(E)-2-methyl-5-[(1S,2R,4R)-2-methyl-3-methylidene-2-bicyclo[2.2.1]heptanyl]pent-2-enoic acid

Details

• Internal ID: a7601df2-837f-42db-b3ec-bc1a36cc725d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (E)-2-methyl-5-[(1S,2R,4R)-2-methyl-3-methylidene-2-bicyclo[2.2.1]heptanyl]pent-2-enoic acid
• InChI: InChI=1S/C15H22O2/c1-10(14(16)17)5-4-8-15(3)11(2)12-6-7-13(15)9-12/h5,12-13H,2,4,6-9H2,1,3H3,(H,16,17)/b10-5+/t12-,13+,15+/m1/s1
• InChI Key: PMCPDNGTLRPFQQ-MEPYFGFUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 1
• 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	+	0.9897	98.97%
Caco-2	+	0.5157	51.57%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4108	41.08%
OATP2B1 inhibitior	-	0.8519	85.19%
OATP1B1 inhibitior	+	0.8397	83.97%
OATP1B3 inhibitior	-	0.2567	25.67%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7082	70.82%
P-glycoprotein inhibitior	-	0.9574	95.74%
P-glycoprotein substrate	-	0.7893	78.93%
CYP3A4 substrate	+	0.5909	59.09%
CYP2C9 substrate	-	0.5701	57.01%
CYP2D6 substrate	-	0.9160	91.60%
CYP3A4 inhibition	-	0.8925	89.25%
CYP2C9 inhibition	-	0.8758	87.58%
CYP2C19 inhibition	-	0.8505	85.05%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.7747	77.47%
CYP2C8 inhibition	-	0.8309	83.09%
CYP inhibitory promiscuity	-	0.8814	88.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6095	60.95%
Eye corrosion	-	0.9576	95.76%
Eye irritation	+	0.5605	56.05%
Skin irritation	+	0.5683	56.83%
Skin corrosion	-	0.9840	98.40%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6150	61.50%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	+	0.7854	78.54%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7145	71.45%
Acute Oral Toxicity (c)	III	0.8243	82.43%
Estrogen receptor binding	-	0.7338	73.38%
Androgen receptor binding	-	0.6052	60.52%
Thyroid receptor binding	-	0.6544	65.44%
Glucocorticoid receptor binding	+	0.5464	54.64%
Aromatase binding	-	0.5275	52.75%
PPAR gamma	+	0.8056	80.56%
Honey bee toxicity	-	0.9351	93.51%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	93.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.01%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	88.64%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.26%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.31%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.58%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.51%	95.50%

Plants that contains it

• Santalum album

Cross-Links

• PubChem: 11673107
• NPASS: NPC191508