[(2S,3S,4R,5R)-2-[(2R,3R,4S,5S,6R)-3,5-diacetyloxy-6-(acetyloxymethyl)-4-hydroxyoxan-2-yl]oxy-4-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-5-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]oxolan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

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Internal ID bef4e94f-fbf0-44f8-a299-d794ed1e7464
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
IUPAC Name [(2S,3S,4R,5R)-2-[(2R,3R,4S,5S,6R)-3,5-diacetyloxy-6-(acetyloxymethyl)-4-hydroxyoxan-2-yl]oxy-4-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-5-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]oxolan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)OC)O)OC(=O)C=CC4=CC(=C(C=C4)O)OC)COC(=O)C=CC5=CC=C(C=C5)O)OC(=O)C)O)OC(=O)C
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@]2([C@H]([C@@H]([C@H](O2)COC(=O)/C=C/C3=CC(=C(C=C3)O)OC)O)OC(=O)/C=C/C4=CC(=C(C=C4)O)OC)COC(=O)/C=C/C5=CC=C(C=C5)O)OC(=O)C)O)OC(=O)C
InChI InChI=1S/C47H50O22/c1-25(48)61-23-37-43(64-26(2)49)42(58)44(65-27(3)50)46(66-37)69-47(24-63-39(55)17-10-28-6-13-31(51)14-7-28)45(67-40(56)19-12-30-9-16-33(53)35(21-30)60-5)41(57)36(68-47)22-62-38(54)18-11-29-8-15-32(52)34(20-29)59-4/h6-21,36-37,41-46,51-53,57-58H,22-24H2,1-5H3/b17-10+,18-11+,19-12+/t36-,37-,41-,42+,43-,44-,45+,46-,47+/m1/s1
InChI Key YWJVWLXJQRVTIF-SXABLUIRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H50O22
Molecular Weight 966.90 g/mol
Exact Mass 966.27937322 g/mol
Topological Polar Surface Area (TPSA) 305.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.24
H-Bond Acceptor 22
H-Bond Donor 5
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,4R,5R)-2-[(2R,3R,4S,5S,6R)-3,5-diacetyloxy-6-(acetyloxymethyl)-4-hydroxyoxan-2-yl]oxy-4-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-5-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]oxolan-2-yl]methyl (E)-3-(4-hydroxyphenyl)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 + 0.7432 74.32%
Caco-2 - 0.8681 86.81%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8081 80.81%
OATP2B1 inhibitior - 0.5815 58.15%
OATP1B1 inhibitior + 0.8375 83.75%
OATP1B3 inhibitior + 0.8876 88.76%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9521 95.21%
P-glycoprotein inhibitior + 0.7740 77.40%
P-glycoprotein substrate - 0.5367 53.67%
CYP3A4 substrate + 0.6876 68.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8697 86.97%
CYP3A4 inhibition - 0.8368 83.68%
CYP2C9 inhibition - 0.7349 73.49%
CYP2C19 inhibition - 0.7377 73.77%
CYP2D6 inhibition - 0.9229 92.29%
CYP1A2 inhibition - 0.8214 82.14%
CYP2C8 inhibition + 0.8429 84.29%
CYP inhibitory promiscuity - 0.6384 63.84%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9528 95.28%
Carcinogenicity (trinary) Non-required 0.6239 62.39%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9059 90.59%
Skin irritation - 0.8556 85.56%
Skin corrosion - 0.9591 95.91%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7099 70.99%
Micronuclear - 0.5452 54.52%
Hepatotoxicity - 0.9000 90.00%
skin sensitisation - 0.8235 82.35%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.7625 76.25%
Acute Oral Toxicity (c) III 0.4921 49.21%
Estrogen receptor binding + 0.8397 83.97%
Androgen receptor binding + 0.7353 73.53%
Thyroid receptor binding + 0.6435 64.35%
Glucocorticoid receptor binding + 0.7216 72.16%
Aromatase binding + 0.5762 57.62%
PPAR gamma + 0.7748 77.48%
Honey bee toxicity - 0.6940 69.40%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5045 50.45%
Fish aquatic toxicity + 0.9825 98.25%

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 99.55% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.70% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.06% 86.33%
CHEMBL3194 P02766 Transthyretin 94.01% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.57% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.56% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.24% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.98% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 91.73% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.63% 95.56%
CHEMBL4208 P20618 Proteasome component C5 91.20% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.46% 95.50%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 88.13% 97.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.18% 99.17%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.85% 89.62%
CHEMBL340 P08684 Cytochrome P450 3A4 86.78% 91.19%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 86.47% 97.03%
CHEMBL1951 P21397 Monoamine oxidase A 86.35% 91.49%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.09% 96.95%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.50% 85.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.49% 95.89%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.99% 89.67%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.94% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 82.78% 92.50%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 82.42% 100.00%
CHEMBL2581 P07339 Cathepsin D 81.60% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.06% 95.89%

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.
Smilax glabra

Cross-Links

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PubChem 102369777
LOTUS LTS0026802
wikiData Q105366804