PlantaeDB Logo
Login Sign-up

[3-Acetyloxy-5-hydroxy-2-[[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]-6-methyloxan-4-yl] 3-(3-hydroxy-4-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 8515a384-7f21-4066-b571-6ee519226917
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [3-acetyloxy-5-hydroxy-2-[[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]-6-methyloxan-4-yl] 3-(3-hydroxy-4-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)OC(=O)C)OC(=O)C=CC6=CC(=C(C=C6)OC)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)OC(=O)C)OC(=O)C=CC6=CC(=C(C=C6)OC)O)O
InChI InChI=1S/C33H42O18/c1-13-22(39)27(48-20(38)7-5-15-4-6-18(43-3)17(37)10-15)28(46-14(2)36)32(45-13)49-26-16-8-9-44-30(21(16)33(12-35)29(26)51-33)50-31-25(42)24(41)23(40)19(11-34)47-31/h4-10,13,16,19,21-32,34-35,37,39-42H,11-12H2,1-3H3
InChI Key VOKBWHZHYAHKMG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
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

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [3-Acetyloxy-5-hydroxy-2-[[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]-6-methyloxan-4-yl] 3-(3-hydroxy-4-methoxyphenyl)prop-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5644 56.44%
Caco-2 - 0.8779 87.79%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.4986 49.86%
OATP2B1 inhibitior - 0.8583 85.83%
OATP1B1 inhibitior + 0.8207 82.07%
OATP1B3 inhibitior + 0.9529 95.29%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6642 66.42%
P-glycoprotein inhibitior + 0.6564 65.64%
P-glycoprotein substrate + 0.6456 64.56%
CYP3A4 substrate + 0.7093 70.93%
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 + 0.7518 75.18%
CYP inhibitory promiscuity - 0.7989 79.89%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5977 59.77%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9199 91.99%
Skin irritation - 0.7954 79.54%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7047 70.47%
Micronuclear + 0.5333 53.33%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8142 81.42%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7978 79.78%
Acute Oral Toxicity (c) III 0.5060 50.60%
Estrogen receptor binding + 0.7507 75.07%
Androgen receptor binding + 0.5202 52.02%
Thyroid receptor binding + 0.5392 53.92%
Glucocorticoid receptor binding + 0.6642 66.42%
Aromatase binding - 0.5062 50.62%
PPAR gamma + 0.7304 73.04%
Honey bee toxicity - 0.6702 67.02%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.8062 80.62%

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 99.67% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.62% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 97.81% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.40% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.94% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.77% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.61% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.57% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.76% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.85% 99.17%
CHEMBL2581 P07339 Cathepsin D 88.84% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.24% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 87.72% 94.75%
CHEMBL4208 P20618 Proteasome component C5 86.60% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.55% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.29% 94.00%
CHEMBL3194 P02766 Transthyretin 85.54% 90.71%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.53% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 85.40% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.33% 86.92%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.70% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.47% 95.50%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 80.68% 98.00%

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.
Scrophularia nodosa

Cross-Links

Top
PubChem 162994255
LOTUS LTS0066274
wikiData Q105290223