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

Details

• Internal ID: 755889ff-71ce-4d2c-9663-4030c8f9bd4e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (4aS,5R,7R,8aR)-7-(2-hydroxypropan-2-yl)-5-methyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carboxylic acid
• SMILES (Canonical): CC1CC(CC2C1CCC(=C2)C(=O)O)C(C)(C)O
• SMILES (Isomeric): C[C@@H]1C[C@H](C[C@@H]2[C@H]1CCC(=C2)C(=O)O)C(C)(C)O
• InChI: InChI=1S/C15H24O3/c1-9-6-12(15(2,3)18)8-11-7-10(14(16)17)4-5-13(9)11/h7,9,11-13,18H,4-6,8H2,1-3H3,(H,16,17)/t9-,11-,12-,13+/m1/s1
• InChI Key: JSIJVJYNZFMZQI-JHEVNIALSA-N
• Popularity: 0 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: 2.70
• 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	+	0.6964	69.64%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7195	71.95%
OATP2B1 inhibitior	-	0.8520	85.20%
OATP1B1 inhibitior	+	0.9340	93.40%
OATP1B3 inhibitior	-	0.2635	26.35%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9590	95.90%
P-glycoprotein inhibitior	-	0.9354	93.54%
P-glycoprotein substrate	-	0.8872	88.72%
CYP3A4 substrate	-	0.5115	51.15%
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	-	0.7595	75.95%
CYP inhibitory promiscuity	-	0.7480	74.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6136	61.36%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.8685	86.85%
Skin irritation	-	0.6068	60.68%
Skin corrosion	-	0.9830	98.30%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5873	58.73%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6744	67.44%
skin sensitisation	+	0.8428	84.28%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9244	92.44%
Acute Oral Toxicity (c)	III	0.6918	69.18%
Estrogen receptor binding	-	0.6055	60.55%
Androgen receptor binding	+	0.5237	52.37%
Thyroid receptor binding	+	0.6792	67.92%
Glucocorticoid receptor binding	+	0.6541	65.41%
Aromatase binding	-	0.7671	76.71%
PPAR gamma	-	0.6921	69.21%
Honey bee toxicity	-	0.9212	92.12%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.82%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.45%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.84%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.72%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.68%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.88%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.42%	93.04%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.93%	94.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.92%	100.00%

Plants that contains it

• Fabiana imbricata

Cross-Links

• PubChem: 101672368
• LOTUS: LTS0000665
• wikiData: Q105134380