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(1R,3S,4R,7R,8E,11S,12R)-4-hydroxy-1,4-dimethyl-12-[(2S)-6-methylhept-5-en-2-yl]-6-oxotricyclo[9.3.0.03,7]tetradec-8-ene-8-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 e851e5a6-5378-4add-9050-de97930dcd4c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Ophiobolane sesterterpenoids
IUPAC Name (1R,3S,4R,7R,8E,11S,12R)-4-hydroxy-1,4-dimethyl-12-[(2S)-6-methylhept-5-en-2-yl]-6-oxotricyclo[9.3.0.03,7]tetradec-8-ene-8-carbaldehyde
SMILES (Canonical) CC(CCC=C(C)C)C1CCC2(C1CC=C(C3C(C2)C(CC3=O)(C)O)C=O)C
SMILES (Isomeric) C[C@@H](CCC=C(C)C)[C@H]1CC[C@]2([C@H]1C/C=C(\[C@H]3[C@H](C2)[C@](CC3=O)(C)O)/C=O)C
InChI InChI=1S/C25H38O3/c1-16(2)7-6-8-17(3)19-11-12-24(4)13-21-23(22(27)14-25(21,5)28)18(15-26)9-10-20(19)24/h7,9,15,17,19-21,23,28H,6,8,10-14H2,1-5H3/b18-9-/t17-,19+,20-,21-,23-,24+,25+/m0/s1
InChI Key PLWMYIADTRHIMY-KMVQLOOXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H38O3
Molecular Weight 386.60 g/mol
Exact Mass 386.28209507 g/mol
Topological Polar Surface Area (TPSA) 54.40 Ų
XlogP 5.30
Atomic LogP (AlogP) 5.28
H-Bond Acceptor 3
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 (1R,3S,4R,7R,8E,11S,12R)-4-hydroxy-1,4-dimethyl-12-[(2S)-6-methylhept-5-en-2-yl]-6-oxotricyclo[9.3.0.03,7]tetradec-8-ene-8-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9975 99.75%
Caco-2 + 0.6388 63.88%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7133 71.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8577 85.77%
OATP1B3 inhibitior + 0.9533 95.33%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7361 73.61%
P-glycoprotein inhibitior + 0.6231 62.31%
P-glycoprotein substrate - 0.5346 53.46%
CYP3A4 substrate + 0.6409 64.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8907 89.07%
CYP3A4 inhibition - 0.8164 81.64%
CYP2C9 inhibition - 0.8039 80.39%
CYP2C19 inhibition - 0.8675 86.75%
CYP2D6 inhibition - 0.9603 96.03%
CYP1A2 inhibition - 0.8709 87.09%
CYP2C8 inhibition - 0.7802 78.02%
CYP inhibitory promiscuity - 0.9487 94.87%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5460 54.60%
Eye corrosion - 0.9762 97.62%
Eye irritation - 0.9559 95.59%
Skin irritation + 0.5830 58.30%
Skin corrosion - 0.9475 94.75%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7983 79.83%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.5618 56.18%
skin sensitisation + 0.4890 48.90%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.6481 64.81%
Acute Oral Toxicity (c) I 0.3183 31.83%
Estrogen receptor binding + 0.8713 87.13%
Androgen receptor binding + 0.6624 66.24%
Thyroid receptor binding + 0.7372 73.72%
Glucocorticoid receptor binding + 0.8500 85.00%
Aromatase binding - 0.5326 53.26%
PPAR gamma - 0.5141 51.41%
Honey bee toxicity - 0.8037 80.37%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9588 95.88%

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 98.19% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 96.50% 94.75%
CHEMBL2581 P07339 Cathepsin D 95.74% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.54% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.93% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.33% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 90.31% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.69% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.33% 91.11%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.77% 90.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.23% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.46% 97.09%
CHEMBL325 Q13547 Histone deacetylase 1 86.82% 95.92%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.35% 96.61%
CHEMBL1902 P62942 FK506-binding protein 1A 84.14% 97.05%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.50% 93.04%
CHEMBL1871 P10275 Androgen Receptor 82.71% 96.43%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.61% 93.03%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.50% 91.24%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.83% 93.56%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.45% 91.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.07% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.93% 96.90%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.92% 93.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.75% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.68% 92.88%

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 11372597
LOTUS LTS0152528
wikiData Q105211287