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

Details

• Internal ID: 1fa48e00-4ea6-469a-b126-05a15c668aab
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4S,4aR,5S,9aR)-4-hydroxy-3,4a,5-trimethyl-4,5,6,7,9,9a-hexahydrobenzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H20O3/c1-8-5-4-6-10-7-11-12(9(2)14(17)18-11)13(16)15(8,10)3/h6,8,11,13,16H,4-5,7H2,1-3H3/t8-,11+,13+,15+/m0/s1
• InChI Key: OGIYZEJLIRMHKE-DGFVYPATSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 3
• 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	+	0.9950	99.50%
Caco-2	+	0.8829	88.29%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5975	59.75%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9300	93.00%
OATP1B3 inhibitior	+	0.9715	97.15%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.7250	72.50%
BSEP inhibitior	-	0.7772	77.72%
P-glycoprotein inhibitior	-	0.9141	91.41%
P-glycoprotein substrate	-	0.8165	81.65%
CYP3A4 substrate	+	0.5595	55.95%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.7214	72.14%
CYP2C9 inhibition	-	0.8950	89.50%
CYP2C19 inhibition	-	0.7761	77.61%
CYP2D6 inhibition	-	0.9587	95.87%
CYP1A2 inhibition	+	0.7052	70.52%
CYP2C8 inhibition	-	0.8307	83.07%
CYP inhibitory promiscuity	-	0.8734	87.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4413	44.13%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9487	94.87%
Skin irritation	+	0.6760	67.60%
Skin corrosion	-	0.9100	91.00%
Ames mutagenesis	-	0.5519	55.19%
Human Ether-a-go-go-Related Gene inhibition	-	0.4675	46.75%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6408	64.08%
skin sensitisation	-	0.7440	74.40%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5263	52.63%
Acute Oral Toxicity (c)	III	0.5812	58.12%
Estrogen receptor binding	-	0.5050	50.50%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5678	56.78%
Glucocorticoid receptor binding	-	0.4732	47.32%
Aromatase binding	-	0.6878	68.78%
PPAR gamma	+	0.5959	59.59%
Honey bee toxicity	-	0.9133	91.33%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9910	99.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.52%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.33%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.30%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.58%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.99%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.54%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.23%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.92%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.10%	89.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.91%	86.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.70%	93.04%
CHEMBL221	P23219	Cyclooxygenase-1	80.80%	90.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.16%	92.94%

Plants that contains it

• Packera toluccana

Cross-Links

• PubChem: 11637386
• LOTUS: LTS0183436
• wikiData: Q105191639