3a-Hydroxy-1,5,8-trimethyl-2,4,5,5a,6,9a-hexahydrobenzo[e][1]benzofuran-7-one

Details

• Internal ID: fb242a0f-0bd5-4414-8db7-968ebc8dc801
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3a-hydroxy-1,5,8-trimethyl-2,4,5,5a,6,9a-hexahydrobenzo[e][1]benzofuran-7-one
• InChI: InChI=1S/C15H20O3/c1-8-4-12-11(5-13(8)16)9(2)6-15(17)14(12)10(3)7-18-15/h4,9,11-12,17H,5-7H2,1-3H3
• InChI Key: VJBQCSGCEZXSOB-UHFFFAOYSA-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: 0.70
• Atomic LogP (AlogP): 2.21
• 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	+	0.9964	99.64%
Caco-2	+	0.8941	89.41%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7841	78.41%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.9278	92.78%
OATP1B3 inhibitior	+	0.9768	97.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7689	76.89%
P-glycoprotein inhibitior	-	0.9224	92.24%
P-glycoprotein substrate	-	0.7490	74.90%
CYP3A4 substrate	+	0.5546	55.46%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8668	86.68%
CYP3A4 inhibition	-	0.5848	58.48%
CYP2C9 inhibition	-	0.8728	87.28%
CYP2C19 inhibition	-	0.8156	81.56%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.7820	78.20%
CYP2C8 inhibition	-	0.9025	90.25%
CYP inhibitory promiscuity	-	0.8697	86.97%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5433	54.33%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.7889	78.89%
Skin irritation	-	0.5429	54.29%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6055	60.55%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6520	65.20%
skin sensitisation	-	0.7895	78.95%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6788	67.88%
Acute Oral Toxicity (c)	III	0.5430	54.30%
Estrogen receptor binding	-	0.7395	73.95%
Androgen receptor binding	-	0.5705	57.05%
Thyroid receptor binding	+	0.5632	56.32%
Glucocorticoid receptor binding	-	0.7601	76.01%
Aromatase binding	-	0.8284	82.84%
PPAR gamma	-	0.6326	63.26%
Honey bee toxicity	-	0.7422	74.22%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9928	99.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.29%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.97%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.02%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.76%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.96%	96.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.26%	86.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.79%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.60%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.25%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.11%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.42%	94.75%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.97%	93.04%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.33%	93.40%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.10%	90.08%

Plants that contains it

• Smallanthus uvedalia

Cross-Links

• PubChem: 163106299
• LOTUS: LTS0038067
• wikiData: Q105287142