[5-Hydroxy-3-(hydroxymethyl)-2-oxo-6-propan-2-ylcyclohex-3-en-1-yl] 2-methylbut-2-enoate

Details

• Internal ID: 4d332e21-191c-49b5-aa79-9836e4be212f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: [5-hydroxy-3-(hydroxymethyl)-2-oxo-6-propan-2-ylcyclohex-3-en-1-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(C=C(C1=O)CO)O)C(C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C(C=C(C1=O)CO)O)C(C)C
• InChI: InChI=1S/C15H22O5/c1-5-9(4)15(19)20-14-12(8(2)3)11(17)6-10(7-16)13(14)18/h5-6,8,11-12,14,16-17H,7H2,1-4H3
• InChI Key: DQAVAZNOXSQZNF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.00
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9173	91.73%
Caco-2	+	0.6681	66.81%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8927	89.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8904	89.04%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7878	78.78%
P-glycoprotein inhibitior	-	0.8535	85.35%
P-glycoprotein substrate	-	0.8239	82.39%
CYP3A4 substrate	+	0.5105	51.05%
CYP2C9 substrate	-	0.5995	59.95%
CYP2D6 substrate	-	0.9077	90.77%
CYP3A4 inhibition	-	0.8758	87.58%
CYP2C9 inhibition	-	0.6352	63.52%
CYP2C19 inhibition	-	0.7634	76.34%
CYP2D6 inhibition	-	0.7818	78.18%
CYP1A2 inhibition	-	0.8051	80.51%
CYP2C8 inhibition	-	0.9525	95.25%
CYP inhibitory promiscuity	-	0.8019	80.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7404	74.04%
Carcinogenicity (trinary)	Non-required	0.7167	71.67%
Eye corrosion	-	0.9743	97.43%
Eye irritation	-	0.9396	93.96%
Skin irritation	-	0.7439	74.39%
Skin corrosion	-	0.9649	96.49%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5627	56.27%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6451	64.51%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.4672	46.72%
Acute Oral Toxicity (c)	III	0.5355	53.55%
Estrogen receptor binding	-	0.7373	73.73%
Androgen receptor binding	-	0.7709	77.09%
Thyroid receptor binding	-	0.7268	72.68%
Glucocorticoid receptor binding	-	0.6288	62.88%
Aromatase binding	-	0.6778	67.78%
PPAR gamma	-	0.7735	77.35%
Honey bee toxicity	-	0.8243	82.43%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6751	67.51%
Fish aquatic toxicity	+	0.9315	93.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.28%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.28%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.30%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.47%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.41%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.64%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.29%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.46%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	80.40%	94.73%

Plants that contains it

• Sphaeranthus suaveolens

Cross-Links

• PubChem: 72733172
• LOTUS: LTS0118603
• wikiData: Q104986823