[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-methoxy-6-oxopyran-2-yl)-3-methylphenoxy]-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-eneperoxoate

Details

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Internal ID 91399d9c-97f7-4a4a-b201-2ecb6de3b00c
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-methoxy-6-oxopyran-2-yl)-3-methylphenoxy]-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-eneperoxoate
SMILES (Canonical) CC1=CC(=CC(=C1C2=CC(=CC(=O)O2)OC)OC3C(C(C(C(O3)CO)O)O)OOC(=O)C=CC4=CC=C(C=C4)O)O
SMILES (Isomeric) CC1=CC(=CC(=C1C2=CC(=CC(=O)O2)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)OOC(=O)/C=C/C4=CC=C(C=C4)O)O
InChI InChI=1S/C28H28O13/c1-14-9-17(31)10-19(24(14)20-11-18(36-2)12-23(33)37-20)38-28-27(26(35)25(34)21(13-29)39-28)41-40-22(32)8-5-15-3-6-16(30)7-4-15/h3-12,21,25-31,34-35H,13H2,1-2H3/b8-5+/t21-,25-,26+,27-,28-/m1/s1
InChI Key CPGZKTYDQWDELD-MKNNQNITSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H28O13
Molecular Weight 572.50 g/mol
Exact Mass 572.15299094 g/mol
Topological Polar Surface Area (TPSA) 191.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 1.41
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-methoxy-6-oxopyran-2-yl)-3-methylphenoxy]-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-eneperoxoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6441 64.41%
Caco-2 - 0.8691 86.91%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.6344 63.44%
OATP2B1 inhibitior - 0.7058 70.58%
OATP1B1 inhibitior + 0.8644 86.44%
OATP1B3 inhibitior + 0.9630 96.30%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6918 69.18%
P-glycoprotein inhibitior + 0.6446 64.46%
P-glycoprotein substrate - 0.5456 54.56%
CYP3A4 substrate + 0.6645 66.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8657 86.57%
CYP3A4 inhibition - 0.7424 74.24%
CYP2C9 inhibition - 0.8249 82.49%
CYP2C19 inhibition - 0.8670 86.70%
CYP2D6 inhibition - 0.9228 92.28%
CYP1A2 inhibition - 0.9178 91.78%
CYP2C8 inhibition + 0.7648 76.48%
CYP inhibitory promiscuity - 0.7882 78.82%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.7019 70.19%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9181 91.81%
Skin irritation - 0.8452 84.52%
Skin corrosion - 0.9448 94.48%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7214 72.14%
Micronuclear + 0.6133 61.33%
Hepatotoxicity - 0.6433 64.33%
skin sensitisation - 0.8859 88.59%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.7224 72.24%
Acute Oral Toxicity (c) III 0.6571 65.71%
Estrogen receptor binding + 0.8340 83.40%
Androgen receptor binding + 0.7804 78.04%
Thyroid receptor binding + 0.5616 56.16%
Glucocorticoid receptor binding + 0.7714 77.14%
Aromatase binding - 0.4897 48.97%
PPAR gamma + 0.7297 72.97%
Honey bee toxicity - 0.7431 74.31%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9221 92.21%

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 99.61% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.45% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.35% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.81% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.34% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.84% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 93.09% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.47% 99.15%
CHEMBL2581 P07339 Cathepsin D 90.46% 98.95%
CHEMBL4208 P20618 Proteasome component C5 89.79% 90.00%
CHEMBL3194 P02766 Transthyretin 88.67% 90.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.56% 91.07%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.98% 96.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.38% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.81% 86.92%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.46% 96.09%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.10% 85.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.91% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 81.88% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.82% 94.00%

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.
Aloe africana
Aloe ferox
Aloe spicata
Aloe vera

Cross-Links

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PubChem 102435797
NPASS NPC196250