(3R)-5-[(1R,4aR,7S,8aS)-7-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid

Details

• Internal ID: 544588bd-4abe-4302-a4cc-5507547e30fe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (3R)-5-[(1R,4aR,7S,8aS)-7-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpentanoic acid
• InChI: InChI=1S/C20H34O3/c1-13(10-18(22)23)6-8-16-14(2)7-9-17-19(3,4)11-15(21)12-20(16,17)5/h7,13,15-17,21H,6,8-12H2,1-5H3,(H,22,23)/t13-,15+,16-,17-,20-/m1/s1
• InChI Key: LWUHLGGCVPLTND-XEFMTXMXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.65
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.5872	58.72%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7903	79.03%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.9089	90.89%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5178	51.78%
P-glycoprotein inhibitior	-	0.8453	84.53%
P-glycoprotein substrate	-	0.6925	69.25%
CYP3A4 substrate	+	0.5816	58.16%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.7709	77.09%
CYP2C9 inhibition	-	0.9353	93.53%
CYP2C19 inhibition	-	0.9115	91.15%
CYP2D6 inhibition	-	0.9479	94.79%
CYP1A2 inhibition	-	0.9397	93.97%
CYP2C8 inhibition	-	0.8713	87.13%
CYP inhibitory promiscuity	-	0.8174	81.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6666	66.66%
Eye corrosion	-	0.9958	99.58%
Eye irritation	-	0.9149	91.49%
Skin irritation	+	0.6521	65.21%
Skin corrosion	-	0.9685	96.85%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6104	61.04%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5369	53.69%
skin sensitisation	+	0.5928	59.28%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6156	61.56%
Acute Oral Toxicity (c)	III	0.8024	80.24%
Estrogen receptor binding	+	0.5404	54.04%
Androgen receptor binding	-	0.5546	55.46%
Thyroid receptor binding	+	0.5936	59.36%
Glucocorticoid receptor binding	+	0.6715	67.15%
Aromatase binding	-	0.6339	63.39%
PPAR gamma	+	0.5537	55.37%
Honey bee toxicity	-	0.8964	89.64%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9944	99.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.90%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.79%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.41%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.50%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.18%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.25%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.67%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.64%	97.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.29%	94.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.48%	90.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.27%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.52%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.18%	100.00%

Plants that contains it

• Brickellia laciniata

Cross-Links

• PubChem: 163025656
• LOTUS: LTS0114359
• wikiData: Q105158600