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(8a-hydroxy-3,4a,5-trimethyl-2-oxo-5,6,7,8-tetrahydro-4H-benzo[f][1]benzofuran-8-yl) 6-(acetyloxymethyl)-3-hydroxy-2,4-dimethyldodec-4-enoate

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 41dc5211-55a1-4577-98d7-801d37aae49b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name (8a-hydroxy-3,4a,5-trimethyl-2-oxo-5,6,7,8-tetrahydro-4H-benzo[f][1]benzofuran-8-yl) 6-(acetyloxymethyl)-3-hydroxy-2,4-dimethyldodec-4-enoate
SMILES (Canonical) CCCCCCC(COC(=O)C)C=C(C)C(C(C)C(=O)OC1CCC(C2(C1(C=C3C(=C(C(=O)O3)C)C2)O)C)C)O
SMILES (Isomeric) CCCCCCC(COC(=O)C)C=C(C)C(C(C)C(=O)OC1CCC(C2(C1(C=C3C(=C(C(=O)O3)C)C2)O)C)C)O
InChI InChI=1S/C32H48O8/c1-8-9-10-11-12-24(18-38-23(6)33)15-19(2)28(34)22(5)30(36)40-27-14-13-20(3)31(7)16-25-21(4)29(35)39-26(25)17-32(27,31)37/h15,17,20,22,24,27-28,34,37H,8-14,16,18H2,1-7H3
InChI Key KQDSRQYBICMLPJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H48O8
Molecular Weight 560.70 g/mol
Exact Mass 560.33491849 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 5.32
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (8a-hydroxy-3,4a,5-trimethyl-2-oxo-5,6,7,8-tetrahydro-4H-benzo[f][1]benzofuran-8-yl) 6-(acetyloxymethyl)-3-hydroxy-2,4-dimethyldodec-4-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9914 99.14%
Caco-2 - 0.7302 73.02%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8394 83.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8464 84.64%
OATP1B3 inhibitior + 0.9419 94.19%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5864 58.64%
BSEP inhibitior + 0.8910 89.10%
P-glycoprotein inhibitior + 0.7969 79.69%
P-glycoprotein substrate + 0.6742 67.42%
CYP3A4 substrate + 0.7148 71.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9050 90.50%
CYP3A4 inhibition + 0.5629 56.29%
CYP2C9 inhibition - 0.7274 72.74%
CYP2C19 inhibition - 0.8360 83.60%
CYP2D6 inhibition - 0.9282 92.82%
CYP1A2 inhibition - 0.7199 71.99%
CYP2C8 inhibition + 0.6573 65.73%
CYP inhibitory promiscuity - 0.6833 68.33%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4778 47.78%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9230 92.30%
Skin irritation + 0.6980 69.80%
Skin corrosion - 0.9408 94.08%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4601 46.01%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5877 58.77%
skin sensitisation - 0.9398 93.98%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.6307 63.07%
Acute Oral Toxicity (c) III 0.4674 46.74%
Estrogen receptor binding + 0.7487 74.87%
Androgen receptor binding + 0.6518 65.18%
Thyroid receptor binding - 0.5509 55.09%
Glucocorticoid receptor binding + 0.7909 79.09%
Aromatase binding + 0.6891 68.91%
PPAR gamma + 0.6011 60.11%
Honey bee toxicity - 0.8242 82.42%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9965 99.65%

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
CHEMBL2581 P07339 Cathepsin D 98.50% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.35% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.09% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.00% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.89% 99.17%
CHEMBL299 P17252 Protein kinase C alpha 94.25% 98.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.78% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.19% 93.56%
CHEMBL2996 Q05655 Protein kinase C delta 92.63% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.85% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.84% 97.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.17% 96.47%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 91.06% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.56% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.31% 86.33%
CHEMBL230 P35354 Cyclooxygenase-2 89.90% 89.63%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 89.41% 92.86%
CHEMBL340 P08684 Cytochrome P450 3A4 88.43% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.38% 85.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.18% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.36% 90.08%
CHEMBL221 P23219 Cyclooxygenase-1 86.58% 90.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.28% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.44% 89.00%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 84.32% 91.81%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 84.05% 97.29%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.41% 97.14%
CHEMBL3401 O75469 Pregnane X receptor 82.06% 94.73%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.69% 94.80%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.21% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.14% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.86% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.66% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 80.15% 92.50%

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.
There are no matching plants.

Cross-Links

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PubChem 162878182
LOTUS LTS0109831
wikiData Q104170510