3-[(1R,2R,6R)-1-methyl-2-[[(3S)-4-methyl-3,6-dihydro-1,2-dioxin-3-yl]methyl]-3-methylidene-6-prop-1-en-2-ylcyclohexyl]propanoic acid

Details

• Internal ID: b76d2eb2-758a-47d5-83c5-ac4c1942f08d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 3-[(1R,2R,6R)-1-methyl-2-[[(3S)-4-methyl-3,6-dihydro-1,2-dioxin-3-yl]methyl]-3-methylidene-6-prop-1-en-2-ylcyclohexyl]propanoic acid
• InChI: InChI=1S/C20H30O4/c1-13(2)16-7-6-14(3)17(20(16,5)10-8-19(21)22)12-18-15(4)9-11-23-24-18/h9,16-18H,1,3,6-8,10-12H2,2,4-5H3,(H,21,22)/t16-,17-,18+,20-/m1/s1
• InChI Key: GHUBXQZLOXKAHB-FTEYMNFISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.68
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9627	96.27%
Caco-2	+	0.8107	81.07%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7874	78.74%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8612	86.12%
OATP1B3 inhibitior	+	0.9105	91.05%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6628	66.28%
BSEP inhibitior	+	0.5515	55.15%
P-glycoprotein inhibitior	-	0.6703	67.03%
P-glycoprotein substrate	-	0.6055	60.55%
CYP3A4 substrate	+	0.6261	62.61%
CYP2C9 substrate	-	0.5886	58.86%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	+	0.5807	58.07%
CYP2C9 inhibition	-	0.7836	78.36%
CYP2C19 inhibition	-	0.8342	83.42%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	-	0.7964	79.64%
CYP2C8 inhibition	+	0.5214	52.14%
CYP inhibitory promiscuity	-	0.9261	92.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.6768	67.68%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.8531	85.31%
Skin irritation	-	0.6669	66.69%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4781	47.81%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.7207	72.07%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6831	68.31%
Acute Oral Toxicity (c)	III	0.6679	66.79%
Estrogen receptor binding	-	0.5794	57.94%
Androgen receptor binding	+	0.5323	53.23%
Thyroid receptor binding	+	0.5277	52.77%
Glucocorticoid receptor binding	+	0.8201	82.01%
Aromatase binding	-	0.5247	52.47%
PPAR gamma	+	0.6475	64.75%
Honey bee toxicity	-	0.9119	91.19%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9866	98.66%

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	97.46%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.37%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.35%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.36%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.85%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.59%	97.25%
CHEMBL5028	O14672	ADAM10	82.74%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.61%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.05%	94.45%

Plants that contains it

• Croton costatus

Cross-Links

• PubChem: 162977547
• LOTUS: LTS0189326
• wikiData: Q105008729