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[(1S,2R,6R,7R,10R,11S,16S,18S,19R,20R)-6-(furan-3-yl)-19,20-dihydroxy-7,17,17-trimethyl-4,14-dioxo-5,13,21-trioxahexacyclo[17.2.1.01,10.02,7.011,16.011,20]docosan-18-yl] acetate

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 f7cb410f-7acb-4e99-82b8-befc87e69db2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,6R,7R,10R,11S,16S,18S,19R,20R)-6-(furan-3-yl)-19,20-dihydroxy-7,17,17-trimethyl-4,14-dioxo-5,13,21-trioxahexacyclo[17.2.1.01,10.02,7.011,16.011,20]docosan-18-yl] acetate
SMILES (Canonical) CC(=O)OC1C(C2CC(=O)OCC23C4CCC5(C(C46CC1(C3(O6)O)O)CC(=O)OC5C7=COC=C7)C)(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@]7([C@]2(O4)O)COC(=O)C[C@H]7C1(C)C)O
InChI InChI=1S/C28H34O10/c1-14(29)36-22-23(2,3)17-9-19(30)35-13-25(17)16-5-7-24(4)18(26(16)12-27(22,32)28(25,33)38-26)10-20(31)37-21(24)15-6-8-34-11-15/h6,8,11,16-18,21-22,32-33H,5,7,9-10,12-13H2,1-4H3/t16-,17+,18-,21+,22+,24-,25-,26-,27-,28-/m1/s1
InChI Key NJJJTMISZQAAKU-DXAFLXIDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H34O10
Molecular Weight 530.60 g/mol
Exact Mass 530.21519728 g/mol
Topological Polar Surface Area (TPSA) 142.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 2.41
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,6R,7R,10R,11S,16S,18S,19R,20R)-6-(furan-3-yl)-19,20-dihydroxy-7,17,17-trimethyl-4,14-dioxo-5,13,21-trioxahexacyclo[17.2.1.01,10.02,7.011,16.011,20]docosan-18-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9333 93.33%
Caco-2 - 0.7900 79.00%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8777 87.77%
OATP2B1 inhibitior - 0.8632 86.32%
OATP1B1 inhibitior + 0.6949 69.49%
OATP1B3 inhibitior + 0.8510 85.10%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8537 85.37%
BSEP inhibitior + 0.8652 86.52%
P-glycoprotein inhibitior + 0.6778 67.78%
P-glycoprotein substrate + 0.5323 53.23%
CYP3A4 substrate + 0.7043 70.43%
CYP2C9 substrate - 0.8014 80.14%
CYP2D6 substrate - 0.8579 85.79%
CYP3A4 inhibition - 0.6596 65.96%
CYP2C9 inhibition - 0.8502 85.02%
CYP2C19 inhibition - 0.8889 88.89%
CYP2D6 inhibition - 0.9536 95.36%
CYP1A2 inhibition - 0.8771 87.71%
CYP2C8 inhibition + 0.5960 59.60%
CYP inhibitory promiscuity - 0.9679 96.79%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5602 56.02%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.8673 86.73%
Skin irritation - 0.6847 68.47%
Skin corrosion - 0.9351 93.51%
Ames mutagenesis - 0.6607 66.07%
Human Ether-a-go-go-Related Gene inhibition + 0.6878 68.78%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5072 50.72%
skin sensitisation - 0.9208 92.08%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5543 55.43%
Acute Oral Toxicity (c) I 0.6349 63.49%
Estrogen receptor binding + 0.8511 85.11%
Androgen receptor binding + 0.7504 75.04%
Thyroid receptor binding + 0.6078 60.78%
Glucocorticoid receptor binding + 0.7753 77.53%
Aromatase binding + 0.7527 75.27%
PPAR gamma + 0.6580 65.80%
Honey bee toxicity - 0.8022 80.22%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6800 68.00%
Fish aquatic toxicity + 0.9867 98.67%

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 97.60% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.20% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.94% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.45% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.53% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.80% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.27% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.52% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.47% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.94% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 86.32% 97.79%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.08% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.07% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.34% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.09% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.73% 93.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.60% 92.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.19% 93.04%

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 163189102
LOTUS LTS0106891
wikiData Q105180167