(7S)-7-[2-(furan-3-yl)ethyl]-6,7-dimethyl-3,4,5,6-tetrahydrocyclodeca[c]furan-1-one

Details

• Internal ID: 68337634-b4f9-4d14-9f2c-1469f0030c6a
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (7S)-7-[2-(furan-3-yl)ethyl]-6,7-dimethyl-3,4,5,6-tetrahydrocyclodeca[c]furan-1-one
• SMILES (Canonical): CC1CCC2=C(C=CC=CC1(C)CCC3=COC=C3)C(=O)OC2
• SMILES (Isomeric): CC1CCC2=C(C=CC=C[C@@]1(C)CCC3=COC=C3)C(=O)OC2
• InChI: InChI=1S/C20H24O3/c1-15-6-7-17-14-23-19(21)18(17)5-3-4-10-20(15,2)11-8-16-9-12-22-13-16/h3-5,9-10,12-13,15H,6-8,11,14H2,1-2H3/t15?,20-/m0/s1
• InChI Key: YOTWCVLUMOQAFC-MBABXSBOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.17254462 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.61
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.5952	59.52%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6252	62.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8320	83.20%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8434	84.34%
P-glycoprotein inhibitior	-	0.6809	68.09%
P-glycoprotein substrate	-	0.6133	61.33%
CYP3A4 substrate	+	0.6460	64.60%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.8723	87.23%
CYP3A4 inhibition	-	0.6305	63.05%
CYP2C9 inhibition	-	0.8149	81.49%
CYP2C19 inhibition	-	0.7631	76.31%
CYP2D6 inhibition	-	0.8446	84.46%
CYP1A2 inhibition	+	0.6323	63.23%
CYP2C8 inhibition	-	0.5844	58.44%
CYP inhibitory promiscuity	-	0.7692	76.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5319	53.19%
Eye corrosion	-	0.9645	96.45%
Eye irritation	-	0.9807	98.07%
Skin irritation	-	0.6476	64.76%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8956	89.56%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5804	58.04%
skin sensitisation	-	0.6822	68.22%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6708	67.08%
Acute Oral Toxicity (c)	III	0.5479	54.79%
Estrogen receptor binding	+	0.8662	86.62%
Androgen receptor binding	+	0.6438	64.38%
Thyroid receptor binding	+	0.5375	53.75%
Glucocorticoid receptor binding	+	0.6809	68.09%
Aromatase binding	+	0.7693	76.93%
PPAR gamma	+	0.6689	66.89%
Honey bee toxicity	-	0.8579	85.79%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.71%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.72%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.12%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.79%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.92%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.56%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.76%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.64%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.32%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.90%	97.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.52%	94.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.31%	95.89%

Plants that contains it

• Dodonaea viscosa

Cross-Links

• PubChem: 138113973
• LOTUS: LTS0106305
• wikiData: Q105351538