(3R,5R)-3-methyl-5-(2-oxopropyl)oxolan-2-one - Compound Card

(3R,5R)-3-methyl-5-(2-oxopropyl)oxolan-2-one

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(3R,5R)-3-methyl-5-(2-oxopropyl)oxolan-2-one

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Ester
    • Subclass: Lactone
Canonical Smiles CC(=O)C[C@@H]1OC(=O)[C@@H](C1)C
InChI InChI=1S/C8H12O3/c1-5-3-7(4-6(2)9)11-8(5)10/h5,7H,3-4H2,1-2H3/t5-,7-/m1/s1
InChIKey XDZZBQYRCAUXGG-IYSWYEEDSA-N
Formula C8H12O3
HBA 3
HBD 0
MW 156.18
Rotatable Bonds 2
TPSA 43.37
LogP 0.92
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 11
Formal Charge 0
Fraction CSP3 0.75
Exact Mass 156.08
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Anthemis pseudocotula Asteraceae Plantae 158231

Showing of synonyms

  • El-Ela MA, Jakupovic J, et al. (1990). Seco-germacranolides from Anthemis pseudocotula.. Phytochemistry,1990, 29(8),2704-2706. [View]
Pubchem: 92164750
Nmrshiftdb2: 70047077

No compound-protein relationship available.

Structure

SMILES: O=C1CCCO1

Level: 0

Mol. Weight: 156.18 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.85
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.48
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.32

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.34
Plasma Protein Binding
21.16
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.33
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.02
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
1.17
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.59
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-0.4
Rat (Acute)
1.36
Rat (Chronic Oral)
1.72
Fathead Minnow
3.4
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
264.39
Hydration Free Energy
-6.22
Log(D) at pH=7.4
-0.32
Log(P)
-0.26
Log S
-0.2
Log(Vapor Pressure)
-2.09
Melting Point
49.93
pKa Acid
8.76
pKa Basic
5.48
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9890
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9890
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9605
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9605
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.9076
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.9076
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8234
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8234
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7837
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7837
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7835
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7835
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7570
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7570
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7527
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7527
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 2 0.7430
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 2 0.7430
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7360
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7360
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7360
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7360
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 2 0.7348
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 2 0.7348
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7130
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7130
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7110
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7110
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 2 0.7016
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 2 0.7016
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7015
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7015

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