Furannoeremophilone

Details

• Internal ID: 4ce69321-85b2-4452-8146-16331b6934e9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 3,4a,5-trimethyl-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-9-one
• SMILES (Canonical): CC1CCCC2C1(CC3=C(C2=O)OC=C3C)C
• SMILES (Isomeric): CC1CCCC2C1(CC3=C(C2=O)OC=C3C)C
• InChI: InChI=1S/C15H20O2/c1-9-8-17-14-11(9)7-15(3)10(2)5-4-6-12(15)13(14)16/h8,10,12H,4-7H2,1-3H3
• InChI Key: KLLSQGNSOCVVAN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 30.20 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• KLLSQGNSOCVVAN-UHFFFAOYSA-N
• Naphtho[2,3-b]furan-9(4H)-one, 4a,5,6,7,8,8a-hexahydro-3,4a,5-trimethyl-, [4aR-(4a.alpha.,5.alpha.,8a.alpha.)]-
• 3,4a,5-Trimethyl-4a,5,6,7,8,8a-hexahydronaphtho[2,3-b]furan-9(4H)-one #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9006	90.06%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5661	56.61%
OATP2B1 inhibitior	-	0.8463	84.63%
OATP1B1 inhibitior	+	0.9013	90.13%
OATP1B3 inhibitior	+	0.9729	97.29%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.7974	79.74%
P-glycoprotein inhibitior	-	0.9119	91.19%
P-glycoprotein substrate	-	0.9351	93.51%
CYP3A4 substrate	+	0.5675	56.75%
CYP2C9 substrate	-	0.5960	59.60%
CYP2D6 substrate	-	0.8182	81.82%
CYP3A4 inhibition	-	0.7788	77.88%
CYP2C9 inhibition	-	0.7411	74.11%
CYP2C19 inhibition	+	0.5642	56.42%
CYP2D6 inhibition	-	0.9128	91.28%
CYP1A2 inhibition	+	0.7128	71.28%
CYP2C8 inhibition	-	0.9031	90.31%
CYP inhibitory promiscuity	-	0.6958	69.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4629	46.29%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.8766	87.66%
Skin irritation	-	0.5918	59.18%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.6530	65.30%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4713	47.13%
Acute Oral Toxicity (c)	III	0.5823	58.23%
Estrogen receptor binding	-	0.7233	72.33%
Androgen receptor binding	+	0.5675	56.75%
Thyroid receptor binding	-	0.5837	58.37%
Glucocorticoid receptor binding	-	0.6522	65.22%
Aromatase binding	-	0.6604	66.04%
PPAR gamma	+	0.5878	58.78%
Honey bee toxicity	-	0.8995	89.95%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9850	98.50%

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	94.33%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.84%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.22%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	89.34%	86.00%
CHEMBL2581	P07339	Cathepsin D	88.56%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.22%	93.04%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.57%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.78%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.76%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.51%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.24%	99.23%
CHEMBL1871	P10275	Androgen Receptor	80.28%	96.43%

Plants that contains it

• Packera aurea
• Petasites hybridus

Cross-Links

• PubChem: 540632
• LOTUS: LTS0272456
• wikiData: Q105142681