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[4-Acetyloxy-5-hydroxy-6-[[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]-2-methyloxan-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 5a245ec0-045c-474a-bf54-4d58b4e20d71
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [4-acetyloxy-5-hydroxy-6-[[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]-2-methyloxan-3-yl] 3-(4-hydroxy-3-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)O)OC(=O)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O)OC(=O)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC
InChI InChI=1S/C33H42O18/c1-13-26(48-20(38)7-5-15-4-6-17(37)18(10-15)43-3)28(46-14(2)36)25(42)32(45-13)49-27-16-8-9-44-30(21(16)33(12-35)29(27)51-33)50-31-24(41)23(40)22(39)19(11-34)47-31/h4-10,13,16,19,21-32,34-35,37,39-42H,11-12H2,1-3H3
InChI Key WIUPWKSKFAXVHN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H42O18
Molecular Weight 726.70 g/mol
Exact Mass 726.23711449 g/mol
Topological Polar Surface Area (TPSA) 262.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -2.19
H-Bond Acceptor 18
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [4-Acetyloxy-5-hydroxy-6-[[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]-2-methyloxan-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 + 0.5644 56.44%
Caco-2 - 0.8799 87.99%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.4986 49.86%
OATP2B1 inhibitior - 0.7188 71.88%
OATP1B1 inhibitior + 0.8152 81.52%
OATP1B3 inhibitior + 0.9529 95.29%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7533 75.33%
P-glycoprotein inhibitior + 0.6809 68.09%
P-glycoprotein substrate + 0.6229 62.29%
CYP3A4 substrate + 0.7092 70.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8719 87.19%
CYP3A4 inhibition - 0.8834 88.34%
CYP2C9 inhibition - 0.8647 86.47%
CYP2C19 inhibition - 0.8166 81.66%
CYP2D6 inhibition - 0.9170 91.70%
CYP1A2 inhibition - 0.8564 85.64%
CYP2C8 inhibition + 0.7374 73.74%
CYP inhibitory promiscuity - 0.7989 79.89%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5977 59.77%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9153 91.53%
Skin irritation - 0.7954 79.54%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6718 67.18%
Micronuclear + 0.5333 53.33%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8142 81.42%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.8056 80.56%
Acute Oral Toxicity (c) III 0.5060 50.60%
Estrogen receptor binding + 0.7592 75.92%
Androgen receptor binding + 0.5310 53.10%
Thyroid receptor binding + 0.5190 51.90%
Glucocorticoid receptor binding + 0.6622 66.22%
Aromatase binding + 0.5403 54.03%
PPAR gamma + 0.7198 71.98%
Honey bee toxicity - 0.6694 66.94%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.8062 80.62%

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 99.88% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.35% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.35% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.24% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.58% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.35% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.26% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 93.06% 91.49%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.17% 92.94%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.94% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.74% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.39% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 88.04% 94.73%
CHEMBL3194 P02766 Transthyretin 86.31% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.33% 94.00%
CHEMBL4208 P20618 Proteasome component C5 85.08% 90.00%
CHEMBL2581 P07339 Cathepsin D 84.32% 98.95%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.38% 86.92%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.24% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.42% 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 japonica

Cross-Links

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PubChem 163022127
LOTUS LTS0256099
wikiData Q105306532