6-(3-Hydroxybutyl)-3,7-dimethylidene-3a,4,8,8a-tetrahydrocyclohepta[b]furan-2-one

Details

• Internal ID: 3c1eafdd-e9ed-4ffa-b2bf-25e84bc2e1c4
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 6-(3-hydroxybutyl)-3,7-dimethylidene-3a,4,8,8a-tetrahydrocyclohepta[b]furan-2-one
• SMILES (Canonical): CC(CCC1=CCC2C(CC1=C)OC(=O)C2=C)O
• SMILES (Isomeric): CC(CCC1=CCC2C(CC1=C)OC(=O)C2=C)O
• InChI: InChI=1S/C15H20O3/c1-9-8-14-13(11(3)15(17)18-14)7-6-12(9)5-4-10(2)16/h6,10,13-14,16H,1,3-5,7-8H2,2H3
• InChI Key: MLPBVYOSODQBHS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• 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	+	0.6269	62.69%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5453	54.53%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9013	90.13%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6320	63.20%
BSEP inhibitior	-	0.9009	90.09%
P-glycoprotein inhibitior	-	0.9116	91.16%
P-glycoprotein substrate	-	0.8356	83.56%
CYP3A4 substrate	+	0.5303	53.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8270	82.70%
CYP3A4 inhibition	-	0.7924	79.24%
CYP2C9 inhibition	-	0.9125	91.25%
CYP2C19 inhibition	-	0.7734	77.34%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.5502	55.02%
CYP2C8 inhibition	-	0.8933	89.33%
CYP inhibitory promiscuity	-	0.9229	92.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6384	63.84%
Eye corrosion	-	0.9491	94.91%
Eye irritation	-	0.5936	59.36%
Skin irritation	-	0.5657	56.57%
Skin corrosion	-	0.9033	90.33%
Ames mutagenesis	-	0.8170	81.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5137	51.37%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.5917	59.17%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6109	61.09%
Acute Oral Toxicity (c)	III	0.4704	47.04%
Estrogen receptor binding	-	0.7499	74.99%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5878	58.78%
Glucocorticoid receptor binding	+	0.6776	67.76%
Aromatase binding	-	0.7719	77.19%
PPAR gamma	-	0.6183	61.83%
Honey bee toxicity	-	0.8432	84.32%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9803	98.03%

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	97.39%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.07%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.56%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.34%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.62%	85.14%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	89.24%	96.37%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.39%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.34%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.19%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.19%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.30%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	84.05%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.32%	93.56%
CHEMBL2996	Q05655	Protein kinase C delta	80.68%	97.79%

Plants that contains it

• Geigeria plumosa

Cross-Links

• PubChem: 14414288
• LOTUS: LTS0247411
• wikiData: Q105166928