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[(1R,3R,5S,8E,12E,14R,15R)-14-acetyloxy-9,13-dimethyl-18-methylidene-17-oxo-4,16-dioxatricyclo[13.3.0.03,5]octadeca-8,12-dien-5-yl]methyl 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 b80318fd-579d-4915-8ac5-7a05e2bdef40
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name [(1R,3R,5S,8E,12E,14R,15R)-14-acetyloxy-9,13-dimethyl-18-methylidene-17-oxo-4,16-dioxatricyclo[13.3.0.03,5]octadeca-8,12-dien-5-yl]methyl acetate
SMILES (Canonical) CC1=CCCC2(C(O2)CC3C(C(C(=CCC1)C)OC(=O)C)OC(=O)C3=C)COC(=O)C
SMILES (Isomeric) C/C/1=C\CC[C@@]2([C@H](O2)C[C@H]3[C@H]([C@@H](/C(=C/CC1)/C)OC(=O)C)OC(=O)C3=C)COC(=O)C
InChI InChI=1S/C24H32O7/c1-14-8-6-10-15(2)21(29-18(5)26)22-19(16(3)23(27)30-22)12-20-24(31-20,11-7-9-14)13-28-17(4)25/h9-10,19-22H,3,6-8,11-13H2,1-2,4-5H3/b14-9+,15-10+/t19-,20-,21-,22-,24+/m1/s1
InChI Key VPEKGBXHSVTOSK-HDKNYJOESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H32O7
Molecular Weight 432.50 g/mol
Exact Mass 432.21480336 g/mol
Topological Polar Surface Area (TPSA) 91.40 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.57
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3R,5S,8E,12E,14R,15R)-14-acetyloxy-9,13-dimethyl-18-methylidene-17-oxo-4,16-dioxatricyclo[13.3.0.03,5]octadeca-8,12-dien-5-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9806 98.06%
Caco-2 - 0.5461 54.61%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7231 72.31%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8784 87.84%
OATP1B3 inhibitior + 0.9376 93.76%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.8948 89.48%
P-glycoprotein inhibitior + 0.7948 79.48%
P-glycoprotein substrate - 0.5758 57.58%
CYP3A4 substrate + 0.6759 67.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8860 88.60%
CYP3A4 inhibition - 0.7290 72.90%
CYP2C9 inhibition - 0.7917 79.17%
CYP2C19 inhibition - 0.8625 86.25%
CYP2D6 inhibition - 0.9376 93.76%
CYP1A2 inhibition - 0.5532 55.32%
CYP2C8 inhibition + 0.6754 67.54%
CYP inhibitory promiscuity - 0.9014 90.14%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5559 55.59%
Eye corrosion - 0.9775 97.75%
Eye irritation - 0.8605 86.05%
Skin irritation - 0.5276 52.76%
Skin corrosion - 0.9170 91.70%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3868 38.68%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.5556 55.56%
skin sensitisation - 0.8039 80.39%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.5700 57.00%
Acute Oral Toxicity (c) III 0.5673 56.73%
Estrogen receptor binding + 0.8141 81.41%
Androgen receptor binding + 0.6803 68.03%
Thyroid receptor binding + 0.5342 53.42%
Glucocorticoid receptor binding + 0.8333 83.33%
Aromatase binding + 0.6047 60.47%
PPAR gamma + 0.6810 68.10%
Honey bee toxicity - 0.6419 64.19%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9902 99.02%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.10% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.84% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.63% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.33% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.23% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 90.89% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.76% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.67% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.49% 86.33%
CHEMBL5028 O14672 ADAM10 85.69% 97.50%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 85.22% 91.65%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.67% 97.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.63% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.62% 85.14%
CHEMBL2581 P07339 Cathepsin D 84.50% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.14% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 84.03% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.84% 89.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.79% 94.08%
CHEMBL299 P17252 Protein kinase C alpha 83.58% 98.03%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.88% 94.62%
CHEMBL3401 O75469 Pregnane X receptor 82.85% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.09% 96.95%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101957875
LOTUS LTS0238637
wikiData Q105290732