(3aR,4aR,5R,9aR)-4a,5-dimethyl-3-methylidene-3a,4,5,7,9,9a-hexahydrobenzo[f][1]benzofuran-2,6-dione

Details

• Internal ID: 506d2e3f-8756-418a-b169-6271ecebf7c8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aR,4aR,5R,9aR)-4a,5-dimethyl-3-methylidene-3a,4,5,7,9,9a-hexahydrobenzo[f][1]benzofuran-2,6-dione
• InChI: InChI=1S/C15H18O3/c1-8-11-7-15(3)9(2)12(16)5-4-10(15)6-13(11)18-14(8)17/h4,9,11,13H,1,5-7H2,2-3H3/t9-,11+,13+,15+/m0/s1
• InChI Key: ZDLJCMJBTXQHHW-AGNJHWRGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7590	75.90%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6629	66.29%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8930	89.30%
OATP1B3 inhibitior	+	0.9151	91.51%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8892	88.92%
P-glycoprotein inhibitior	-	0.9020	90.20%
P-glycoprotein substrate	-	0.7989	79.89%
CYP3A4 substrate	+	0.5920	59.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8816	88.16%
CYP3A4 inhibition	-	0.6057	60.57%
CYP2C9 inhibition	-	0.9157	91.57%
CYP2C19 inhibition	-	0.7424	74.24%
CYP2D6 inhibition	-	0.9545	95.45%
CYP1A2 inhibition	-	0.5648	56.48%
CYP2C8 inhibition	-	0.6550	65.50%
CYP inhibitory promiscuity	-	0.7923	79.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4916	49.16%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.8573	85.73%
Skin irritation	+	0.4940	49.40%
Skin corrosion	-	0.8956	89.56%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.5394	53.94%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.7082	70.82%
Acute Oral Toxicity (c)	III	0.6968	69.68%
Estrogen receptor binding	-	0.5205	52.05%
Androgen receptor binding	+	0.5213	52.13%
Thyroid receptor binding	-	0.7620	76.20%
Glucocorticoid receptor binding	-	0.5092	50.92%
Aromatase binding	-	0.5458	54.58%
PPAR gamma	-	0.6667	66.67%
Honey bee toxicity	-	0.7175	71.75%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7200	72.00%
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
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.67%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.17%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.14%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.27%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.18%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	84.55%	98.95%
CHEMBL3920	Q04759	Protein kinase C theta	83.88%	97.69%
CHEMBL1902	P62942	FK506-binding protein 1A	83.42%	97.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.70%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.92%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.85%	94.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.37%	95.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.33%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.20%	95.89%

Plants that contains it

• Stevia achalensis

Cross-Links

• PubChem: 163106832
• LOTUS: LTS0260824
• wikiData: Q105372377