2-[(1S,2R,4aR,8aR)-5-(hydroxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]acetic acid

Details

• Internal ID: 856877e1-b3c1-4841-816d-3ffd5a1bf48d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acids
• IUPAC Name: 2-[(1S,2R,4aR,8aR)-5-(hydroxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]acetic acid
• SMILES (Canonical): CC1CCC2(C(C1(C)CC(=O)O)CCC=C2CO)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC(=O)O)CCC=C2CO)C
• InChI: InChI=1S/C16H26O3/c1-11-7-8-15(2)12(10-17)5-4-6-13(15)16(11,3)9-14(18)19/h5,11,13,17H,4,6-10H2,1-3H3,(H,18,19)/t11-,13+,15+,16+/m1/s1
• InChI Key: AZQCRCMLZNZEPJ-XTBFLFJDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₃
• Molecular Weight: 266.38 g/mol
• Exact Mass: 266.18819469 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9907	99.07%
Caco-2	+	0.8377	83.77%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6349	63.49%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9051	90.51%
OATP1B3 inhibitior	+	0.8963	89.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6093	60.93%
BSEP inhibitior	-	0.6204	62.04%
P-glycoprotein inhibitior	-	0.9177	91.77%
P-glycoprotein substrate	-	0.9239	92.39%
CYP3A4 substrate	-	0.5090	50.90%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.8732	87.32%
CYP3A4 inhibition	-	0.6373	63.73%
CYP2C9 inhibition	-	0.8663	86.63%
CYP2C19 inhibition	-	0.9067	90.67%
CYP2D6 inhibition	-	0.9136	91.36%
CYP1A2 inhibition	-	0.8377	83.77%
CYP2C8 inhibition	-	0.8043	80.43%
CYP inhibitory promiscuity	-	0.7753	77.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6473	64.73%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9216	92.16%
Skin irritation	-	0.6018	60.18%
Skin corrosion	-	0.9753	97.53%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5091	50.91%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5581	55.81%
skin sensitisation	-	0.6288	62.88%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6911	69.11%
Acute Oral Toxicity (c)	III	0.7872	78.72%
Estrogen receptor binding	+	0.5670	56.70%
Androgen receptor binding	-	0.5851	58.51%
Thyroid receptor binding	-	0.5922	59.22%
Glucocorticoid receptor binding	-	0.5794	57.94%
Aromatase binding	-	0.6038	60.38%
PPAR gamma	-	0.6585	65.85%
Honey bee toxicity	-	0.9495	94.95%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9917	99.17%

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	96.75%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.48%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.39%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	89.69%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.26%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.66%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.35%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.24%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.81%	91.19%
CHEMBL4208	P20618	Proteasome component C5	80.75%	90.00%

Plants that contains it

• Acritopappus confertus

Cross-Links

• PubChem: 101277251
• LOTUS: LTS0026790
• wikiData: Q104921867