Methyl 4-(2,5-dihydroxy-6-methylhept-6-en-2-yl)cyclohexene-1-carboxylate

Details

• Internal ID: 4e22f622-140e-4c29-8cd4-f3c75263ae48
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl 4-(2,5-dihydroxy-6-methylhept-6-en-2-yl)cyclohexene-1-carboxylate
• SMILES (Canonical): CC(=C)C(CCC(C)(C1CCC(=CC1)C(=O)OC)O)O
• SMILES (Isomeric): CC(=C)C(CCC(C)(C1CCC(=CC1)C(=O)OC)O)O
• InChI: InChI=1S/C16H26O4/c1-11(2)14(17)9-10-16(3,19)13-7-5-12(6-8-13)15(18)20-4/h5,13-14,17,19H,1,6-10H2,2-4H3
• InChI Key: XMXGGPVFYCGIQV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₄
• Molecular Weight: 282.37 g/mol
• Exact Mass: 282.18310931 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 4
• 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	+	0.9720	97.20%
Caco-2	+	0.6051	60.51%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8062	80.62%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9159	91.59%
OATP1B3 inhibitior	+	0.8431	84.31%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7317	73.17%
P-glycoprotein inhibitior	-	0.9029	90.29%
P-glycoprotein substrate	-	0.6215	62.15%
CYP3A4 substrate	+	0.6093	60.93%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8858	88.58%
CYP3A4 inhibition	-	0.7857	78.57%
CYP2C9 inhibition	-	0.7399	73.99%
CYP2C19 inhibition	-	0.8441	84.41%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	-	0.8296	82.96%
CYP2C8 inhibition	-	0.6482	64.82%
CYP inhibitory promiscuity	-	0.8856	88.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8243	82.43%
Carcinogenicity (trinary)	Non-required	0.7002	70.02%
Eye corrosion	-	0.9782	97.82%
Eye irritation	-	0.7255	72.55%
Skin irritation	-	0.6465	64.65%
Skin corrosion	-	0.9867	98.67%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4769	47.69%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7072	70.72%
skin sensitisation	+	0.5441	54.41%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.4546	45.46%
Acute Oral Toxicity (c)	III	0.7059	70.59%
Estrogen receptor binding	-	0.7374	73.74%
Androgen receptor binding	-	0.7985	79.85%
Thyroid receptor binding	+	0.5547	55.47%
Glucocorticoid receptor binding	+	0.6229	62.29%
Aromatase binding	-	0.5553	55.53%
PPAR gamma	-	0.5289	52.89%
Honey bee toxicity	-	0.8678	86.78%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9856	98.56%

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	98.26%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.52%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.54%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.82%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	95.10%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.84%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.75%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.39%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.44%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.34%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.38%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	84.33%	94.73%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.40%	94.33%
CHEMBL5028	O14672	ADAM10	81.29%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.22%	95.89%

Plants that contains it

• Rosa rugosa

Cross-Links

• PubChem: 162913172
• LOTUS: LTS0247038
• wikiData: Q105331490