Lasiolactone

Details

• Internal ID: eefe8477-addf-4a2f-acf9-041734be797b
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (2R)-2-propyl-2,3-dihydropyran-6-one
• SMILES (Canonical): CCCC1CC=CC(=O)O1
• SMILES (Isomeric): CCC[C@@H]1CC=CC(=O)O1
• InChI: InChI=1S/C8H12O2/c1-2-4-7-5-3-6-8(9)10-7/h3,6-7H,2,4-5H2,1H3/t7-/m1/s1
• InChI Key: ZFFLYUGDQAHVSE-SSDOTTSWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₂O₂
• Molecular Weight: 140.18 g/mol
• Exact Mass: 140.083729621 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• SCHEMBL14496504
• (R)-5-Hydroxy-2-octenoic acid lactone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.8322	83.22%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Plasma membrane	0.6796	67.96%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9374	93.74%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9631	96.31%
P-glycoprotein inhibitior	-	0.9892	98.92%
P-glycoprotein substrate	-	0.8585	85.85%
CYP3A4 substrate	-	0.6517	65.17%
CYP2C9 substrate	-	0.6171	61.71%
CYP2D6 substrate	-	0.9003	90.03%
CYP3A4 inhibition	-	0.8961	89.61%
CYP2C9 inhibition	-	0.8836	88.36%
CYP2C19 inhibition	-	0.6116	61.16%
CYP2D6 inhibition	-	0.9314	93.14%
CYP1A2 inhibition	-	0.6117	61.17%
CYP2C8 inhibition	-	0.9840	98.40%
CYP inhibitory promiscuity	-	0.8218	82.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5144	51.44%
Eye corrosion	+	0.5546	55.46%
Eye irritation	+	0.9009	90.09%
Skin irritation	+	0.5758	57.58%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6943	69.43%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	+	0.6337	63.37%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.8627	86.27%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.5712	57.12%
Acute Oral Toxicity (c)	III	0.8286	82.86%
Estrogen receptor binding	-	0.9424	94.24%
Androgen receptor binding	-	0.9021	90.21%
Thyroid receptor binding	-	0.8611	86.11%
Glucocorticoid receptor binding	-	0.8041	80.41%
Aromatase binding	-	0.8776	87.76%
PPAR gamma	-	0.8590	85.90%
Honey bee toxicity	-	0.9669	96.69%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.6573	65.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	91.01%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.44%	97.25%
CHEMBL230	P35354	Cyclooxygenase-2	90.33%	89.63%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.70%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.40%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.86%	96.09%

Plants that contains it

• Aster bellidiastrum
• Caragana halodendron
• Carthamus arborescens
• Davallia divaricata
• Dolomiaea souliei
• Eucalyptus camaldulensis
• Garcinia mangostana
• Ligularia vellerea
• Lonicera hypoleuca
• Nicotiana sylvestris
• Serpocaulon triseriale

Cross-Links

• PubChem: 89352705
• NPASS: NPC64061
• LOTUS: LTS0037125
• wikiData: Q77384144