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methyl 2-[(1R,2S,5R,6R,8R,13S,14R,16S)-14-acetyloxy-6-(furan-3-yl)-8-hydroxy-1,5,15,15-tetramethyl-17-oxo-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 cc4181c5-73ec-4eb3-a4d0-735a0e0d6d7b
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name methyl 2-[(1R,2S,5R,6R,8R,13S,14R,16S)-14-acetyloxy-6-(furan-3-yl)-8-hydroxy-1,5,15,15-tetramethyl-17-oxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-yl]acetate
SMILES (Canonical) CC(=O)OC1C2CC3=C4CC(OC(C4(CCC3C(C2=O)(C(C1(C)C)CC(=O)OC)C)C)C5=COC=C5)O
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@H]2CC3=C4C[C@@H](O[C@H]([C@@]4(CC[C@@H]3[C@@](C2=O)([C@H](C1(C)C)CC(=O)OC)C)C)C5=COC=C5)O
InChI InChI=1S/C29H38O8/c1-15(30)36-26-18-11-17-19(29(5,24(18)33)21(27(26,2)3)13-22(31)34-6)7-9-28(4)20(17)12-23(32)37-25(28)16-8-10-35-14-16/h8,10,14,18-19,21,23,25-26,32H,7,9,11-13H2,1-6H3/t18-,19+,21+,23-,25+,26-,28-,29-/m1/s1
InChI Key QVZKVRBKYFMCNC-IKHAJICYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H38O8
Molecular Weight 514.60 g/mol
Exact Mass 514.25666817 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 4.52
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 4

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,8R,13S,14R,16S)-14-acetyloxy-6-(furan-3-yl)-8-hydroxy-1,5,15,15-tetramethyl-17-oxo-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 + 0.9924 99.24%
Caco-2 - 0.6778 67.78%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8305 83.05%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior - 0.4711 47.11%
OATP1B3 inhibitior + 0.9007 90.07%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9629 96.29%
P-glycoprotein inhibitior + 0.7680 76.80%
P-glycoprotein substrate + 0.5489 54.89%
CYP3A4 substrate + 0.7032 70.32%
CYP2C9 substrate - 0.6011 60.11%
CYP2D6 substrate - 0.8504 85.04%
CYP3A4 inhibition + 0.8409 84.09%
CYP2C9 inhibition - 0.7856 78.56%
CYP2C19 inhibition - 0.8960 89.60%
CYP2D6 inhibition - 0.9315 93.15%
CYP1A2 inhibition - 0.8658 86.58%
CYP2C8 inhibition + 0.6481 64.81%
CYP inhibitory promiscuity - 0.8298 82.98%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4730 47.30%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.8985 89.85%
Skin irritation - 0.6156 61.56%
Skin corrosion - 0.9292 92.92%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7670 76.70%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5267 52.67%
skin sensitisation - 0.8440 84.40%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.5551 55.51%
Acute Oral Toxicity (c) I 0.6955 69.55%
Estrogen receptor binding + 0.8520 85.20%
Androgen receptor binding + 0.7226 72.26%
Thyroid receptor binding + 0.6026 60.26%
Glucocorticoid receptor binding + 0.8432 84.32%
Aromatase binding + 0.7315 73.15%
PPAR gamma + 0.7297 72.97%
Honey bee toxicity - 0.7570 75.70%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9932 99.32%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.64% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.39% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.91% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.84% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.64% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.45% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.51% 98.95%
CHEMBL255 P29275 Adenosine A2b receptor 91.63% 98.59%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.72% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.15% 94.33%
CHEMBL4208 P20618 Proteasome component C5 87.79% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.63% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.54% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.47% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.30% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.04% 86.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.79% 92.88%
CHEMBL226 P30542 Adenosine A1 receptor 83.62% 95.93%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.57% 93.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.25% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.23% 99.23%
CHEMBL5028 O14672 ADAM10 81.96% 97.50%
CHEMBL3401 O75469 Pregnane X receptor 81.43% 94.73%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.08% 91.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.55% 97.14%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.51% 96.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.13% 100.00%

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 162956071
LOTUS LTS0140109
wikiData Q105229028