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[(2S,3R,4S,5S,6R)-2-[2-[(1R,2S)-1,2-dihydroxypropyl]-7-methoxy-5-methyl-4-oxochromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-phenylprop-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 ef43a6bd-a753-48e5-a943-750a529f3794
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-2-[2-[(1R,2S)-1,2-dihydroxypropyl]-7-methoxy-5-methyl-4-oxochromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical) CC1=CC(=C(C2=C1C(=O)C=C(O2)C(C(C)O)O)C3C(C(C(C(O3)CO)O)O)OC(=O)C=CC4=CC=CC=C4)OC
SMILES (Isomeric) CC1=CC(=C(C2=C1C(=O)C=C(O2)[C@@H]([C@H](C)O)O)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)OC(=O)/C=C/C4=CC=CC=C4)OC
InChI InChI=1S/C29H32O11/c1-14-11-18(37-3)23(27-22(14)17(32)12-19(38-27)24(34)15(2)31)28-29(26(36)25(35)20(13-30)39-28)40-21(33)10-9-16-7-5-4-6-8-16/h4-12,15,20,24-26,28-31,34-36H,13H2,1-3H3/b10-9+/t15-,20+,24+,25+,26-,28-,29+/m0/s1
InChI Key HLFYJFSIVFUDFJ-NHJHEEBMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H32O11
Molecular Weight 556.60 g/mol
Exact Mass 556.19446183 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 1.30
H-Bond Acceptor 11
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 [(2S,3R,4S,5S,6R)-2-[2-[(1R,2S)-1,2-dihydroxypropyl]-7-methoxy-5-methyl-4-oxochromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-phenylprop-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 - 0.4722 47.22%
Caco-2 - 0.8171 81.71%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5111 51.11%
OATP2B1 inhibitior - 0.8424 84.24%
OATP1B1 inhibitior + 0.8322 83.22%
OATP1B3 inhibitior + 0.9646 96.46%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8335 83.35%
P-glycoprotein inhibitior + 0.7087 70.87%
P-glycoprotein substrate - 0.5677 56.77%
CYP3A4 substrate + 0.6316 63.16%
CYP2C9 substrate - 0.8040 80.40%
CYP2D6 substrate - 0.8699 86.99%
CYP3A4 inhibition - 0.8880 88.80%
CYP2C9 inhibition - 0.9076 90.76%
CYP2C19 inhibition - 0.9386 93.86%
CYP2D6 inhibition - 0.9434 94.34%
CYP1A2 inhibition - 0.9340 93.40%
CYP2C8 inhibition + 0.5821 58.21%
CYP inhibitory promiscuity - 0.7845 78.45%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6643 66.43%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9304 93.04%
Skin irritation - 0.8377 83.77%
Skin corrosion - 0.9553 95.53%
Ames mutagenesis - 0.6418 64.18%
Human Ether-a-go-go-Related Gene inhibition + 0.7183 71.83%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.7058 70.58%
skin sensitisation - 0.9136 91.36%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.9427 94.27%
Acute Oral Toxicity (c) III 0.5771 57.71%
Estrogen receptor binding + 0.7847 78.47%
Androgen receptor binding + 0.7842 78.42%
Thyroid receptor binding + 0.5312 53.12%
Glucocorticoid receptor binding + 0.7096 70.96%
Aromatase binding - 0.5700 57.00%
PPAR gamma + 0.7567 75.67%
Honey bee toxicity - 0.7608 76.08%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9167 91.67%

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 98.41% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.38% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.79% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.79% 95.56%
CHEMBL2581 P07339 Cathepsin D 96.77% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.18% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.40% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 90.30% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.29% 95.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.22% 96.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.73% 93.99%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.86% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.85% 85.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.81% 93.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.39% 91.07%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.29% 95.89%
CHEMBL5028 O14672 ADAM10 83.57% 97.50%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.94% 89.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.55% 97.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.02% 86.92%

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 rubroviolacea

Cross-Links

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PubChem 163186474
LOTUS LTS0196044
wikiData Q105030133