PlantaeDB Logo
Login Sign-up

[(2S,3S,4S,5R,6R)-6-[(2S,3S,4R,5R)-5-(acetyloxymethyl)-4-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-2-(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-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

Top
Internal ID 69325095-fa70-4fdc-a195-2047a75fd346
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2S,3S,4S,5R,6R)-6-[(2S,3S,4R,5R)-5-(acetyloxymethyl)-4-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-2-(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC(=O)OCC1C(C(C(O1)(CO)OC2C(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)OC)O)O)O)OC(=O)C=CC4=CC(=C(C=C4)O)OC)O
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@H]([C@@H]([C@](O1)(CO)O[C@@H]2[C@@H]([C@H]([C@@H]([C@@H](O2)COC(=O)/C=C/C3=CC(=C(C=C3)O)OC)O)O)O)OC(=O)/C=C/C4=CC(=C(C=C4)O)OC)O
InChI InChI=1S/C34H40O18/c1-17(36)47-15-25-29(42)32(50-27(40)11-7-19-5-9-21(38)23(13-19)46-3)34(16-35,51-25)52-33-31(44)30(43)28(41)24(49-33)14-48-26(39)10-6-18-4-8-20(37)22(12-18)45-2/h4-13,24-25,28-33,35,37-38,41-44H,14-16H2,1-3H3/b10-6+,11-7+/t24-,25+,28+,29+,30-,31+,32-,33+,34-/m0/s1
InChI Key UVNINYULIZFPEM-CRARGSHASA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C34H40O18
Molecular Weight 736.70 g/mol
Exact Mass 736.22146442 g/mol
Topological Polar Surface Area (TPSA) 267.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -0.87
H-Bond Acceptor 18
H-Bond Donor 7
Rotatable Bonds 14

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2S,3S,4S,5R,6R)-6-[(2S,3S,4R,5R)-5-(acetyloxymethyl)-4-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-2-(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6703 67.03%
Caco-2 - 0.8825 88.25%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6938 69.38%
OATP2B1 inhibitior - 0.7211 72.11%
OATP1B1 inhibitior + 0.8708 87.08%
OATP1B3 inhibitior + 0.9408 94.08%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9395 93.95%
P-glycoprotein inhibitior + 0.7144 71.44%
P-glycoprotein substrate - 0.6650 66.50%
CYP3A4 substrate + 0.6522 65.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8706 87.06%
CYP3A4 inhibition - 0.8392 83.92%
CYP2C9 inhibition - 0.8598 85.98%
CYP2C19 inhibition - 0.8564 85.64%
CYP2D6 inhibition - 0.9283 92.83%
CYP1A2 inhibition - 0.8731 87.31%
CYP2C8 inhibition + 0.7563 75.63%
CYP inhibitory promiscuity - 0.7918 79.18%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6873 68.73%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9190 91.90%
Skin irritation - 0.8379 83.79%
Skin corrosion - 0.9525 95.25%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7916 79.16%
Micronuclear - 0.5526 55.26%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.8403 84.03%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.8854 88.54%
Acute Oral Toxicity (c) III 0.5989 59.89%
Estrogen receptor binding + 0.8589 85.89%
Androgen receptor binding + 0.6649 66.49%
Thyroid receptor binding + 0.5838 58.38%
Glucocorticoid receptor binding + 0.6858 68.58%
Aromatase binding + 0.6018 60.18%
PPAR gamma + 0.7517 75.17%
Honey bee toxicity - 0.7405 74.05%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9651 96.51%

Targets

Top

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%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.02% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.56% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.13% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.44% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 93.87% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.68% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 92.39% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.13% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.39% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.56% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.52% 99.17%
CHEMBL3194 P02766 Transthyretin 87.58% 90.71%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.32% 89.62%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.83% 92.62%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.82% 97.36%
CHEMBL340 P08684 Cytochrome P450 3A4 81.76% 91.19%
CHEMBL4208 P20618 Proteasome component C5 81.68% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.47% 95.89%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.06% 97.21%
CHEMBL2535 P11166 Glucose transporter 80.55% 98.75%

Plants that contains it

Top
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.
Lilium speciosum

Cross-Links

Top
PubChem 163188640
LOTUS LTS0249129
wikiData Q105279984