(6R)-Ilexlactone

Details

• Internal ID: 9ddbb5ad-3021-408d-8093-ad45c6c11f1b
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (6R,7aS)-6-hydroxy-7,7a-dihydro-6H-cyclopenta[b]pyran-2-one
• SMILES (Canonical): C1C(C=C2C1OC(=O)C=C2)O
• SMILES (Isomeric): C1[C@H](C=C2[C@H]1OC(=O)C=C2)O
• InChI: InChI=1S/C8H8O3/c9-6-3-5-1-2-8(10)11-7(5)4-6/h1-3,6-7,9H,4H2/t6-,7-/m0/s1
• InChI Key: OILJPEOTAOIWTL-BQBZGAKWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₈O₃
• Molecular Weight: 152.15 g/mol
• Exact Mass: 152.047344113 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.16
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.6231	62.31%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4899	48.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9208	92.08%
OATP1B3 inhibitior	+	0.9733	97.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9515	95.15%
P-glycoprotein inhibitior	-	0.9856	98.56%
P-glycoprotein substrate	-	0.9585	95.85%
CYP3A4 substrate	-	0.5911	59.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8432	84.32%
CYP3A4 inhibition	-	0.8687	86.87%
CYP2C9 inhibition	-	0.9541	95.41%
CYP2C19 inhibition	-	0.8498	84.98%
CYP2D6 inhibition	-	0.9180	91.80%
CYP1A2 inhibition	-	0.7952	79.52%
CYP2C8 inhibition	-	0.9698	96.98%
CYP inhibitory promiscuity	-	0.9431	94.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9432	94.32%
Carcinogenicity (trinary)	Non-required	0.5348	53.48%
Eye corrosion	-	0.6882	68.82%
Eye irritation	+	0.9145	91.45%
Skin irritation	+	0.6714	67.14%
Skin corrosion	-	0.9025	90.25%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6504	65.04%
Micronuclear	+	0.5659	56.59%
Hepatotoxicity	+	0.7482	74.82%
skin sensitisation	-	0.5747	57.47%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5332	53.32%
Acute Oral Toxicity (c)	III	0.4029	40.29%
Estrogen receptor binding	-	0.8963	89.63%
Androgen receptor binding	-	0.8579	85.79%
Thyroid receptor binding	-	0.8009	80.09%
Glucocorticoid receptor binding	-	0.8085	80.85%
Aromatase binding	-	0.8159	81.59%
PPAR gamma	-	0.8213	82.13%
Honey bee toxicity	-	0.8862	88.62%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.6870	68.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.01%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.48%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.68%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.17%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.35%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	82.34%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.91%	89.00%

Plants that contains it

• Ilex aquifolium

Cross-Links

• PubChem: 101445416
• LOTUS: LTS0101288
• wikiData: Q105192561