5-(1,2,4a-trimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl)-3-methylpent-2-enoic acid

Details

• Internal ID: 40da14f6-3369-4952-bb12-4c450a6ec757
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: 5-(1,2,4a-trimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl)-3-methylpent-2-enoic acid
• InChI: InChI=1S/C20H32O3/c1-14(12-17(21)22)7-10-18(3)15(2)8-11-19(4)16(18)6-5-9-20(19)13-23-20/h12,15-16H,5-11,13H2,1-4H3,(H,21,22)
• InChI Key: AHTWDRQYHUGSCT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.81
• H-Bond Acceptor: 2
• 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	+	0.9865	98.65%
Caco-2	+	0.6900	69.00%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6416	64.16%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8240	82.40%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.5643	56.43%
P-glycoprotein inhibitior	-	0.7650	76.50%
P-glycoprotein substrate	-	0.8288	82.88%
CYP3A4 substrate	+	0.6043	60.43%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	-	0.9007	90.07%
CYP3A4 inhibition	-	0.6896	68.96%
CYP2C9 inhibition	-	0.6522	65.22%
CYP2C19 inhibition	-	0.6827	68.27%
CYP2D6 inhibition	-	0.9213	92.13%
CYP1A2 inhibition	-	0.5751	57.51%
CYP2C8 inhibition	-	0.6303	63.03%
CYP inhibitory promiscuity	-	0.7100	71.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6328	63.28%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.8892	88.92%
Skin irritation	-	0.6228	62.28%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6584	65.84%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5636	56.36%
skin sensitisation	-	0.5695	56.95%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6224	62.24%
Acute Oral Toxicity (c)	III	0.6648	66.48%
Estrogen receptor binding	+	0.9139	91.39%
Androgen receptor binding	+	0.6786	67.86%
Thyroid receptor binding	+	0.6808	68.08%
Glucocorticoid receptor binding	+	0.6846	68.46%
Aromatase binding	+	0.8230	82.30%
PPAR gamma	+	0.6496	64.96%
Honey bee toxicity	-	0.8416	84.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9881	98.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.11%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.58%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.38%	96.09%
CHEMBL206	P03372	Estrogen receptor alpha	88.07%	97.64%
CHEMBL2061	P19793	Retinoid X receptor alpha	87.60%	91.67%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.63%	89.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.18%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.29%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	81.19%	92.50%
CHEMBL2581	P07339	Cathepsin D	81.13%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.10%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.74%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.01%	95.56%

Plants that contains it

• Ageratina ixiocladon

Cross-Links

• PubChem: 162941582
• LOTUS: LTS0159037
• wikiData: Q104912464