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

Details

• Internal ID: db8c5773-223c-4abc-9d5e-9ddf1326f199
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-hydroperoxy-6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-6-en-2-ol
• SMILES (Canonical): CC1=CCC(CC1)C(C)(CCC(C(=C)C)OO)O
• SMILES (Isomeric): CC1=CCC(CC1)C(C)(CCC(C(=C)C)OO)O
• InChI: InChI=1S/C15H26O3/c1-11(2)14(18-17)9-10-15(4,16)13-7-5-12(3)6-8-13/h5,13-14,16-17H,1,6-10H2,2-4H3
• InChI Key: UCDOXAHBJJGSNY-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: 2.90
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9756	97.56%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5845	58.45%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.9372	93.72%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8480	84.80%
P-glycoprotein inhibitior	-	0.9308	93.08%
P-glycoprotein substrate	-	0.6949	69.49%
CYP3A4 substrate	+	0.5581	55.81%
CYP2C9 substrate	-	0.5842	58.42%
CYP2D6 substrate	-	0.7745	77.45%
CYP3A4 inhibition	-	0.5304	53.04%
CYP2C9 inhibition	-	0.7254	72.54%
CYP2C19 inhibition	-	0.6961	69.61%
CYP2D6 inhibition	-	0.9066	90.66%
CYP1A2 inhibition	-	0.8056	80.56%
CYP2C8 inhibition	-	0.6147	61.47%
CYP inhibitory promiscuity	-	0.6985	69.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6428	64.28%
Carcinogenicity (trinary)	Non-required	0.6031	60.31%
Eye corrosion	-	0.9179	91.79%
Eye irritation	-	0.5780	57.80%
Skin irritation	-	0.6473	64.73%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3902	39.02%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.7109	71.09%
skin sensitisation	+	0.6559	65.59%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6302	63.02%
Acute Oral Toxicity (c)	III	0.7825	78.25%
Estrogen receptor binding	-	0.7811	78.11%
Androgen receptor binding	-	0.7586	75.86%
Thyroid receptor binding	-	0.5654	56.54%
Glucocorticoid receptor binding	+	0.6141	61.41%
Aromatase binding	-	0.6096	60.96%
PPAR gamma	-	0.5663	56.63%
Honey bee toxicity	-	0.8083	80.83%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9815	98.15%

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	98.36%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.06%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.92%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.47%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.88%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.34%	91.49%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.39%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.33%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.82%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.68%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	82.70%	94.73%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.68%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.29%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	80.00%	97.79%

Plants that contains it

• Schistostephium crataegifolium

Cross-Links

• PubChem: 14707125
• LOTUS: LTS0098039
• wikiData: Q105269831