(4aR,5S,8aR,9aR)-8a-hydroxy-3,4a,5-trimethyl-4,5,6,7,9,9a-hexahydrobenzo[f][1]benzofuran-2,8-dione

Details

• Internal ID: c22c9539-3260-4048-a3ba-865448e7fbec
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4aR,5S,8aR,9aR)-8a-hydroxy-3,4a,5-trimethyl-4,5,6,7,9,9a-hexahydrobenzo[f][1]benzofuran-2,8-dione
• InChI: InChI=1S/C15H20O4/c1-8-4-5-12(16)15(18)7-11-10(6-14(8,15)3)9(2)13(17)19-11/h8,11,18H,4-7H2,1-3H3/t8-,11+,14+,15-/m0/s1
• InChI Key: LMAGYNXQYCLGTJ-ATLFLLQCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.7718	77.18%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7946	79.46%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.9344	93.44%
OATP1B3 inhibitior	+	0.8942	89.42%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5626	56.26%
BSEP inhibitior	-	0.7202	72.02%
P-glycoprotein inhibitior	-	0.8849	88.49%
P-glycoprotein substrate	-	0.9135	91.35%
CYP3A4 substrate	+	0.6205	62.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9102	91.02%
CYP3A4 inhibition	-	0.6655	66.55%
CYP2C9 inhibition	-	0.8814	88.14%
CYP2C19 inhibition	-	0.8069	80.69%
CYP2D6 inhibition	-	0.9575	95.75%
CYP1A2 inhibition	-	0.6558	65.58%
CYP2C8 inhibition	-	0.8682	86.82%
CYP inhibitory promiscuity	-	0.9634	96.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4559	45.59%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8694	86.94%
Skin irritation	+	0.7396	73.96%
Skin corrosion	-	0.8894	88.94%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4598	45.98%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5368	53.68%
skin sensitisation	-	0.8565	85.65%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.5449	54.49%
Acute Oral Toxicity (c)	IV	0.3607	36.07%
Estrogen receptor binding	-	0.5108	51.08%
Androgen receptor binding	+	0.5907	59.07%
Thyroid receptor binding	+	0.5987	59.87%
Glucocorticoid receptor binding	-	0.4886	48.86%
Aromatase binding	-	0.6472	64.72%
PPAR gamma	-	0.6579	65.79%
Honey bee toxicity	-	0.9398	93.98%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9911	99.11%

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	92.39%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.19%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.02%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.54%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.67%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.62%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.55%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.46%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.25%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.19%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.25%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162816850
• LOTUS: LTS0025463
• wikiData: Q105153818