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

Details

• Internal ID: 5d8be6e6-2017-4bf1-9bea-8bc32e71cba5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4aS,8aR)-1-[(3R)-5-hydroxy-3-methylpentyl]-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalene-2-carboxylic acid
• InChI: InChI=1S/C20H34O3/c1-14(10-13-21)6-8-16-15(18(22)23)7-9-17-19(2,3)11-5-12-20(16,17)4/h7,14,16-17,21H,5-6,8-13H2,1-4H3,(H,22,23)/t14-,16+,17+,20+/m1/s1
• InChI Key: FSAFGGVCHXFXTD-FKKBTLCVSA-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: 5.50
• Atomic LogP (AlogP): 4.65
• 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	+	0.9917	99.17%
Caco-2	+	0.8096	80.96%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6894	68.94%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8599	85.99%
OATP1B3 inhibitior	+	0.8632	86.32%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5343	53.43%
BSEP inhibitior	+	0.5546	55.46%
P-glycoprotein inhibitior	-	0.7441	74.41%
P-glycoprotein substrate	-	0.7310	73.10%
CYP3A4 substrate	+	0.5348	53.48%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.9158	91.58%
CYP3A4 inhibition	-	0.7410	74.10%
CYP2C9 inhibition	-	0.8572	85.72%
CYP2C19 inhibition	-	0.9014	90.14%
CYP2D6 inhibition	-	0.9178	91.78%
CYP1A2 inhibition	-	0.8751	87.51%
CYP2C8 inhibition	-	0.8734	87.34%
CYP inhibitory promiscuity	-	0.7440	74.40%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6597	65.97%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9311	93.11%
Skin irritation	-	0.6181	61.81%
Skin corrosion	-	0.9732	97.32%
Ames mutagenesis	-	0.7593	75.93%
Human Ether-a-go-go-Related Gene inhibition	-	0.6643	66.43%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6390	63.90%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6947	69.47%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6850	68.50%
Acute Oral Toxicity (c)	III	0.7525	75.25%
Estrogen receptor binding	+	0.7146	71.46%
Androgen receptor binding	-	0.5513	55.13%
Thyroid receptor binding	+	0.7154	71.54%
Glucocorticoid receptor binding	+	0.7756	77.56%
Aromatase binding	+	0.5282	52.82%
PPAR gamma	+	0.6892	68.92%
Honey bee toxicity	-	0.8905	89.05%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.9940	99.40%

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	98.08%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.74%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.82%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.36%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.55%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.84%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.50%	94.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.67%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.11%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.09%	93.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.07%	94.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.54%	93.00%

Plants that contains it

• Grindelia havardii

Cross-Links

• PubChem: 163031212
• LOTUS: LTS0236581
• wikiData: Q105000522