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[(2S,3R,4R,5S,6S)-3,5-diacetyloxy-2-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-6-methyloxan-4-yl] (Z)-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 b99dc618-b486-458a-b932-d3e2cb1e4fea
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
IUPAC Name [(2S,3R,4R,5S,6S)-3,5-diacetyloxy-2-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-6-methyloxan-4-yl] (Z)-3-(4-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)OC(=O)C)OC(=O)C=CC6=CC=C(C=C6)OC)OC(=O)C
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]3C=CO[C@H]([C@@H]3[C@@]4([C@H]2O4)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC(=O)C)OC(=O)/C=C\C6=CC=C(C=C6)OC)OC(=O)C
InChI InChI=1S/C35H44O18/c1-15-27(47-16(2)38)29(50-22(40)10-7-18-5-8-19(44-4)9-6-18)30(48-17(3)39)34(46-15)51-28-20-11-12-45-32(23(20)35(14-37)31(28)53-35)52-33-26(43)25(42)24(41)21(13-36)49-33/h5-12,15,20-21,23-34,36-37,41-43H,13-14H2,1-4H3/b10-7-/t15-,20+,21+,23+,24+,25-,26+,27-,28-,29+,30+,31-,32-,33-,34-,35+/m0/s1
InChI Key RRBUKTFTHGQFCF-ZMURYRFUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H44O18
Molecular Weight 752.70 g/mol
Exact Mass 752.25276455 g/mol
Topological Polar Surface Area (TPSA) 248.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -1.32
H-Bond Acceptor 18
H-Bond Donor 5
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4R,5S,6S)-3,5-diacetyloxy-2-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-6-methyloxan-4-yl] (Z)-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 - 0.4849 48.49%
Caco-2 - 0.8671 86.71%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.5479 54.79%
OATP2B1 inhibitior - 0.8574 85.74%
OATP1B1 inhibitior + 0.8064 80.64%
OATP1B3 inhibitior + 0.9477 94.77%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8749 87.49%
P-glycoprotein inhibitior + 0.7288 72.88%
P-glycoprotein substrate + 0.5349 53.49%
CYP3A4 substrate + 0.7129 71.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8741 87.41%
CYP3A4 inhibition - 0.8894 88.94%
CYP2C9 inhibition - 0.8899 88.99%
CYP2C19 inhibition - 0.8497 84.97%
CYP2D6 inhibition - 0.9210 92.10%
CYP1A2 inhibition - 0.8971 89.71%
CYP2C8 inhibition + 0.6464 64.64%
CYP inhibitory promiscuity - 0.8181 81.81%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5599 55.99%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.9154 91.54%
Skin irritation - 0.7856 78.56%
Skin corrosion - 0.9411 94.11%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8027 80.27%
Micronuclear + 0.5033 50.33%
Hepatotoxicity - 0.7782 77.82%
skin sensitisation - 0.8220 82.20%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.5899 58.99%
Acute Oral Toxicity (c) III 0.4818 48.18%
Estrogen receptor binding + 0.7843 78.43%
Androgen receptor binding + 0.5689 56.89%
Thyroid receptor binding + 0.5645 56.45%
Glucocorticoid receptor binding + 0.6880 68.80%
Aromatase binding + 0.5226 52.26%
PPAR gamma + 0.7403 74.03%
Honey bee toxicity - 0.6721 67.21%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.7566 75.66%

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 99.41% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.16% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.49% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.26% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.18% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.91% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.21% 89.00%
CHEMBL4208 P20618 Proteasome component C5 90.32% 90.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.19% 97.36%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 88.83% 87.67%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.82% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.75% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 86.37% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.16% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.86% 94.00%
CHEMBL2581 P07339 Cathepsin D 84.93% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.39% 94.45%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 82.80% 81.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.19% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.49% 91.07%
CHEMBL226 P30542 Adenosine A1 receptor 80.29% 95.93%

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.
Scrophularia nodosa

Cross-Links

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PubChem 10557021
NPASS NPC268842
LOTUS LTS0241524
wikiData Q105243924