(3S)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-3-methylpentanoic acid

Details

• Internal ID: fe89b0cb-c51e-4c67-af07-19aeb939168f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (3S)-5-[(1S,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-3-methylpentanoic acid
• InChI: InChI=1S/C20H32O2/c1-14(13-18(21)22)7-9-16-15(2)8-10-17-19(3,4)11-6-12-20(16,17)5/h8,10,14,16-17H,2,6-7,9,11-13H2,1,3-5H3,(H,21,22)/t14-,16-,17+,20+/m0/s1
• InChI Key: SFLZWKVLEVEUEM-UJAMICLKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.45
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.7051	70.51%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4627	46.27%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.8660	86.60%
OATP1B3 inhibitior	-	0.2449	24.49%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6396	63.96%
P-glycoprotein inhibitior	-	0.7800	78.00%
P-glycoprotein substrate	-	0.7552	75.52%
CYP3A4 substrate	+	0.5617	56.17%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	-	0.8871	88.71%
CYP3A4 inhibition	-	0.8057	80.57%
CYP2C9 inhibition	-	0.8155	81.55%
CYP2C19 inhibition	-	0.7059	70.59%
CYP2D6 inhibition	-	0.9444	94.44%
CYP1A2 inhibition	-	0.8516	85.16%
CYP2C8 inhibition	-	0.8652	86.52%
CYP inhibitory promiscuity	-	0.8349	83.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6897	68.97%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8763	87.63%
Skin irritation	+	0.5414	54.14%
Skin corrosion	-	0.9680	96.80%
Ames mutagenesis	-	0.7870	78.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4878	48.78%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	+	0.6928	69.28%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7170	71.70%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6906	69.06%
Acute Oral Toxicity (c)	III	0.8764	87.64%
Estrogen receptor binding	+	0.6198	61.98%
Androgen receptor binding	+	0.5211	52.11%
Thyroid receptor binding	+	0.6920	69.20%
Glucocorticoid receptor binding	+	0.6095	60.95%
Aromatase binding	-	0.6284	62.84%
PPAR gamma	+	0.5762	57.62%
Honey bee toxicity	-	0.8862	88.62%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
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
CHEMBL221	P23219	Cyclooxygenase-1	96.01%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.95%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.31%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.21%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.00%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.49%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.07%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.64%	94.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.38%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.74%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.24%	95.56%

Plants that contains it

• Cistus symphytifolius

Cross-Links

• PubChem: 162986414
• LOTUS: LTS0163539
• wikiData: Q105251866