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[(1S,2R,4S,7R,8S,11R,12R,17S,19R)-7-[(2S)-2-hydroxy-5-oxo-2H-furan-4-yl]-1,8,12,16,16-pentamethyl-5,15-dioxo-3,6-dioxapentacyclo[9.8.0.02,4.02,8.012,17]nonadec-13-en-19-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 aef22142-2064-4322-a6a3-5c3a754501ac
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,4S,7R,8S,11R,12R,17S,19R)-7-[(2S)-2-hydroxy-5-oxo-2H-furan-4-yl]-1,8,12,16,16-pentamethyl-5,15-dioxo-3,6-dioxapentacyclo[9.8.0.02,4.02,8.012,17]nonadec-13-en-19-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C(C(=O)C=CC2(C3C1(C45C(O4)C(=O)OC(C5(CC3)C)C6=CC(OC6=O)O)C)C)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@H]2[C@](C=CC(=O)C2(C)C)([C@@H]3[C@@]1([C@]45[C@H](O4)C(=O)O[C@H]([C@@]5(CC3)C)C6=C[C@H](OC6=O)O)C)C
InChI InChI=1S/C28H34O9/c1-13(29)34-18-12-16-24(2,3)17(30)8-9-25(16,4)15-7-10-26(5)20(14-11-19(31)35-22(14)32)36-23(33)21-28(26,37-21)27(15,18)6/h8-9,11,15-16,18-21,31H,7,10,12H2,1-6H3/t15-,16-,18-,19+,20+,21-,25-,26+,27+,28-/m1/s1
InChI Key RNDCBBAMBNUYHC-GHYOZYBZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H34O9
Molecular Weight 514.60 g/mol
Exact Mass 514.22028266 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.40
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,4S,7R,8S,11R,12R,17S,19R)-7-[(2S)-2-hydroxy-5-oxo-2H-furan-4-yl]-1,8,12,16,16-pentamethyl-5,15-dioxo-3,6-dioxapentacyclo[9.8.0.02,4.02,8.012,17]nonadec-13-en-19-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 + 0.9800 98.00%
Caco-2 - 0.7299 72.99%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7800 78.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7480 74.80%
OATP1B3 inhibitior + 0.7882 78.82%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.6715 67.15%
P-glycoprotein inhibitior + 0.7889 78.89%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7212 72.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8862 88.62%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.8104 81.04%
CYP2C19 inhibition - 0.8558 85.58%
CYP2D6 inhibition - 0.9344 93.44%
CYP1A2 inhibition - 0.7910 79.10%
CYP2C8 inhibition + 0.5459 54.59%
CYP inhibitory promiscuity - 0.9062 90.62%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5201 52.01%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9027 90.27%
Skin irritation - 0.6096 60.96%
Skin corrosion - 0.8764 87.64%
Ames mutagenesis - 0.7319 73.19%
Human Ether-a-go-go-Related Gene inhibition - 0.4077 40.77%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.6267 62.67%
skin sensitisation - 0.7809 78.09%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.5567 55.67%
Acute Oral Toxicity (c) I 0.4021 40.21%
Estrogen receptor binding + 0.8573 85.73%
Androgen receptor binding + 0.7430 74.30%
Thyroid receptor binding + 0.6720 67.20%
Glucocorticoid receptor binding + 0.8188 81.88%
Aromatase binding + 0.7456 74.56%
PPAR gamma + 0.7110 71.10%
Honey bee toxicity - 0.7333 73.33%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9801 98.01%

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 97.88% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.78% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.39% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.89% 95.56%
CHEMBL2581 P07339 Cathepsin D 87.80% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.61% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.58% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.29% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.04% 91.19%
CHEMBL5028 O14672 ADAM10 83.41% 97.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.21% 97.28%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.12% 93.04%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.92% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.83% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.69% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 80.66% 97.79%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.36% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.25% 95.89%

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.
Cedrela odorata

Cross-Links

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PubChem 162911113
LOTUS LTS0106919
wikiData Q105241253