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3-[[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-6-[(2-carboxyacetyl)oxymethyl]-4,5-dihydroxy-2-(2-methyl-5-propan-2-ylphenoxy)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid

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 e052ce40-6c3d-4f02-86a1-017b74fcf20e
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 3-[[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-6-[(2-carboxyacetyl)oxymethyl]-4,5-dihydroxy-2-(2-methyl-5-propan-2-ylphenoxy)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid
SMILES (Canonical) CC1=C(C=C(C=C1)C(C)C)OC2C(C(C(C(O2)COC(=O)CC(=O)O)O)O)OC3C(C(C(C(O3)COC(=O)CC(=O)O)O)O)O
SMILES (Isomeric) CC1=C(C=C(C=C1)C(C)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)CC(=O)O)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)CC(=O)O)O)O)O
InChI InChI=1S/C28H38O17/c1-11(2)13-5-4-12(3)14(6-13)42-28-26(24(38)22(36)16(44-28)10-41-20(34)8-18(31)32)45-27-25(39)23(37)21(35)15(43-27)9-40-19(33)7-17(29)30/h4-6,11,15-16,21-28,35-39H,7-10H2,1-3H3,(H,29,30)(H,31,32)/t15-,16-,21-,22-,23+,24+,25-,26-,27+,28-/m1/s1
InChI Key IKYFJEUICLQXDZ-VXKCKFGNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O17
Molecular Weight 646.60 g/mol
Exact Mass 646.21089974 g/mol
Topological Polar Surface Area (TPSA) 265.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -1.83
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-6-[(2-carboxyacetyl)oxymethyl]-4,5-dihydroxy-2-(2-methyl-5-propan-2-ylphenoxy)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6710 67.10%
Caco-2 - 0.8800 88.00%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7589 75.89%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9011 90.11%
OATP1B3 inhibitior + 0.8975 89.75%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.5062 50.62%
P-glycoprotein inhibitior + 0.5731 57.31%
P-glycoprotein substrate - 0.7358 73.58%
CYP3A4 substrate + 0.5588 55.88%
CYP2C9 substrate - 0.8096 80.96%
CYP2D6 substrate - 0.8882 88.82%
CYP3A4 inhibition - 0.8501 85.01%
CYP2C9 inhibition - 0.8649 86.49%
CYP2C19 inhibition - 0.9091 90.91%
CYP2D6 inhibition - 0.9109 91.09%
CYP1A2 inhibition - 0.8604 86.04%
CYP2C8 inhibition - 0.7333 73.33%
CYP inhibitory promiscuity - 0.9364 93.64%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6608 66.08%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9218 92.18%
Skin irritation - 0.8693 86.93%
Skin corrosion - 0.9539 95.39%
Ames mutagenesis - 0.7854 78.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6745 67.45%
Micronuclear - 0.5908 59.08%
Hepatotoxicity - 0.6535 65.35%
skin sensitisation - 0.8608 86.08%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.9298 92.98%
Acute Oral Toxicity (c) III 0.7572 75.72%
Estrogen receptor binding + 0.7793 77.93%
Androgen receptor binding - 0.6338 63.38%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6434 64.34%
Aromatase binding + 0.5705 57.05%
PPAR gamma + 0.6523 65.23%
Honey bee toxicity - 0.8660 86.60%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9122 91.22%

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
CHEMBL220 P22303 Acetylcholinesterase 97.36% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.19% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.15% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.71% 96.00%
CHEMBL2581 P07339 Cathepsin D 93.34% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 92.53% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.17% 99.17%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.50% 96.47%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.38% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.34% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.86% 89.00%
CHEMBL5028 O14672 ADAM10 84.57% 97.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.35% 90.71%
CHEMBL4208 P20618 Proteasome component C5 83.97% 90.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.75% 99.15%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.05% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.68% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.45% 85.14%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.35% 96.90%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.86% 82.50%

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.
Monarda punctata

Cross-Links

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PubChem 49817854
LOTUS LTS0086611
wikiData Q105115019