(1S,7S,8S,8AR)-1,2,3,7,8,8A-HEXAHYDRO-7-METHYL-8-[2-[(2R,4R)-TETRAHYDRO-4-HY DROXY-6-OXO-2H-PYRAN-2-YL]ETHYL]-1-NAPHTHALENOL
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Identification
- Generic Name
- (1S,7S,8S,8AR)-1,2,3,7,8,8A-HEXAHYDRO-7-METHYL-8-[2-[(2R,4R)-TETRAHYDRO-4-HY DROXY-6-OXO-2H-PYRAN-2-YL]ETHYL]-1-NAPHTHALENOL
- DrugBank Accession Number
- DB08224
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 306.3966
Monoisotopic: 306.18310932 - Chemical Formula
- C18H26O4
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism ULiver carboxylesterase 1 Not Available Humans - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Lactones
- Sub Class
- Delta valerolactones
- Direct Parent
- Delta valerolactones
- Alternative Parents
- Oxanes / Secondary alcohols / Carboxylic acid esters / Oxacyclic compounds / Monocarboxylic acids and derivatives / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
- Substituents
- Alcohol / Aliphatic heteropolycyclic compound / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester / Delta valerolactone / Delta_valerolactone / Hydrocarbon derivative / Monocarboxylic acid or derivatives / Organic oxide
- Molecular Framework
- Aliphatic heteropolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- WWSNTLOVYSRDEL-TVKPWXLESA-N
- InChI
- InChI=1S/C18H26O4/c1-11-5-6-12-3-2-4-16(20)18(12)15(11)8-7-14-9-13(19)10-17(21)22-14/h3,5-6,11,13-16,18-20H,2,4,7-10H2,1H3/t11-,13+,14-,15-,16-,18-/m0/s1
- IUPAC Name
- (4R,6S)-6-{2-[(1S,2S,8S,8aR)-8-hydroxy-2-methyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl}-4-hydroxyoxan-2-one
- SMILES
- [H][C@]1(O)CC(=O)O[C@@]([H])(CC[C@@]2([H])[C@@]([H])(C)C=CC3=CCC[C@]([H])(O)[C@]23[H])C1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 4369567
- PubChem Substance
- 99444695
- ChemSpider
- 3572094
- ZINC
- ZINC000006416565
- PDBe Ligand
- MVB
- PDB Entries
- 1ya8
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.26 mg/mL ALOGPS logP 1.73 ALOGPS logP 1.49 Chemaxon logS -3.1 ALOGPS pKa (Strongest Acidic) 14.91 Chemaxon pKa (Strongest Basic) -0.85 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 66.76 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 85.68 m3·mol-1 Chemaxon Polarizability 33.96 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9372 Blood Brain Barrier + 0.7158 Caco-2 permeable + 0.5949 P-glycoprotein substrate Substrate 0.7746 P-glycoprotein inhibitor I Non-inhibitor 0.8898 P-glycoprotein inhibitor II Non-inhibitor 0.8161 Renal organic cation transporter Non-inhibitor 0.7553 CYP450 2C9 substrate Non-substrate 0.8087 CYP450 2D6 substrate Non-substrate 0.8869 CYP450 3A4 substrate Substrate 0.6044 CYP450 1A2 substrate Non-inhibitor 0.7444 CYP450 2C9 inhibitor Non-inhibitor 0.9514 CYP450 2D6 inhibitor Non-inhibitor 0.9062 CYP450 2C19 inhibitor Non-inhibitor 0.8578 CYP450 3A4 inhibitor Non-inhibitor 0.6102 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.892 Ames test Non AMES toxic 0.8148 Carcinogenicity Non-carcinogens 0.9772 Biodegradation Not ready biodegradable 0.8487 Rat acute toxicity 2.6070 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.7194 hERG inhibition (predictor II) Non-inhibitor 0.7995
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0a4i-0967000000-2dcfe43d016f60ea6cfb Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-08fr-0095000000-6805527db2a4d02f788b Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-03di-0091000000-e2242178b785bf6ef579 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0a4i-0694000000-7a246b453dbb16ca2a7a Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-01vo-3960000000-a8bd05ff258236852d5c Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-01p2-0950000000-1e7a12ad632ee07f1918 Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 163.76994 predictedDeepCCS 1.0 (2019) [M+H]+ 165.9163 predictedDeepCCS 1.0 (2019) [M+Na]+ 171.65672 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsLiver carboxylesterase 1
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Triglyceride lipase activity
- Specific Function
- Involved in the detoxification of xenobiotics and in the activation of ester and amide prodrugs. Hydrolyzes aromatic and aliphatic esters, but has no catalytic activity toward amides or a fatty acy...
- Gene Name
- CES1
- Uniprot ID
- P23141
- Uniprot Name
- Liver carboxylesterase 1
- Molecular Weight
- 62520.62 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Drug created at September 15, 2010 21:29 / Updated at June 12, 2020 16:52