[(6E,10R,11S,14E,15aS)-10-hydroxy-3,6,10,14-tetramethyl-2-oxo-4,5,8,9,11,12,13,15a-octahydrocyclotetradeca[b]furan-11-yl] acetate

Details

• Internal ID: 2803128a-9f94-44c0-a7a8-6f1a8c48ec7a
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: [(6E,10R,11S,14E,15aS)-10-hydroxy-3,6,10,14-tetramethyl-2-oxo-4,5,8,9,11,12,13,15a-octahydrocyclotetradeca[b]furan-11-yl] acetate
• InChI: InChI=1S/C22H32O5/c1-14-7-6-12-22(5,25)20(26-17(4)23)11-9-15(2)13-19-18(10-8-14)16(3)21(24)27-19/h7,13,19-20,25H,6,8-12H2,1-5H3/b14-7+,15-13+/t19-,20-,22+/m0/s1
• InChI Key: GLGCSFHERWMYPP-ULVNOOPDSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₅
• Molecular Weight: 376.50 g/mol
• Exact Mass: 376.22497412 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 4.16
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.6684	66.84%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7785	77.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9147	91.47%
OATP1B3 inhibitior	+	0.8945	89.45%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6342	63.42%
BSEP inhibitior	+	0.9128	91.28%
P-glycoprotein inhibitior	+	0.5883	58.83%
P-glycoprotein substrate	-	0.8368	83.68%
CYP3A4 substrate	+	0.6653	66.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9055	90.55%
CYP3A4 inhibition	-	0.6445	64.45%
CYP2C9 inhibition	-	0.7212	72.12%
CYP2C19 inhibition	-	0.6845	68.45%
CYP2D6 inhibition	-	0.9261	92.61%
CYP1A2 inhibition	+	0.6640	66.40%
CYP2C8 inhibition	+	0.5050	50.50%
CYP inhibitory promiscuity	-	0.9499	94.99%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5666	56.66%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8449	84.49%
Skin irritation	+	0.6326	63.26%
Skin corrosion	-	0.9160	91.60%
Ames mutagenesis	-	0.7624	76.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.4867	48.67%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5607	56.07%
skin sensitisation	-	0.8357	83.57%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7047	70.47%
Acute Oral Toxicity (c)	IV	0.4373	43.73%
Estrogen receptor binding	+	0.5541	55.41%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5531	55.31%
Glucocorticoid receptor binding	+	0.7001	70.01%
Aromatase binding	-	0.5085	50.85%
PPAR gamma	+	0.7444	74.44%
Honey bee toxicity	-	0.8605	86.05%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9782	97.82%

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	95.41%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.64%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.81%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.06%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.01%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.92%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.91%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.61%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.33%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.93%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.54%	85.14%
CHEMBL5028	O14672	ADAM10	83.45%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.06%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21725059
• LOTUS: LTS0124532
• wikiData: Q105010893