3-[2-(5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)ethylidene]furan-2-one

Details

• Internal ID: 2077b4cc-04fd-4e09-9189-a5ec52d4cd1d
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 3-[2-(5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)ethylidene]furan-2-one
• SMILES (Canonical): CC1(CCCC2(C1CCC(=C)C2CC=C3C=COC3=O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CCC(=C)C2CC=C3C=COC3=O)C)C
• InChI: InChI=1S/C20H28O2/c1-14-6-9-17-19(2,3)11-5-12-20(17,4)16(14)8-7-15-10-13-22-18(15)21/h7,10,13,16-17H,1,5-6,8-9,11-12H2,2-4H3
• InChI Key: JEIWGTDOPSTLQK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.17
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.7466	74.66%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4320	43.20%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8679	86.79%
OATP1B3 inhibitior	-	0.3537	35.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5339	53.39%
P-glycoprotein inhibitior	-	0.6764	67.64%
P-glycoprotein substrate	-	0.8670	86.70%
CYP3A4 substrate	+	0.6535	65.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8812	88.12%
CYP3A4 inhibition	-	0.6743	67.43%
CYP2C9 inhibition	-	0.8186	81.86%
CYP2C19 inhibition	+	0.7286	72.86%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	+	0.5382	53.82%
CYP2C8 inhibition	-	0.6396	63.96%
CYP inhibitory promiscuity	-	0.6175	61.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5865	58.65%
Eye corrosion	-	0.9769	97.69%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.5691	56.91%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8908	89.08%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5197	51.97%
skin sensitisation	+	0.5590	55.90%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5445	54.45%
Acute Oral Toxicity (c)	III	0.7752	77.52%
Estrogen receptor binding	+	0.6349	63.49%
Androgen receptor binding	+	0.5714	57.14%
Thyroid receptor binding	+	0.7082	70.82%
Glucocorticoid receptor binding	+	0.6685	66.85%
Aromatase binding	+	0.7356	73.56%
PPAR gamma	-	0.5092	50.92%
Honey bee toxicity	-	0.8708	87.08%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.71%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.57%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.05%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.34%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.08%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.44%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.25%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.30%	86.33%

Plants that contains it

• Zingiber ottensii

Cross-Links

• PubChem: 73172752
• LOTUS: LTS0260328
• wikiData: Q105126107