Methyl 5-(3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)-3-methylpent-2-enoate

Details

• Internal ID: 332a43b0-c553-4640-bd52-3212606ecfbd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl 5-(3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)-3-methylpent-2-enoate
• SMILES (Canonical): CC(=CC(=O)OC)CCC1C(=C)CCC(C1(C)C)O
• SMILES (Isomeric): CC(=CC(=O)OC)CCC1C(=C)CCC(C1(C)C)O
• InChI: InChI=1S/C16H26O3/c1-11(10-15(18)19-5)6-8-13-12(2)7-9-14(17)16(13,3)4/h10,13-14,17H,2,6-9H2,1,3-5H3
• InChI Key: NKICMFACZOJHJC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₃
• Molecular Weight: 266.38 g/mol
• Exact Mass: 266.18819469 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.6487	64.87%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8846	88.46%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9056	90.56%
OATP1B3 inhibitior	+	0.9051	90.51%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5900	59.00%
P-glycoprotein inhibitior	-	0.9164	91.64%
P-glycoprotein substrate	-	0.7412	74.12%
CYP3A4 substrate	+	0.6162	61.62%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.9051	90.51%
CYP3A4 inhibition	-	0.7507	75.07%
CYP2C9 inhibition	-	0.6533	65.33%
CYP2C19 inhibition	-	0.7584	75.84%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.8827	88.27%
CYP2C8 inhibition	-	0.7308	73.08%
CYP inhibitory promiscuity	-	0.9094	90.94%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8686	86.86%
Carcinogenicity (trinary)	Non-required	0.6476	64.76%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9303	93.03%
Skin irritation	+	0.5141	51.41%
Skin corrosion	-	0.9786	97.86%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7667	76.67%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.5577	55.77%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5609	56.09%
Acute Oral Toxicity (c)	III	0.6703	67.03%
Estrogen receptor binding	-	0.5365	53.65%
Androgen receptor binding	+	0.5191	51.91%
Thyroid receptor binding	-	0.5278	52.78%
Glucocorticoid receptor binding	+	0.7203	72.03%
Aromatase binding	+	0.5893	58.93%
PPAR gamma	+	0.5932	59.32%
Honey bee toxicity	-	0.7933	79.33%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9909	99.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.79%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.71%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.84%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	91.82%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	88.93%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.67%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.08%	99.17%
CHEMBL2581	P07339	Cathepsin D	85.04%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.27%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.36%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.98%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.87%	95.50%

Plants that contains it

• Cleistopholis patens

Cross-Links

• PubChem: 75228608
• LOTUS: LTS0031263
• wikiData: Q105180607