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methyl (2S)-2-[(1S,2R,3S,4S,5R,6R,8S,10S,13R,14R,17R,18S)-13-(furan-3-yl)-1,3-dihydroxy-4,6,14-trimethyl-7,11-dioxo-9,12-dioxahexacyclo[8.7.1.13,6.02,8.04,17.014,18]nonadecan-5-yl]-2-hydroxyacetate

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 0a57c44d-800b-48d4-b347-9922937e3c34
Taxonomy Organoheterocyclic compounds > Lactones > Delta valerolactones
IUPAC Name methyl (2S)-2-[(1S,2R,3S,4S,5R,6R,8S,10S,13R,14R,17R,18S)-13-(furan-3-yl)-1,3-dihydroxy-4,6,14-trimethyl-7,11-dioxo-9,12-dioxahexacyclo[8.7.1.13,6.02,8.04,17.014,18]nonadecan-5-yl]-2-hydroxyacetate
SMILES (Canonical) CC12CCC3C4(C(C5(CC4(C6C3(C1C(C(=O)OC2C7=COC=C7)OC6C5=O)O)O)C)C(C(=O)OC)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]4([C@H]([C@]5(C[C@@]4([C@H]6[C@]3([C@@H]1[C@@H](C(=O)O[C@H]2C7=COC=C7)O[C@@H]6C5=O)O)O)C)[C@@H](C(=O)OC)O)C
InChI InChI=1S/C27H32O10/c1-23-7-5-12-25(3)16(13(28)21(30)34-4)24(2)10-26(25,32)18-14(19(24)29)36-15(17(23)27(12,18)33)22(31)37-20(23)11-6-8-35-9-11/h6,8-9,12-18,20,28,32-33H,5,7,10H2,1-4H3/t12-,13+,14+,15+,16+,17-,18+,20+,23-,24-,25-,26+,27+/m1/s1
InChI Key TYWPPOPXVDAORZ-FRUWVUPKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H32O10
Molecular Weight 516.50 g/mol
Exact Mass 516.19954721 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.92
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S)-2-[(1S,2R,3S,4S,5R,6R,8S,10S,13R,14R,17R,18S)-13-(furan-3-yl)-1,3-dihydroxy-4,6,14-trimethyl-7,11-dioxo-9,12-dioxahexacyclo[8.7.1.13,6.02,8.04,17.014,18]nonadecan-5-yl]-2-hydroxyacetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8980 89.80%
Caco-2 - 0.7808 78.08%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6252 62.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7715 77.15%
OATP1B3 inhibitior + 0.8487 84.87%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior + 0.5787 57.87%
P-glycoprotein inhibitior - 0.4575 45.75%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7173 71.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8389 83.89%
CYP3A4 inhibition - 0.5999 59.99%
CYP2C9 inhibition - 0.8697 86.97%
CYP2C19 inhibition - 0.8929 89.29%
CYP2D6 inhibition - 0.9351 93.51%
CYP1A2 inhibition - 0.8705 87.05%
CYP2C8 inhibition + 0.5713 57.13%
CYP inhibitory promiscuity - 0.9465 94.65%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5254 52.54%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9127 91.27%
Skin irritation - 0.6706 67.06%
Skin corrosion - 0.8887 88.87%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6707 67.07%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8985 89.85%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6838 68.38%
Acute Oral Toxicity (c) I 0.4922 49.22%
Estrogen receptor binding + 0.7754 77.54%
Androgen receptor binding + 0.7527 75.27%
Thyroid receptor binding + 0.5620 56.20%
Glucocorticoid receptor binding + 0.7531 75.31%
Aromatase binding + 0.7281 72.81%
PPAR gamma + 0.6617 66.17%
Honey bee toxicity - 0.8141 81.41%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9108 91.08%

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 98.45% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.97% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.74% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.42% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.42% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.64% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.67% 97.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.32% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.04% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.54% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.02% 86.33%
CHEMBL2581 P07339 Cathepsin D 84.52% 98.95%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.42% 95.83%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.11% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.85% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.98% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.90% 92.62%
CHEMBL5028 O14672 ADAM10 81.61% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.10% 95.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.79% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.70% 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.
Khaya senegalensis

Cross-Links

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PubChem 163106115
LOTUS LTS0001846
wikiData Q105267772