6-(2-Hydroxy-4-methylcyclohex-3-en-1-yl)-2-methylhept-2-enoic acid

Details

• Internal ID: 8a47c1eb-119d-423a-a2e4-f3a786ec525d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 6-(2-hydroxy-4-methylcyclohex-3-en-1-yl)-2-methylhept-2-enoic acid
• SMILES (Canonical): CC1=CC(C(CC1)C(C)CCC=C(C)C(=O)O)O
• SMILES (Isomeric): CC1=CC(C(CC1)C(C)CCC=C(C)C(=O)O)O
• InChI: InChI=1S/C15H24O3/c1-10-7-8-13(14(16)9-10)11(2)5-4-6-12(3)15(17)18/h6,9,11,13-14,16H,4-5,7-8H2,1-3H3,(H,17,18)
• InChI Key: BTCUUAGLFMGYGM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	+	0.8019	80.19%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8578	85.78%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8889	88.89%
OATP1B3 inhibitior	+	0.9287	92.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.7153	71.53%
P-glycoprotein inhibitior	-	0.9179	91.79%
P-glycoprotein substrate	-	0.8741	87.41%
CYP3A4 substrate	-	0.5205	52.05%
CYP2C9 substrate	+	0.6243	62.43%
CYP2D6 substrate	-	0.9052	90.52%
CYP3A4 inhibition	-	0.7227	72.27%
CYP2C9 inhibition	-	0.7683	76.83%
CYP2C19 inhibition	-	0.7781	77.81%
CYP2D6 inhibition	-	0.7652	76.52%
CYP1A2 inhibition	-	0.7844	78.44%
CYP2C8 inhibition	-	0.9567	95.67%
CYP inhibitory promiscuity	-	0.7717	77.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8666	86.66%
Carcinogenicity (trinary)	Non-required	0.6576	65.76%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.8122	81.22%
Skin irritation	-	0.5699	56.99%
Skin corrosion	-	0.9731	97.31%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5586	55.86%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5041	50.41%
skin sensitisation	+	0.6267	62.67%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8102	81.02%
Acute Oral Toxicity (c)	III	0.6154	61.54%
Estrogen receptor binding	-	0.6800	68.00%
Androgen receptor binding	-	0.5448	54.48%
Thyroid receptor binding	-	0.5184	51.84%
Glucocorticoid receptor binding	-	0.6091	60.91%
Aromatase binding	-	0.7807	78.07%
PPAR gamma	+	0.6292	62.92%
Honey bee toxicity	-	0.9424	94.24%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9962	99.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.91%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.80%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.34%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.78%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.12%	96.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.84%	93.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.79%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.48%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.78%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.60%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.37%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.60%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.65%	100.00%

Plants that contains it

• Pulicaria glutinosa

Cross-Links

• PubChem: 85675873
• LOTUS: LTS0060718
• wikiData: Q104945529