4-Hydroxy-3,4,5-trimethyl-4a,5,6,7-tetrahydrobenzo[f][1]benzofuran-8-one

Details

• Internal ID: 02b862b3-2dde-471e-8210-15f7f0924656
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 4-hydroxy-3,4,5-trimethyl-4a,5,6,7-tetrahydrobenzo[f][1]benzofuran-8-one
• InChI: InChI=1S/C15H18O3/c1-8-4-5-11(16)10-6-12-14(9(2)7-18-12)15(3,17)13(8)10/h6-8,13,17H,4-5H2,1-3H3
• InChI Key: JQQMJMQBRBEIJP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.81
• 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	+	1.0000	100.00%
Caco-2	+	0.8001	80.01%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6306	63.06%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9194	91.94%
OATP1B3 inhibitior	+	0.9747	97.47%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8277	82.77%
P-glycoprotein inhibitior	-	0.8964	89.64%
P-glycoprotein substrate	-	0.8650	86.50%
CYP3A4 substrate	+	0.6043	60.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8321	83.21%
CYP3A4 inhibition	-	0.7952	79.52%
CYP2C9 inhibition	-	0.5613	56.13%
CYP2C19 inhibition	+	0.5427	54.27%
CYP2D6 inhibition	-	0.8224	82.24%
CYP1A2 inhibition	+	0.8562	85.62%
CYP2C8 inhibition	-	0.8432	84.32%
CYP inhibitory promiscuity	+	0.5473	54.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4224	42.24%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9433	94.33%
Skin irritation	-	0.5510	55.10%
Skin corrosion	-	0.9060	90.60%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6519	65.19%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6876	68.76%
skin sensitisation	-	0.6862	68.62%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7755	77.55%
Acute Oral Toxicity (c)	III	0.5410	54.10%
Estrogen receptor binding	-	0.5700	57.00%
Androgen receptor binding	+	0.6097	60.97%
Thyroid receptor binding	-	0.7078	70.78%
Glucocorticoid receptor binding	-	0.7046	70.46%
Aromatase binding	-	0.5758	57.58%
PPAR gamma	+	0.5878	58.78%
Honey bee toxicity	-	0.9188	91.88%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9631	96.31%

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	94.97%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.01%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.39%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.67%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.84%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.02%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.50%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.62%	96.09%
CHEMBL4530	P00488	Coagulation factor XIII	84.21%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.41%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.65%	93.04%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.16%	90.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.45%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.38%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.37%	97.14%

Plants that contains it

• Dendrophorbium balsapampae

Cross-Links

• PubChem: 162918834
• LOTUS: LTS0188420
• wikiData: Q105133614