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[(1R,6R,7R,10S,15R,16S,17S,18S,19S,20S)-19,20-diacetyloxy-6-(furan-3-yl)-16-(2-methoxy-2-oxoethyl)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docos-2-en-18-yl] 2,3-dimethyloxirane-2-carboxylate

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 d650e70e-edb1-481a-8aa7-6c8b05e5abf7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,6R,7R,10S,15R,16S,17S,18S,19S,20S)-19,20-diacetyloxy-6-(furan-3-yl)-16-(2-methoxy-2-oxoethyl)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docos-2-en-18-yl] 2,3-dimethyloxirane-2-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H44O15/c1-18-32(6,49-18)29(43)48-27-31(5)17-36-33(7,22(31)14-24(41)44-9)35-12-11-30(4)23(15-25(42)47-26(30)21-10-13-45-16-21)37(35,53-34(8,51-35)52-36)28(46-19(2)39)38(27,36)50-20(3)40/h10,13,15-16,18,22,26-28H,11-12,14,17H2,1-9H3/t18?,22-,26-,27-,28-,30+,31-,32?,33+,34?,35-,36?,37+,38-/m0/s1
InChI Key HNHNPSYNCBOFBK-RMCYUZLFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H44O15
Molecular Weight 740.70 g/mol
Exact Mass 740.26802069 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 3.52
H-Bond Acceptor 15
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,6R,7R,10S,15R,16S,17S,18S,19S,20S)-19,20-diacetyloxy-6-(furan-3-yl)-16-(2-methoxy-2-oxoethyl)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docos-2-en-18-yl] 2,3-dimethyloxirane-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9912 99.12%
Caco-2 - 0.8248 82.48%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7490 74.90%
OATP2B1 inhibitior - 0.7146 71.46%
OATP1B1 inhibitior - 0.4363 43.63%
OATP1B3 inhibitior + 0.9329 93.29%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9952 99.52%
P-glycoprotein inhibitior + 0.8265 82.65%
P-glycoprotein substrate + 0.7212 72.12%
CYP3A4 substrate + 0.7216 72.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8700 87.00%
CYP3A4 inhibition + 0.6246 62.46%
CYP2C9 inhibition - 0.8105 81.05%
CYP2C19 inhibition - 0.8152 81.52%
CYP2D6 inhibition - 0.9176 91.76%
CYP1A2 inhibition - 0.7386 73.86%
CYP2C8 inhibition + 0.7838 78.38%
CYP inhibitory promiscuity - 0.6315 63.15%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5232 52.32%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.8885 88.85%
Skin irritation - 0.6989 69.89%
Skin corrosion - 0.9235 92.35%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7963 79.63%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.5147 51.47%
skin sensitisation - 0.8430 84.30%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7573 75.73%
Acute Oral Toxicity (c) I 0.3825 38.25%
Estrogen receptor binding + 0.7863 78.63%
Androgen receptor binding + 0.7806 78.06%
Thyroid receptor binding + 0.6468 64.68%
Glucocorticoid receptor binding + 0.8014 80.14%
Aromatase binding + 0.7196 71.96%
PPAR gamma + 0.7702 77.02%
Honey bee toxicity - 0.7415 74.15%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9959 99.59%

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 99.28% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.23% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.75% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.35% 96.09%
CHEMBL332 P03956 Matrix metalloproteinase-1 89.12% 94.50%
CHEMBL4040 P28482 MAP kinase ERK2 88.89% 83.82%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.33% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.60% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.94% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.64% 97.09%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 85.63% 81.11%
CHEMBL4208 P20618 Proteasome component C5 85.08% 90.00%
CHEMBL5028 O14672 ADAM10 84.76% 97.50%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.16% 94.80%
CHEMBL2581 P07339 Cathepsin D 83.07% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.87% 94.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.45% 92.88%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.20% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.10% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.90% 97.28%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.78% 97.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.50% 95.71%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.07% 91.24%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.93% 96.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.86% 97.25%

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.
Soymida febrifuga

Cross-Links

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PubChem 101321330
LOTUS LTS0256852
wikiData Q105030876