PlantaeDB Logo
Login Sign-up

[(2S,3R,4R,5S,6S)-5-acetyloxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-2-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-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-4-yl] (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 5349563e-493e-41c9-a678-f850a8a6abc3
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2S,3R,4R,5S,6S)-5-acetyloxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-2-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-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-4-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C43H50O21/c1-19-35(58-20(2)46)37(60-29(49)11-7-21-5-9-24(47)26(15-21)54-3)38(61-30(50)12-8-22-6-10-25(48)27(16-22)55-4)42(57-19)62-36-23-13-14-56-40(31(23)43(18-45)39(36)64-43)63-41-34(53)33(52)32(51)28(17-44)59-41/h5-16,19,23,28,31-42,44-45,47-48,51-53H,17-18H2,1-4H3/b11-7+,12-8+/t19-,23+,28+,31+,32+,33-,34+,35-,36-,37+,38+,39-,40-,41-,42-,43+/m0/s1
InChI Key CHKOSWCJIVBCCY-MXOGJAGGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C43H50O21
Molecular Weight 902.80 g/mol
Exact Mass 902.28445860 g/mol
Topological Polar Surface Area (TPSA) 298.00 Ų
XlogP 0.80
Atomic LogP (AlogP) -0.21
H-Bond Acceptor 21
H-Bond Donor 7
Rotatable Bonds 15

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2S,3R,4R,5S,6S)-5-acetyloxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-2-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-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-4-yl] (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 + 0.5425 54.25%
Caco-2 - 0.8717 87.17%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.4986 49.86%
OATP2B1 inhibitior - 0.7211 72.11%
OATP1B1 inhibitior + 0.8132 81.32%
OATP1B3 inhibitior + 0.9574 95.74%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8405 84.05%
P-glycoprotein inhibitior + 0.7433 74.33%
P-glycoprotein substrate + 0.6020 60.20%
CYP3A4 substrate + 0.7119 71.19%
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 + 0.7512 75.12%
CYP inhibitory promiscuity - 0.7989 79.89%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5977 59.77%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9073 90.73%
Skin irritation - 0.8043 80.43%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6843 68.43%
Micronuclear + 0.5833 58.33%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8178 81.78%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.7665 76.65%
Acute Oral Toxicity (c) III 0.5060 50.60%
Estrogen receptor binding + 0.7878 78.78%
Androgen receptor binding + 0.6206 62.06%
Thyroid receptor binding + 0.6096 60.96%
Glucocorticoid receptor binding + 0.7072 70.72%
Aromatase binding + 0.5327 53.27%
PPAR gamma + 0.7579 75.79%
Honey bee toxicity - 0.6643 66.43%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.8943 89.43%

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 99.87% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.35% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.31% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.94% 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 96.30% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.17% 97.36%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.17% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.74% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 88.65% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.46% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 88.04% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.38% 94.00%
CHEMBL4208 P20618 Proteasome component C5 87.02% 90.00%
CHEMBL3194 P02766 Transthyretin 86.31% 90.71%
CHEMBL2581 P07339 Cathepsin D 84.40% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.25% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.42% 95.50%

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.
Gmelina arborea

Cross-Links

Top
PubChem 21635727
LOTUS LTS0138737
wikiData Q104958972