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methyl 2-[(1S,2S,3R,5R,6R,13R,14S,16S)-3,14-diacetyloxy-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-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 ab43eb10-4fba-4fe4-b516-73a13d9807f7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[(1S,2S,3R,5R,6R,13R,14S,16S)-3,14-diacetyloxy-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-yl]acetate
SMILES (Canonical) CC(=O)OC1CC2(C(OC(=O)CC2=C3C1C4(C(C(C(C(C3)(C4=O)O)OC(=O)C)(C)C)CC(=O)OC)C)C5=COC=C5)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@]2([C@@H](OC(=O)CC2=C3[C@H]1[C@@]4([C@H](C([C@@H]([C@](C3)(C4=O)O)OC(=O)C)(C)C)CC(=O)OC)C)C5=COC=C5)C
InChI InChI=1S/C31H38O11/c1-15(32)40-20-13-29(5)19(10-23(35)42-25(29)17-8-9-39-14-17)18-12-31(37)26(36)30(6,24(18)20)21(11-22(34)38-7)28(3,4)27(31)41-16(2)33/h8-9,14,20-21,24-25,27,37H,10-13H2,1-7H3/t20-,21+,24-,25+,27+,29-,30+,31+/m1/s1
InChI Key BOTZVRMMHUBKCT-XNRXTNHOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H38O11
Molecular Weight 586.60 g/mol
Exact Mass 586.24141202 g/mol
Topological Polar Surface Area (TPSA) 156.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 3.38
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1S,2S,3R,5R,6R,13R,14S,16S)-3,14-diacetyloxy-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-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 + 0.9927 99.27%
Caco-2 - 0.7453 74.53%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7638 76.38%
OATP2B1 inhibitior - 0.7149 71.49%
OATP1B1 inhibitior - 0.4815 48.15%
OATP1B3 inhibitior - 0.3997 39.97%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9740 97.40%
P-glycoprotein inhibitior + 0.8500 85.00%
P-glycoprotein substrate + 0.6531 65.31%
CYP3A4 substrate + 0.7027 70.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8544 85.44%
CYP3A4 inhibition + 0.8574 85.74%
CYP2C9 inhibition - 0.8004 80.04%
CYP2C19 inhibition - 0.8502 85.02%
CYP2D6 inhibition - 0.9325 93.25%
CYP1A2 inhibition - 0.9152 91.52%
CYP2C8 inhibition + 0.6773 67.73%
CYP inhibitory promiscuity - 0.8285 82.85%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4521 45.21%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.8766 87.66%
Skin irritation - 0.6366 63.66%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4238 42.38%
Micronuclear - 0.5500 55.00%
Hepatotoxicity + 0.6355 63.55%
skin sensitisation - 0.8167 81.67%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.5800 58.00%
Acute Oral Toxicity (c) I 0.7371 73.71%
Estrogen receptor binding + 0.8522 85.22%
Androgen receptor binding + 0.7351 73.51%
Thyroid receptor binding + 0.6365 63.65%
Glucocorticoid receptor binding + 0.8521 85.21%
Aromatase binding + 0.7131 71.31%
PPAR gamma + 0.7544 75.44%
Honey bee toxicity - 0.7325 73.25%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9939 99.39%

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 98.75% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.61% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.40% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.60% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.02% 86.33%
CHEMBL3038469 P24941 CDK2/Cyclin A 88.29% 91.38%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.14% 91.24%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.96% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.80% 89.00%
CHEMBL4208 P20618 Proteasome component C5 85.26% 90.00%
CHEMBL4040 P28482 MAP kinase ERK2 84.82% 83.82%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.43% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.64% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.92% 91.07%
CHEMBL255 P29275 Adenosine A2b receptor 82.18% 98.59%
CHEMBL5028 O14672 ADAM10 82.04% 97.50%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.21% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 80.70% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.65% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.62% 97.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.45% 95.71%

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.
Khaya senegalensis

Cross-Links

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PubChem 46210593
LOTUS LTS0002199
wikiData Q104940613