3,9-Dihydroxy-3,4,5-trimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-2-one

Details

• Internal ID: 76d038c6-a53d-468a-8544-2b1d07bdb103
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 3,9-dihydroxy-3,4,5-trimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-2-one
• SMILES (Canonical): CC1CCCC2=C(C3=C(C(=C12)C)C(C(=O)O3)(C)O)O
• SMILES (Isomeric): CC1CCCC2=C(C3=C(C(=C12)C)C(C(=O)O3)(C)O)O
• InChI: InChI=1S/C15H18O4/c1-7-5-4-6-9-10(7)8(2)11-13(12(9)16)19-14(17)15(11,3)18/h7,16,18H,4-6H2,1-3H3
• InChI Key: PEUSPOKFWAPKRH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9826	98.26%
Caco-2	+	0.7307	73.07%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7419	74.19%
OATP2B1 inhibitior	-	0.8511	85.11%
OATP1B1 inhibitior	+	0.8748	87.48%
OATP1B3 inhibitior	+	0.8184	81.84%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6821	68.21%
BSEP inhibitior	-	0.9222	92.22%
P-glycoprotein inhibitior	-	0.8773	87.73%
P-glycoprotein substrate	-	0.8407	84.07%
CYP3A4 substrate	+	0.6014	60.14%
CYP2C9 substrate	+	0.6120	61.20%
CYP2D6 substrate	-	0.7458	74.58%
CYP3A4 inhibition	-	0.7481	74.81%
CYP2C9 inhibition	-	0.7455	74.55%
CYP2C19 inhibition	-	0.7266	72.66%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	+	0.8684	86.84%
CYP2C8 inhibition	-	0.7265	72.65%
CYP inhibitory promiscuity	-	0.8019	80.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5073	50.73%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.4838	48.38%
Skin irritation	-	0.5728	57.28%
Skin corrosion	-	0.8848	88.48%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7802	78.02%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.8523	85.23%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7918	79.18%
Acute Oral Toxicity (c)	III	0.4157	41.57%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5645	56.45%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7670	76.70%
Aromatase binding	-	0.6873	68.73%
PPAR gamma	+	0.5642	56.42%
Honey bee toxicity	-	0.9491	94.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	96.92%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.74%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.34%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.00%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.80%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.29%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.91%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.13%	100.00%
CHEMBL5905	Q04828	Aldo-keto reductase family 1 member C1	83.94%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.73%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.35%	93.04%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	81.22%	94.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.12%	86.33%
CHEMBL2083	P15090	Fatty acid binding protein adipocyte	80.84%	95.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.21%	90.08%

Plants that contains it

• Psacalium decompositum

Cross-Links

• PubChem: 78422559
• LOTUS: LTS0209899
• wikiData: Q105207373