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

Details

• Internal ID: 68a0fbf9-bbc5-4acd-afbd-1183117adde9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: 2-[(1R,2R,4S,4aR,8aR)-4-hydroxy-5-(hydroxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]acetic acid
• InChI: InChI=1S/C16H26O4/c1-10-7-13(18)16(3)11(9-17)5-4-6-12(16)15(10,2)8-14(19)20/h5,10,12-13,17-18H,4,6-9H2,1-3H3,(H,19,20)/t10-,12-,13+,15-,16+/m1/s1
• InChI Key: RZBZLUOWVXTMQN-BCEUIYSSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₄
• Molecular Weight: 282.37 g/mol
• Exact Mass: 282.18310931 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.7625	76.25%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7886	78.86%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9014	90.14%
OATP1B3 inhibitior	+	0.8879	88.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5301	53.01%
BSEP inhibitior	-	0.5792	57.92%
P-glycoprotein inhibitior	-	0.9034	90.34%
P-glycoprotein substrate	-	0.7935	79.35%
CYP3A4 substrate	+	0.5454	54.54%
CYP2C9 substrate	-	0.6653	66.53%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.6325	63.25%
CYP2C9 inhibition	-	0.9374	93.74%
CYP2C19 inhibition	-	0.9494	94.94%
CYP2D6 inhibition	-	0.9152	91.52%
CYP1A2 inhibition	-	0.8603	86.03%
CYP2C8 inhibition	-	0.8222	82.22%
CYP inhibitory promiscuity	-	0.8792	87.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6950	69.50%
Eye corrosion	-	0.9951	99.51%
Eye irritation	-	0.8904	89.04%
Skin irritation	+	0.6082	60.82%
Skin corrosion	-	0.9751	97.51%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5077	50.77%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5193	51.93%
skin sensitisation	-	0.8007	80.07%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7483	74.83%
Acute Oral Toxicity (c)	III	0.8618	86.18%
Estrogen receptor binding	+	0.6439	64.39%
Androgen receptor binding	-	0.5413	54.13%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5417	54.17%
Aromatase binding	+	0.5216	52.16%
PPAR gamma	-	0.6347	63.47%
Honey bee toxicity	-	0.9228	92.28%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9854	98.54%

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	97.22%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.02%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.64%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.99%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.55%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.87%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.42%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.53%	94.45%
CHEMBL5028	O14672	ADAM10	81.91%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.41%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.38%	95.56%

Plants that contains it

• Dicranopteris linearis

Cross-Links

• PubChem: 162938832
• LOTUS: LTS0012388
• wikiData: Q105248318