
Glucocorticoid receptor binding + 0.7251 72.51%
Aromatase binding + 0.5532 55.32%
PPAR gamma + 0.7302 73.02%
Honey bee toxicity - 0.6588 65.88%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.8028 80.28%

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 99.40% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.31% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.02% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.72% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.31% 89.00%
CHEMBL3194 P02766 Transthyretin 95.06% 90.71%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 94.44% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.41% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 92.88% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.72% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 90.26% 94.73%
CHEMBL2581 P07339 Cathepsin D 88.34% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.34% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.88% 94.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.80% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.60% 95.56%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 83.12% 96.09%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 82.96% 80.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.29% 95.89%

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 162976039
LOTUS LTS0027445
wikiData Q105161820