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[(2S,3R,4S,5R,6R)-6-[[(1S,4aR,5S,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-5-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl] (E)-3-(4-methoxyphenyl)prop-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 e1933409-c136-445f-afdd-71c4098ae260
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name [(2S,3R,4S,5R,6R)-6-[[(1S,4aR,5S,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-5-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl] (E)-3-(4-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C=C(C3C2C=COC3OC4C(C(C(C(O4)CO)O)O)O)CO)O)O)OC(=O)C=CC5=CC=C(C=C5)OC
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2C=C([C@@H]3[C@H]2C=CO[C@H]3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)CO)O)O)OC(=O)/C=C/C5=CC=C(C=C5)OC
InChI InChI=1S/C31H40O15/c1-14-28(45-21(34)8-5-15-3-6-17(40-2)7-4-15)25(37)27(39)30(42-14)43-19-11-16(12-32)22-18(19)9-10-41-29(22)46-31-26(38)24(36)23(35)20(13-33)44-31/h3-11,14,18-20,22-33,35-39H,12-13H2,1-2H3/b8-5+/t14-,18-,19+,20+,22+,23+,24-,25-,26+,27+,28-,29-,30-,31-/m0/s1
InChI Key UAGRGXCEWYZPRL-QXKOUZSQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H40O15
Molecular Weight 652.60 g/mol
Exact Mass 652.23672056 g/mol
Topological Polar Surface Area (TPSA) 223.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -1.68
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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NCGC00169985-01
BRD-K84690796-001-01-8

2D Structure

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2D Structure of [(2S,3R,4S,5R,6R)-6-[[(1S,4aR,5S,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-5-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl] (E)-3-(4-methoxyphenyl)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 + 0.6352 63.52%
Caco-2 - 0.8811 88.11%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.6266 62.66%
OATP2B1 inhibitior - 0.8605 86.05%
OATP1B1 inhibitior + 0.8237 82.37%
OATP1B3 inhibitior + 0.9652 96.52%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.6098 60.98%
P-glycoprotein inhibitior + 0.5852 58.52%
P-glycoprotein substrate - 0.5282 52.82%
CYP3A4 substrate + 0.6776 67.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8725 87.25%
CYP3A4 inhibition - 0.8776 87.76%
CYP2C9 inhibition - 0.8816 88.16%
CYP2C19 inhibition - 0.7374 73.74%
CYP2D6 inhibition - 0.8563 85.63%
CYP1A2 inhibition - 0.8768 87.68%
CYP2C8 inhibition + 0.5877 58.77%
CYP inhibitory promiscuity - 0.5287 52.87%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6528 65.28%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9269 92.69%
Skin irritation - 0.7960 79.60%
Skin corrosion - 0.9574 95.74%
Ames mutagenesis - 0.6191 61.91%
Human Ether-a-go-go-Related Gene inhibition + 0.6809 68.09%
Micronuclear - 0.5167 51.67%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.8308 83.08%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8125 81.25%
Acute Oral Toxicity (c) III 0.5896 58.96%
Estrogen receptor binding + 0.7735 77.35%
Androgen receptor binding + 0.5765 57.65%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6358 63.58%
Aromatase binding - 0.4850 48.50%
PPAR gamma + 0.6380 63.80%
Honey bee toxicity - 0.7162 71.62%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.7420 74.20%

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 98.81% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.79% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.17% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.73% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.33% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.82% 97.36%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.98% 86.92%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.37% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.26% 89.00%
CHEMBL4208 P20618 Proteasome component C5 87.59% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.66% 99.17%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 85.07% 87.67%
CHEMBL221 P23219 Cyclooxygenase-1 82.51% 90.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.42% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 81.20% 94.73%
CHEMBL226 P30542 Adenosine A1 receptor 80.93% 95.93%

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 24041589
LOTUS LTS0207069
wikiData Q105268743