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methyl 3-[3-[(5S)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.17,10.01,6]tridec-2-en-5-yl]propanoylamino]-2-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

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 756a4272-760a-4edc-accd-3b5a7f28010a
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name methyl 3-[3-[(5S)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.17,10.01,6]tridec-2-en-5-yl]propanoylamino]-2-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
SMILES (Canonical) CC12CC34CC1CC(C3C(C(=O)C=C4)(C)CCC(=O)NC5=C(C=CC(=C5O)C(=O)OC)OC6C(C(C(C(O6)CO)O)O)O)O2
SMILES (Isomeric) C[C@@]1(C2C3CC4CC2(CC4(O3)C)C=CC1=O)CCC(=O)NC5=C(C=CC(=C5O)C(=O)OC)OC6C(C(C(C(O6)CO)O)O)O
InChI InChI=1S/C31H39NO12/c1-29(19(34)6-9-31-11-14-10-17(26(29)31)44-30(14,2)13-31)8-7-20(35)32-21-16(5-4-15(22(21)36)27(40)41-3)42-28-25(39)24(38)23(37)18(12-33)43-28/h4-6,9,14,17-18,23-26,28,33,36-39H,7-8,10-13H2,1-3H3,(H,32,35)/t14?,17?,18?,23?,24?,25?,26?,28?,29-,30?,31?/m1/s1
InChI Key HZTAOXBAUZXJML-GIFKMQFKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H39NO12
Molecular Weight 617.60 g/mol
Exact Mass 617.24722568 g/mol
Topological Polar Surface Area (TPSA) 201.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 0.80
H-Bond Acceptor 12
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 methyl 3-[3-[(5S)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.17,10.01,6]tridec-2-en-5-yl]propanoylamino]-2-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6944 69.44%
Caco-2 - 0.8850 88.50%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.4111 41.11%
OATP2B1 inhibitior - 0.8590 85.90%
OATP1B1 inhibitior + 0.8092 80.92%
OATP1B3 inhibitior + 0.9242 92.42%
MATE1 inhibitior - 0.8846 88.46%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.5727 57.27%
P-glycoprotein inhibitior + 0.6597 65.97%
P-glycoprotein substrate + 0.6648 66.48%
CYP3A4 substrate + 0.7251 72.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8732 87.32%
CYP3A4 inhibition - 0.8410 84.10%
CYP2C9 inhibition - 0.8271 82.71%
CYP2C19 inhibition - 0.8381 83.81%
CYP2D6 inhibition - 0.9058 90.58%
CYP1A2 inhibition - 0.8880 88.80%
CYP2C8 inhibition + 0.7421 74.21%
CYP inhibitory promiscuity - 0.7776 77.76%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5833 58.33%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9352 93.52%
Skin irritation - 0.7517 75.17%
Skin corrosion - 0.9336 93.36%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5277 52.77%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.5906 59.06%
skin sensitisation - 0.8517 85.17%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7263 72.63%
Acute Oral Toxicity (c) III 0.6144 61.44%
Estrogen receptor binding + 0.7818 78.18%
Androgen receptor binding + 0.6874 68.74%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7398 73.98%
Aromatase binding + 0.6332 63.32%
PPAR gamma + 0.6906 69.06%
Honey bee toxicity - 0.7298 72.98%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.8200 82.00%
Fish aquatic toxicity + 0.9623 96.23%

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 99.48% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.94% 96.09%
CHEMBL220 P22303 Acetylcholinesterase 94.85% 94.45%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.69% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.90% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.98% 99.17%
CHEMBL2581 P07339 Cathepsin D 89.59% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.26% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.41% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.79% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.64% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.61% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 85.50% 94.73%
CHEMBL1951 P21397 Monoamine oxidase A 85.36% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.02% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.63% 96.90%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.93% 94.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.45% 95.83%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.94% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.64% 100.00%
CHEMBL4208 P20618 Proteasome component C5 82.45% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.08% 91.19%

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 139585495
LOTUS LTS0008452
wikiData Q77423865