5-[(3-ethenyl-3-methyloxiran-2-yl)methyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Details

• Internal ID: e751f558-6c68-4c15-bb47-cad12961e021
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5-[(3-ethenyl-3-methyloxiran-2-yl)methyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC(=C)C2CC3C(O3)(C)C=C)(C)C(=O)O
• SMILES (Isomeric): CC12CCCC(C1CCC(=C)C2CC3C(O3)(C)C=C)(C)C(=O)O
• InChI: InChI=1S/C20H30O3/c1-6-20(5)16(23-20)12-14-13(2)8-9-15-18(14,3)10-7-11-19(15,4)17(21)22/h6,14-16H,1-2,7-12H2,3-5H3,(H,21,22)
• InChI Key: WGURGXZGVSMKKG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.58
• H-Bond Acceptor: 2
• 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	+	0.9892	98.92%
Caco-2	+	0.6828	68.28%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5152	51.52%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8247	82.47%
OATP1B3 inhibitior	+	0.9027	90.27%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7730	77.30%
P-glycoprotein substrate	-	0.8270	82.70%
CYP3A4 substrate	+	0.6103	61.03%
CYP2C9 substrate	-	0.6031	60.31%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	+	0.5971	59.71%
CYP2C9 inhibition	-	0.5569	55.69%
CYP2C19 inhibition	-	0.5841	58.41%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.5592	55.92%
CYP2C8 inhibition	-	0.6641	66.41%
CYP inhibitory promiscuity	-	0.7780	77.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6630	66.30%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9388	93.88%
Skin irritation	-	0.5713	57.13%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4280	42.80%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6891	68.91%
skin sensitisation	+	0.5290	52.90%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5520	55.20%
Acute Oral Toxicity (c)	III	0.7150	71.50%
Estrogen receptor binding	+	0.6656	66.56%
Androgen receptor binding	+	0.5986	59.86%
Thyroid receptor binding	+	0.7109	71.09%
Glucocorticoid receptor binding	+	0.8048	80.48%
Aromatase binding	+	0.6104	61.04%
PPAR gamma	+	0.5236	52.36%
Honey bee toxicity	-	0.8975	89.75%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9961	99.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.96%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.42%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.43%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.60%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.60%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.26%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.99%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.51%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.24%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.00%	100.00%

Plants that contains it

• Juniperus chinensis

Cross-Links

• PubChem: 78159908
• LOTUS: LTS0038237
• wikiData: Q105304966