(3aR,8aR,9aR)-5,8a-dimethyl-3-methylene-3,3a,8,8a,9,9a-hexahydronaphtho[2,3-b]furan-2(7H)-one

Details

• Internal ID: 00a25ef2-fbec-4fc7-9fbd-366215426777
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (3aR,8aR,9aR)-5,8a-dimethyl-3-methylidene-7,8,9,9a-tetrahydro-3aH-benzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H18O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h5,7,11,13H,2,4,6,8H2,1,3H3/t11-,13-,15-/m1/s1
• InChI Key: VABBBANAQPBXBX-UXIGCNINSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• (3aR,8aR,9aR)-5,8a-dimethyl-3-methylene-3,3a,8,8a,9,9a-hexahydronaphtho[2,3-b]furan-2(7H)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8999	89.99%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4808	48.08%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9039	90.39%
OATP1B3 inhibitior	+	0.9270	92.70%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9382	93.82%
P-glycoprotein inhibitior	-	0.9256	92.56%
P-glycoprotein substrate	-	0.8745	87.45%
CYP3A4 substrate	+	0.5664	56.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8497	84.97%
CYP3A4 inhibition	+	0.5554	55.54%
CYP2C9 inhibition	-	0.9426	94.26%
CYP2C19 inhibition	+	0.6170	61.70%
CYP2D6 inhibition	-	0.9218	92.18%
CYP1A2 inhibition	+	0.8180	81.80%
CYP2C8 inhibition	-	0.6925	69.25%
CYP inhibitory promiscuity	-	0.7497	74.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4369	43.69%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.7904	79.04%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9025	90.25%
Ames mutagenesis	-	0.8124	81.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.5752	57.52%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6711	67.11%
skin sensitisation	+	0.5296	52.96%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.8074	80.74%
Acute Oral Toxicity (c)	III	0.7398	73.98%
Estrogen receptor binding	-	0.7676	76.76%
Androgen receptor binding	-	0.6021	60.21%
Thyroid receptor binding	-	0.5484	54.84%
Glucocorticoid receptor binding	-	0.5115	51.15%
Aromatase binding	-	0.6797	67.97%
PPAR gamma	-	0.6358	63.58%
Honey bee toxicity	-	0.8244	82.44%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9919	99.19%

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	91.97%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.02%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.11%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	86.84%	94.75%
CHEMBL230	P35354	Cyclooxygenase-2	86.17%	89.63%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.25%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.29%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.94%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.32%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.66%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.53%	100.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.74%	96.00%

Plants that contains it

• Inula racemosa

Cross-Links

• PubChem: 904198
• LOTUS: LTS0141411
• wikiData: Q105282596