4-(hydroxymethyl)-3,5-dimethyl dihydrofuran-2(3H)-one - Compound Card

4-(hydroxymethyl)-3,5-dimethyl dihydrofuran-2(3H)-one

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4-(hydroxymethyl)-3,5-dimethyl dihydrofuran-2(3H)-one

Structure
Zoomed Structure
  • Family: Fungi - Trichosphaeriaceae
  • Kingdom: Fungi
  • Class: Furanone Derivative
Canonical Smiles OC[C@H]1[C@H](C)OC(=O)[C@@H]1C
InChI InChI=1S/C7H12O3/c1-4-6(3-8)5(2)10-7(4)9/h4-6,8H,3H2,1-2H3/t4-,5+,6-/m1/s1
InChIKey RHMRZYPABWGFIW-NGJCXOISSA-N
Formula C7H12O3
HBA 3
HBD 1
MW 144.17
Rotatable Bonds 1
TPSA 46.53
LogP 0.18
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 10
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 144.08
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Nigrospora sphaerica Trichosphaeriaceae Fungi 114231

Showing of synonyms

  • Metwaly AM, Kadry HA, et al. (2014). Nigrosphaerin A a new isochromene derivative from the endophytic fungus Nigrospora sphaerica. Phytochemistry Letters,2014,7,1-5. [View]
Pubchem: 162843899
Nmrshiftdb2: 60061830

No compound-protein relationship available.

Structure

SMILES: O=C1CCCO1

Level: 0

Mol. Weight: 144.17 g/mol

Antileukemia

Absorption

Caco-2 (logPapp)
-4.86
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.080
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.62

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.340
Plasma Protein Binding
17.05
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
3.340
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.160
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.850
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.050
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
-0.630
Rat (Acute)
1.340
Rat (Chronic Oral)
1.770
Fathead Minnow
2.990
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
257.880
Hydration Free Energy
-8.350
Log(D) at pH=7.4
-0.390
Log(P)
-0.09
Log S
0.17
Log(Vapor Pressure)
-2.89
Melting Point
77.1
pKa Acid
8.95
pKa Basic
5.34
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7881
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7881
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7757
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7757
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7725
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7725
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7651
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7651
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7588
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7588
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7558
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7558
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7504
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7504
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7416
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7416
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7415
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7415
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7406
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7406
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7396
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7396
Lactaldehyde dehydrogenase P25553 ALDA_ECOLI Escherichia coli 3 0.7338
Lactaldehyde dehydrogenase P25553 ALDA_ECOLI Escherichia coli 3 0.7338
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7336
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7336
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7298
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7298
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7298
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7298
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7291
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7291
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7184
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7184
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7077
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7077
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7058
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7058
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 3 0.7037
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 3 0.7037

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