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Methyl (2S)-2-[(1S,2R,5S,6S,10S,12S,13S,15S,16R,18S,19S)-6-(furan-3-yl)-15,18-dihydroxy-1,5,16-trimethyl-8,14-dioxo-7,11-dioxahexacyclo[14.2.1.02,12.05,10.010,12.013,18]nonadecan-19-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 ea4b4194-979d-4591-a47b-ad683b0890fa
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name methyl (2S)-2-[(1S,2R,5S,6S,10S,12S,13S,15S,16R,18S,19S)-6-(furan-3-yl)-15,18-dihydroxy-1,5,16-trimethyl-8,14-dioxo-7,11-dioxahexacyclo[14.2.1.02,12.05,10.010,12.013,18]nonadecan-19-yl]-2-hydroxyacetate
SMILES (Canonical) CC12CCC3C4(C(C5(CC4(C(C36C1(O6)CC(=O)OC2C7=COC=C7)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@]36[C@]1(O6)CC(=O)O[C@H]2C7=COC=C7)C(=O)[C@H]5O)O)C)[C@@H](C(=O)OC)O)C
InChI InChI=1S/C27H32O10/c1-22-11-25(33)18(15(29)19(22)31)27-13(24(25,3)17(22)16(30)21(32)34-4)5-7-23(2)20(12-6-8-35-10-12)36-14(28)9-26(23,27)37-27/h6,8,10,13,16-20,30-31,33H,5,7,9,11H2,1-4H3/t13-,16+,17+,18+,19-,20+,22-,23+,24-,25+,26+,27+/m1/s1
InChI Key SZIDPCXTWHHMAY-LUUUZSLOSA-N
Popularity 3 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) 156.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 1.06
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,5S,6S,10S,12S,13S,15S,16R,18S,19S)-6-(furan-3-yl)-15,18-dihydroxy-1,5,16-trimethyl-8,14-dioxo-7,11-dioxahexacyclo[14.2.1.02,12.05,10.010,12.013,18]nonadecan-19-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 + 0.9514 95.14%
Caco-2 - 0.7356 73.56%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7126 71.26%
OATP2B1 inhibitior - 0.8636 86.36%
OATP1B1 inhibitior - 0.3899 38.99%
OATP1B3 inhibitior - 0.2212 22.12%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8821 88.21%
BSEP inhibitior + 0.7215 72.15%
P-glycoprotein inhibitior + 0.5834 58.34%
P-glycoprotein substrate + 0.5905 59.05%
CYP3A4 substrate + 0.7132 71.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8407 84.07%
CYP3A4 inhibition + 0.6532 65.32%
CYP2C9 inhibition - 0.8042 80.42%
CYP2C19 inhibition - 0.8264 82.64%
CYP2D6 inhibition - 0.9351 93.51%
CYP1A2 inhibition - 0.7843 78.43%
CYP2C8 inhibition + 0.6792 67.92%
CYP inhibitory promiscuity - 0.9585 95.85%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5295 52.95%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.8953 89.53%
Skin irritation - 0.6720 67.20%
Skin corrosion - 0.9117 91.17%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6792 67.92%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5697 56.97%
skin sensitisation - 0.8926 89.26%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.6240 62.40%
Acute Oral Toxicity (c) I 0.4746 47.46%
Estrogen receptor binding + 0.8434 84.34%
Androgen receptor binding + 0.7569 75.69%
Thyroid receptor binding + 0.6415 64.15%
Glucocorticoid receptor binding + 0.7992 79.92%
Aromatase binding + 0.7612 76.12%
PPAR gamma + 0.6512 65.12%
Honey bee toxicity - 0.7899 78.99%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9686 96.86%

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 98.92% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.71% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.59% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.46% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.24% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.84% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.83% 97.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.13% 92.88%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.06% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 87.66% 90.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.32% 96.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.79% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.46% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.74% 97.14%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.12% 91.24%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.85% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.95% 91.07%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.58% 93.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.04% 97.25%

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 ivorensis
Khaya senegalensis

Cross-Links

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PubChem 10506025
LOTUS LTS0188638
wikiData Q105264136