(1R,3S,7Z,10S)-1-hydroxy-3,7,17,17-tetramethyl-15-oxatricyclo[8.5.2.013,16]heptadeca-7,13(16)-diene-5,14-dione

Details

• Internal ID: 7f65d98a-4275-4dd4-9a58-8ea6b053528d
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (1R,3S,7Z,10S)-1-hydroxy-3,7,17,17-tetramethyl-15-oxatricyclo[8.5.2.013,16]heptadeca-7,13(16)-diene-5,14-dione
• InChI: InChI=1S/C20H28O4/c1-12-5-6-14-7-8-16-17(19(14,3)4)20(23,24-18(16)22)11-13(2)10-15(21)9-12/h5,13-14,23H,6-11H2,1-4H3/b12-5-/t13-,14+,20+/m0/s1
• InChI Key: SQWYOIGSEWYOLB-SFRDGIRTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 4
• 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	+	0.9902	99.02%
Caco-2	+	0.8452	84.52%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7588	75.88%
OATP2B1 inhibitior	-	0.8654	86.54%
OATP1B1 inhibitior	+	0.8991	89.91%
OATP1B3 inhibitior	+	0.9309	93.09%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7088	70.88%
P-glycoprotein substrate	-	0.7668	76.68%
CYP3A4 substrate	+	0.6462	64.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.7695	76.95%
CYP2C9 inhibition	-	0.8239	82.39%
CYP2C19 inhibition	-	0.8910	89.10%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.6113	61.13%
CYP2C8 inhibition	-	0.7026	70.26%
CYP inhibitory promiscuity	-	0.9592	95.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5539	55.39%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.8834	88.34%
Skin irritation	+	0.6252	62.52%
Skin corrosion	-	0.8899	88.99%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7468	74.68%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6449	64.49%
skin sensitisation	-	0.7321	73.21%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6475	64.75%
Acute Oral Toxicity (c)	III	0.4567	45.67%
Estrogen receptor binding	+	0.6201	62.01%
Androgen receptor binding	-	0.5505	55.05%
Thyroid receptor binding	+	0.6748	67.48%
Glucocorticoid receptor binding	+	0.7565	75.65%
Aromatase binding	-	0.5242	52.42%
PPAR gamma	-	0.4838	48.38%
Honey bee toxicity	-	0.8317	83.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9812	98.12%

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	95.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.48%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.73%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.25%	96.09%
CHEMBL2039	P27338	Monoamine oxidase B	89.91%	92.51%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.60%	99.23%
CHEMBL2581	P07339	Cathepsin D	88.64%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.02%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.02%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.37%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.26%	89.00%
CHEMBL1902	P62942	FK506-binding protein 1A	80.49%	97.05%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162847643
• LOTUS: LTS0008167
• wikiData: Q105258720