9a-hydroxy-3,4a,5-trimethyl-5,6,7,8-tetrahydro-4H-benzo[f][1]benzofuran-2-one

Details

• Internal ID: b584787c-40f2-4ca1-89b9-6e75acfff90b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 9a-hydroxy-3,4a,5-trimethyl-5,6,7,8-tetrahydro-4H-benzo[f][1]benzofuran-2-one
• SMILES (Canonical): CC1CCCC2=CC3(C(=C(C(=O)O3)C)CC12C)O
• SMILES (Isomeric): CC1CCCC2=CC3(C(=C(C(=O)O3)C)CC12C)O
• InChI: InChI=1S/C15H20O3/c1-9-5-4-6-11-7-15(17)12(8-14(9,11)3)10(2)13(16)18-15/h7,9,17H,4-6,8H2,1-3H3
• InChI Key: VCKBXFCIXKWWAI-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: 2.30
• Atomic LogP (AlogP): 2.70
• 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	+	0.9965	99.65%
Caco-2	+	0.9512	95.12%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6702	67.02%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9001	90.01%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.9022	90.22%
P-glycoprotein inhibitior	-	0.9401	94.01%
P-glycoprotein substrate	-	0.9060	90.60%
CYP3A4 substrate	+	0.6180	61.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8755	87.55%
CYP3A4 inhibition	-	0.6833	68.33%
CYP2C9 inhibition	-	0.7483	74.83%
CYP2C19 inhibition	-	0.6812	68.12%
CYP2D6 inhibition	-	0.9472	94.72%
CYP1A2 inhibition	+	0.7114	71.14%
CYP2C8 inhibition	-	0.8203	82.03%
CYP inhibitory promiscuity	-	0.7914	79.14%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4615	46.15%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9241	92.41%
Skin irritation	+	0.5978	59.78%
Skin corrosion	-	0.9268	92.68%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5544	55.44%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5289	52.89%
skin sensitisation	-	0.6949	69.49%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5981	59.81%
Acute Oral Toxicity (c)	III	0.4544	45.44%
Estrogen receptor binding	-	0.8595	85.95%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6066	60.66%
Glucocorticoid receptor binding	-	0.4781	47.81%
Aromatase binding	-	0.5645	56.45%
PPAR gamma	-	0.6782	67.82%
Honey bee toxicity	-	0.9104	91.04%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	95.63%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.26%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.93%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.85%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.21%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.82%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.64%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.36%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.91%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.90%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.77%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.67%	93.04%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.97%	96.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.72%	85.14%

Plants that contains it

• Bedfordia arborescens
• Ligularia platyglossa

Cross-Links

• PubChem: 163040123
• LOTUS: LTS0193221
• wikiData: Q105283747