3-[(3S)-3-hydroxy-3-methylpent-4-enyl]-2,2,4-trimethylcyclohex-3-en-1-one

Details

• Internal ID: 355139d4-8978-48ad-b844-211e3e2543da
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3-[(3S)-3-hydroxy-3-methylpent-4-enyl]-2,2,4-trimethylcyclohex-3-en-1-one
• SMILES (Canonical): CC1=C(C(C(=O)CC1)(C)C)CCC(C)(C=C)O
• SMILES (Isomeric): CC1=C(C(C(=O)CC1)(C)C)CC[C@@](C)(C=C)O
• InChI: InChI=1S/C15H24O2/c1-6-15(5,17)10-9-12-11(2)7-8-13(16)14(12,3)4/h6,17H,1,7-10H2,2-5H3/t15-/m1/s1
• InChI Key: WUDGRNTXCODRSB-OAHLLOKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

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	+	0.7185	71.85%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7644	76.44%
OATP2B1 inhibitior	-	0.8514	85.14%
OATP1B1 inhibitior	+	0.8906	89.06%
OATP1B3 inhibitior	+	0.9241	92.41%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5687	56.87%
P-glycoprotein inhibitior	-	0.9471	94.71%
P-glycoprotein substrate	-	0.9218	92.18%
CYP3A4 substrate	+	0.5290	52.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.7185	71.85%
CYP2C9 inhibition	-	0.8977	89.77%
CYP2C19 inhibition	-	0.8910	89.10%
CYP2D6 inhibition	-	0.9361	93.61%
CYP1A2 inhibition	-	0.8908	89.08%
CYP2C8 inhibition	-	0.8822	88.22%
CYP inhibitory promiscuity	-	0.9152	91.52%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.8628	86.28%
Carcinogenicity (trinary)	Non-required	0.6427	64.27%
Eye corrosion	-	0.9701	97.01%
Eye irritation	+	0.7001	70.01%
Skin irritation	+	0.5985	59.85%
Skin corrosion	-	0.9787	97.87%
Ames mutagenesis	-	0.7591	75.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.7158	71.58%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.5086	50.86%
skin sensitisation	+	0.8412	84.12%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.4877	48.77%
Acute Oral Toxicity (c)	III	0.7925	79.25%
Estrogen receptor binding	-	0.8510	85.10%
Androgen receptor binding	-	0.6281	62.81%
Thyroid receptor binding	-	0.7078	70.78%
Glucocorticoid receptor binding	-	0.5480	54.80%
Aromatase binding	-	0.8132	81.32%
PPAR gamma	+	0.5230	52.30%
Honey bee toxicity	-	0.9179	91.79%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9849	98.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	95.77%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.54%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.42%	98.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	92.22%	90.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.54%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.34%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.95%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	85.26%	94.75%
CHEMBL4040	P28482	MAP kinase ERK2	83.29%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.85%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.48%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	80.95%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163062926
• LOTUS: LTS0076489
• wikiData: Q105312973