(4aS,5R,8R,8aR)-8-(2-hydroxypropan-2-yl)-5-methyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carboxylic acid

Details

• Internal ID: 21562815-a049-4804-94f9-91dac3e34f30
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4aS,5R,8R,8aR)-8-(2-hydroxypropan-2-yl)-5-methyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carboxylic acid
• InChI: InChI=1S/C15H24O3/c1-9-4-7-13(15(2,3)18)12-8-10(14(16)17)5-6-11(9)12/h8-9,11-13,18H,4-7H2,1-3H3,(H,16,17)/t9-,11+,12+,13-/m1/s1
• InChI Key: YVNQIXNGSFWMAR-LPTSXCQYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.84
• 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	+	0.9953	99.53%
Caco-2	+	0.8288	82.88%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7195	71.95%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.9439	94.39%
OATP1B3 inhibitior	-	0.2635	26.35%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9552	95.52%
P-glycoprotein inhibitior	-	0.9559	95.59%
P-glycoprotein substrate	-	0.8742	87.42%
CYP3A4 substrate	-	0.5084	50.84%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.9169	91.69%
CYP3A4 inhibition	-	0.8524	85.24%
CYP2C9 inhibition	-	0.5676	56.76%
CYP2C19 inhibition	-	0.6681	66.81%
CYP2D6 inhibition	-	0.9236	92.36%
CYP1A2 inhibition	-	0.8735	87.35%
CYP2C8 inhibition	-	0.7997	79.97%
CYP inhibitory promiscuity	-	0.7480	74.80%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6136	61.36%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.8593	85.93%
Skin irritation	-	0.6068	60.68%
Skin corrosion	-	0.9830	98.30%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6401	64.01%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6730	67.30%
skin sensitisation	+	0.8428	84.28%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8335	83.35%
Acute Oral Toxicity (c)	III	0.6918	69.18%
Estrogen receptor binding	-	0.7356	73.56%
Androgen receptor binding	-	0.5335	53.35%
Thyroid receptor binding	+	0.6942	69.42%
Glucocorticoid receptor binding	+	0.5814	58.14%
Aromatase binding	-	0.7969	79.69%
PPAR gamma	-	0.6150	61.50%
Honey bee toxicity	-	0.9358	93.58%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	94.86%	83.82%
CHEMBL2581	P07339	Cathepsin D	92.35%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.60%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.84%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.43%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.57%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.76%	91.11%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.14%	93.04%

Plants that contains it

• Fabiana imbricata

Cross-Links

• PubChem: 162943737
• LOTUS: LTS0154482
• wikiData: Q105365677