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methyl (1R,8S,9S,10R,12R)-9-[(2R)-2-(furan-3-yl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-9,12-dimethyl-3-oxo-2-oxatricyclo[6.3.1.04,12]dodec-4-ene-10-carboxylate

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 3e6ad1ae-54e5-40ab-ba9e-cfbfbb4f840d
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name methyl (1R,8S,9S,10R,12R)-9-[(2R)-2-(furan-3-yl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-9,12-dimethyl-3-oxo-2-oxatricyclo[6.3.1.04,12]dodec-4-ene-10-carboxylate
SMILES (Canonical) CC1(C2CCC=C3C2(C(CC1C(=O)OC)OC3=O)C)CC(C4=COC=C4)OC5C(C(C(C(O5)CO)O)O)O
SMILES (Isomeric) C[C@@]1([C@@H]2CCC=C3[C@@]2([C@@H](C[C@H]1C(=O)OC)OC3=O)C)C[C@H](C4=COC=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
InChI InChI=1S/C27H36O11/c1-26(15(23(32)34-3)9-19-27(2)14(24(33)38-19)5-4-6-18(26)27)10-16(13-7-8-35-12-13)36-25-22(31)21(30)20(29)17(11-28)37-25/h5,7-8,12,15-22,25,28-31H,4,6,9-11H2,1-3H3/t15-,16+,17+,18-,19+,20+,21-,22+,25+,26+,27-/m0/s1
InChI Key XMDFFEJAGQDGJG-BASNXHBHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H36O11
Molecular Weight 536.60 g/mol
Exact Mass 536.22576196 g/mol
Topological Polar Surface Area (TPSA) 165.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.99
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,8S,9S,10R,12R)-9-[(2R)-2-(furan-3-yl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-9,12-dimethyl-3-oxo-2-oxatricyclo[6.3.1.04,12]dodec-4-ene-10-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8660 86.60%
Caco-2 - 0.8124 81.24%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8334 83.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7762 77.62%
OATP1B3 inhibitior + 0.8948 89.48%
MATE1 inhibitior - 0.9212 92.12%
OCT2 inhibitior - 0.5803 58.03%
BSEP inhibitior + 0.6131 61.31%
P-glycoprotein inhibitior + 0.5966 59.66%
P-glycoprotein substrate + 0.5697 56.97%
CYP3A4 substrate + 0.7103 71.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8871 88.71%
CYP3A4 inhibition - 0.7188 71.88%
CYP2C9 inhibition - 0.8795 87.95%
CYP2C19 inhibition - 0.9020 90.20%
CYP2D6 inhibition - 0.9350 93.50%
CYP1A2 inhibition - 0.8394 83.94%
CYP2C8 inhibition + 0.5855 58.55%
CYP inhibitory promiscuity - 0.8710 87.10%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5030 50.30%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9434 94.34%
Skin irritation - 0.5575 55.75%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis + 0.5130 51.30%
Human Ether-a-go-go-Related Gene inhibition + 0.7401 74.01%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5298 52.98%
skin sensitisation - 0.9194 91.94%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.6168 61.68%
Acute Oral Toxicity (c) I 0.5602 56.02%
Estrogen receptor binding + 0.7392 73.92%
Androgen receptor binding + 0.6854 68.54%
Thyroid receptor binding - 0.5301 53.01%
Glucocorticoid receptor binding + 0.7159 71.59%
Aromatase binding + 0.6366 63.66%
PPAR gamma + 0.5681 56.81%
Honey bee toxicity - 0.7214 72.14%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9820 98.20%

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 98.66% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 97.80% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.37% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.67% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.54% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.75% 85.14%
CHEMBL2581 P07339 Cathepsin D 89.35% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.65% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.19% 96.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.58% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 85.16% 90.17%
CHEMBL5028 O14672 ADAM10 84.67% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.93% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 83.85% 92.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.22% 95.83%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.74% 97.14%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.64% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.31% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.11% 99.23%

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.
Thalictrum microgynum
Tinospora crispa

Cross-Links

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PubChem 21625635
NPASS NPC67287
LOTUS LTS0203520
wikiData Q105330659