(5aS,6S,9aS,9bR)-6,9a-dimethyl-6-(4-methylpent-3-enyl)-5,5a,7,8,9,9b-hexahydro-3H-benzo[g][2]benzofuran-1-one

Details

• Internal ID: 4f5a8cce-d7d0-4f6c-9c00-16529a296b4c
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (5aS,6S,9aS,9bR)-6,9a-dimethyl-6-(4-methylpent-3-enyl)-5,5a,7,8,9,9b-hexahydro-3H-benzo[g][2]benzofuran-1-one
• InChI: InChI=1S/C20H30O2/c1-14(2)7-5-10-19(3)11-6-12-20(4)16(19)9-8-15-13-22-18(21)17(15)20/h7-8,16-17H,5-6,9-13H2,1-4H3/t16-,17+,19+,20-/m0/s1
• InChI Key: RLWQDHRIPBACLZ-CUDHKJQZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.05
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.9031	90.31%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5638	56.38%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.8439	84.39%
OATP1B3 inhibitior	+	0.8976	89.76%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7299	72.99%
P-glycoprotein inhibitior	-	0.6405	64.05%
P-glycoprotein substrate	-	0.6969	69.69%
CYP3A4 substrate	+	0.5942	59.42%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.8513	85.13%
CYP3A4 inhibition	-	0.8845	88.45%
CYP2C9 inhibition	-	0.6598	65.98%
CYP2C19 inhibition	+	0.6207	62.07%
CYP2D6 inhibition	-	0.8508	85.08%
CYP1A2 inhibition	-	0.6585	65.85%
CYP2C8 inhibition	-	0.8645	86.45%
CYP inhibitory promiscuity	-	0.6583	65.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5476	54.76%
Eye corrosion	-	0.9643	96.43%
Eye irritation	-	0.7987	79.87%
Skin irritation	-	0.7010	70.10%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7271	72.71%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5524	55.24%
skin sensitisation	-	0.5603	56.03%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5860	58.60%
Acute Oral Toxicity (c)	III	0.7748	77.48%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5854	58.54%
Thyroid receptor binding	+	0.6478	64.78%
Glucocorticoid receptor binding	+	0.5986	59.86%
Aromatase binding	-	0.6209	62.09%
PPAR gamma	-	0.5274	52.74%
Honey bee toxicity	-	0.8084	80.84%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9970	99.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.38%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.33%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.58%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.48%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.60%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.44%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	88.24%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.64%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.40%	94.73%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.15%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.50%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.40%	96.09%

Plants that contains it

• Fossombronia wondraczekii

Cross-Links

• PubChem: 101740643
• LOTUS: LTS0244852
• wikiData: Q105240568