(4Z,6S,9R)-6-hydroxy-2,2,5,9-tetramethyl-6,7,8,9-tetrahydro-1H-cyclopenta[8]annulen-3-one

Details

• Internal ID: 8a4db6d7-591e-4a6b-9567-d1f105267970
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4Z,6S,9R)-6-hydroxy-2,2,5,9-tetramethyl-6,7,8,9-tetrahydro-1H-cyclopenta[8]annulen-3-one
• InChI: InChI=1S/C15H22O2/c1-9-5-6-13(16)10(2)7-11-12(9)8-15(3,4)14(11)17/h7,9,13,16H,5-6,8H2,1-4H3/b10-7-/t9-,13+/m1/s1
• InChI Key: XWJRORQTJORDHX-QBLALBGASA-N
• Popularity: 2 references 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: 2.00
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

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	+	0.8406	84.06%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6794	67.94%
OATP2B1 inhibitior	-	0.8470	84.70%
OATP1B1 inhibitior	+	0.8955	89.55%
OATP1B3 inhibitior	+	0.9692	96.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8708	87.08%
P-glycoprotein inhibitior	-	0.9441	94.41%
P-glycoprotein substrate	-	0.9009	90.09%
CYP3A4 substrate	+	0.5480	54.80%
CYP2C9 substrate	-	0.7411	74.11%
CYP2D6 substrate	-	0.8445	84.45%
CYP3A4 inhibition	-	0.8723	87.23%
CYP2C9 inhibition	-	0.9124	91.24%
CYP2C19 inhibition	-	0.9085	90.85%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.8355	83.55%
CYP2C8 inhibition	-	0.8987	89.87%
CYP inhibitory promiscuity	-	0.9329	93.29%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5075	50.75%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.7583	75.83%
Skin irritation	+	0.7198	71.98%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	-	0.7954	79.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5824	58.24%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5257	52.57%
skin sensitisation	+	0.6397	63.97%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6256	62.56%
Acute Oral Toxicity (c)	III	0.5839	58.39%
Estrogen receptor binding	-	0.8839	88.39%
Androgen receptor binding	-	0.7269	72.69%
Thyroid receptor binding	+	0.5258	52.58%
Glucocorticoid receptor binding	-	0.6179	61.79%
Aromatase binding	-	0.8556	85.56%
PPAR gamma	-	0.8062	80.62%
Honey bee toxicity	-	0.8233	82.33%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5050	50.50%
Fish aquatic toxicity	+	0.9570	95.70%

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	89.83%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.15%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.38%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.34%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.61%	97.09%
CHEMBL1871	P10275	Androgen Receptor	86.20%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.81%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	82.95%	94.75%
CHEMBL230	P35354	Cyclooxygenase-2	82.46%	89.63%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.90%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.58%	99.23%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.58%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.82%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73347659
• LOTUS: LTS0055825
• wikiData: Q105343455