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(1S,2R,3S,6S,7S)-3-[(2E,4Z)-6-hydroxy-6-methyl-1-oxohepta-2,4-dien-2-yl]-6-methyl-8-oxatricyclo[5.2.2.01,6]undecane-2-carbaldehyde

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 29228b0d-53d4-4984-b948-71905ebbafc2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (1S,2R,3S,6S,7S)-3-[(2E,4Z)-6-hydroxy-6-methyl-1-oxohepta-2,4-dien-2-yl]-6-methyl-8-oxatricyclo[5.2.2.01,6]undecane-2-carbaldehyde
SMILES (Canonical) CC12CCC(C(C13CCC2OC3)C=O)C(=CC=CC(C)(C)O)C=O
SMILES (Isomeric) C[C@]12CC[C@@H]([C@H]([C@@]13CC[C@@H]2OC3)C=O)/C(=C\C=C/C(C)(C)O)/C=O
InChI InChI=1S/C20H28O4/c1-18(2,23)8-4-5-14(11-21)15-6-9-19(3)17-7-10-20(19,13-24-17)16(15)12-22/h4-5,8,11-12,15-17,23H,6-7,9-10,13H2,1-3H3/b8-4-,14-5-/t15-,16-,17+,19-,20+/m1/s1
InChI Key OXQMSDALZIMENC-VHSZOOOISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H28O4
Molecular Weight 332.40 g/mol
Exact Mass 332.19875937 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.85
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,3S,6S,7S)-3-[(2E,4Z)-6-hydroxy-6-methyl-1-oxohepta-2,4-dien-2-yl]-6-methyl-8-oxatricyclo[5.2.2.01,6]undecane-2-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9888 98.88%
Caco-2 + 0.6468 64.68%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8168 81.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8416 84.16%
OATP1B3 inhibitior + 0.9537 95.37%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior - 0.4891 48.91%
P-glycoprotein inhibitior - 0.7599 75.99%
P-glycoprotein substrate - 0.7803 78.03%
CYP3A4 substrate + 0.6449 64.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8784 87.84%
CYP3A4 inhibition - 0.6302 63.02%
CYP2C9 inhibition - 0.8249 82.49%
CYP2C19 inhibition - 0.9015 90.15%
CYP2D6 inhibition - 0.9291 92.91%
CYP1A2 inhibition - 0.7708 77.08%
CYP2C8 inhibition + 0.4926 49.26%
CYP inhibitory promiscuity - 0.8446 84.46%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6420 64.20%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9555 95.55%
Skin irritation - 0.6480 64.80%
Skin corrosion - 0.9389 93.89%
Ames mutagenesis - 0.6154 61.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5688 56.88%
Micronuclear - 0.8100 81.00%
Hepatotoxicity + 0.5177 51.77%
skin sensitisation - 0.6705 67.05%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.5772 57.72%
Acute Oral Toxicity (c) III 0.6840 68.40%
Estrogen receptor binding + 0.8339 83.39%
Androgen receptor binding + 0.5604 56.04%
Thyroid receptor binding + 0.6374 63.74%
Glucocorticoid receptor binding + 0.5664 56.64%
Aromatase binding + 0.5598 55.98%
PPAR gamma + 0.5620 56.20%
Honey bee toxicity - 0.7886 78.86%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9857 98.57%

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 97.13% 97.25%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 93.74% 89.34%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.56% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.88% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.16% 97.09%
CHEMBL233 P35372 Mu opioid receptor 91.82% 97.93%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 91.52% 93.04%
CHEMBL1871 P10275 Androgen Receptor 90.56% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.76% 95.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.54% 96.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.91% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.51% 92.88%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.05% 82.69%
CHEMBL2581 P07339 Cathepsin D 85.02% 98.95%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.20% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.91% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 83.72% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.35% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.34% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.88% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.59% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.56% 92.94%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.42% 90.24%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.53% 97.28%

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 162908511
LOTUS LTS0111022
wikiData Q105202882