8-Ketocopaenol

Details

• Internal ID: 353a8dd5-98da-4dc8-8dc4-62dff483a8e3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2R,5R,6S,7R)-8-(hydroxymethyl)-2-methyl-5-propan-2-yltricyclo[4.4.0.02,7]dec-8-en-4-one
• SMILES (Canonical): CC(C)C1C2C3CC=C(C2C3(CC1=O)C)CO
• SMILES (Isomeric): CC(C)[C@@H]1[C@H]2[C@@H]3CC=C([C@H]2[C@@]3(CC1=O)C)CO
• InChI: InChI=1S/C15H22O2/c1-8(2)12-11(17)6-15(3)10-5-4-9(7-16)14(15)13(10)12/h4,8,10,12-14,16H,5-7H2,1-3H3/t10-,12-,13+,14+,15+/m0/s1
• InChI Key: HMEPWRJNLAEXQI-VNUKXSOBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL505606

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.6348	63.48%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7154	71.54%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.9298	92.98%
OATP1B3 inhibitior	+	0.9232	92.32%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8577	85.77%
P-glycoprotein inhibitior	-	0.9379	93.79%
P-glycoprotein substrate	-	0.8378	83.78%
CYP3A4 substrate	+	0.5491	54.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	-	0.7066	70.66%
CYP2C9 inhibition	-	0.8015	80.15%
CYP2C19 inhibition	-	0.6424	64.24%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.7571	75.71%
CYP2C8 inhibition	-	0.9552	95.52%
CYP inhibitory promiscuity	-	0.6930	69.30%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9013	90.13%
Carcinogenicity (trinary)	Non-required	0.5893	58.93%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.8897	88.97%
Skin irritation	-	0.6376	63.76%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7656	76.56%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5777	57.77%
skin sensitisation	-	0.5692	56.92%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.4694	46.94%
Acute Oral Toxicity (c)	III	0.7882	78.82%
Estrogen receptor binding	-	0.7886	78.86%
Androgen receptor binding	+	0.6362	63.62%
Thyroid receptor binding	-	0.6681	66.81%
Glucocorticoid receptor binding	-	0.5276	52.76%
Aromatase binding	-	0.8107	81.07%
PPAR gamma	-	0.8679	86.79%
Honey bee toxicity	-	0.9002	90.02%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6474	64.74%
Fish aquatic toxicity	+	0.9854	98.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.84%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.71%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.04%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.12%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	92.24%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.15%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	87.94%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.40%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.49%	93.99%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.46%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.32%	90.08%
CHEMBL4208	P20618	Proteasome component C5	84.57%	90.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.34%	97.29%
CHEMBL2996	Q05655	Protein kinase C delta	82.35%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.66%	97.09%

Plants that contains it

• Brachylaena huillensis

Cross-Links

• PubChem: 44567105
• LOTUS: LTS0149142
• wikiData: Q105030477