4-[(E)-6-hydroperoxy-3-hydroxy-6-methylhept-4-en-2-yl]cyclohexene-1-carboxylic acid

Details

• Internal ID: 7c22edcf-6954-402c-a1b8-1519c69469fe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 4-[(E)-6-hydroperoxy-3-hydroxy-6-methylhept-4-en-2-yl]cyclohexene-1-carboxylic acid
• SMILES (Canonical): CC(C1CCC(=CC1)C(=O)O)C(C=CC(C)(C)OO)O
• SMILES (Isomeric): CC(C1CCC(=CC1)C(=O)O)C(/C=C/C(C)(C)OO)O
• InChI: InChI=1S/C15H24O5/c1-10(13(16)8-9-15(2,3)20-19)11-4-6-12(7-5-11)14(17)18/h6,8-11,13,16,19H,4-5,7H2,1-3H3,(H,17,18)/b9-8+
• InChI Key: FFNRCYLUWAVHJD-CMDGGOBGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₅
• Molecular Weight: 284.35 g/mol
• Exact Mass: 284.16237386 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9589	95.89%
Caco-2	+	0.6002	60.02%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8517	85.17%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.9167	91.67%
OATP1B3 inhibitior	+	0.8696	86.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6646	66.46%
P-glycoprotein inhibitior	-	0.9485	94.85%
P-glycoprotein substrate	-	0.8735	87.35%
CYP3A4 substrate	-	0.5154	51.54%
CYP2C9 substrate	-	0.7872	78.72%
CYP2D6 substrate	-	0.8982	89.82%
CYP3A4 inhibition	-	0.9109	91.09%
CYP2C9 inhibition	-	0.6560	65.60%
CYP2C19 inhibition	-	0.7656	76.56%
CYP2D6 inhibition	-	0.9094	90.94%
CYP1A2 inhibition	-	0.8519	85.19%
CYP2C8 inhibition	-	0.7906	79.06%
CYP inhibitory promiscuity	-	0.7985	79.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6966	69.66%
Carcinogenicity (trinary)	Non-required	0.6428	64.28%
Eye corrosion	-	0.9287	92.87%
Eye irritation	-	0.8970	89.70%
Skin irritation	-	0.6059	60.59%
Skin corrosion	-	0.9658	96.58%
Ames mutagenesis	-	0.6717	67.17%
Human Ether-a-go-go-Related Gene inhibition	-	0.4674	46.74%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5588	55.88%
skin sensitisation	+	0.6860	68.60%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7278	72.78%
Acute Oral Toxicity (c)	III	0.6390	63.90%
Estrogen receptor binding	-	0.6295	62.95%
Androgen receptor binding	-	0.6921	69.21%
Thyroid receptor binding	+	0.5660	56.60%
Glucocorticoid receptor binding	-	0.5990	59.90%
Aromatase binding	-	0.6316	63.16%
PPAR gamma	+	0.6461	64.61%
Honey bee toxicity	-	0.7981	79.81%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9939	99.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.17%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.46%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.31%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.27%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.94%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.66%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	85.66%	91.19%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.05%	94.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.61%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.32%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.22%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.31%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.61%	85.31%

Plants that contains it

• Rosa rugosa

Cross-Links

• PubChem: 101608764
• LOTUS: LTS0095585
• wikiData: Q104994589