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[(1S,2R,4S,7S,8S,11R,12S,13S,15R,17S,19R)-19-acetyloxy-7-(furan-3-yl)-13-hydroxy-1,8,12,16,16-pentamethyl-5-oxo-3,6-dioxapentacyclo[9.8.0.02,4.02,8.012,17]nonadecan-15-yl] benzoate

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 31f0a977-30d3-489b-9f8e-1ba900c303df
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,4S,7S,8S,11R,12S,13S,15R,17S,19R)-19-acetyloxy-7-(furan-3-yl)-13-hydroxy-1,8,12,16,16-pentamethyl-5-oxo-3,6-dioxapentacyclo[9.8.0.02,4.02,8.012,17]nonadecan-15-yl] benzoate
SMILES (Canonical) CC(=O)OC1CC2C(C(CC(C2(C3C1(C45C(O4)C(=O)OC(C5(CC3)C)C6=COC=C6)C)C)O)OC(=O)C7=CC=CC=C7)(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(=O)O[C@H]([C@@]5(CC3)C)C6=COC=C6)C)([C@H](C[C@H](C2(C)C)OC(=O)C7=CC=CC=C7)O)C
InChI InChI=1S/C35H42O9/c1-19(36)41-26-16-23-31(2,3)25(42-29(38)20-10-8-7-9-11-20)17-24(37)33(23,5)22-12-14-32(4)27(21-13-15-40-18-21)43-30(39)28-35(32,44-28)34(22,26)6/h7-11,13,15,18,22-28,37H,12,14,16-17H2,1-6H3/t22-,23+,24+,25-,26-,27+,28-,32+,33-,34+,35-/m1/s1
InChI Key ZTGPSTYYUNINKP-VBKVYHHBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H42O9
Molecular Weight 606.70 g/mol
Exact Mass 606.28288291 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 5.41
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,4S,7S,8S,11R,12S,13S,15R,17S,19R)-19-acetyloxy-7-(furan-3-yl)-13-hydroxy-1,8,12,16,16-pentamethyl-5-oxo-3,6-dioxapentacyclo[9.8.0.02,4.02,8.012,17]nonadecan-15-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9536 95.36%
Caco-2 - 0.8154 81.54%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7181 71.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.5894 58.94%
OATP1B3 inhibitior - 0.4879 48.79%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9578 95.78%
P-glycoprotein inhibitior + 0.7862 78.62%
P-glycoprotein substrate + 0.5378 53.78%
CYP3A4 substrate + 0.7160 71.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8491 84.91%
CYP3A4 inhibition + 0.8073 80.73%
CYP2C9 inhibition - 0.7880 78.80%
CYP2C19 inhibition - 0.8008 80.08%
CYP2D6 inhibition - 0.9301 93.01%
CYP1A2 inhibition - 0.8351 83.51%
CYP2C8 inhibition + 0.7954 79.54%
CYP inhibitory promiscuity - 0.9495 94.95%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5251 52.51%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9040 90.40%
Skin irritation - 0.6914 69.14%
Skin corrosion - 0.8844 88.44%
Ames mutagenesis - 0.7519 75.19%
Human Ether-a-go-go-Related Gene inhibition + 0.8580 85.80%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8578 85.78%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.5677 56.77%
Acute Oral Toxicity (c) I 0.4459 44.59%
Estrogen receptor binding + 0.8528 85.28%
Androgen receptor binding + 0.7584 75.84%
Thyroid receptor binding + 0.6547 65.47%
Glucocorticoid receptor binding + 0.7932 79.32%
Aromatase binding + 0.7444 74.44%
PPAR gamma + 0.7458 74.58%
Honey bee toxicity - 0.7387 73.87%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9830 98.30%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.49% 86.33%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 94.50% 81.11%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.15% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.02% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.80% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.69% 98.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.25% 94.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.65% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 89.53% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.48% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.43% 93.04%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.44% 82.69%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.41% 83.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.33% 85.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.21% 94.08%
CHEMBL5028 O14672 ADAM10 85.05% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.39% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.85% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.59% 97.14%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 83.38% 87.67%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.33% 94.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.40% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.89% 91.19%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.85% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.23% 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.
Swietenia mahagoni

Cross-Links

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PubChem 163106940
LOTUS LTS0258676
wikiData Q105382912