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[(2R,3R,4R,5R,6R)-4-[(2S,3R,4R,5R,6S)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)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 e9f567f8-e5ee-4798-8545-6c8301fcc190
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name [(2R,3R,4R,5R,6R)-4-[(2S,3R,4R,5R,6S)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)CO)OCCC4=CC(=C(C=C4)O)O)O)OC5C(C(CO5)(CO)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@H]2OC(=O)/C=C/C3=CC(=C(C=C3)O)O)CO)OCCC4=CC(=C(C=C4)O)O)O)O[C@H]5[C@@H]([C@](CO5)(CO)O)O)O)O
InChI InChI=1S/C34H44O19/c1-15-24(42)25(43)29(53-33-30(45)34(46,13-36)14-48-33)32(49-15)52-28-26(44)31(47-9-8-17-3-6-19(38)21(40)11-17)50-22(12-35)27(28)51-23(41)7-4-16-2-5-18(37)20(39)10-16/h2-7,10-11,15,22,24-33,35-40,42-46H,8-9,12-14H2,1H3/b7-4+/t15-,22+,24-,25+,26+,27+,28+,29+,30-,31+,32-,33-,34+/m0/s1
InChI Key HDASKGQSKPVDTC-SBLIKUSGSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C34H44O19
Molecular Weight 756.70 g/mol
Exact Mass 756.24767917 g/mol
Topological Polar Surface Area (TPSA) 304.00 Ų
XlogP -1.70
Atomic LogP (AlogP) -2.55
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4R,5R,6R)-4-[(2S,3R,4R,5R,6S)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)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 - 0.5263 52.63%
Caco-2 - 0.8984 89.84%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.8122 81.22%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.8769 87.69%
OATP1B3 inhibitior + 0.9568 95.68%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8475 84.75%
P-glycoprotein inhibitior + 0.6129 61.29%
P-glycoprotein substrate + 0.5622 56.22%
CYP3A4 substrate + 0.7047 70.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8726 87.26%
CYP3A4 inhibition - 0.8812 88.12%
CYP2C9 inhibition - 0.8041 80.41%
CYP2C19 inhibition - 0.8473 84.73%
CYP2D6 inhibition - 0.8883 88.83%
CYP1A2 inhibition - 0.8622 86.22%
CYP2C8 inhibition + 0.7308 73.08%
CYP inhibitory promiscuity - 0.7293 72.93%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5562 55.62%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9146 91.46%
Skin irritation - 0.8045 80.45%
Skin corrosion - 0.9391 93.91%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7711 77.11%
Micronuclear - 0.6267 62.67%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8197 81.97%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.9387 93.87%
Acute Oral Toxicity (c) III 0.7069 70.69%
Estrogen receptor binding + 0.8155 81.55%
Androgen receptor binding - 0.5694 56.94%
Thyroid receptor binding + 0.5480 54.80%
Glucocorticoid receptor binding + 0.5642 56.42%
Aromatase binding + 0.5835 58.35%
PPAR gamma + 0.7446 74.46%
Honey bee toxicity - 0.6487 64.87%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.7829 78.29%

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 99.85% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.31% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 96.98% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.53% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 94.96% 91.49%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 93.35% 86.92%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.11% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.09% 96.00%
CHEMBL2581 P07339 Cathepsin D 92.05% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.69% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.43% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.00% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.43% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 88.49% 94.73%
CHEMBL3194 P02766 Transthyretin 86.81% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.36% 99.17%
CHEMBL4208 P20618 Proteasome component C5 84.15% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.12% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 82.44% 91.19%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 82.26% 80.78%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.62% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.08% 92.94%

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.
Betonica officinalis
Lantana trifolia
Prostanthera melissifolia

Cross-Links

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PubChem 102000765
LOTUS LTS0022934
wikiData Q105026236