2-(6-hydroxy-8,8a-dimethyl-2,3,5,6,7,8-hexahydro-1H-naphthalen-2-yl)prop-2-enoic acid

Details

• Internal ID: 76205a3f-00d4-4c1e-8e6f-90657c6460c5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 2-(6-hydroxy-8,8a-dimethyl-2,3,5,6,7,8-hexahydro-1H-naphthalen-2-yl)prop-2-enoic acid
• InChI: InChI=1S/C15H22O3/c1-9-6-13(16)7-12-5-4-11(8-15(9,12)3)10(2)14(17)18/h5,9,11,13,16H,2,4,6-8H2,1,3H3,(H,17,18)
• InChI Key: IVXJMINCDWCCDL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.8192	81.92%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7393	73.93%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8586	85.86%
P-glycoprotein inhibitior	-	0.9373	93.73%
P-glycoprotein substrate	-	0.6525	65.25%
CYP3A4 substrate	+	0.5394	53.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8817	88.17%
CYP3A4 inhibition	-	0.7092	70.92%
CYP2C9 inhibition	-	0.9181	91.81%
CYP2C19 inhibition	-	0.8768	87.68%
CYP2D6 inhibition	-	0.9307	93.07%
CYP1A2 inhibition	-	0.8690	86.90%
CYP2C8 inhibition	-	0.7087	70.87%
CYP inhibitory promiscuity	-	0.9007	90.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.5322	53.22%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.8576	85.76%
Skin irritation	+	0.5593	55.93%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4576	45.76%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5642	56.42%
skin sensitisation	+	0.4795	47.95%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5537	55.37%
Acute Oral Toxicity (c)	III	0.7297	72.97%
Estrogen receptor binding	+	0.5502	55.02%
Androgen receptor binding	-	0.5632	56.32%
Thyroid receptor binding	-	0.6433	64.33%
Glucocorticoid receptor binding	-	0.6103	61.03%
Aromatase binding	+	0.6928	69.28%
PPAR gamma	-	0.6147	61.47%
Honey bee toxicity	-	0.8841	88.41%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.67%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.14%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.63%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	89.57%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.39%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.87%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	87.25%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.47%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.89%	97.09%
CHEMBL4208	P20618	Proteasome component C5	81.59%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.80%	100.00%

Plants that contains it

• Stevia achalensis

Cross-Links

• PubChem: 162915250
• LOTUS: LTS0242526
• wikiData: Q105121369