[(1S,5S,6S,7S,8S)-6-(1,3-benzodioxol-5-yl)-3-methoxy-7-methyl-4-oxo-1-prop-2-enyl-8-bicyclo[3.2.1]oct-2-enyl] acetate

Details

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Internal ID a51d55d4-4b42-4a85-80bf-499ea79fbb99
Taxonomy Organoheterocyclic compounds > Benzodioxoles
IUPAC Name [(1S,5S,6S,7S,8S)-6-(1,3-benzodioxol-5-yl)-3-methoxy-7-methyl-4-oxo-1-prop-2-enyl-8-bicyclo[3.2.1]oct-2-enyl] acetate
SMILES (Canonical) CC1C(C2C(C1(C=C(C2=O)OC)CC=C)OC(=O)C)C3=CC4=C(C=C3)OCO4
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]2[C@@H]([C@@]1(C=C(C2=O)OC)CC=C)OC(=O)C)C3=CC4=C(C=C3)OCO4
InChI InChI=1S/C22H24O6/c1-5-8-22-10-17(25-4)20(24)19(21(22)28-13(3)23)18(12(22)2)14-6-7-15-16(9-14)27-11-26-15/h5-7,9-10,12,18-19,21H,1,8,11H2,2-4H3/t12-,18+,19+,21-,22+/m0/s1
InChI Key OLEWIVTYEADTEE-HZEQJUAISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H24O6
Molecular Weight 384.40 g/mol
Exact Mass 384.15728848 g/mol
Topological Polar Surface Area (TPSA) 71.10 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.37
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,5S,6S,7S,8S)-6-(1,3-benzodioxol-5-yl)-3-methoxy-7-methyl-4-oxo-1-prop-2-enyl-8-bicyclo[3.2.1]oct-2-enyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9947 99.47%
Caco-2 + 0.4931 49.31%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6749 67.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8968 89.68%
OATP1B3 inhibitior + 0.8690 86.90%
MATE1 inhibitior - 0.5400 54.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9148 91.48%
P-glycoprotein inhibitior + 0.7322 73.22%
P-glycoprotein substrate - 0.7697 76.97%
CYP3A4 substrate + 0.5899 58.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8825 88.25%
CYP3A4 inhibition + 0.9384 93.84%
CYP2C9 inhibition - 0.5052 50.52%
CYP2C19 inhibition + 0.6649 66.49%
CYP2D6 inhibition - 0.8661 86.61%
CYP1A2 inhibition - 0.8033 80.33%
CYP2C8 inhibition - 0.6240 62.40%
CYP inhibitory promiscuity + 0.8412 84.12%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5217 52.17%
Eye corrosion - 0.9832 98.32%
Eye irritation - 0.8858 88.58%
Skin irritation - 0.7506 75.06%
Skin corrosion - 0.9330 93.30%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6860 68.60%
Micronuclear + 0.5833 58.33%
Hepatotoxicity + 0.5927 59.27%
skin sensitisation - 0.6424 64.24%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.7737 77.37%
Acute Oral Toxicity (c) III 0.4704 47.04%
Estrogen receptor binding + 0.8601 86.01%
Androgen receptor binding + 0.6937 69.37%
Thyroid receptor binding + 0.5714 57.14%
Glucocorticoid receptor binding + 0.8258 82.58%
Aromatase binding + 0.6024 60.24%
PPAR gamma + 0.5604 56.04%
Honey bee toxicity - 0.7680 76.80%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6252 62.52%
Fish aquatic toxicity + 0.9968 99.68%

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 99.32% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.94% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.90% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.78% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.51% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.97% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 91.29% 94.80%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.51% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 89.75% 91.19%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.91% 93.40%
CHEMBL2581 P07339 Cathepsin D 88.49% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.44% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.19% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.02% 89.00%
CHEMBL4208 P20618 Proteasome component C5 83.74% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.72% 95.89%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.35% 90.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.02% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.72% 93.00%
CHEMBL240 Q12809 HERG 80.11% 89.76%

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.
Ocotea porosa

Cross-Links

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PubChem 14132435
LOTUS LTS0244720
wikiData Q105193935