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methyl (2R)-2-acetyloxy-2-[(1R,2S,4S,5S,6S,11R,12S,13S,14R,15R,17S,18S)-4,14-diacetyloxy-6-(furan-3-yl)-2,11,12,17-tetrahydroxy-1,5,15-trimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadec-9-en-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 1d7c28b8-61a4-486e-8437-9115733f0c18
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (2R)-2-acetyloxy-2-[(1R,2S,4S,5S,6S,11R,12S,13S,14R,15R,17S,18S)-4,14-diacetyloxy-6-(furan-3-yl)-2,11,12,17-tetrahydroxy-1,5,15-trimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadec-9-en-18-yl]acetate
SMILES (Canonical) CC(=O)OC1CC2(C3(C(C4(CC3(C(C4OC(=O)C)C(C2(C5=CC(=O)OC(C15C)C6=COC=C6)O)O)O)C)C(C(=O)OC)OC(=O)C)C)O
SMILES (Isomeric) CC(=O)O[C@H]1C[C@@]2([C@@]3([C@H]([C@]4(C[C@@]3([C@H]([C@H]4OC(=O)C)[C@@H]([C@@]2(C5=CC(=O)O[C@H]([C@]15C)C6=COC=C6)O)O)O)C)[C@H](C(=O)OC)OC(=O)C)C)O
InChI InChI=1S/C33H40O15/c1-14(34)45-19-11-32(41)30(6)23(22(27(39)43-7)46-15(2)35)28(4)13-31(30,40)21(26(28)47-16(3)36)24(38)33(32,42)18-10-20(37)48-25(29(18,19)5)17-8-9-44-12-17/h8-10,12,19,21-26,38,40-42H,11,13H2,1-7H3/t19-,21-,22+,23-,24-,25-,26+,28+,29-,30+,31-,32-,33+/m0/s1
InChI Key XXWTYPBCQPFLFB-HZEHRPOGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O15
Molecular Weight 676.70 g/mol
Exact Mass 676.23672056 g/mol
Topological Polar Surface Area (TPSA) 226.00 Ų
XlogP -0.70
Atomic LogP (AlogP) 0.41
H-Bond Acceptor 15
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R)-2-acetyloxy-2-[(1R,2S,4S,5S,6S,11R,12S,13S,14R,15R,17S,18S)-4,14-diacetyloxy-6-(furan-3-yl)-2,11,12,17-tetrahydroxy-1,5,15-trimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadec-9-en-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 + 0.9582 95.82%
Caco-2 - 0.8250 82.50%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6523 65.23%
OATP2B1 inhibitior - 0.5744 57.44%
OATP1B1 inhibitior + 0.7047 70.47%
OATP1B3 inhibitior + 0.9028 90.28%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9357 93.57%
P-glycoprotein inhibitior + 0.7799 77.99%
P-glycoprotein substrate + 0.6843 68.43%
CYP3A4 substrate + 0.7322 73.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8779 87.79%
CYP3A4 inhibition - 0.5846 58.46%
CYP2C9 inhibition - 0.8579 85.79%
CYP2C19 inhibition - 0.8874 88.74%
CYP2D6 inhibition - 0.9168 91.68%
CYP1A2 inhibition - 0.9006 90.06%
CYP2C8 inhibition + 0.6685 66.85%
CYP inhibitory promiscuity - 0.8803 88.03%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4502 45.02%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.8897 88.97%
Skin irritation - 0.6271 62.71%
Skin corrosion - 0.9234 92.34%
Ames mutagenesis + 0.6122 61.22%
Human Ether-a-go-go-Related Gene inhibition + 0.7030 70.30%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.8478 84.78%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.6218 62.18%
Acute Oral Toxicity (c) I 0.5254 52.54%
Estrogen receptor binding + 0.7730 77.30%
Androgen receptor binding + 0.7704 77.04%
Thyroid receptor binding + 0.6391 63.91%
Glucocorticoid receptor binding + 0.7473 74.73%
Aromatase binding + 0.6962 69.62%
PPAR gamma + 0.7475 74.75%
Honey bee toxicity - 0.6962 69.62%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9821 98.21%

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 99.40% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.99% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.22% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.57% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 97.51% 83.82%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.75% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.95% 97.25%
CHEMBL2581 P07339 Cathepsin D 90.33% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.71% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.21% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.44% 91.07%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 84.88% 81.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.79% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.65% 95.56%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.39% 91.24%
CHEMBL340 P08684 Cytochrome P450 3A4 83.02% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.62% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.19% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.01% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.58% 100.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 80.16% 91.38%

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.
Xylocarpus granatum

Cross-Links

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PubChem 162938833
LOTUS LTS0249103
wikiData Q105344256