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methyl 2-[(1R,2R,5R,6R,11R,12R,13R,14S,16S)-12,14-diacetyloxy-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-11-propan-2-yloxycarbonyloxy-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-9-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 a9a715e6-70ff-4657-8bf9-996df7a3b09c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[(1R,2R,5R,6R,11R,12R,13R,14S,16S)-12,14-diacetyloxy-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-11-propan-2-yloxycarbonyloxy-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-9-en-16-yl]acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H44O14/c1-17(2)45-30(41)49-35-21(10-12-32(7)23(35)15-25(39)48-26(32)20-11-13-44-16-20)33(8)22(14-24(38)43-9)31(5,6)28(46-18(3)36)34(42,27(33)40)29(35)47-19(4)37/h11,13,15-17,21-22,26,28-29,42H,10,12,14H2,1-9H3/t21-,22+,26+,28+,29-,32-,33+,34-,35-/m1/s1
InChI Key KGVWIQWZYSGOPD-NILLFYGASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C35H44O14
Molecular Weight 688.70 g/mol
Exact Mass 688.27310607 g/mol
Topological Polar Surface Area (TPSA) 191.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.92
H-Bond Acceptor 14
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1R,2R,5R,6R,11R,12R,13R,14S,16S)-12,14-diacetyloxy-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-11-propan-2-yloxycarbonyloxy-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-9-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 + 0.9901 99.01%
Caco-2 - 0.8098 80.98%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7802 78.02%
OATP2B1 inhibitior - 0.5738 57.38%
OATP1B1 inhibitior - 0.5274 52.74%
OATP1B3 inhibitior - 0.6225 62.25%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9475 94.75%
P-glycoprotein inhibitior + 0.8445 84.45%
P-glycoprotein substrate + 0.7267 72.67%
CYP3A4 substrate + 0.7206 72.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8773 87.73%
CYP3A4 inhibition + 0.7715 77.15%
CYP2C9 inhibition - 0.7465 74.65%
CYP2C19 inhibition - 0.8389 83.89%
CYP2D6 inhibition - 0.9072 90.72%
CYP1A2 inhibition - 0.8047 80.47%
CYP2C8 inhibition + 0.7878 78.78%
CYP inhibitory promiscuity - 0.7072 70.72%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4390 43.90%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.8885 88.85%
Skin irritation - 0.6840 68.40%
Skin corrosion - 0.9169 91.69%
Ames mutagenesis - 0.5370 53.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4060 40.60%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.5198 51.98%
skin sensitisation - 0.8346 83.46%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.6914 69.14%
Acute Oral Toxicity (c) I 0.4927 49.27%
Estrogen receptor binding + 0.7948 79.48%
Androgen receptor binding + 0.7580 75.80%
Thyroid receptor binding + 0.6457 64.57%
Glucocorticoid receptor binding + 0.8178 81.78%
Aromatase binding + 0.6760 67.60%
PPAR gamma + 0.7738 77.38%
Honey bee toxicity - 0.6914 69.14%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9886 98.86%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.35% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.85% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.06% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.45% 96.09%
CHEMBL3038469 P24941 CDK2/Cyclin A 94.34% 91.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.99% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 88.84% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.83% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.60% 94.33%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 86.06% 89.67%
CHEMBL2581 P07339 Cathepsin D 85.61% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.48% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.05% 94.00%
CHEMBL3524 P56524 Histone deacetylase 4 84.55% 92.97%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.66% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 83.30% 91.19%
CHEMBL5028 O14672 ADAM10 83.06% 97.50%
CHEMBL255 P29275 Adenosine A2b receptor 82.76% 98.59%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.72% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.34% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.15% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.80% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.49% 97.14%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.16% 91.24%

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.
Cota tinctoria
Entandrophragma utile

Cross-Links

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PubChem 101130201
LOTUS LTS0019456
wikiData Q105198141