[(1S,2S,6R,7S,11R)-11-hydroxy-5,9,13-trimethylidene-4-oxo-3,14-dioxatricyclo[9.2.1.02,6]tetradecan-7-yl] 2-methylprop-2-enoate

Details

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Internal ID ed5240ec-7953-45a5-9770-b6b2ba691e97
Taxonomy Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name [(1S,2S,6R,7S,11R)-11-hydroxy-5,9,13-trimethylidene-4-oxo-3,14-dioxatricyclo[9.2.1.02,6]tetradecan-7-yl] 2-methylprop-2-enoate
SMILES (Canonical) CC(=C)C(=O)OC1CC(=C)CC2(CC(=C)C(O2)C3C1C(=C)C(=O)O3)O
SMILES (Isomeric) CC(=C)C(=O)O[C@H]1CC(=C)C[C@@]2(CC(=C)[C@H](O2)[C@@H]3[C@@H]1C(=C)C(=O)O3)O
InChI InChI=1S/C19H22O6/c1-9(2)17(20)23-13-6-10(3)7-19(22)8-11(4)15(25-19)16-14(13)12(5)18(21)24-16/h13-16,22H,1,3-8H2,2H3/t13-,14+,15-,16-,19+/m0/s1
InChI Key KDFUKFZXLJXCPI-ZHEXZJMTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H22O6
Molecular Weight 346.40 g/mol
Exact Mass 346.14163842 g/mol
Topological Polar Surface Area (TPSA) 82.10 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.96
H-Bond Acceptor 6
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,2S,6R,7S,11R)-11-hydroxy-5,9,13-trimethylidene-4-oxo-3,14-dioxatricyclo[9.2.1.02,6]tetradecan-7-yl] 2-methylprop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9475 94.75%
Caco-2 - 0.5988 59.88%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7110 71.10%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9068 90.68%
OATP1B3 inhibitior + 0.9343 93.43%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.8751 87.51%
P-glycoprotein inhibitior - 0.7680 76.80%
P-glycoprotein substrate - 0.6834 68.34%
CYP3A4 substrate + 0.6306 63.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8641 86.41%
CYP3A4 inhibition - 0.8420 84.20%
CYP2C9 inhibition - 0.8939 89.39%
CYP2C19 inhibition - 0.8605 86.05%
CYP2D6 inhibition - 0.9387 93.87%
CYP1A2 inhibition - 0.8382 83.82%
CYP2C8 inhibition - 0.7536 75.36%
CYP inhibitory promiscuity - 0.9440 94.40%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4471 44.71%
Eye corrosion - 0.9442 94.42%
Eye irritation - 0.7173 71.73%
Skin irritation - 0.6442 64.42%
Skin corrosion - 0.8892 88.92%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6453 64.53%
Micronuclear - 0.5100 51.00%
Hepatotoxicity + 0.6065 60.65%
skin sensitisation - 0.7373 73.73%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.9298 92.98%
Acute Oral Toxicity (c) III 0.3785 37.85%
Estrogen receptor binding + 0.7501 75.01%
Androgen receptor binding + 0.5690 56.90%
Thyroid receptor binding + 0.6706 67.06%
Glucocorticoid receptor binding + 0.7439 74.39%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7022 70.22%
Honey bee toxicity - 0.6460 64.60%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5650 56.50%
Fish aquatic toxicity + 0.8719 87.19%

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 95.18% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.08% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 94.28% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.60% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.58% 99.23%
CHEMBL299 P17252 Protein kinase C alpha 84.60% 98.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.70% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 83.65% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 82.21% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.37% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.23% 94.00%

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.
Elephantopus mollis

Cross-Links

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PubChem 142080342
LOTUS LTS0272802
wikiData Q105139136