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[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-[[(1S,2S)-5-(2-hydroxyethyl)-2,4,6-trimethyl-3-oxo-1,2-dihydroinden-1-yl]oxy]-2-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)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 3cf66958-1db7-46ab-9cd6-cbd46d1f5db2
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
IUPAC Name [(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-[[(1S,2S)-5-(2-hydroxyethyl)-2,4,6-trimethyl-3-oxo-1,2-dihydroinden-1-yl]oxy]-2-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C2=C(C1=O)C(=C(C(=C2)C)CCO)C)OC3C(C(C(C(O3)CO)OC(=O)C=CC4=CC=C(C=C4)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H](C2=C(C1=O)C(=C(C(=C2)C)CCO)C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)OC(=O)/C=C/C4=CC=C(C=C4)O)O)O
InChI InChI=1S/C29H34O10/c1-14-12-20-23(15(2)19(14)10-11-30)24(34)16(3)27(20)39-29-26(36)25(35)28(21(13-31)37-29)38-22(33)9-6-17-4-7-18(32)8-5-17/h4-9,12,16,21,25-32,35-36H,10-11,13H2,1-3H3/b9-6+/t16-,21-,25-,26-,27+,28-,29+/m1/s1
InChI Key XHAHKCFIMDRADG-XAPQBWADSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H34O10
Molecular Weight 542.60 g/mol
Exact Mass 542.21519728 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.50
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-[[(1S,2S)-5-(2-hydroxyethyl)-2,4,6-trimethyl-3-oxo-1,2-dihydroinden-1-yl]oxy]-2-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)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 + 0.7719 77.19%
Caco-2 - 0.8609 86.09%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7358 73.58%
OATP2B1 inhibitior - 0.8560 85.60%
OATP1B1 inhibitior + 0.7964 79.64%
OATP1B3 inhibitior + 0.9297 92.97%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6586 65.86%
P-glycoprotein inhibitior + 0.5718 57.18%
P-glycoprotein substrate - 0.5307 53.07%
CYP3A4 substrate + 0.6753 67.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8876 88.76%
CYP3A4 inhibition - 0.8718 87.18%
CYP2C9 inhibition - 0.8321 83.21%
CYP2C19 inhibition - 0.7995 79.95%
CYP2D6 inhibition - 0.9198 91.98%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition + 0.7672 76.72%
CYP inhibitory promiscuity - 0.8556 85.56%
UGT catelyzed + 0.5362 53.62%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6961 69.61%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9301 93.01%
Skin irritation - 0.7726 77.26%
Skin corrosion - 0.9448 94.48%
Ames mutagenesis - 0.6054 60.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4517 45.17%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6842 68.42%
skin sensitisation - 0.8695 86.95%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7292 72.92%
Acute Oral Toxicity (c) III 0.5094 50.94%
Estrogen receptor binding + 0.7156 71.56%
Androgen receptor binding + 0.6580 65.80%
Thyroid receptor binding + 0.5161 51.61%
Glucocorticoid receptor binding + 0.6660 66.60%
Aromatase binding - 0.4932 49.32%
PPAR gamma + 0.5291 52.91%
Honey bee toxicity - 0.7658 76.58%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9441 94.41%

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 99.04% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.87% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.62% 89.00%
CHEMBL2581 P07339 Cathepsin D 93.99% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 92.80% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.78% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.63% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.69% 86.92%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 88.83% 91.71%
CHEMBL3194 P02766 Transthyretin 87.68% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.54% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.30% 96.00%
CHEMBL4581 P52732 Kinesin-like protein 1 84.21% 93.18%
CHEMBL4208 P20618 Proteasome component C5 82.93% 90.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.67% 85.00%
CHEMBL226 P30542 Adenosine A1 receptor 82.05% 95.93%
CHEMBL5255 O00206 Toll-like receptor 4 81.75% 92.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.53% 91.07%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.58% 97.33%

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.
Pteris multifida
Swietenia mahagoni

Cross-Links

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PubChem 24800714
NPASS NPC130489
ChEMBL CHEMBL401732
LOTUS LTS0016948
wikiData Q105327949