(4aR,5S,6R,8aS)-5,6,8a-trimethyl-5-[2-[(3R)-5-oxooxolan-3-yl]ethyl]-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

Details

• Internal ID: d2159427-c539-48e9-a5bd-b36917a6cc8c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (4aR,5S,6R,8aS)-5,6,8a-trimethyl-5-[2-[(3R)-5-oxooxolan-3-yl]ethyl]-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• InChI: InChI=1S/C20H30O4/c1-13-7-9-20(3)15(18(22)23)5-4-6-16(20)19(13,2)10-8-14-11-17(21)24-12-14/h5,13-14,16H,4,6-12H2,1-3H3,(H,22,23)/t13-,14-,16-,19+,20-/m1/s1
• InChI Key: ADMUMPSVQUEYSC-KIJMYCCXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9846	98.46%
Caco-2	+	0.6517	65.17%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7864	78.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8489	84.89%
OATP1B3 inhibitior	+	0.9568	95.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5479	54.79%
BSEP inhibitior	+	0.7574	75.74%
P-glycoprotein inhibitior	-	0.5874	58.74%
P-glycoprotein substrate	-	0.7332	73.32%
CYP3A4 substrate	+	0.5667	56.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9146	91.46%
CYP3A4 inhibition	-	0.6838	68.38%
CYP2C9 inhibition	-	0.8963	89.63%
CYP2C19 inhibition	-	0.9132	91.32%
CYP2D6 inhibition	-	0.9277	92.77%
CYP1A2 inhibition	-	0.7232	72.32%
CYP2C8 inhibition	-	0.6513	65.13%
CYP inhibitory promiscuity	-	0.8831	88.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9261	92.61%
Skin irritation	+	0.5797	57.97%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4398	43.98%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5063	50.63%
skin sensitisation	-	0.8480	84.80%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6714	67.14%
Acute Oral Toxicity (c)	III	0.7655	76.55%
Estrogen receptor binding	+	0.8707	87.07%
Androgen receptor binding	-	0.5481	54.81%
Thyroid receptor binding	+	0.6178	61.78%
Glucocorticoid receptor binding	+	0.7547	75.47%
Aromatase binding	+	0.8087	80.87%
PPAR gamma	-	0.6201	62.01%
Honey bee toxicity	-	0.8624	86.24%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9971	99.71%

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	96.56%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.78%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.39%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.76%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.95%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.75%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.69%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.44%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.91%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.78%	94.45%

Plants that contains it

• Baccharis gaudichaudiana

Cross-Links

• PubChem: 162992928
• LOTUS: LTS0162940
• wikiData: Q104909678