(5S,7S,8aR,9aR)-7-hydroxy-3-(hydroxymethyl)-5,8a-dimethyl-5,6,7,8,9,9a-hexahydrobenzo[f][1]benzofuran-2-one

Details

• Internal ID: de2b5694-2d86-4457-ac4d-49df10bac360
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (5S,7S,8aR,9aR)-7-hydroxy-3-(hydroxymethyl)-5,8a-dimethyl-5,6,7,8,9,9a-hexahydrobenzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H20O4/c1-8-3-9(17)5-15(2)6-13-10(4-12(8)15)11(7-16)14(18)19-13/h4,8-9,13,16-17H,3,5-7H2,1-2H3/t8-,9-,13+,15+/m0/s1
• InChI Key: TUZVRIRLPOQEPF-SEWBUJKGSA-N
• Popularity: 0 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): 66.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9845	98.45%
Caco-2	+	0.6890	68.90%
Blood Brain Barrier	+	0.6928	69.28%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6754	67.54%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9231	92.31%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7261	72.61%
P-glycoprotein inhibitior	-	0.8861	88.61%
P-glycoprotein substrate	-	0.7333	73.33%
CYP3A4 substrate	+	0.5868	58.68%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8794	87.94%
CYP3A4 inhibition	-	0.7157	71.57%
CYP2C9 inhibition	-	0.8754	87.54%
CYP2C19 inhibition	-	0.8755	87.55%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	-	0.8103	81.03%
CYP2C8 inhibition	-	0.8104	81.04%
CYP inhibitory promiscuity	-	0.7091	70.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4131	41.31%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8669	86.69%
Skin irritation	-	0.5351	53.51%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7798	77.98%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5611	56.11%
skin sensitisation	-	0.8184	81.84%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.4604	46.04%
Acute Oral Toxicity (c)	III	0.4466	44.66%
Estrogen receptor binding	+	0.6241	62.41%
Androgen receptor binding	-	0.4911	49.11%
Thyroid receptor binding	+	0.6221	62.21%
Glucocorticoid receptor binding	-	0.4871	48.71%
Aromatase binding	+	0.5789	57.89%
PPAR gamma	+	0.5867	58.67%
Honey bee toxicity	-	0.9043	90.43%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9382	93.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.48%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.17%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.94%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	89.66%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.85%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.36%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.34%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.17%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.17%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14864228
• LOTUS: LTS0011340
• wikiData: Q105265141