3-Hydroxy-3-methyl-7-(6-methylhepta-1,5-dien-2-yl)-6-propan-2-ylbicyclo[2.2.2]oct-5-en-2-one

Details

• Internal ID: 6dfa699b-3f6f-4999-997f-500d3dcb0e6b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3-hydroxy-3-methyl-7-(6-methylhepta-1,5-dien-2-yl)-6-propan-2-ylbicyclo[2.2.2]oct-5-en-2-one
• SMILES (Canonical): CC(C)C1=CC2CC(C1C(=O)C2(C)O)C(=C)CCC=C(C)C
• SMILES (Isomeric): CC(C)C1=CC2CC(C1C(=O)C2(C)O)C(=C)CCC=C(C)C
• InChI: InChI=1S/C20H30O2/c1-12(2)8-7-9-14(5)17-11-15-10-16(13(3)4)18(17)19(21)20(15,6)22/h8,10,13,15,17-18,22H,5,7,9,11H2,1-4,6H3
• InChI Key: WRAJYVCWLBXQEW-UHFFFAOYSA-N
• Popularity: 0 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): 37.30 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.46
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.5803	58.03%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7762	77.62%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8713	87.13%
OATP1B3 inhibitior	+	0.8462	84.62%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6162	61.62%
P-glycoprotein inhibitior	-	0.6866	68.66%
P-glycoprotein substrate	-	0.7513	75.13%
CYP3A4 substrate	+	0.5651	56.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8227	82.27%
CYP3A4 inhibition	-	0.8392	83.92%
CYP2C9 inhibition	-	0.7429	74.29%
CYP2C19 inhibition	-	0.6460	64.60%
CYP2D6 inhibition	-	0.9167	91.67%
CYP1A2 inhibition	-	0.8792	87.92%
CYP2C8 inhibition	-	0.8897	88.97%
CYP inhibitory promiscuity	-	0.8259	82.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6708	67.08%
Eye corrosion	-	0.9778	97.78%
Eye irritation	-	0.8151	81.51%
Skin irritation	-	0.5555	55.55%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6487	64.87%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6074	60.74%
skin sensitisation	+	0.7172	71.72%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.7328	73.28%
Acute Oral Toxicity (c)	III	0.8190	81.90%
Estrogen receptor binding	-	0.4808	48.08%
Androgen receptor binding	-	0.6122	61.22%
Thyroid receptor binding	+	0.5722	57.22%
Glucocorticoid receptor binding	+	0.7179	71.79%
Aromatase binding	-	0.7030	70.30%
PPAR gamma	+	0.5872	58.72%
Honey bee toxicity	-	0.6941	69.41%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9934	99.34%

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	98.40%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.06%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.97%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.94%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.11%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.01%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.05%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	86.06%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	83.82%	91.19%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.29%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.74%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.18%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.66%	85.30%

Plants that contains it

• Chamaecyparis obtusa

Cross-Links

• PubChem: 15347151
• LOTUS: LTS0038862
• wikiData: Q105311124