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methyl 2-[(1R,2S,5R,6R,13R,14S,16S)-6-(furan-2-yl)-13,14-dihydroxy-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 2c58e569-10ef-4606-8b4b-6c057bc90b7f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name methyl 2-[(1R,2S,5R,6R,13R,14S,16S)-6-(furan-2-yl)-13,14-dihydroxy-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)
SMILES (Isomeric)
InChI InChI=1S/C27H34O8/c1-24(2)18(12-19(28)33-5)26(4)15-8-9-25(3)16(14(15)13-27(32,22(24)30)23(26)31)11-20(29)35-21(25)17-7-6-10-34-17/h6-7,10,15,18,21-22,30,32H,8-9,11-13H2,1-5H3/t15-,18-,21-,22-,25+,26+,27+/m0/s1
InChI Key NEWCLZIYOMDVPL-MRLJFEQKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H34O8
Molecular Weight 486.60 g/mol
Exact Mass 486.22536804 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 3.27
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1R,2S,5R,6R,13R,14S,16S)-6-(furan-2-yl)-13,14-dihydroxy-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 + 0.9756 97.56%
Caco-2 - 0.7023 70.23%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8322 83.22%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7083 70.83%
OATP1B3 inhibitior + 0.8659 86.59%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8948 89.48%
P-glycoprotein inhibitior + 0.6132 61.32%
P-glycoprotein substrate + 0.5220 52.20%
CYP3A4 substrate + 0.7050 70.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8521 85.21%
CYP3A4 inhibition + 0.7156 71.56%
CYP2C9 inhibition - 0.7335 73.35%
CYP2C19 inhibition - 0.8178 81.78%
CYP2D6 inhibition - 0.9236 92.36%
CYP1A2 inhibition - 0.8319 83.19%
CYP2C8 inhibition + 0.6293 62.93%
CYP inhibitory promiscuity - 0.8747 87.47%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4358 43.58%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9315 93.15%
Skin irritation - 0.5726 57.26%
Skin corrosion - 0.9297 92.97%
Ames mutagenesis - 0.6540 65.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7304 73.04%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5384 53.84%
skin sensitisation - 0.8671 86.71%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.4647 46.47%
Acute Oral Toxicity (c) I 0.7099 70.99%
Estrogen receptor binding + 0.7694 76.94%
Androgen receptor binding + 0.7175 71.75%
Thyroid receptor binding + 0.6091 60.91%
Glucocorticoid receptor binding + 0.7881 78.81%
Aromatase binding + 0.7353 73.53%
PPAR gamma + 0.6994 69.94%
Honey bee toxicity - 0.8237 82.37%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9938 99.38%

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 98.71% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.21% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 94.49% 83.82%
CHEMBL221 P23219 Cyclooxygenase-1 90.45% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.90% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 89.10% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.08% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.90% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.36% 99.23%
CHEMBL255 P29275 Adenosine A2b receptor 85.31% 98.59%
CHEMBL5028 O14672 ADAM10 84.96% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.23% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.07% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.67% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.55% 92.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.40% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.81% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.35% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.90% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.32% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.31% 82.69%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.74% 99.17%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.65% 97.28%

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 mahagoni

Cross-Links

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PubChem 163054159
LOTUS LTS0125194
wikiData Q102165529