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methyl (2S)-2-[(1S,2R,5R,6R,11S,12R,14S,15R,17S,18S)-6-(furan-3-yl)-11,14,17-trihydroxy-1,5,15-trimethyl-8,13-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.012,17]octadec-9-en-18-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 cfb1c9d4-f848-401a-b72c-050fbbdc5de6
Taxonomy Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
IUPAC Name methyl (2S)-2-[(1S,2R,5R,6R,11S,12R,14S,15R,17S,18S)-6-(furan-3-yl)-11,14,17-trihydroxy-1,5,15-trimethyl-8,13-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.012,17]octadec-9-en-18-yl]-2-hydroxyacetate
SMILES (Canonical) CC12CCC3C4(C(C5(CC4(C(C3(C1=CC(=O)OC2C6=COC=C6)O)C(=O)C5O)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]([C@@]3(C1=CC(=O)O[C@H]2C6=COC=C6)O)C(=O)[C@H]5O)O)C)[C@@H](C(=O)OC)O)C
InChI InChI=1S/C27H32O10/c1-23-7-5-13-25(3)18(17(30)22(32)35-4)24(2)11-26(25,33)19(16(29)20(24)31)27(13,34)14(23)9-15(28)37-21(23)12-6-8-36-10-12/h6,8-10,13,17-21,30-31,33-34H,5,7,11H2,1-4H3/t13-,17+,18+,19-,20-,21+,23-,24-,25-,26+,27-/m1/s1
InChI Key BXSPWNHDIUKNAJ-VUYQWQMLSA-N
Popularity 0 references 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) 164.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 0.82
H-Bond Acceptor 10
H-Bond Donor 4
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,5R,6R,11S,12R,14S,15R,17S,18S)-6-(furan-3-yl)-11,14,17-trihydroxy-1,5,15-trimethyl-8,13-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.012,17]octadec-9-en-18-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 + 0.9722 97.22%
Caco-2 - 0.7462 74.62%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6879 68.79%
OATP2B1 inhibitior - 0.8570 85.70%
OATP1B1 inhibitior - 0.3587 35.87%
OATP1B3 inhibitior + 0.9095 90.95%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8321 83.21%
BSEP inhibitior + 0.6494 64.94%
P-glycoprotein inhibitior - 0.4384 43.84%
P-glycoprotein substrate + 0.5780 57.80%
CYP3A4 substrate + 0.7123 71.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.5291 52.91%
CYP2C9 inhibition - 0.7930 79.30%
CYP2C19 inhibition - 0.8561 85.61%
CYP2D6 inhibition - 0.9157 91.57%
CYP1A2 inhibition - 0.8202 82.02%
CYP2C8 inhibition + 0.6028 60.28%
CYP inhibitory promiscuity - 0.8510 85.10%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4456 44.56%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9063 90.63%
Skin irritation - 0.6009 60.09%
Skin corrosion - 0.9107 91.07%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4831 48.31%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.6249 62.49%
skin sensitisation - 0.8626 86.26%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.6934 69.34%
Acute Oral Toxicity (c) I 0.5327 53.27%
Estrogen receptor binding + 0.8344 83.44%
Androgen receptor binding + 0.7538 75.38%
Thyroid receptor binding + 0.6474 64.74%
Glucocorticoid receptor binding + 0.7629 76.29%
Aromatase binding + 0.7206 72.06%
PPAR gamma + 0.6359 63.59%
Honey bee toxicity - 0.7846 78.46%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9738 97.38%

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 98.15% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.47% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.30% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.18% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 92.46% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.87% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.83% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.81% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.70% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.22% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.07% 96.38%
CHEMBL2581 P07339 Cathepsin D 86.41% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.80% 91.24%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.07% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.02% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 83.15% 91.19%
CHEMBL3038469 P24941 CDK2/Cyclin A 82.75% 91.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.74% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.50% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.27% 91.07%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.86% 92.88%

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.
Chiliadenus montanus
Khaya senegalensis

Cross-Links

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PubChem 102375914
LOTUS LTS0008620
wikiData Q105119181