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methyl (2R)-2-[(1S,2R,5R,6R,11R,12R,13R,15S,17S,18R)-17-acetyloxy-6-(furan-3-yl)-11,13-dihydroxy-1,5,15-trimethyl-8,14-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 a613ad5c-beda-4adb-8d2e-a589c1d4f655
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name methyl (2R)-2-[(1S,2R,5R,6R,11R,12R,13R,15S,17S,18R)-17-acetyloxy-6-(furan-3-yl)-11,13-dihydroxy-1,5,15-trimethyl-8,14-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.012,17]octadec-9-en-18-yl]-2-hydroxyacetate
SMILES (Canonical) CC(=O)OC12CC3(C(C1(C4CCC5(C(OC(=O)C=C5C4(C2C(C3=O)O)O)C6=COC=C6)C)C)C(C(=O)OC)O)C
SMILES (Isomeric) CC(=O)O[C@]12C[C@]3([C@@H]([C@]1([C@H]4CC[C@]5([C@@H](OC(=O)C=C5[C@@]4([C@H]2[C@H](C3=O)O)O)C6=COC=C6)C)C)[C@H](C(=O)OC)O)C
InChI InChI=1S/C29H34O11/c1-13(30)40-28-12-26(3)20(19(33)24(35)37-5)27(28,4)15-6-8-25(2)16(29(15,36)21(28)18(32)22(26)34)10-17(31)39-23(25)14-7-9-38-11-14/h7,9-11,15,18-21,23,32-33,36H,6,8,12H2,1-5H3/t15-,18-,19-,20+,21+,23+,25-,26+,27-,28+,29+/m1/s1
InChI Key HNJAWPSGFNODRH-WGTDDYQRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H34O11
Molecular Weight 558.60 g/mol
Exact Mass 558.21011190 g/mol
Topological Polar Surface Area (TPSA) 170.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 1.39
H-Bond Acceptor 11
H-Bond Donor 3
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,5R,6R,11R,12R,13R,15S,17S,18R)-17-acetyloxy-6-(furan-3-yl)-11,13-dihydroxy-1,5,15-trimethyl-8,14-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 + 0.9664 96.64%
Caco-2 - 0.7884 78.84%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7358 73.58%
OATP2B1 inhibitior - 0.7155 71.55%
OATP1B1 inhibitior - 0.3445 34.45%
OATP1B3 inhibitior + 0.8080 80.80%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8321 83.21%
BSEP inhibitior + 0.8017 80.17%
P-glycoprotein inhibitior + 0.7312 73.12%
P-glycoprotein substrate + 0.5858 58.58%
CYP3A4 substrate + 0.7065 70.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.6492 64.92%
CYP2C9 inhibition - 0.7756 77.56%
CYP2C19 inhibition - 0.8360 83.60%
CYP2D6 inhibition - 0.9164 91.64%
CYP1A2 inhibition - 0.7483 74.83%
CYP2C8 inhibition + 0.6578 65.78%
CYP inhibitory promiscuity - 0.7676 76.76%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4448 44.48%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.8909 89.09%
Skin irritation - 0.6256 62.56%
Skin corrosion - 0.9103 91.03%
Ames mutagenesis - 0.6070 60.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7533 75.33%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.5499 54.99%
skin sensitisation - 0.8641 86.41%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.6257 62.57%
Acute Oral Toxicity (c) I 0.5552 55.52%
Estrogen receptor binding + 0.8033 80.33%
Androgen receptor binding + 0.7551 75.51%
Thyroid receptor binding + 0.6269 62.69%
Glucocorticoid receptor binding + 0.8149 81.49%
Aromatase binding + 0.6961 69.61%
PPAR gamma + 0.7092 70.92%
Honey bee toxicity - 0.7584 75.84%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9820 98.20%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.04% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.75% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 96.52% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.51% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.09% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.08% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.99% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.77% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.33% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.28% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.15% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 86.47% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.64% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 85.55% 90.17%
CHEMBL3038469 P24941 CDK2/Cyclin A 85.26% 91.38%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.85% 94.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.22% 95.71%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.87% 92.88%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.40% 97.14%
CHEMBL2581 P07339 Cathepsin D 82.24% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.81% 92.62%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 81.04% 81.11%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.39% 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 71718798
LOTUS LTS0124624
wikiData Q105030893