7',8'-Dihydroobolactone

Details

• Internal ID: 50227135-9c6a-48c5-b14d-7ff20b2408b0
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (2R)-2-[[(2R)-6-oxo-2,3-dihydropyran-2-yl]methyl]-6-(2-phenylethyl)-2,3-dihydropyran-4-one
• SMILES (Canonical): C1C=CC(=O)OC1CC2CC(=O)C=C(O2)CCC3=CC=CC=C3
• SMILES (Isomeric): C1C=CC(=O)O[C@H]1C[C@@H]2CC(=O)C=C(O2)CCC3=CC=CC=C3
• InChI: InChI=1S/C19H20O4/c20-15-11-17(10-9-14-5-2-1-3-6-14)22-18(12-15)13-16-7-4-8-19(21)23-16/h1-6,8,11,16,18H,7,9-10,12-13H2/t16-,18+/m1/s1
• InChI Key: GLFJXECVUDGKBE-AEFFLSMTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• 1240403-82-0
• CHEMBL1170809
• AKOS040761239

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9641	96.41%
Caco-2	-	0.5855	58.55%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8457	84.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8720	87.20%
OATP1B3 inhibitior	+	0.9623	96.23%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8217	82.17%
P-glycoprotein inhibitior	-	0.6284	62.84%
P-glycoprotein substrate	-	0.5455	54.55%
CYP3A4 substrate	+	0.5230	52.30%
CYP2C9 substrate	-	0.6291	62.91%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	+	0.5608	56.08%
CYP2C9 inhibition	-	0.7373	73.73%
CYP2C19 inhibition	-	0.5862	58.62%
CYP2D6 inhibition	-	0.9098	90.98%
CYP1A2 inhibition	-	0.8688	86.88%
CYP2C8 inhibition	-	0.7403	74.03%
CYP inhibitory promiscuity	-	0.7100	71.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8446	84.46%
Carcinogenicity (trinary)	Non-required	0.6106	61.06%
Eye corrosion	-	0.9124	91.24%
Eye irritation	-	0.8362	83.62%
Skin irritation	-	0.6201	62.01%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3848	38.48%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.7306	73.06%
skin sensitisation	-	0.8312	83.12%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4888	48.88%
Estrogen receptor binding	+	0.7702	77.02%
Androgen receptor binding	+	0.6385	63.85%
Thyroid receptor binding	-	0.6470	64.70%
Glucocorticoid receptor binding	-	0.6146	61.46%
Aromatase binding	+	0.5469	54.69%
PPAR gamma	+	0.5712	57.12%
Honey bee toxicity	-	0.7282	72.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8566	85.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.10%	98.95%
CHEMBL1914	P06276	Butyrylcholinesterase	92.53%	95.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.29%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.30%	95.56%
CHEMBL5805	Q9NR97	Toll-like receptor 8	86.18%	96.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.16%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.08%	95.89%

Plants that contains it

• Cryptocarya obovata

Cross-Links

• PubChem: 46911676
• LOTUS: LTS0089210
• wikiData: Q105010868