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Dahliane E

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 5532e32b-2c40-4e35-ac19-560e59a1d3ee
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
IUPAC Name [(1S,2S,3R,3aR,5aR)-2-acetyloxy-1-hydroxy-3a,5a-dimethyl-8-oxo-3-propan-2-yl-2,3,4,5,6,7-hexahydro-1H-benzo[f]azulen-9-yl]methyl acetate
SMILES (Canonical) CC(C)C1C(C(C2=CC3=C(C(=O)CCC3(CCC12C)C)COC(=O)C)O)OC(=O)C
SMILES (Isomeric) CC(C)[C@H]1[C@@H]([C@H](C2=CC3=C(C(=O)CC[C@]3(CC[C@]12C)C)COC(=O)C)O)OC(=O)C
InChI InChI=1S/C24H34O6/c1-13(2)20-22(30-15(4)26)21(28)18-11-17-16(12-29-14(3)25)19(27)7-8-23(17,5)9-10-24(18,20)6/h11,13,20-22,28H,7-10,12H2,1-6H3/t20-,21-,22-,23-,24-/m0/s1
InChI Key DPDKYSLRHMXPJB-LSBAASHUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H34O6
Molecular Weight 418.50 g/mol
Exact Mass 418.23553880 g/mol
Topological Polar Surface Area (TPSA) 89.90 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.52
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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((1R,2S,3S,8AR,10ar)-2-(acetyloxy)-3-hydroxy-8a,10a-dimethyl-6-oxo-1-(propan-2-yl)-1H,2H,3H,6H,7H,8H,8ah,9H,10H,10ah-cyclohexa(F)azulen-5-yl)methyl acetic acid
((1S,2S,3R,3aR,5aR)-2-acetyloxy-1-hydroxy-3a,5a-dimethyl-8-oxo-3-propan-2-yl-2,3,4,5,6,7-hexahydro-1H-benzo(f)azulen-9-yl)methyl acetate
[(1R,2S,3S,8AR,10ar)-2-(acetyloxy)-3-hydroxy-8a,10a-dimethyl-6-oxo-1-(propan-2-yl)-1H,2H,3H,6H,7H,8H,8ah,9H,10H,10ah-cyclohexa[F]azulen-5-yl]methyl acetic acid
[(1S,2S,3R,3aR,5aR)-2-acetyloxy-1-hydroxy-3a,5a-dimethyl-8-oxo-3-propan-2-yl-2,3,4,5,6,7-hexahydro-1H-benzo[f]azulen-9-yl]methyl acetate
RefChem:130747
CHEBI:210588
[(1S,2S,3R,3aR,5aR)-2-acetyloxy-1-hydroxy-3a,5a-dimethyl-8-oxo-3-propan-2-yl-2,3,4,5,6,7-hexahydro-1H-benzo[]azulen-9-yl]methyl acetate

2D Structure

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2D Structure of Dahliane E

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9847 98.47%
Caco-2 + 0.6109 61.09%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8812 88.12%
OATP2B1 inhibitior - 0.8615 86.15%
OATP1B1 inhibitior + 0.8493 84.93%
OATP1B3 inhibitior + 0.8915 89.15%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.7430 74.30%
P-glycoprotein inhibitior + 0.6482 64.82%
P-glycoprotein substrate - 0.6836 68.36%
CYP3A4 substrate + 0.6530 65.30%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.9017 90.17%
CYP3A4 inhibition - 0.9140 91.40%
CYP2C9 inhibition - 0.6834 68.34%
CYP2C19 inhibition - 0.8866 88.66%
CYP2D6 inhibition - 0.9418 94.18%
CYP1A2 inhibition - 0.6999 69.99%
CYP2C8 inhibition - 0.7427 74.27%
CYP inhibitory promiscuity - 0.9164 91.64%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6172 61.72%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9135 91.35%
Skin irritation + 0.6056 60.56%
Skin corrosion - 0.9602 96.02%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7254 72.54%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6268 62.68%
skin sensitisation - 0.8555 85.55%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.5896 58.96%
Acute Oral Toxicity (c) III 0.7120 71.20%
Estrogen receptor binding + 0.7000 70.00%
Androgen receptor binding + 0.5859 58.59%
Thyroid receptor binding + 0.5635 56.35%
Glucocorticoid receptor binding + 0.8123 81.23%
Aromatase binding + 0.6522 65.22%
PPAR gamma + 0.6768 67.68%
Honey bee toxicity - 0.7434 74.34%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9950 99.50%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.76% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.09% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.05% 85.14%
CHEMBL2581 P07339 Cathepsin D 96.87% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.79% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.36% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.90% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 86.59% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.12% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 84.20% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.01% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.83% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.66% 95.56%
CHEMBL299 P17252 Protein kinase C alpha 83.49% 98.03%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.99% 92.62%
CHEMBL226 P30542 Adenosine A1 receptor 81.95% 95.93%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.36% 95.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.99% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.93% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 80.49% 94.75%
CHEMBL4208 P20618 Proteasome component C5 80.01% 90.00%

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.
There are no matching plants.

Cross-Links

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PubChem 146683328
LOTUS LTS0163685
wikiData Q104986446