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Methyl 2-acetyloxy-2-[12,14,17-triacetyloxy-6-(furan-3-yl)-4,11-dihydroxy-1,5,15-trimethyl-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 00fb742b-ee92-41b6-8a84-a991e314b4b7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-acetyloxy-2-[12,14,17-triacetyloxy-6-(furan-3-yl)-4,11-dihydroxy-1,5,15-trimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-18-yl]acetate
SMILES (Canonical) CC(=O)OC1C2C(C3(C(CC(C4(C3CC(=O)OC4C5=COC=C5)C)O)C6(C2(CC1(C6C(C(=O)OC)OC(=O)C)C)OC(=O)C)C)O)OC(=O)C
SMILES (Isomeric) CC(=O)OC1C2C(C3(C(CC(C4(C3CC(=O)OC4C5=COC=C5)C)O)C6(C2(CC1(C6C(C(=O)OC)OC(=O)C)C)OC(=O)C)C)O)OC(=O)C
InChI InChI=1S/C35H44O15/c1-15(36)46-25(30(42)44-8)26-31(5)14-34(50-18(4)39)24(28(31)47-16(2)37)29(48-17(3)38)35(43)20-12-23(41)49-27(19-9-10-45-13-19)32(20,6)22(40)11-21(35)33(26,34)7/h9-10,13,20-22,24-29,40,43H,11-12,14H2,1-8H3
InChI Key KRYOGVYVKJASNO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H44O15
Molecular Weight 704.70 g/mol
Exact Mass 704.26802069 g/mol
Topological Polar Surface Area (TPSA) 211.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 1.95
H-Bond Acceptor 15
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 2-acetyloxy-2-[12,14,17-triacetyloxy-6-(furan-3-yl)-4,11-dihydroxy-1,5,15-trimethyl-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 + 0.9620 96.20%
Caco-2 - 0.8284 82.84%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6733 67.33%
OATP2B1 inhibitior - 0.7190 71.90%
OATP1B1 inhibitior - 0.3260 32.60%
OATP1B3 inhibitior - 0.3398 33.98%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9464 94.64%
P-glycoprotein inhibitior + 0.8051 80.51%
P-glycoprotein substrate + 0.6603 66.03%
CYP3A4 substrate + 0.7176 71.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8340 83.40%
CYP3A4 inhibition - 0.6918 69.18%
CYP2C9 inhibition - 0.9004 90.04%
CYP2C19 inhibition - 0.9267 92.67%
CYP2D6 inhibition - 0.9390 93.90%
CYP1A2 inhibition - 0.8830 88.30%
CYP2C8 inhibition + 0.7093 70.93%
CYP inhibitory promiscuity - 0.9450 94.50%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4452 44.52%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.8892 88.92%
Skin irritation - 0.7045 70.45%
Skin corrosion - 0.9167 91.67%
Ames mutagenesis - 0.5524 55.24%
Human Ether-a-go-go-Related Gene inhibition + 0.6513 65.13%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8934 89.34%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.7147 71.47%
Acute Oral Toxicity (c) I 0.5983 59.83%
Estrogen receptor binding + 0.8104 81.04%
Androgen receptor binding + 0.7477 74.77%
Thyroid receptor binding + 0.6024 60.24%
Glucocorticoid receptor binding + 0.7634 76.34%
Aromatase binding + 0.7064 70.64%
PPAR gamma + 0.7582 75.82%
Honey bee toxicity - 0.6656 66.56%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9416 94.16%

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 99.02% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.63% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.10% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 96.46% 97.79%
CHEMBL2581 P07339 Cathepsin D 94.74% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.87% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 93.64% 83.82%
CHEMBL221 P23219 Cyclooxygenase-1 93.49% 90.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.90% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.77% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.35% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 89.31% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.09% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.75% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.83% 95.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.65% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.74% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.69% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.18% 82.69%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 81.68% 81.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.68% 97.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.60% 93.00%
CHEMBL5028 O14672 ADAM10 81.29% 97.50%
CHEMBL299 P17252 Protein kinase C alpha 80.97% 98.03%

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 73306401
LOTUS LTS0108383
wikiData Q105145292