6-Hydroperoxy-6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-4-en-2-ol

Details

• Internal ID: f2cb269f-8cd2-427c-9e15-872c6fc315fb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 6-hydroperoxy-6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-4-en-2-ol
• SMILES (Canonical): CC1=CCC(CC1)C(C)(CC=CC(C)(C)OO)O
• SMILES (Isomeric): CC1=CCC(CC1)C(C)(CC=CC(C)(C)OO)O
• InChI: InChI=1S/C15H26O3/c1-12-6-8-13(9-7-12)15(4,16)11-5-10-14(2,3)18-17/h5-6,10,13,16-17H,7-9,11H2,1-4H3
• InChI Key: CMAYNQJQXIVKKO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 3
• 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	+	0.9825	98.25%
Caco-2	+	0.8214	82.14%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6826	68.26%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.9058	90.58%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4770	47.70%
P-glycoprotein inhibitior	-	0.9699	96.99%
P-glycoprotein substrate	-	0.8577	85.77%
CYP3A4 substrate	+	0.5293	52.93%
CYP2C9 substrate	-	0.7795	77.95%
CYP2D6 substrate	-	0.7860	78.60%
CYP3A4 inhibition	-	0.6845	68.45%
CYP2C9 inhibition	-	0.7226	72.26%
CYP2C19 inhibition	-	0.7209	72.09%
CYP2D6 inhibition	-	0.9107	91.07%
CYP1A2 inhibition	-	0.8363	83.63%
CYP2C8 inhibition	-	0.5948	59.48%
CYP inhibitory promiscuity	-	0.6421	64.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6228	62.28%
Carcinogenicity (trinary)	Non-required	0.5933	59.33%
Eye corrosion	-	0.9213	92.13%
Eye irritation	-	0.8182	81.82%
Skin irritation	-	0.6193	61.93%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.5271	52.71%
Human Ether-a-go-go-Related Gene inhibition	-	0.6215	62.15%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5322	53.22%
skin sensitisation	+	0.7388	73.88%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6862	68.62%
Acute Oral Toxicity (c)	III	0.7256	72.56%
Estrogen receptor binding	-	0.7140	71.40%
Androgen receptor binding	-	0.8509	85.09%
Thyroid receptor binding	+	0.5823	58.23%
Glucocorticoid receptor binding	-	0.5557	55.57%
Aromatase binding	-	0.6436	64.36%
PPAR gamma	-	0.6326	63.26%
Honey bee toxicity	-	0.9070	90.70%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9720	97.20%

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	95.73%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.13%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.66%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.49%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.97%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.31%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.92%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	82.60%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.21%	86.33%
CHEMBL1871	P10275	Androgen Receptor	81.00%	96.43%

Plants that contains it

• Schistostephium crataegifolium

Cross-Links

• PubChem: 162981510
• LOTUS: LTS0062400
• wikiData: Q104964276