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[(2S,3S,4S,5R)-2-[(2R,3R,4S,5R,6R)-6-(acetyloxymethyl)-5-[(E)-3-[3-methoxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]prop-2-enoyl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-5-(hydroxymethyl)-2-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxolan-3-yl] benzoate

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 e55a80a6-b67c-4e99-9f4b-dbbc4d133dd9
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name [(2S,3S,4S,5R)-2-[(2R,3R,4S,5R,6R)-6-(acetyloxymethyl)-5-[(E)-3-[3-methoxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]prop-2-enoyl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-5-(hydroxymethyl)-2-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxolan-3-yl] benzoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2=C(C=C(C=C2)C=CC(=O)OC3C(OC(C(C3OC4C(C(C(C(O4)COC(=O)C=CC5=CC=C(C=C5)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)OC7(C(C(C(O7)CO)O)OC(=O)C8=CC=CC=C8)COC(=O)C=CC9=CC=C(C=C9)O)COC(=O)C)OC)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(C=C(C=C2)/C=C/C(=O)O[C@@H]3[C@H](O[C@@H]([C@@H]([C@H]3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)/C=C/C5=CC=C(C=C5)O)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O[C@]7([C@H]([C@H]([C@H](O7)CO)O)OC(=O)C8=CC=CC=C8)COC(=O)/C=C/C9=CC=C(C=C9)O)COC(=O)C)OC)O)O)O
InChI InChI=1S/C67H78O34/c1-31-48(76)52(80)55(83)63(91-31)92-39-21-13-35(25-40(39)87-3)16-24-47(75)96-58-44(29-88-32(2)70)95-66(101-67(30-90-46(74)23-15-34-11-19-38(72)20-12-34)61(51(79)42(27-69)100-67)99-62(86)36-7-5-4-6-8-36)60(98-64-56(84)53(81)49(77)41(26-68)93-64)59(58)97-65-57(85)54(82)50(78)43(94-65)28-89-45(73)22-14-33-9-17-37(71)18-10-33/h4-25,31,41-44,48-61,63-66,68-69,71-72,76-85H,26-30H2,1-3H3/b22-14+,23-15+,24-16+/t31-,41+,42+,43+,44+,48-,49+,50+,51-,52+,53-,54-,55+,56+,57+,58+,59-,60+,61-,63-,64-,65-,66+,67-/m0/s1
InChI Key PYDWNGJBCOCYOG-XAWSPKGRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C67H78O34
Molecular Weight 1427.30 g/mol
Exact Mass 1426.4374495 g/mol
Topological Polar Surface Area (TPSA) 507.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -2.89
H-Bond Acceptor 34
H-Bond Donor 14
Rotatable Bonds 26

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,4S,5R)-2-[(2R,3R,4S,5R,6R)-6-(acetyloxymethyl)-5-[(E)-3-[3-methoxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]prop-2-enoyl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-5-(hydroxymethyl)-2-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxolan-3-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6703 67.03%
Caco-2 - 0.8597 85.97%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6938 69.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8085 80.85%
OATP1B3 inhibitior + 0.9408 94.08%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8992 89.92%
P-glycoprotein inhibitior + 0.7440 74.40%
P-glycoprotein substrate + 0.7121 71.21%
CYP3A4 substrate + 0.7266 72.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8706 87.06%
CYP3A4 inhibition - 0.8392 83.92%
CYP2C9 inhibition - 0.8598 85.98%
CYP2C19 inhibition - 0.8564 85.64%
CYP2D6 inhibition - 0.9283 92.83%
CYP1A2 inhibition - 0.8731 87.31%
CYP2C8 inhibition + 0.8843 88.43%
CYP inhibitory promiscuity - 0.7918 79.18%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6873 68.73%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.8977 89.77%
Skin irritation - 0.8379 83.79%
Skin corrosion - 0.9525 95.25%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8055 80.55%
Micronuclear - 0.5526 55.26%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.8403 84.03%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.8423 84.23%
Acute Oral Toxicity (c) III 0.5989 59.89%
Estrogen receptor binding + 0.7466 74.66%
Androgen receptor binding + 0.7395 73.95%
Thyroid receptor binding + 0.6631 66.31%
Glucocorticoid receptor binding + 0.7331 73.31%
Aromatase binding + 0.5943 59.43%
PPAR gamma + 0.8005 80.05%
Honey bee toxicity - 0.6156 61.56%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9651 96.51%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 99.59% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 99.54% 91.49%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 98.10% 96.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.86% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.29% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.94% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.67% 89.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 94.82% 89.44%
CHEMBL2581 P07339 Cathepsin D 93.05% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.49% 99.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 90.37% 83.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.66% 95.56%
CHEMBL4208 P20618 Proteasome component C5 87.87% 90.00%
CHEMBL3194 P02766 Transthyretin 87.53% 90.71%
CHEMBL340 P08684 Cytochrome P450 3A4 87.07% 91.19%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 87.05% 89.67%
CHEMBL3401 O75469 Pregnane X receptor 86.88% 94.73%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.64% 97.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.46% 97.36%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.13% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.40% 95.50%
CHEMBL2535 P11166 Glucose transporter 84.47% 98.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.12% 91.07%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 83.35% 97.31%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.10% 97.14%
CHEMBL5028 O14672 ADAM10 82.78% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 82.53% 92.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162944551
LOTUS LTS0158242
wikiData Q105216544