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[(1S,2R,4R,6S,7S,10R,11S,12S,14R,16S,18R)-12,14-diacetyloxy-6-(furan-3-yl)-1,7,11,15,15-pentamethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-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 d5a93347-fa10-41c6-8d28-bd6b62b0e412
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,4R,6S,7S,10R,11S,12S,14R,16S,18R)-12,14-diacetyloxy-6-(furan-3-yl)-1,7,11,15,15-pentamethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-18-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C(C(CC(C2(C3C1(C45C(O4)CC(C5(CC3)C)C6=COC=C6)C)C)OC(=O)C)OC(=O)C)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@H]2[C@@]([C@@H]3[C@@]1([C@]45[C@H](O4)C[C@H]([C@@]5(CC3)C)C6=COC=C6)C)([C@H](C[C@H](C2(C)C)OC(=O)C)OC(=O)C)C
InChI InChI=1S/C32H44O8/c1-17(33)37-24-15-25(38-18(2)34)30(7)22-9-11-29(6)21(20-10-12-36-16-20)13-27-32(29,40-27)31(22,8)26(39-19(3)35)14-23(30)28(24,4)5/h10,12,16,21-27H,9,11,13-15H2,1-8H3/t21-,22+,23-,24+,25-,26+,27+,29-,30+,31-,32+/m0/s1
InChI Key NZLGSHIHKTYCHX-BKBYZJAPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H44O8
Molecular Weight 556.70 g/mol
Exact Mass 556.30361836 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.58
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,4R,6S,7S,10R,11S,12S,14R,16S,18R)-12,14-diacetyloxy-6-(furan-3-yl)-1,7,11,15,15-pentamethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-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 + 0.9840 98.40%
Caco-2 - 0.7341 73.41%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8001 80.01%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.4936 49.36%
OATP1B3 inhibitior + 0.9428 94.28%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9510 95.10%
P-glycoprotein inhibitior + 0.7811 78.11%
P-glycoprotein substrate - 0.6652 66.52%
CYP3A4 substrate + 0.6958 69.58%
CYP2C9 substrate - 0.5936 59.36%
CYP2D6 substrate - 0.8262 82.62%
CYP3A4 inhibition + 0.6950 69.50%
CYP2C9 inhibition - 0.7246 72.46%
CYP2C19 inhibition - 0.7254 72.54%
CYP2D6 inhibition - 0.9305 93.05%
CYP1A2 inhibition - 0.8446 84.46%
CYP2C8 inhibition + 0.6877 68.77%
CYP inhibitory promiscuity - 0.8925 89.25%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6086 60.86%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.8723 87.23%
Skin irritation - 0.7005 70.05%
Skin corrosion - 0.8580 85.80%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8069 80.69%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8577 85.77%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6533 65.33%
Acute Oral Toxicity (c) III 0.4260 42.60%
Estrogen receptor binding + 0.8561 85.61%
Androgen receptor binding + 0.7164 71.64%
Thyroid receptor binding + 0.6294 62.94%
Glucocorticoid receptor binding + 0.8311 83.11%
Aromatase binding + 0.7886 78.86%
PPAR gamma + 0.7915 79.15%
Honey bee toxicity - 0.7503 75.03%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9939 99.39%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.76% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.70% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.33% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.59% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.82% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.65% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 88.49% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.82% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.13% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.61% 93.04%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.60% 97.28%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.73% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.22% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.72% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.63% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.75% 82.69%
CHEMBL2581 P07339 Cathepsin D 81.48% 98.95%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 80.72% 81.11%
CHEMBL5028 O14672 ADAM10 80.45% 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.
Trichilia havanensis

Cross-Links

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PubChem 101280243
LOTUS LTS0169687
wikiData Q105188203