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methyl (2R)-2-acetyloxy-2-[(1R,2S,5R,6R,10S,13R,14S,16S)-14-acetyloxy-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-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 8fb238de-9e7f-43b9-aab5-270656e1cb35
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name methyl (2R)-2-acetyloxy-2-[(1R,2S,5R,6R,10S,13R,14S,16S)-14-acetyloxy-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-16-yl]acetate
SMILES (Canonical) CC(=O)OC1C(C(C2(C3CCC4(C(C3=CC1(C2=O)O)CC(=O)OC4C5=COC=C5)C)C)C(C(=O)OC)OC(=O)C)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@]2(C=C3[C@H](CC[C@@]4([C@H]3CC(=O)O[C@H]4C5=COC=C5)C)[C@@](C2=O)([C@H](C1(C)C)[C@H](C(=O)OC)OC(=O)C)C)O
InChI InChI=1S/C31H38O11/c1-15(32)40-22(25(35)38-7)23-28(3,4)27(41-16(2)33)31(37)13-18-19(30(23,6)26(31)36)8-10-29(5)20(18)12-21(34)42-24(29)17-9-11-39-14-17/h9,11,13-14,19-20,22-24,27,37H,8,10,12H2,1-7H3/t19-,20-,22+,23-,24-,27-,29+,30+,31-/m0/s1
InChI Key CJRRTSUMKVNBCH-DMQNFUBZSA-N
Popularity 1 reference 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 2.40
Atomic LogP (AlogP) 3.24
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 (2R)-2-acetyloxy-2-[(1R,2S,5R,6R,10S,13R,14S,16S)-14-acetyloxy-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-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 + 0.9890 98.90%
Caco-2 - 0.7817 78.17%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8116 81.16%
OATP2B1 inhibitior - 0.7148 71.48%
OATP1B1 inhibitior - 0.5283 52.83%
OATP1B3 inhibitior - 0.2463 24.63%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9144 91.44%
P-glycoprotein inhibitior + 0.8263 82.63%
P-glycoprotein substrate + 0.6481 64.81%
CYP3A4 substrate + 0.7190 71.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8544 85.44%
CYP3A4 inhibition + 0.7960 79.60%
CYP2C9 inhibition - 0.8252 82.52%
CYP2C19 inhibition - 0.8781 87.81%
CYP2D6 inhibition - 0.9248 92.48%
CYP1A2 inhibition - 0.7973 79.73%
CYP2C8 inhibition + 0.6363 63.63%
CYP inhibitory promiscuity - 0.8642 86.42%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Danger 0.4268 42.68%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.8802 88.02%
Skin irritation - 0.6371 63.71%
Skin corrosion - 0.9221 92.21%
Ames mutagenesis - 0.6570 65.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4350 43.50%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8504 85.04%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.6579 65.79%
Acute Oral Toxicity (c) I 0.6341 63.41%
Estrogen receptor binding + 0.8101 81.01%
Androgen receptor binding + 0.7234 72.34%
Thyroid receptor binding + 0.6031 60.31%
Glucocorticoid receptor binding + 0.8294 82.94%
Aromatase binding + 0.6284 62.84%
PPAR gamma + 0.7713 77.13%
Honey bee toxicity - 0.7205 72.05%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.7300 73.00%
Fish aquatic toxicity + 0.9936 99.36%

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 99.16% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.17% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.39% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.50% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.91% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.84% 89.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 89.69% 91.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.44% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.24% 99.23%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.08% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.61% 95.89%
CHEMBL2581 P07339 Cathepsin D 86.50% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.85% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.30% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.23% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.05% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 83.81% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.61% 94.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.59% 92.88%
CHEMBL5028 O14672 ADAM10 81.68% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.17% 97.14%
CHEMBL5255 O00206 Toll-like receptor 4 80.83% 92.50%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.16% 89.67%

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.
Swietenia humilis

Cross-Links

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PubChem 10257769
LOTUS LTS0209255
wikiData Q104961581