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[(1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] (E)-3-(3,4-dimethoxyphenyl)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 8d09cc9b-3d40-4d3f-9634-1502c89a84c9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name [(1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] (E)-3-(3,4-dimethoxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H34O13/c1-25(39-18(29)7-5-13-4-6-14(34-2)15(10-13)35-3)11-17(28)26(33)8-9-36-24(22(25)26)38-23-21(32)20(31)19(30)16(12-27)37-23/h4-10,16-17,19-24,27-28,30-33H,11-12H2,1-3H3/b7-5+/t16-,17-,19-,20+,21-,22-,23+,24+,25+,26-/m1/s1
InChI Key XQLITKNUAOUVNN-VDNRVANUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H34O13
Molecular Weight 554.50 g/mol
Exact Mass 554.19994113 g/mol
Topological Polar Surface Area (TPSA) 194.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -1.18
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] (E)-3-(3,4-dimethoxyphenyl)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 + 0.7612 76.12%
Caco-2 - 0.8634 86.34%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.4897 48.97%
OATP2B1 inhibitior - 0.8600 86.00%
OATP1B1 inhibitior + 0.8827 88.27%
OATP1B3 inhibitior + 0.9403 94.03%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.4539 45.39%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.5565 55.65%
CYP3A4 substrate + 0.6838 68.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8720 87.20%
CYP3A4 inhibition - 0.8502 85.02%
CYP2C9 inhibition - 0.9319 93.19%
CYP2C19 inhibition - 0.9028 90.28%
CYP2D6 inhibition - 0.8829 88.29%
CYP1A2 inhibition - 0.7952 79.52%
CYP2C8 inhibition + 0.7035 70.35%
CYP inhibitory promiscuity - 0.8488 84.88%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5829 58.29%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9415 94.15%
Skin irritation - 0.7680 76.80%
Skin corrosion - 0.9429 94.29%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8324 83.24%
Micronuclear - 0.5426 54.26%
Hepatotoxicity - 0.7223 72.23%
skin sensitisation - 0.8492 84.92%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.8435 84.35%
Acute Oral Toxicity (c) III 0.5229 52.29%
Estrogen receptor binding + 0.7771 77.71%
Androgen receptor binding + 0.6759 67.59%
Thyroid receptor binding + 0.6554 65.54%
Glucocorticoid receptor binding + 0.6891 68.91%
Aromatase binding + 0.6231 62.31%
PPAR gamma + 0.6983 69.83%
Honey bee toxicity - 0.8027 80.27%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.8178 81.78%

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 98.44% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.79% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.30% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.14% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.35% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.65% 92.94%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.73% 96.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.73% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.63% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.69% 95.56%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.60% 89.62%
CHEMBL221 P23219 Cyclooxygenase-1 85.39% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.18% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.10% 99.17%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.21% 89.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.12% 100.00%
CHEMBL4208 P20618 Proteasome component C5 82.99% 90.00%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 82.04% 97.88%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.81% 86.92%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.67% 91.07%
CHEMBL1951 P21397 Monoamine oxidase A 80.71% 91.49%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.45% 92.62%

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.
There are no matching plants.

Cross-Links

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PubChem 101618854
LOTUS LTS0106505
wikiData Q105339842