Bilobanone

Details

• Internal ID: eac3de2e-c016-439b-9282-af2c64027a97
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (5S)-2-methyl-5-[5-(2-methylpropyl)furan-3-yl]cyclohex-2-en-1-one
• SMILES (Canonical): CC1=CCC(CC1=O)C2=COC(=C2)CC(C)C
• SMILES (Isomeric): CC1=CC[C@@H](CC1=O)C2=COC(=C2)CC(C)C
• InChI: InChI=1S/C15H20O2/c1-10(2)6-14-7-13(9-17-14)12-5-4-11(3)15(16)8-12/h4,7,9-10,12H,5-6,8H2,1-3H3/t12-/m0/s1
• InChI Key: ORQIZUYAGXZVPI-LBPRGKRZSA-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: 3.40
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 17015-33-7
• DTXSID001167722
• (5S)-2-Methyl-5-[5-(2-methylpropyl)-3-furanyl]-2-cyclohexen-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7300	73.00%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6941	69.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9087	90.87%
OATP1B3 inhibitior	+	0.9323	93.23%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6434	64.34%
P-glycoprotein inhibitior	-	0.9233	92.33%
P-glycoprotein substrate	-	0.8497	84.97%
CYP3A4 substrate	-	0.5226	52.26%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.8479	84.79%
CYP3A4 inhibition	-	0.9116	91.16%
CYP2C9 inhibition	-	0.7823	78.23%
CYP2C19 inhibition	-	0.5249	52.49%
CYP2D6 inhibition	-	0.9260	92.60%
CYP1A2 inhibition	-	0.6208	62.08%
CYP2C8 inhibition	-	0.9250	92.50%
CYP inhibitory promiscuity	+	0.7666	76.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7917	79.17%
Carcinogenicity (trinary)	Non-required	0.5134	51.34%
Eye corrosion	-	0.9479	94.79%
Eye irritation	-	0.6772	67.72%
Skin irritation	-	0.5755	57.55%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7956	79.56%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.7963	79.63%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.5602	56.02%
Acute Oral Toxicity (c)	III	0.6929	69.29%
Estrogen receptor binding	-	0.7243	72.43%
Androgen receptor binding	-	0.4924	49.24%
Thyroid receptor binding	-	0.6054	60.54%
Glucocorticoid receptor binding	-	0.7089	70.89%
Aromatase binding	-	0.4908	49.08%
PPAR gamma	-	0.6025	60.25%
Honey bee toxicity	-	0.8590	85.90%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9808	98.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.15%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.35%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.45%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.25%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.38%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.22%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.73%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.77%	97.09%
CHEMBL4072	P07858	Cathepsin B	83.11%	93.67%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.75%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.91%	96.47%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.53%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.74%	89.00%
CHEMBL4208	P20618	Proteasome component C5	80.45%	90.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.09%	100.00%

Plants that contains it

• Ginkgo biloba

Cross-Links

• PubChem: 5315457
• NPASS: NPC45079