(1R,4aS,8aR)-1-[(3R)-4-carboxy-3-methylbutyl]-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalene-2-carboxylic acid

Details

• Internal ID: b7fe8c5e-90a6-46bc-b7b0-f90afa7aba75
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4aS,8aR)-1-[(3R)-4-carboxy-3-methylbutyl]-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalene-2-carboxylic acid
• InChI: InChI=1S/C20H32O4/c1-13(12-17(21)22)6-8-15-14(18(23)24)7-9-16-19(2,3)10-5-11-20(15,16)4/h7,13,15-16H,5-6,8-12H2,1-4H3,(H,21,22)(H,23,24)/t13-,15+,16+,20+/m1/s1
• InChI Key: OBXWSWFYVFDJJH-XXLXZOJFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.74
• 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	+	0.9807	98.07%
Caco-2	+	0.7006	70.06%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7448	74.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8738	87.38%
OATP1B3 inhibitior	-	0.2320	23.20%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6718	67.18%
P-glycoprotein inhibitior	-	0.7031	70.31%
P-glycoprotein substrate	-	0.7665	76.65%
CYP3A4 substrate	+	0.5519	55.19%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.7526	75.26%
CYP2C9 inhibition	-	0.9532	95.32%
CYP2C19 inhibition	-	0.9522	95.22%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	-	0.9051	90.51%
CYP2C8 inhibition	-	0.8687	86.87%
CYP inhibitory promiscuity	-	0.8648	86.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7352	73.52%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8691	86.91%
Skin irritation	-	0.5237	52.37%
Skin corrosion	-	0.9717	97.17%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5127	51.27%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5014	50.14%
skin sensitisation	+	0.7367	73.67%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7802	78.02%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6228	62.28%
Acute Oral Toxicity (c)	III	0.7711	77.11%
Estrogen receptor binding	+	0.6655	66.55%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6152	61.52%
Glucocorticoid receptor binding	+	0.7593	75.93%
Aromatase binding	-	0.5211	52.11%
PPAR gamma	+	0.6119	61.19%
Honey bee toxicity	-	0.8612	86.12%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
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	96.44%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	95.79%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.37%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.02%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.51%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.22%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.99%	94.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.22%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.89%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.82%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.01%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.83%	93.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.57%	93.00%

Plants that contains it

• Grindelia havardii

Cross-Links

• PubChem: 162915833
• LOTUS: LTS0172630
• wikiData: Q105189212