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[(1S,3S,5R,8E,10R,12E,14S,15S)-14-acetyloxy-10-hydroxy-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 e126d34b-39bd-43ea-9bef-b9449f0d7f5a
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name [(1S,3S,5R,8E,10R,12E,14S,15S)-14-acetyloxy-10-hydroxy-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(=CCC1O)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/C[C@H]1O)/C)OC(=O)C)OC(=O)C3=C)COC(=O)C
InChI InChI=1S/C24H32O8/c1-13-7-6-10-24(12-29-16(4)25)20(32-24)11-18-15(3)23(28)31-22(18)21(30-17(5)26)14(2)8-9-19(13)27/h7-8,18-22,27H,3,6,9-12H2,1-2,4-5H3/b13-7+,14-8+/t18-,19+,20-,21-,22-,24+/m0/s1
InChI Key VSTYNZDFMUKSDB-HECIEFJESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H32O8
Molecular Weight 448.50 g/mol
Exact Mass 448.20971797 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.54
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3S,5R,8E,10R,12E,14S,15S)-14-acetyloxy-10-hydroxy-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 + 0.9593 95.93%
Caco-2 - 0.6231 62.31%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7379 73.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8540 85.40%
OATP1B3 inhibitior + 0.9499 94.99%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5521 55.21%
BSEP inhibitior + 0.9075 90.75%
P-glycoprotein inhibitior + 0.7381 73.81%
P-glycoprotein substrate - 0.5108 51.08%
CYP3A4 substrate + 0.6695 66.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8811 88.11%
CYP3A4 inhibition - 0.6638 66.38%
CYP2C9 inhibition - 0.7712 77.12%
CYP2C19 inhibition - 0.8593 85.93%
CYP2D6 inhibition - 0.9312 93.12%
CYP1A2 inhibition - 0.6911 69.11%
CYP2C8 inhibition + 0.6076 60.76%
CYP inhibitory promiscuity - 0.9442 94.42%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5156 51.56%
Eye corrosion - 0.9813 98.13%
Eye irritation - 0.8846 88.46%
Skin irritation + 0.5315 53.15%
Skin corrosion - 0.9185 91.85%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4467 44.67%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.5681 56.81%
skin sensitisation - 0.8293 82.93%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.4664 46.64%
Acute Oral Toxicity (c) III 0.4951 49.51%
Estrogen receptor binding + 0.8506 85.06%
Androgen receptor binding + 0.6315 63.15%
Thyroid receptor binding + 0.5979 59.79%
Glucocorticoid receptor binding + 0.8403 84.03%
Aromatase binding + 0.6391 63.91%
PPAR gamma + 0.6481 64.81%
Honey bee toxicity - 0.6338 63.38%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9598 95.98%

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 96.96% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.56% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.20% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.07% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.92% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.65% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.89% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.55% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.89% 85.14%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.53% 97.21%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.27% 99.23%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.19% 96.61%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 84.87% 91.65%
CHEMBL2996 Q05655 Protein kinase C delta 84.82% 97.79%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.63% 94.62%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.39% 96.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.57% 95.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.45% 93.03%
CHEMBL5028 O14672 ADAM10 83.41% 97.50%
CHEMBL2581 P07339 Cathepsin D 82.96% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.26% 89.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.17% 94.08%
CHEMBL3401 O75469 Pregnane X receptor 80.72% 94.73%
CHEMBL1951 P21397 Monoamine oxidase A 80.56% 91.49%
CHEMBL221 P23219 Cyclooxygenase-1 80.48% 90.17%

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 163017798
LOTUS LTS0095641
wikiData Q105292504