[5-Hydroxy-2-(hydroxymethyl)-6-phenylmethoxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate

Details

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Internal ID 11d52302-6101-4601-bbfe-bf617ae17929
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
IUPAC Name [5-hydroxy-2-(hydroxymethyl)-6-phenylmethoxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC=C(C=C3)O)CO)OCC4=CC=CC=C4)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC=C(C=C3)O)CO)OCC4=CC=CC=C4)O)O)O)O
InChI InChI=1S/C28H34O12/c1-15-21(32)22(33)23(34)28(37-15)40-26-24(35)27(36-14-17-5-3-2-4-6-17)38-19(13-29)25(26)39-20(31)12-9-16-7-10-18(30)11-8-16/h2-12,15,19,21-30,32-35H,13-14H2,1H3
InChI Key UNPYPVKMOAWBBP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H34O12
Molecular Weight 562.60 g/mol
Exact Mass 562.20502652 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -0.18
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-Hydroxy-2-(hydroxymethyl)-6-phenylmethoxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 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 - 0.7772 77.72%
Caco-2 - 0.8812 88.12%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.9286 92.86%
Subcellular localzation Mitochondria 0.7367 73.67%
OATP2B1 inhibitior - 0.8510 85.10%
OATP1B1 inhibitior + 0.8527 85.27%
OATP1B3 inhibitior + 0.9626 96.26%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8042 80.42%
P-glycoprotein inhibitior - 0.5698 56.98%
P-glycoprotein substrate - 0.7148 71.48%
CYP3A4 substrate + 0.6265 62.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8764 87.64%
CYP3A4 inhibition - 0.8935 89.35%
CYP2C9 inhibition - 0.9062 90.62%
CYP2C19 inhibition - 0.9212 92.12%
CYP2D6 inhibition - 0.9177 91.77%
CYP1A2 inhibition - 0.9395 93.95%
CYP2C8 inhibition + 0.7278 72.78%
CYP inhibitory promiscuity - 0.5535 55.35%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6152 61.52%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9392 93.92%
Skin irritation - 0.8493 84.93%
Skin corrosion - 0.9607 96.07%
Ames mutagenesis - 0.7170 71.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7845 78.45%
Micronuclear - 0.5267 52.67%
Hepatotoxicity - 0.8573 85.73%
skin sensitisation - 0.8408 84.08%
Respiratory toxicity - 0.6667 66.67%
Reproductive toxicity - 0.5556 55.56%
Mitochondrial toxicity - 0.7000 70.00%
Nephrotoxicity - 0.8528 85.28%
Acute Oral Toxicity (c) III 0.7531 75.31%
Estrogen receptor binding + 0.6900 69.00%
Androgen receptor binding + 0.6404 64.04%
Thyroid receptor binding + 0.5192 51.92%
Glucocorticoid receptor binding - 0.4879 48.79%
Aromatase binding - 0.5058 50.58%
PPAR gamma + 0.7455 74.55%
Honey bee toxicity - 0.7188 71.88%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.5245 52.45%
Fish aquatic toxicity + 0.8157 81.57%

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 98.47% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.05% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.53% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.99% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.16% 99.17%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 92.91% 91.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.53% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 91.74% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.70% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.52% 89.00%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 86.73% 88.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.14% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.81% 96.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.45% 97.36%

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.
Cistanche salsa

Cross-Links

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PubChem 162932880
LOTUS LTS0256946
wikiData Q105276100