(2S)-2-hydroxy-4-[2-[(1S,4S,6R)-4-hydroxy-1,2,6-trimethylcyclohex-2-en-1-yl]ethyl]-2H-furan-5-one

Details

• Internal ID: 8ca97307-fdc3-4106-9ea6-452f45d74cbf
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (2S)-2-hydroxy-4-[2-[(1S,4S,6R)-4-hydroxy-1,2,6-trimethylcyclohex-2-en-1-yl]ethyl]-2H-furan-5-one
• InChI: InChI=1S/C15H22O4/c1-9-6-12(16)7-10(2)15(9,3)5-4-11-8-13(17)19-14(11)18/h6,8,10,12-13,16-17H,4-5,7H2,1-3H3/t10-,12-,13+,15-/m1/s1
• InChI Key: ZATJKUHWCNECPY-IKVITTDRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9692	96.92%
Caco-2	+	0.7808	78.08%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7059	70.59%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9025	90.25%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5819	58.19%
P-glycoprotein inhibitior	-	0.9155	91.55%
P-glycoprotein substrate	-	0.8327	83.27%
CYP3A4 substrate	+	0.5592	55.92%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8757	87.57%
CYP3A4 inhibition	-	0.6634	66.34%
CYP2C9 inhibition	-	0.8958	89.58%
CYP2C19 inhibition	-	0.8207	82.07%
CYP2D6 inhibition	-	0.9496	94.96%
CYP1A2 inhibition	-	0.7558	75.58%
CYP2C8 inhibition	-	0.9235	92.35%
CYP inhibitory promiscuity	-	0.8745	87.45%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.5842	58.42%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9594	95.94%
Skin irritation	+	0.6733	67.33%
Skin corrosion	-	0.9355	93.55%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5787	57.87%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5211	52.11%
skin sensitisation	-	0.7562	75.62%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7253	72.53%
Acute Oral Toxicity (c)	I	0.4368	43.68%
Estrogen receptor binding	-	0.7442	74.42%
Androgen receptor binding	-	0.5591	55.91%
Thyroid receptor binding	-	0.6092	60.92%
Glucocorticoid receptor binding	-	0.6293	62.93%
Aromatase binding	-	0.5348	53.48%
PPAR gamma	-	0.5655	56.55%
Honey bee toxicity	-	0.7027	70.27%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9752	97.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.67%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.29%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.91%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.09%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.63%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.14%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.04%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.94%	86.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.47%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	82.35%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163039880
• LOTUS: LTS0125119
• wikiData: Q105370096