2-[(2aS,5aR,8R,9aR)-5a-methyl-2a,3,4,5,6,7,8,9-octahydro-2H-naphtho[8a,1-b]oxet-8-yl]prop-2-enoic acid

Details

• Internal ID: e1c9ca3e-a074-447c-a1f7-f507e0989b60
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[(2aS,5aR,8R,9aR)-5a-methyl-2a,3,4,5,6,7,8,9-octahydro-2H-naphtho[8a,1-b]oxet-8-yl]prop-2-enoic acid
• InChI: InChI=1S/C15H22O3/c1-10(13(16)17)11-5-7-14(2)6-3-4-12-9-18-15(12,14)8-11/h11-12H,1,3-9H2,2H3,(H,16,17)/t11-,12+,14-,15-/m1/s1
• InChI Key: DHHWANTTZXTHDK-AYRXBEOTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.8237	82.37%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5331	53.31%
OATP2B1 inhibitior	-	0.8507	85.07%
OATP1B1 inhibitior	+	0.9198	91.98%
OATP1B3 inhibitior	+	0.9353	93.53%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.8873	88.73%
P-glycoprotein inhibitior	-	0.9360	93.60%
P-glycoprotein substrate	-	0.8415	84.15%
CYP3A4 substrate	+	0.5662	56.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8830	88.30%
CYP3A4 inhibition	-	0.6575	65.75%
CYP2C9 inhibition	-	0.6891	68.91%
CYP2C19 inhibition	-	0.5625	56.25%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	-	0.5387	53.87%
CYP2C8 inhibition	-	0.7775	77.75%
CYP inhibitory promiscuity	-	0.8886	88.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5184	51.84%
Eye corrosion	-	0.9623	96.23%
Eye irritation	-	0.5998	59.98%
Skin irritation	-	0.6318	63.18%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6266	62.66%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5550	55.50%
skin sensitisation	-	0.6251	62.51%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5921	59.21%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6488	64.88%
Acute Oral Toxicity (c)	III	0.6972	69.72%
Estrogen receptor binding	+	0.8435	84.35%
Androgen receptor binding	+	0.6361	63.61%
Thyroid receptor binding	-	0.6430	64.30%
Glucocorticoid receptor binding	+	0.6780	67.80%
Aromatase binding	+	0.6937	69.37%
PPAR gamma	+	0.6251	62.51%
Honey bee toxicity	-	0.8950	89.50%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9888	98.88%

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	95.52%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.50%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.73%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.85%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.61%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	88.15%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.24%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.00%	95.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.53%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.13%	95.89%

Plants that contains it

• Apalochlamys spectabilis

Cross-Links

• PubChem: 162999721
• LOTUS: LTS0131392
• wikiData: Q104980133