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

Details

• Internal ID: eb4652fe-fdc7-4844-a3f8-693ad846b0ce
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Carbocyclic fatty acids
• IUPAC Name: (3R)-5-[(1S,2S,4aS,8aR)-4a-(hydroxymethyl)-1,2-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpentanoic acid
• InChI: InChI=1S/C19H32O3/c1-14(12-17(21)22)7-10-18(3)15(2)8-11-19(13-20)9-5-4-6-16(18)19/h5,9,14-16,20H,4,6-8,10-13H2,1-3H3,(H,21,22)/t14-,15+,16-,18+,19+/m1/s1
• InChI Key: YQFZWTTZGCKOKU-LHHMMCJZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₂O₃
• Molecular Weight: 308.50 g/mol
• Exact Mass: 308.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.26
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.5914	59.14%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6882	68.82%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.8823	88.23%
OATP1B3 inhibitior	+	0.9006	90.06%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5991	59.91%
BSEP inhibitior	-	0.5698	56.98%
P-glycoprotein inhibitior	-	0.8525	85.25%
P-glycoprotein substrate	-	0.7540	75.40%
CYP3A4 substrate	+	0.5981	59.81%
CYP2C9 substrate	-	0.6121	61.21%
CYP2D6 substrate	-	0.8714	87.14%
CYP3A4 inhibition	-	0.6212	62.12%
CYP2C9 inhibition	-	0.8186	81.86%
CYP2C19 inhibition	-	0.9177	91.77%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.7838	78.38%
CYP2C8 inhibition	-	0.8507	85.07%
CYP inhibitory promiscuity	-	0.8742	87.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6915	69.15%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.9101	91.01%
Skin irritation	-	0.7037	70.37%
Skin corrosion	-	0.9777	97.77%
Ames mutagenesis	-	0.7970	79.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5521	55.21%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5807	58.07%
skin sensitisation	-	0.7027	70.27%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6654	66.54%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7555	75.55%
Acute Oral Toxicity (c)	III	0.6756	67.56%
Estrogen receptor binding	+	0.8596	85.96%
Androgen receptor binding	-	0.5208	52.08%
Thyroid receptor binding	+	0.7279	72.79%
Glucocorticoid receptor binding	+	0.7204	72.04%
Aromatase binding	+	0.7058	70.58%
PPAR gamma	+	0.5174	51.74%
Honey bee toxicity	-	0.8897	88.97%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9911	99.11%

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	96.98%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.71%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.65%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	90.76%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.75%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	86.01%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.29%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.09%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.51%	96.47%
CHEMBL3776	Q14790	Caspase-8	80.56%	97.06%

Plants that contains it

• Cistus monspeliensis

Cross-Links

• PubChem: 162884799
• LOTUS: LTS0006580
• wikiData: Q105352210