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methyl 2-[(1S,2R,3R,4R,5S,6S,10R,11R,12S,13S,14S,15R,17R,18S)-3,12,14-triacetyloxy-1-(acetyloxymethyl)-6-(furan-3-yl)-2,4,11,13,17-pentahydroxy-5,15-dimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-18-yl]acetate

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 cdd21fcc-5d57-4cb9-9a49-2a0f5207b126
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[(1S,2R,3R,4R,5S,6S,10R,11R,12S,13S,14S,15R,17R,18S)-3,12,14-triacetyloxy-1-(acetyloxymethyl)-6-(furan-3-yl)-2,4,11,13,17-pentahydroxy-5,15-dimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-18-yl]acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H44O18/c1-15(36)49-14-31-20(10-22(40)47-7)29(5)13-32(31,43)34(45,27(29)51-17(3)38)28(52-18(4)39)33(44)21-11-23(41)53-25(19-8-9-48-12-19)30(21,6)24(42)26(35(31,33)46)50-16(2)37/h8-9,12,20-21,24-28,42-46H,10-11,13-14H2,1-7H3/t20-,21+,24-,25-,26+,27-,28-,29+,30-,31+,32+,33+,34-,35-/m0/s1
InChI Key QUIUAWAJVAZIOJ-ZDAAGFHHSA-N
Popularity 2 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) 272.00 Ų
XlogP -2.40
Atomic LogP (AlogP) -0.85
H-Bond Acceptor 18
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1S,2R,3R,4R,5S,6S,10R,11R,12S,13S,14S,15R,17R,18S)-3,12,14-triacetyloxy-1-(acetyloxymethyl)-6-(furan-3-yl)-2,4,11,13,17-pentahydroxy-5,15-dimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-18-yl]acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8016 80.16%
Caco-2 - 0.8359 83.59%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7105 71.05%
OATP2B1 inhibitior - 0.8583 85.83%
OATP1B1 inhibitior - 0.4413 44.13%
OATP1B3 inhibitior + 0.9311 93.11%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9305 93.05%
P-glycoprotein inhibitior + 0.7579 75.79%
P-glycoprotein substrate + 0.6989 69.89%
CYP3A4 substrate + 0.7042 70.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8401 84.01%
CYP3A4 inhibition - 0.7864 78.64%
CYP2C9 inhibition - 0.9205 92.05%
CYP2C19 inhibition - 0.9393 93.93%
CYP2D6 inhibition - 0.9540 95.40%
CYP1A2 inhibition - 0.9320 93.20%
CYP2C8 inhibition + 0.7116 71.16%
CYP inhibitory promiscuity - 0.9418 94.18%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6122 61.22%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.8946 89.46%
Skin irritation - 0.7308 73.08%
Skin corrosion - 0.9484 94.84%
Ames mutagenesis - 0.5564 55.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7383 73.83%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5323 53.23%
skin sensitisation - 0.9150 91.50%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) I 0.5891 58.91%
Estrogen receptor binding + 0.7945 79.45%
Androgen receptor binding + 0.7619 76.19%
Thyroid receptor binding + 0.5834 58.34%
Glucocorticoid receptor binding + 0.7113 71.13%
Aromatase binding + 0.6855 68.55%
PPAR gamma + 0.7355 73.55%
Honey bee toxicity - 0.7239 72.39%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9707 97.07%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.62% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.30% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.26% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.82% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 94.95% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.39% 86.33%
CHEMBL2581 P07339 Cathepsin D 90.92% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.43% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.95% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.50% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.98% 95.89%
CHEMBL299 P17252 Protein kinase C alpha 84.64% 98.03%
CHEMBL221 P23219 Cyclooxygenase-1 83.86% 90.17%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.72% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.08% 91.24%
CHEMBL5028 O14672 ADAM10 83.07% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.66% 94.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.64% 93.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.47% 91.07%
CHEMBL4040 P28482 MAP kinase ERK2 80.69% 83.82%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.52% 100.00%

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.
Chukrasia tabularis

Cross-Links

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PubChem 162881145
LOTUS LTS0170011
wikiData Q105228209