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methyl (2R)-2-[(1S,2R,5S,6S,10R,11S,12R,13R,14R,15R,17S,18S)-17-acetyloxy-6-(furan-3-yl)-10,11,13,14-tetrahydroxy-1,5,15-trimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.012,17]octadecan-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 c1829d30-0d8e-43b5-9722-a92f156fbabe
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name methyl (2R)-2-[(1S,2R,5S,6S,10R,11S,12R,13R,14R,15R,17S,18S)-17-acetyloxy-6-(furan-3-yl)-10,11,13,14-tetrahydroxy-1,5,15-trimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.012,17]octadecan-18-yl]-2-hydroxyacetate
SMILES (Canonical) CC(=O)OC12CC3(C(C(C1C4(C(C2(C3C(C(=O)OC)O)C)CCC5(C4(CC(=O)OC5C6=COC=C6)O)C)O)O)O)C
SMILES (Isomeric) CC(=O)O[C@@]12C[C@]3([C@H]([C@@H]([C@@H]1[C@]4([C@@H]([C@@]2([C@H]3[C@H](C(=O)OC)O)C)CC[C@@]5([C@@]4(CC(=O)O[C@H]5C6=COC=C6)O)C)O)O)O)C
InChI InChI=1S/C29H38O12/c1-13(30)41-27-12-24(2)19(18(33)23(35)38-5)26(27,4)15-6-8-25(3)22(14-7-9-39-11-14)40-16(31)10-28(25,36)29(15,37)20(27)17(32)21(24)34/h7,9,11,15,17-22,32-34,36-37H,6,8,10,12H2,1-5H3/t15-,17-,18-,19+,20+,21+,22+,24-,25+,26-,27+,28-,29+/m1/s1
InChI Key JKZNLZAGGSTXMB-UKFXJTOVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H38O12
Molecular Weight 578.60 g/mol
Exact Mass 578.23632664 g/mol
Topological Polar Surface Area (TPSA) 193.00 Ų
XlogP -0.50
Atomic LogP (AlogP) 0.38
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R)-2-[(1S,2R,5S,6S,10R,11S,12R,13R,14R,15R,17S,18S)-17-acetyloxy-6-(furan-3-yl)-10,11,13,14-tetrahydroxy-1,5,15-trimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.012,17]octadecan-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 + 0.8232 82.32%
Caco-2 - 0.8085 80.85%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6609 66.09%
OATP2B1 inhibitior - 0.8618 86.18%
OATP1B1 inhibitior - 0.3896 38.96%
OATP1B3 inhibitior + 0.9029 90.29%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8821 88.21%
BSEP inhibitior + 0.6524 65.24%
P-glycoprotein inhibitior + 0.6543 65.43%
P-glycoprotein substrate + 0.6167 61.67%
CYP3A4 substrate + 0.7224 72.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8401 84.01%
CYP3A4 inhibition - 0.6863 68.63%
CYP2C9 inhibition - 0.8806 88.06%
CYP2C19 inhibition - 0.8754 87.54%
CYP2D6 inhibition - 0.9412 94.12%
CYP1A2 inhibition - 0.8816 88.16%
CYP2C8 inhibition + 0.6404 64.04%
CYP inhibitory promiscuity - 0.9740 97.40%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5680 56.80%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.8856 88.56%
Skin irritation - 0.6598 65.98%
Skin corrosion - 0.9087 90.87%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7815 78.15%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6197 61.97%
skin sensitisation - 0.9022 90.22%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6252 62.52%
Acute Oral Toxicity (c) II 0.4582 45.82%
Estrogen receptor binding + 0.8198 81.98%
Androgen receptor binding + 0.7540 75.40%
Thyroid receptor binding + 0.5865 58.65%
Glucocorticoid receptor binding + 0.7195 71.95%
Aromatase binding + 0.7656 76.56%
PPAR gamma + 0.6778 67.78%
Honey bee toxicity - 0.7547 75.47%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9655 96.55%

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 97.98% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.46% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.02% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.29% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 93.08% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.80% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.14% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.88% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.65% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 87.76% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.26% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.12% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.98% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.43% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.10% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.68% 100.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.69% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.24% 97.14%
CHEMBL3524 P56524 Histone deacetylase 4 80.81% 92.97%
CHEMBL5028 O14672 ADAM10 80.02% 97.50%

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 162939607
LOTUS LTS0063957
wikiData Q105130595