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methyl (2S)-2-[(1S,2R,6R,7R,10R,11S,12S,15R,16R)-6-(furan-3-yl)-15,16-dihydroxy-7,11,13,13-tetramethyl-4,14-dioxo-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 1923d3a7-9707-4b0f-bb1c-5d405184c2ea
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (2S)-2-[(1S,2R,6R,7R,10R,11S,12S,15R,16R)-6-(furan-3-yl)-15,16-dihydroxy-7,11,13,13-tetramethyl-4,14-dioxo-5,17-dioxapentacyclo[13.2.1.01,10.02,7.011,16]octadecan-12-yl]-2-hydroxyacetate
SMILES (Canonical) CC1(C(C2(C3CCC4(C(C35CC(C1=O)(C2(O5)O)O)CC(=O)OC4C6=COC=C6)C)C)C(C(=O)OC)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]4([C@H](C(C(=O)[C@]5([C@@]4(O[C@@]3(C5)[C@@H]1CC(=O)O[C@H]2C6=COC=C6)O)O)(C)C)[C@@H](C(=O)OC)O)C
InChI InChI=1S/C27H34O10/c1-22(2)18(17(29)20(30)34-5)24(4)14-6-8-23(3)15(10-16(28)36-19(23)13-7-9-35-11-13)25(14)12-26(32,21(22)31)27(24,33)37-25/h7,9,11,14-15,17-19,29,32-33H,6,8,10,12H2,1-5H3/t14-,15-,17+,18+,19+,23-,24-,25-,26-,27-/m1/s1
InChI Key GQSKLPDTOGRXHH-PPIMSCDMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H34O10
Molecular Weight 518.60 g/mol
Exact Mass 518.21519728 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 1.66
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,6R,7R,10R,11S,12S,15R,16R)-6-(furan-3-yl)-15,16-dihydroxy-7,11,13,13-tetramethyl-4,14-dioxo-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 - 0.7686 76.86%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8083 80.83%
OATP2B1 inhibitior - 0.8633 86.33%
OATP1B1 inhibitior - 0.3547 35.47%
OATP1B3 inhibitior + 0.8022 80.22%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9071 90.71%
BSEP inhibitior - 0.5111 51.11%
P-glycoprotein inhibitior + 0.5953 59.53%
P-glycoprotein substrate + 0.5172 51.72%
CYP3A4 substrate + 0.7072 70.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8554 85.54%
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 + 0.6439 64.39%
CYP inhibitory promiscuity - 0.9746 97.46%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5205 52.05%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8959 89.59%
Skin irritation - 0.6666 66.66%
Skin corrosion - 0.9100 91.00%
Ames mutagenesis - 0.7370 73.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4082 40.82%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5498 54.98%
skin sensitisation - 0.8980 89.80%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.6258 62.58%
Acute Oral Toxicity (c) I 0.4874 48.74%
Estrogen receptor binding + 0.8116 81.16%
Androgen receptor binding + 0.7772 77.72%
Thyroid receptor binding + 0.6023 60.23%
Glucocorticoid receptor binding + 0.8233 82.33%
Aromatase binding + 0.7908 79.08%
PPAR gamma + 0.6424 64.24%
Honey bee toxicity - 0.8256 82.56%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5500 55.00%
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 99.08% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.72% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.82% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.23% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.16% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.02% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.95% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.09% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.89% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.17% 97.14%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.02% 92.88%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.75% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 84.49% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.06% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.96% 91.24%
CHEMBL5028 O14672 ADAM10 83.27% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 82.81% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 81.57% 97.79%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.87% 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 ivorensis
Khaya senegalensis

Cross-Links

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PubChem 10625743
LOTUS LTS0146236
wikiData Q104400474