[(2R,5S)-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] (E)-3-(4-methoxyphenyl)prop-2-enoate

Details

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Internal ID 9aa0eb86-0004-453c-9a8d-1cadb5ede6c0
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name [(2R,5S)-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] (E)-3-(4-methoxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=CC=C(C=C1)C=CC(=O)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O
SMILES (Isomeric) COC1=CC=C(C=C1)/C=C/C(=O)O[C@H]2C3C=COC(C3[C@]4(C2O4)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
InChI InChI=1S/C25H30O12/c1-32-13-5-2-12(3-6-13)4-7-16(28)35-21-14-8-9-33-23(17(14)25(11-27)22(21)37-25)36-24-20(31)19(30)18(29)15(10-26)34-24/h2-9,14-15,17-24,26-27,29-31H,10-11H2,1H3/b7-4+/t14?,15-,17?,18-,19+,20-,21+,22?,23?,24+,25+/m1/s1
InChI Key SYHPDMZDZYFZLU-JFIRTFCKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H30O12
Molecular Weight 522.50 g/mol
Exact Mass 522.17372639 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -1.32
H-Bond Acceptor 12
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,5S)-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] (E)-3-(4-methoxyphenyl)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 + 0.5858 58.58%
Caco-2 - 0.8858 88.58%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.5972 59.72%
OATP2B1 inhibitior - 0.8541 85.41%
OATP1B1 inhibitior + 0.8246 82.46%
OATP1B3 inhibitior + 0.9659 96.59%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.4859 48.59%
P-glycoprotein inhibitior - 0.5686 56.86%
P-glycoprotein substrate - 0.6580 65.80%
CYP3A4 substrate + 0.6799 67.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8622 86.22%
CYP3A4 inhibition - 0.9077 90.77%
CYP2C9 inhibition - 0.8852 88.52%
CYP2C19 inhibition - 0.7621 76.21%
CYP2D6 inhibition - 0.8853 88.53%
CYP1A2 inhibition - 0.8810 88.10%
CYP2C8 inhibition + 0.5391 53.91%
CYP inhibitory promiscuity - 0.7346 73.46%
UGT catelyzed - 0.7638 76.38%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5180 51.80%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9526 95.26%
Skin irritation - 0.7758 77.58%
Skin corrosion - 0.9436 94.36%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7292 72.92%
Micronuclear - 0.5067 50.67%
Hepatotoxicity - 0.8032 80.32%
skin sensitisation - 0.8026 80.26%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6877 68.77%
Acute Oral Toxicity (c) III 0.5481 54.81%
Estrogen receptor binding + 0.7572 75.72%
Androgen receptor binding + 0.5215 52.15%
Thyroid receptor binding + 0.5346 53.46%
Glucocorticoid receptor binding + 0.6082 60.82%
Aromatase binding + 0.6586 65.86%
PPAR gamma + 0.6810 68.10%
Honey bee toxicity - 0.7672 76.72%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity - 0.3766 37.66%

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 99.06% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.17% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.06% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.68% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.50% 86.33%
CHEMBL4208 P20618 Proteasome component C5 91.08% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.10% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 89.41% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.27% 85.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.91% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.48% 99.17%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.95% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.92% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 83.49% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.33% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.82% 91.07%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.73% 94.97%
CHEMBL3820 P35557 Hexokinase type IV 80.74% 91.96%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.11% 92.62%

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.
Buddleja officinalis
Hedychium spicatum
Kaempferia galanga

Cross-Links

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PubChem 6325621
NPASS NPC241095