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methyl (2R)-2-[(1S,2R,6R,7R,10R,11S,12S,14S,15R,16R)-14-acetyloxy-6-(furan-3-yl)-15,16-dihydroxy-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.01,10.02,7.011,16]octadecan-12-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 f5d1c38f-f44f-4313-8419-affc90108cce
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (2R)-2-[(1S,2R,6R,7R,10R,11S,12S,14S,15R,16R)-14-acetyloxy-6-(furan-3-yl)-15,16-dihydroxy-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.01,10.02,7.011,16]octadecan-12-yl]-2-hydroxyacetate
SMILES (Canonical) CC(=O)OC1C(C(C2(C3CCC4(C(C35CC1(C2(O5)O)O)CC(=O)OC4C6=COC=C6)C)C)C(C(=O)OC)O)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@]2(C[C@@]34[C@H](CC[C@@]5([C@H]3CC(=O)O[C@H]5C6=COC=C6)C)[C@@]([C@]2(O4)O)([C@H](C1(C)C)[C@H](C(=O)OC)O)C)O
InChI InChI=1S/C29H38O11/c1-14(30)38-23-24(2,3)20(19(32)22(33)36-6)26(5)16-7-9-25(4)17(27(16)13-28(23,34)29(26,35)40-27)11-18(31)39-21(25)15-8-10-37-12-15/h8,10,12,16-17,19-21,23,32,34-35H,7,9,11,13H2,1-6H3/t16-,17-,19-,20+,21+,23+,25-,26-,27-,28-,29-/m1/s1
InChI Key ZKGNGSWVMAHGRU-BOEVKGTCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H38O11
Molecular Weight 562.60 g/mol
Exact Mass 562.24141202 g/mol
Topological Polar Surface Area (TPSA) 162.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 2.02
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,6R,7R,10R,11S,12S,14S,15R,16R)-14-acetyloxy-6-(furan-3-yl)-15,16-dihydroxy-7,11,13,13-tetramethyl-4-oxo-5,17-dioxapentacyclo[13.2.1.01,10.02,7.011,16]octadecan-12-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 + 0.9339 93.39%
Caco-2 - 0.7907 79.07%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8083 80.83%
OATP2B1 inhibitior - 0.8608 86.08%
OATP1B1 inhibitior - 0.3628 36.28%
OATP1B3 inhibitior + 0.8022 80.22%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9071 90.71%
BSEP inhibitior + 0.7172 71.72%
P-glycoprotein inhibitior + 0.6760 67.60%
P-glycoprotein substrate + 0.6315 63.15%
CYP3A4 substrate + 0.7270 72.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8543 85.43%
CYP3A4 inhibition - 0.5076 50.76%
CYP2C9 inhibition - 0.8547 85.47%
CYP2C19 inhibition - 0.8643 86.43%
CYP2D6 inhibition - 0.9436 94.36%
CYP1A2 inhibition - 0.8633 86.33%
CYP2C8 inhibition + 0.6504 65.04%
CYP inhibitory promiscuity - 0.9746 97.46%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5205 52.05%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8790 87.90%
Skin irritation - 0.6666 66.66%
Skin corrosion - 0.9100 91.00%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3760 37.60%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6123 61.23%
skin sensitisation - 0.8980 89.80%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) I 0.4874 48.74%
Estrogen receptor binding + 0.8174 81.74%
Androgen receptor binding + 0.7498 74.98%
Thyroid receptor binding + 0.5988 59.88%
Glucocorticoid receptor binding + 0.7596 75.96%
Aromatase binding + 0.7517 75.17%
PPAR gamma + 0.6987 69.87%
Honey bee toxicity - 0.7650 76.50%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9777 97.77%

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 98.99% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.79% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.26% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.26% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.44% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 92.46% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.61% 89.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.39% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.39% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.02% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.62% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.12% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.67% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.37% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.03% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.01% 97.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.00% 82.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.44% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.98% 100.00%
CHEMBL5028 O14672 ADAM10 80.72% 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 grandifoliola

Cross-Links

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PubChem 24775054
LOTUS LTS0269028
wikiData Q105378444