7,8-dimethyl-7-[2-(5-oxooxolan-3-yl)ethyl]-5,6,6a,8,9,10-hexahydro-1H-benzo[d][2]benzofuran-3-one

Details

• Internal ID: 682f05f6-0733-4ac0-96e6-3b1a745bcf08
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 7,8-dimethyl-7-[2-(5-oxooxolan-3-yl)ethyl]-5,6,6a,8,9,10-hexahydro-1H-benzo[d][2]benzofuran-3-one
• SMILES (Canonical): CC1CCC23COC(=O)C2=CCCC3C1(C)CCC4CC(=O)OC4
• SMILES (Isomeric): CC1CCC23COC(=O)C2=CCCC3C1(C)CCC4CC(=O)OC4
• InChI: InChI=1S/C20H28O4/c1-13-6-9-20-12-24-18(22)15(20)4-3-5-16(20)19(13,2)8-7-14-10-17(21)23-11-14/h4,13-14,16H,3,5-12H2,1-2H3
• InChI Key: TUFKWTIZKAZNKT-UHFFFAOYSA-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): 52.60 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.65
• H-Bond Acceptor: 4
• 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	+	0.9900	99.00%
Caco-2	+	0.6671	66.71%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8067	80.67%
OATP2B1 inhibitior	-	0.8669	86.69%
OATP1B1 inhibitior	+	0.8675	86.75%
OATP1B3 inhibitior	+	0.9651	96.51%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.7367	73.67%
P-glycoprotein inhibitior	-	0.4814	48.14%
P-glycoprotein substrate	-	0.5968	59.68%
CYP3A4 substrate	+	0.6206	62.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9017	90.17%
CYP3A4 inhibition	-	0.7837	78.37%
CYP2C9 inhibition	-	0.9197	91.97%
CYP2C19 inhibition	-	0.8977	89.77%
CYP2D6 inhibition	-	0.9145	91.45%
CYP1A2 inhibition	-	0.8315	83.15%
CYP2C8 inhibition	+	0.4533	45.33%
CYP inhibitory promiscuity	-	0.8866	88.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4903	49.03%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.8742	87.42%
Skin irritation	-	0.6047	60.47%
Skin corrosion	-	0.9136	91.36%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6539	65.39%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5447	54.47%
skin sensitisation	-	0.8421	84.21%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7785	77.85%
Acute Oral Toxicity (c)	III	0.7255	72.55%
Estrogen receptor binding	+	0.8640	86.40%
Androgen receptor binding	+	0.5989	59.89%
Thyroid receptor binding	+	0.5513	55.13%
Glucocorticoid receptor binding	+	0.7576	75.76%
Aromatase binding	+	0.7912	79.12%
PPAR gamma	-	0.6010	60.10%
Honey bee toxicity	-	0.8428	84.28%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.9973	99.73%

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	98.44%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.90%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.08%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.68%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.15%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.87%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	89.82%	89.63%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.63%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	86.50%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.40%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.23%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.95%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.68%	97.14%

Plants that contains it

• Baccharis trinervis

Cross-Links

• PubChem: 162893946
• LOTUS: LTS0027227
• wikiData: Q105264736